Colony Poolside

1 Bedrooms 1 Bathrooms Sleeps 2 Key West 553 sq. ft.

Colony Poolside is a charming one bedroom bungalow located in Historic Old Town Key West. This one level cottage has an open living/dining area, full kitchen and spacious bedroom with king size bed. Located in a compound with a large shared pool.

Bedroom

1 King

Living Sleeping Combo

1 Sofa Bed

Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space.

The fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a private deck for sunning, relaxing, grilling and al fresco dining.

The bedroom is accented with wainscoting and features cathedral ceilings, a king size bed, and flat screen television.

Back outside the front door is a porch with Adirondack chairs for enjoying a morning Cuban coffee or a twilight glass of wine amongst the palm trees. The large Colony swimming pool, which is shared with other residents, is located just steps away. Beaches, shopping, and award-winning restaurants are just a short walk or bike ride from your front door.

If you are staying with a large group, please note that Rent Key West Vacations has two other similar properties to rent within this enclave - Colony Sunset and Colony Calypso.

Bedding: 1 king, 1 sleeper sofa

Parking: There is a small parking lot for cottage guests and available on a first come first parked basis. If the lot is full, there is on-street parking right on Olivia Street and on surrounding side streets and lanes.

Kitchen

  • Stove
  • Coffee Maker - Drip
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Cooking Basics
  • Oven
  • Dining table

Location

  • Historic District

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Accommodation Essentials

  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Free wifi
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Essentials
  • Living Room
  • Iron & Ironing Board
  • Private Living Room

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Car

  • Not Necessary

Entertainment

  • DVD Player
  • Satellite or Cable
  • Television

Outdoor

  • Garden or Backyard
  • Deck Patio Uncovered
  • Fenced Yard

Facility

  • Pool

Pool

  • Communal Pool
  • Heated Pool

Themes

  • Historic
  • Tourist Attractions
LEAVE A REVIEW
April 30, 2024 - Track Survey

by Robert Kurent

With the exception of a phone conversation with the office upon arrival to help with the use of the electronic lock, the entire experience was excellent.

April 22, 2024 - Track Survey

by Eugenia Merritt

Our cottage was clean, well stocked and the location was perfect. We will definitely stay there again. I highly recommend!!

April 8, 2024 - Track Survey

by staci Ybarra

AMAZING!!! I have been traveling to Keys 3-4 times a year for 20+ years, an have stayed in alot of nice places. This was def one of our favorites. Roomy, adorable. Clean. Well Decorated and def a place I will rent again. .

March 18, 2024 - Track Survey

by Jacqueline Martucci

We loved returning to our favorite area at the Colony Cottages! Poolside is a lovely, well equipped rental. Everything was exceptionally clean upon arrival and we were able to enjoy some relaxation mingled with fun on Duval! The pool area was enjoyable and only got crowded a handful of times. We'd love to see some extra loungers added to this property for those instances but overall, can't wait to return!

March 13, 2024 - Track Survey

by Mary Libassi

Beautiful cottage! Will be back next year.

October 30, 2023 - Track Survey

by Dennis Shen

We’re repeat customers and are coming back. We always meet interesting people and have a great time.

Thank you for staying with us year after year and for the 5 stars.  We look forward to seeing you again!

October 18, 2023 - Track Survey

by Linda Richmond

My husband and I totally enjoyed our stay at The Colony, 714 Olivia St #7. It was within walking distance to Duval and other areas of interest; the property was well maintained on a daily basis and the staff was friendly.

Thank you for your wonderful review.  We hope to have you stay with us again!

June 24, 2023 - Track Survey

by Jeffrey Schneider

This was a great experience for my wife and I.

Thank you for your Five Star review of Colonly Poolside Key West. We are delighted that you and your wife had a great experience and we look forward to welcoming you back soon!

May 1, 2023 - Track Survey

by Jacob Oblander

Absolutely perfect for our needs and well appointed!

Thank you for your Five Star review of Colony Poolside Key West.  We are so glad that the cottage was perfect for your stay and we hope to welcome you back soon!

March 29, 2023 - Track Survey

by Padraic O'Hare

Thanks so much for making our stay so effortless. We had a great time!

Thank you for your Five Star review of Colony Poolside Key West.  We look forward to welcoming you back for another great time soon!

March 16, 2023 - Track Survey

by Karen & Pete Short

We loved the cottage. Isa and anyone else (Jan?) I dealt with via email/phone were extremely responsive and helpful. Suggestion may be to label some of the light switches as there are a few that I still don't know what they controlled. We don't watch much TV on vaca so the TV being in the cabinet didn't bother us. The bed bothered my back slightly but not my hubby's. We would love to return and overall loved the cottage. Thank you.

Thank you for your Five Star review of Colony Poolside Key West.  We greatly appreciate all feedback and suggestions!  We are thrilled that you loved the cottage and found our teammembers extremely helpful and responsive.  We hope to welcome you back again soon!

March 2, 2023 - Track Survey

by Thomas Favorite

Great vacation rental, bright, clean welcoming. We've used Rent Key West Vacations for many years, and we always look to them first when visiting Key West.

Thank you for your Five Star review of Colony Poolside Key West.  We are delighted that you enjoyed the cottage and greatly appreciate your patronage for many years!  We look forward to welcoming you back again soon!

February 5, 2023 - Track Survey

by David Gilstrap

Thanks for your Five Star review of Colony Poolside Key West!  We hope to welcome you back again soon!

December 20, 2022 - Track Survey

by Shelby Provencher

We enjoyed our stay.

Thank you for your Five Star review of Colony Poolside Key West.  We are so glad that you enjoyed your stay and we hope to welcome you back soon!

December 15, 2022 - Track Survey

by Daniel Hallgren

It was a very nice place to stay. A few minor things could be improved, like the wobbly bedframe, or the lack of sharp knives (could barely cut cheese) and cutting boards. Overall, I would not hesitate to stay here again if I ever come to Key West (which I doubt due to being so expensive).

Thank you for your review and feedback regarding your stay at Colony Poolside Key West.  We will address those itmes that you brought to our attention.  Thank you again for staying with us and we do hope to welcome you back again in the future!

December 11, 2022 - Track Survey

by Michelle Hutchins

We had a great stay. The whole process was simple and our interaction with the staff both on the phone and in person was great!

Thank you for your Five Star reveiw of Colony Poolside Key West.  We are so glat that you had a great stay and found our process easy and inviting.  We hope to welcome you back soon!

October 26, 2022 - Track Survey

by J C Standish

We had a 5-star experience from start to finish. We will definitely go through you again on our next visit to Key West!

October 26, 2022 - Track Survey

by Nicole Decker

Great place and location, had a great stay!

Thank you for your Five Star review of Colony Poolside Key West.  We are so glad that you enjoyed the cottage and its location.  We hope to welcome you back soon for another great stay!

July 1, 2022 - Website

Amazing experience

by Nathan S.
Would definitely stay again.Manager's ResponseThank you for your Five Star review of Colony Poolside and your recommendation. We are so glad that you enjoyed your stay and we look forward to welcoming you back again soon!
Thank you for your Five Star review of Colony Poolside and your recommendation. We are so glad that you enjoyed your stay and we look forward to welcoming you back again soon!
June 1, 2022 - Website

Great place to stay!

by Lisa P.
Adorable, clean place to stay! Close to everything! We can't wait to stay again!Manager's ResponseThank you for your Five Star review of Colony Poolside and your recommendation. We are so glad that you enjoyed the cottage and its convenient location. We look forward to having you stay with us again!
Thank you for your Five Star review of Colony Poolside and your recommendation. We are so glad that you enjoyed the cottage and its convenient location. We look forward to having you stay with us again!
April 1, 2022 - Website

Perfect!

by Recent Guest
Loved everything about this cottage! Very walkable to various parts of town, extremely well kept interior, and the pool was perfect. Will be staying here again the next time we visit Key West!Manager's ResponseWe are so glad you enjoyed Colony Poolside and it's convenient location. We look forward to having you stay there again the next time you visit Key West!
We are so glad you enjoyed Colony Poolside and it's convenient location. We look forward to having you stay there again the next time you visit Key West!
April 1, 2022 - Website

Great find in the downtown area!

by Erin N.
This was a great find in the heart of downtown KW. Very nice and clean, well kept cottage. Will definitely return to KW and rent here again. Thank you!Manager's ResponseThank you for your review and sharing your experience! We are happy that you found Colony Poolside and enjoyed your stay. We look forward to your renting the cottage again!
Thank you for your review and sharing your experience! We are happy that you found Colony Poolside and enjoyed your stay. We look forward to your renting the cottage again!
April 1, 2022 - Website

Review for Colony Poolside

by Recent Guest
We loved the Colony poolside apartment that we stayed in! It was clean, well organized, and the pool was clean. It is close to Duval street but not too close to hear the after dark nightlife. We rented bikes to travel around the island and that was a great investment, definitely get bikes! The only compliant was the bed, it was pretty soft and on a metal stand, seemed like a murphy bed. But I would definitely stay here again! Manager's ResponseThank you for your review of Colony Poolside and recommendation. We greatly appreciate your feedback and we look forward to welcoming you back again soon!
Thank you for your review of Colony Poolside and recommendation. We greatly appreciate your feedback and we look forward to welcoming you back again soon!
January 1, 2022 - Website

Great stay at Colony Poolside

by Recent Guest
This is a great rental for a couple, clean with plenty of room and well equipped as advertised. The location makes it easy to get anywhere in Key West. Highly recommend.
January 1, 2022 - Website

Review from Maryland

by Crystal S.
The location of this place was perfect. You can get to everything Key West has to offer within 10 minutes or less.
January 1, 2022 - Website

Amazing stay....

by Colin E.
I really don't want to go on about how perfect this place was because I want to come back soon ----but it surpassed all of our expectations and more.
November 1, 2021 - Website

Thanksgiving Stay

by Patrick C.
My wife and I enjoyed our time in Key West The Colony Poolside. It rained one day in the 14 days we were there. Rented bikes for the 2 weeks. The unit was very clean and well maintained. We would visit this location again.
November 1, 2021 - Website

Great, private piece of paradise

by Mindy M.
Close to downtown but far away in feel. One of our most favorite places we have ever stayed.
November 1, 2021 - Website

Great location

by Kimberly P.
Very clean. Easy check in. Walking distance to everything! Pool was nice.
October 1, 2021 - Website

Bright, clean, well run and maintained

by Recent Guest
My wife and I came for FF, as did most of the other guests. There are a dozen or so separately owned units. Our unit was centrally situated just for steps from the pool. The entire complex is fenced and there’s a coded locked glass door entryway. Grounds crew came every morning and kept things spotless. Our unit was great. It’s a 5 minute walk on Olivia to get to Duval. We rented a scooter for one day but just walked otherwise. This unit was the only one with an awning, which was a plus. The owner lived on site and they were really nice and helpful. Definitely will rent again
October 1, 2021 - Website

Excellent place excellent location.

by Mark S.
Highly recommend. Great place and centrally located. Easy walk to happenings or nice to relax. Other guests were very nice and friendly. Will be back for sure. Key West is great and this is the place to stay.
October 1, 2021 - Website

Good Value

by Kevin K.
Booked this cottage for a get away with my wife. It was comfortable for the two of us. Good location - we rented bikes for the week we were there.
August 1, 2021 - Website

Best little cottage ever!

by Alyssa K.
Our stay here was absolutely fantastic. I have nothing negative to say about our cottage. It was perfect for our eight day stay. Let bed was comfortable. The kitchen had everything we needed. The pool was clean and very enjoyable. The location is beyond perfect.
July 1, 2021 - Website

NOT WITHOUT INSURANCE

by Stacy S.
Great room. But Tropical Storm Elsa caused a 3 day delay in arriving into Key West. Our room sat empty for 3 of the 7 days. No refund, no credit. Do not lease without travel insurance. The rental company will not make any adjustments in charges even due to “out of your control issues” or Hurricanes. Nice place but vacation ruined by delays/storm and this company is all business and no service.
June 1, 2021 - Website

Perfect Getaway!

by Recent Guest
Loved the location and how cute this cottage was! It was perfect for my boyfriend and I and super close to Duval street! Such an easy check in and check out!
June 1, 2021 - Website

The perfect Location!!

by Lisa K.
We had such a wonderful time in Key West! Our cottage was perfect and the location was the best. It was charming and clean and we enjoyed every minute. We didn't want to go home!
May 1, 2021 - Website

Fantastic!

by Paige K.
This was a long overdue vacation and Colony Poolside did not disappoint! Great location, clean and cute.
April 1, 2021 - Website

Enjoyed our vacation

by Recent Guest
Very restful. Great area. Enjoyed the pool. Clean and comfortable cottage.
January 1, 2021 - Website

❤️ Colony Poolside Hidden Gem ❤️

by Michelle P.
Second time staying here! We love this property so much! Perfect for 2, close to everything. Limited parking. This time we rented bikes and was the best vacation ever! Management is extremely attentive to every need. Can’t wait to do it again!
November 1, 2020 - Website

Excellent Experience All Around

by Edie P.
We stayed here last year and enjoyed it so much, we came back last week. It's the perfect little bungalow and pool. We rent bikes for the week and use those to get around. The location is perfect. The only small thing that might be improved is the lack of very basic bathroom amenities, as there was not even a bar of soap so we had to go buy one. Other than that, we had a perfect experience!
November 1, 2020 - Website

Great Cottage - Incredible Management

by Rebecca R.
My husband and I came here for our honeymoon in November and had the most amazing experience. The cottage was clean and well-decorated, the pool was well-maintained and relaxing, and the location was perfect - a short walk from the excitement on Duval Street, yet nestled in a quiet neighborhood. The AC went out the day we arrived, but management was extremely responsive and had the unit replaced the next morning. Fortunately, there were ceiling and standing fans in the bedroom, so we weren't uncomfortable. The most impressive part of the stay actually happened after we checked out - my husband left his brand new wedding band in the cottage, which we didn't realize until we had made it through security at the airport. I called Joyce at the Rent Key West office to tell her the situation and she immediately reached out to Seth, one of the property employees, who drove the ring to the airport so we could get it before our flight. Joyce and Seth seriously saved the day and we are still amazed that they went out of their way to make this happen! We would absolutely recommend Colony Poolside to anyone planning a trip to Key West.
June 1, 2020 - Website

Charming Cottage Perfect For Two

by Recent Guest
We searched for while trying to find the place for our week long stay. We decided that the price and amenities were perfect for us. Only a few easy blocks away from Duvall street, and about a mile walk to the beaches. House had everything we needed. Kitchen, private bathroom, grill, pool, air conditioning...Owners were great! Made sure we had everything we needed, place was clean, asked for a propane tank and it was provided and hooked up right away! Thank you very much!Mostly very quiet with families staying, couples, doesn’t appear to be a “party place”. Private And out of the heavy traffic of Duvall. Often people in the pool but there was always availability at different times throughout the day and evening. Restaurants and grocery within walking distance. Great place to stay, cheaper than hotels and just like home away from home. Thank you
February 1, 2020 - Website

Very relaxing

by Erin C.
Great spot right by the pool. The bungalow was clean and comfortable for us. Pool was very nice and everything was well maintained. We enjoyed cooking some meals there and had all the things we needed to cook. In a quiet neighborhood but easy to walk to the hustle and bustle. You don’t even need a car in key west.
November 1, 2019 - Website

Adorable hideaway

by Pamela M.
Charming, comfortable, clean, quiet. Walking distance to everything. I felt safe coming and going from property and wandering around KW solo. AC unit in bedroom and humidifier were pretty loud and had to turn off at night to sleep. I think it would be a tight fit for more than 2 people. Very nice for me as a solo visitor. Definitely worth staying there again.
May 1, 2019 - Website

The Perfect Place to Stay

by Recent Guest
I almost hate to recommend this place, because we want it to be available when we come back! Colony Poolside could not have been better. The location was so great, close to everything but quiet, the pool was amazing, perfect temp, clean, surrounded by tropical foliage, and literally right outside our doorstep. The cottage was very nicely decorated and appointed...everything was ideal and when we come back, we'll stay here again!
May 1, 2019 - Website

The Perfect Place to Stay

by Edie P.
I almost hate to recommend this place, because we want it to be available when we come back! Colony Poolside could not have been better. The location was so great, close to everything but quiet, the pool was amazing, perfect temp, clean, surrounded by tropical foliage, and literally right outside our doorstep. The cottage was very nicely decorated and appointed...everything was ideal and when we come back, we'll stay here again!
March 1, 2019 - Website

Hidden Jewel

by Recent Guest
Loved this rental!! So perfect for me. Everything I needed and more. Convenient location too! Not much parking but didn't need a car. Just rented a bike. Quiet and comfortable! My kind of vacation!
March 1, 2019 - Website

Hidden Jewel

by Audrey O.
Loved this rental!! So perfect for me. Everything I needed and more. Convenient location too! Not much parking but didn't need a car. Just rented a bike. Quiet and comfortable! My kind of vacation!
March 1, 2019 - Website

Hidden Jewel

by audrey o.
Loved this rental!! So perfect for me. Everything I needed and more. Convenient location too! Not much parking but didn't need a car. Just rented a bike. Quiet and comfortable! My kind of vacation!
February 1, 2019 - Website

Great Location

by Barbara and Rod C.
The cottage was in a great location - tucked away in a beautiful secluded oasis. Close to restaurants, bars, and points of interest - we walked everywhere with ease - at any time of day or night.The cottage was tastefully decorated - with lots of natural light.We would return and stay at Colony Poolside.
February 1, 2019 - Website

Great Location

by Barbara C.
The cottage was in a great location - tucked away in a beautiful secluded oasis. Close to restaurants, bars, and points of interest - we walked everywhere with ease - at any time of day or night.The cottage was tastefully decorated - with lots of natural light.We would return and stay at Colony Poolside.
February 1, 2019 - Website

Great Location

by Roderick C.
The cottage was in a great location - tucked away in a beautiful secluded oasis. Close to restaurants, bars, and points of interest - we walked everywhere with ease - at any time of day or night.The cottage was tastefully decorated - with lots of natural light.We would return and stay at Colony Poolside.
December 1, 2018 - Website

Key West-The Colony

by Ronald L.
It was excellent !!! The cottage was clean, the bed was amazing and the cottage was located in a very easy to access location.
December 1, 2018 - Website

Fun time

by William B.
The rental was very nice, clean, had most items we needed. The agent Jan did a nice job. Property was nice and kept clean. The location is great! The only concern was the condition of the outside seating with the cottage it was uncomfortable and in poor condition, not a high point when you want to spend time outside.Manager's ResponseThank you for the review of your recent stay with us. Your feedback is valuable to us, as we strive to improve with each and every stay. We will pass on your comments regarding the outdoor furniture to the owner. Our main priority is to be able to offer a clean, comfortable, well maintained property, and have our guests enjoy their stay with us.
Thank you for the review of your recent stay with us. Your feedback is valuable to us, as we strive to improve with each and every stay. We will pass on your comments regarding the outdoor furniture to the owner. Our main priority is to be able to offer a clean, comfortable, well maintained property, and have our guests enjoy their stay with us.
October 1, 2018 - Website

Great Vacation

by Cristine P.
Colony Poolside was a wonderful place for my husband and I to get away to. Very well decorated, clean and comfortable. Great quit location, but still close to everything.
October 1, 2018 - Website

Cottage #7

by Tara B.
Great quiet complex, beautiful cottage, amazing location!!
May 1, 2018 - Website

A week away from kids...excellent!

by Justin G.
Wonderful little cottage. Very tastefully decorated. A great place to stay for a couple.
April 1, 2018 - Website

Colony Poolside

by Connie W.
The Colony poolside was very lovely and I absolutely loved my stay in it. However the pool could use some improvements. There was multiple missing tile from it. About 4 years ago I stayed in the Colony Poolside and appears the pool has not been maintained very well.Manager's ResponseThank you very much for your review of your recent stay with us. Guest feedback is extremely valuable to us, as we strive to improve with each and every stay. We greatly appreciate your comments about the condition of the pool. Your feedback has been passed on to the Colony Cottages Homeowner Association. Our main priority is to be able to offer a clean, comfortable, well maintained property, and have our guests enjoy their stay with us. Thank you for staying with us and we hope to see you in the future!
Thank you very much for your review of your recent stay with us. Guest feedback is extremely valuable to us, as we strive to improve with each and every stay. We greatly appreciate your comments about the condition of the pool. Your feedback has been passed on to the Colony Cottages Homeowner Association. Our main priority is to be able to offer a clean, comfortable, well maintained property, and have our guests enjoy their stay with us. Thank you for staying with us and we hope to see you in the future!
April 1, 2018 - Website

Colony Poolside

by Mark S.
Outstanding place to stay, steps from the pool, and easy walk/bike ride to everything in KW. Cozy cottage, nicely decorated, clean as can be. Met nice folks from the other cottages, couldnt be better! Brad was terrific, too! I believe well rent this again next year!
February 1, 2018 - Website

Keywestgetaway

by Richard and Christi F.
After many many years of staying at the colony ... we have never been disappointed. Poolside is still our favorite!
August 1, 2017 - Website

We love this place!

by Rich B.
Clean, quiet, wonderful amenities and well attended to! Can't. Wait. To. Go. Back!
July 1, 2017 - Website

Great Fourth

by Darren S.
Cottage was exactly as described, great location a couple blocks off Duval. Complex was quiet and clean, on street parking not an issue to find.
June 1, 2017 - Website

Anniversary Surprise

by Recent Guest
The poolside cottage was great. A nice change from the larger properties we usually stay in on our yearly trip. Location is centrally located to attraction we like and the private cottages offered privacy from neighbors that hotels, Condos and B & B's do not. Only complaint noisy window A/C's.
May 1, 2017 - Website

Poolside retreat in Key West

by Recent Guest
My wife and I recently stayed at the Colony Poolside in Key West for 6 nights and it was like a home away from home. From the time we were greeted by the friendly and professional staff at check in, we were very pleased with our decision to stay here.The location is great, just a few blocks from Duval street and convenient walking distance to groceries, shops and restaurants, but far enough from the bustle to be a quiet retreat. The bungalow itself was clean, bright and well appointed. We had everything we needed for a comfortable stay. Not a day went by when we did not enjoy a dip in the pool just outside our bungalow. The only criticism is about the limited parking; there are not enough spaces available for the number of units so we had to look for street parking during part of the time we were there. Other than that we had no issues and we would definitely recommend this space and stay here again if we return to Key West.
April 1, 2017 - Website

Traveling with two small kids

by Recent Guest
We came to Key West for a few days with our 3 year old and 8 month old, and felt totally comfortable and at home at Colony Poolside. The cottage had everything we needed and was a cozy spot to come home to after a long day having fun in the sun. Particularly great was that we could put the kids to bed and then sit out on the deck within easy earshot of them.
February 1, 2017 - Website

Perfect

by Richard and Christi F.
This was our 7th year staying at the Colony and we are making our reservation for next year
December 1, 2016 - Website

Loved this retreat

by Recent Guest
Everything about this rental was terrific. Its location was perfect; in a quiet charming neighborhood that was a five minute walk to Duval Street and Hemmingway House. Property was spotless and well decorated with a comfortable bed. The cottage felt very private and secluded even though there are other cottages in the courtyard. Poolside view was a bonus. I would definitely return to this property!
July 1, 2016 - Website

Hemingway Days at the colony poolside

by Billie D.
I travel to KW often but this was my first experience with Rent KW Vacations. Check in was quick and easy with early check-in and easy check-out with being able to leave the keys at the cottage which I appreciate. The cottage had everything I wanted including a TV in the BR/LR and a CD player; comfortable king bed and AC in BR/LR. I rent a bike when I travel to KW and the cottage was convenient to all destinations; Island Grocery is a block away for stocking immediate needs and Faustos not far for speciality items. I had a great time and hope to stay with Rent KW again in the future.
July 1, 2016 - Website

Great place to stay

by Audrey R.
I have been coming to Key West for the last 8 years. I would definitely recommend this place because of many factors and would stay there again. Rent Key West is super and accommodating. The place was comfortable and well decorated. The location is in a quiet location but very close to the center of the action on Duval Street and not far from the historic seaport (I bike everywhere). The bed was comfortable and the kitchen well equipped and I enjoyed the barbecue grill. The only negative was the on site laundry facilities were inoperable during my stay but I drove to a laundromat. One other thing to note the owner of this unit appears to be involved to make sure everything is nice and operable. I stayed for six nights and we loved it all in all it is a cute cottage in a super location with a shared pool.
April 1, 2016 - Website

Rent Key West Vacations was the best!

by Recent Guest
This was our first trip to Key West and we could not have asked for a better one! The representative we worked w from Rent KW was fantastic from the beginning of the process to the end. Colony Poolside was exactly like we expected from the pictures online. The rental was very clean and fully equipped, we would stay here again for sure.
April 1, 2016 - Website

A little piece of heaven in Key West

by Vicki R.
WE loved our beautifully decorated bungalow at The Colony. Our evenings there were spent sitting by the pool visiting with our neighbors. It made our trip and we developed new friends. Perfect location --we walked everywhere and enjoyed the historic neighborhood. Would stay here again and again.
March 1, 2016 - Website

Colony Poolside 2016

by Robin K.
This was our 2nd stay at The Colony. We love the fact that our friends can rent cottages at the same time for a group feel, but we still have private spaces. It's a great location with a very secluded feel. There were a few areas for improvement this year, but overall another great Key West stay.
January 1, 2016 - Website

Colony Poolside - Cozy, Peaceful and Close to Everything

by Pamela B.
This was our 12th visit to Key West. We enjoy the laidback lifestyle, the people we meet, walking and exploring hidden treasures all over the island, and eating our way through new and old favorite restaurants. Colony Poolside was the perfect home base for our visit. Quiet, comfortable, clean and centrally located, the cottage looks exactly like the photos. Everything was well-maintained - the only negative was that we never found the iron even though there was an ironing board. It got cool (50's) during our stay and there were plenty of extra blankets and a space heater. We aren't "pool people" so the limited space for laying out in the sun didn't bother us. We never have a car in Key West and walk an average of about seven miles each day. We took long walks to Smathers Beach, Ft. Zachary Taylor, and even rode bikes to Stock Island for lunch at Hogfish. Key West has a thriving high-quality independent restaurant scene, but visitors will need to venture off Duval St. to find it. Highly recommended: The Flaming Buoy, Nine One Five, La Creperie, Off the Hook, Santiago's Bodega, Seven Fish, Onlywood, Azur, Garbo's. For great wine, conversation and recommendations, visit Mark at Uva Wine Shoppe on Fleming. If you really need to relax, book a massage at Ocean Wellness Spa. And if you're into the blues, check out Barry Cuda's schedule around the island. We will definitely return to the cozy, peaceful and convenient Colony Poolside.
January 1, 2016 - Website

Colony Poolside - Cozy, Peaceful and Close to Everything

by Pam B.
This was our 12th visit to Key West. We enjoy the laidback lifestyle, the people we meet, walking and exploring hidden treasures all over the island, and eating our way through new and old favorite restaurants. Colony Poolside was the perfect home base for our visit. Quiet, comfortable, clean and centrally located, the cottage looks exactly like the photos. Everything was well-maintained - the only negative was that we never found the iron even though there was an ironing board. It got cool (50's) during our stay and there were plenty of extra blankets and a space heater. We aren't "pool people" so the limited space for laying out in the sun didn't bother us. We never have a car in Key West and walk an average of about seven miles each day. We took long walks to Smathers Beach, Ft. Zachary Taylor, and even rode bikes to Stock Island for lunch at Hogfish. Key West has a thriving high-quality independent restaurant scene, but visitors will need to venture off Duval St. to find it. Highly recommended: The Flaming Buoy, Nine One Five, La Creperie, Off the Hook, Santiago's Bodega, Seven Fish, Onlywood, Azur, Garbo's. For great wine, conversation and recommendations, visit Mark at Uva Wine Shoppe on Fleming. If you really need to relax, book a massage at Ocean Wellness Spa. And if you're into the blues, check out Barry Cuda's schedule around the island. We will definitely return to the cozy, peaceful and convenient Colony Poolside.
December 1, 2015 - Website

Beautiful place,great location

by Virgil Z.
This place looks awesome and it's in the middle of everything.I had a great time whit my family!!!
December 1, 2015 - Website

Colony Poolside

by Recent Guest
This is the third time we stayed at this rental. Overall, it is very nice. It is very well located, the furniture, etc. of the rental is lovely and comfortable. The pool area of this condo needs better maintenance. It's starting to look seedy and the rental unit could use better and more comfortable outdoor seating.
November 1, 2015 - Website

Paradise poolside

by Recent Guest
This is the fifth year we have rented through Rent Key West. First time at Colony poolside. We always love our stay, and the service we get from Rent Key West. This trip was no exception. Colony poolside was perfect for our 9-day stay. Giving us a lot of elbow room and the big pool was a treat by Key West standards. May I suggest an upgrade to quieter Air Conditioners? We found them too noisy for sleeping, but not enough to change my 5 star rating! Fortunately it wasn't too hot and the ceiling fans did the job.
October 1, 2015 - Website

Fantasy Fest Week

by Recent Guest
We enjoyed the property a lot. It was well equipped, comfortable and very nice. The only suggestion we would offer is to install a full length mirror in the bedroom or the bathroom as that would make it a lot easier to get dressed, especially when trying to wear the "perfect" costume.
September 1, 2015 - Website

50th Birthday Celebration

by Kim S.
Colony Poolside was exactly as pictured online. The two of us found it cozy, romantic and conveniently located to Duval Street. We parked the car, rented bikes for the week, and biked everywhere we wanted to explore. Thank you for a fantastic birthday celebration!!
August 1, 2015 - Website

Key West Comfort

by Recent Guest
We returned to this cottage after many years and visits to Key West. It was as lovely as we remembered. The well-stocked kitchen, living dcor and bedroom comfort allowed us all of the amenities to truly enjoy every minute of our stay. The location is convenient, yet provides a peaceful escape for true relaxation. The ONLY complaint is that more towels would have been nice. I don't like to have to pay to launder towels while I am vacationing.
July 1, 2015 - Website

Good location, nice decor....

by Audrey A.
Colony Poolside was just like it shows in the pics, very nicely decorated and equipped, easy bike ride to Duval.....only issue we had was the parking is minimal and very tight. We parked in one of the designated parking spaces for the property - we were blocked in by another car illegally parked (not in a parking space) on Tuesday of our week. We repeatedly asked the rental company to get the car moved/towed, whatever so that we could get our car out and they basically did nothing. Very stressful as we had an early morning leaving time on Sunday morning. We were still blocked in on Saturday afternoon, finally got our car out only when other guests moved their cars during the changeover on Saturday, no help from owners. Also, the apartment had a perpetually mildew smell but not overwhelming once you were inside. If quiet or sleeping in matters you might want to ask if they are doing construction there on the property. We awoke to construction on the unit next to us for three mornings, but it didn't start till 8 or 8:30, not a big deal as we don't normally sleep in.
May 1, 2015 - Website

Great little getaway!

by Melinda S.
This was the perfect hideaway for two! We had a wonderful time. We are looking forward to returning.
May 1, 2015 - Website

Another Day in Paradise

by Recent Guest
This roomy one bedroom cottage fulfilled all our needs. It is centrally located, private, comfortable, and beautifully decorated. The pool was a welcomed refresher and a great place to meet other cottage vacationers.
April 1, 2015 - Website

Great spot!

by John H.
We had a great time the unit was just as we imagined
April 1, 2015 - Website

Exceeded expectations

by Kim H.
Property was exactly as stated. Clean, every amenity needed, all in working order. Great A/C. Pool was wonderful.Quiet location yet short bike ride away to everything. Could not have asked for a better place! We enjoyed snorkeling, dinner cruise, toured Fort Zachary Taylor, went to the beach, did a bike tour of the island with Floyd at The Moped Hospital, rode bikes all over the island. Recommend the Green Parrot, Mangia Mangia Italian, and Schooners Wharf.
February 1, 2015 - Website

Catfish and paula trip to Key West

by Paula R.
was just beautiful, the cottage was clean and very neat. We had a great time want to go back the rental company was great, the pool was about 5 steps from front patio very private felt safe
January 1, 2015 - Website

Key West 2015

by Michael W.
Was great to come back to same location for this year's Key West Trip. Everything was familiar to us in the cottage and the location. Will not hesitate to come back here!
December 1, 2014 - Website

Colony Poolside - Perfect Vacation Cottage

by John Carlyle M S.
My husband and I have rented places in Key West on 10 different trips. This cottage offered all the perfect amenities, location and privacy we hoped to have over the week we stayed there. The decor is fun and the place was spotless. We will definitely stay there on our next trip.
December 1, 2014 - Website

Colony Poolside - Perfect Vacation Cottage

by John Carlyle S.
My husband and I have rented places in Key West on 10 different trips. This cottage offered all the perfect amenities, location and privacy we hoped to have over the week we stayed there. The decor is fun and the place was spotless. We will definitely stay there on our next trip.
December 1, 2014 - Website

Colony Poolside - Perfect Vacation Cottage

by JohnCarlyle S.
My husband and I have rented places in Key West on 10 different trips. This cottage offered all the perfect amenities, location and privacy we hoped to have over the week we stayed there. The decor is fun and the place was spotless. We will definitely stay there on our next trip.
November 1, 2014 - Website

Cozy Nautical Condo in the Heart of Key West

by Jackie M.
My husband and I recently enjoyed a wonderful week long stay at this condo in Key West! We certainly made the right choice when selecting Colony Poolside for our vacation. This condo is slightly larger in person than it appears in the photos, and offered the perfect set up for two people. Upon arrival, I was impressed by the cleanliness of the condo, as well as the little nautical touches throughout the space. The owners have really done a great job with the details and we loved admiring the charm of the decor. As others have noted, Colony Poolside is ideally located. The street itself is rather quiet, but it's only a short walk to Duval Street. We opted to fly into Miami and enjoy the drive down, however, we didn't use the car once after arriving. Many of our neighbors opted to rent bikes, but we truly enjoyed just walking around town- for coffee, breakfast, dinner, shopping, or just to take in the views. The condo offered just the right amount of amenities for your convenience. We found that we had plenty of fresh, clean towels for bath & pool, as well as linens. There was a hair dryer under the sink and hand soap on the sinks. Plates and glasses were plentiful.When we weren't strolling about town, we did take some time to enjoy the pool. It was a comfortable temp and there are a decent amount of chairs around. A bit small but we didnt need much.The only drawback to this rental seems to be the parking. Due to the limited amount of parking space, there is a good chance you may have to find on street parking. This was the case when we first arrived, but we were able to find an on street spot just one street over. I should also note that dealing with the rental company was a great experience. They were attentive and friendly. The concierge service was great with follow up and staff was so easy to work with. Overall, a wonderful trip that we hope to repeat again soon!
October 1, 2014 - Website

Perfect!

by SHIKARA L.
Our stay at the Colony Poolside was just perfect! The location was perfect and within walking distance to everything. The rental was absolutely beautiful, comfortable, and everything just like in the photos. The staff at Rent Key West was helpful, professional, and very friendly. I would definitely recommend to stay here and will most definitely come back! Thank you for a lovely stay!
August 1, 2014 - Website

Close to the action, but a peaceful escape

by Will K.
Just a few minutes walk from duval, a perfect balance of having all the bars etc nearby, but peaceful enough when sitting out by the pool that you're not disturbed by noise. Poolside itself was great, impressed with the facilities in the rental, and all clean and comfortable. Only thing missing is a steel to sharpen the knives...!
July 1, 2014 - Website

Beautiful Location, Great Service

by Karen O.
We had an amazing time! The Colony is in a great location in Old Town. It is within walking distance to everything, but is very private and secluded. The pool area and grounds are clean and well-maintained, and the staff is very friendly and helpful. I would definitely recommend this property.
July 1, 2014 - Website

Our Stay at Poolside

by Kenneth W.
Had a wonderful time at the Colony Poolside! Clean, and well kept. Short walk to Duval St. Only one small issue while we were there, the Wi-Fi didn't work at all and then the cable somehow got shut off. Not that we watched that much tv anyway. I would recommend this to all my friends. We will be back!
June 1, 2014 - Website

Quaint and cute!

by Julie C.
We absolutely loved this cottage! The decor was tasteful yet comfortable and relaxing. It was clean, neat and organized. Directions were available for how to use items as well as where certain things were stored. My only gripe was that there weren't enough hangers but I survived :). And the location was awesome - close enough to ride a bike to everything you wanted to do but far enough away from the hustle and bustle. It was the best vacation ever!!
June 1, 2014 - Website

Quaint and cute!

by Recent Guest
We absolutely loved this cottage! The decor was tasteful yet comfortable and relaxing. It was clean, neat and organized. Directions were available for how to use items as well as where certain things were stored. My only gripe was that there weren't enough hangers but I survived :). And the location was awesome - close enough to ride a bike to everything you wanted to do but far enough away from the hustle and bustle. It was the best vacation ever!!
May 1, 2014 - Website

The Place to Stay in Key West

by Recent Guest
We were most pleased with our stay at Colony Poolside. The location could not have been better--within walking or biking distance of everything we wanted to do and see and every restaurant on our list. Less than two blocks off Duval St., the cottage and immediate neighborhood were surprisingly quiet. The cottage itself is beautiful, with a well-equipped kitchen. So, when we visit again, I'm sure we will want to stay at Colony Poolside. (I have already recommended it to friends!)
April 1, 2014 - Website

Nice stay- watch parking

by Jennifer U.
Really nice pretty and clean place. Just wish they'd have reserved parking in the lot they own in the complex. The first nite we had t opark on the street and risk getting a ticket since its all residential parking around the place. We got up at 7 am to move our rental car. And then the next dat someone decided to park a boat next to our car in a non spot so I couldnt even get in my side of the car. Overall the place was super nice, just wish they would control their parking spaces like other places in the area do with a tag.
April 1, 2014 - Website

Clean convenience in paradise!

by Dawn B.
The staff provided seamless customer service. The condo was in a great, quiet location central to anything the island has to offer. The amenities were more than adequate . We positively will stay at Colony again! Thank you!!!
February 1, 2014 - Website

10 Year anniversary trip

by Brock H.
The rental was better in person than in the pictures. We loved our stay and the rental company went out of their way to make sure that everything went smoothly. I highly recommend this property and the rental company to all interested.
February 1, 2014 - Website

Key West

by Sylvia and Robert R.
We had read online comments about the musty odor when you first arrived and that was still true for our stay. The property though was spotless and absolutely adorable! After airing out, it was fine. The doors stuck and the shower rod curtain needed to be replaced (it kept falling when you'd pull the shower curtain to close). But the property was really nice. We'd stay again.
February 1, 2014 - Website

Key West

by Recent Guest
We had read online comments about the musty odor when you first arrived and that was still true for our stay. The property though was spotless and absolutely adorable! After airing out, it was fine. The doors stuck and the shower rod curtain needed to be replaced (it kept falling when you'd pull the shower curtain to close). But the property was really nice. We'd stay again.
January 1, 2014 - Website

Great Stay!

by Michelle P.
We stayed 1 week and really enjoyed our vacation!The property was exactly as pictured, very clean, convenient location. We never got to use the pool, but we saw others use it, and it was cleaned regularly as well as were the area around the cottages. The office staff were very nice and helpful. The only thing I would caution is the parking. As stated in the property description, there are some spots available, however only 5 spots for what appears to be 7 properties. We only got a spot 1 day I think. We did get 2 parking tickets along the street which totaled $90 🙁 Just be aware of where you park. Overall the stay was FABULOUS and I would do it all over again :))
December 1, 2013 - Website

Colony Cottage 7

by Catherine N.
As always we enjoyed our stay and our relationship with Rent Key West who worked with their cleaning crew to allow us to stay until our transport to the hotel. We love the location and the little cottage. Looking forward to our return next year!
November 1, 2013 - Website

Lovely

by Recent Guest
How lovely to stay in a place that is tastefully (OK.... It suited mine) decorated! I liked being in such a quiet place with the pool just outside the front door.
July 1, 2013 - Website

A wonderfull place

by ALAIN L.
Since two years, we spent weeks in March and August and we are ready to become KW citizens as soon as possible!A consommer sans modration!
July 1, 2013 - Website

July 12-18 2013 Colony Poolside

by Matthew L.
Good location in the mid to lower Duval area. Close to CVS and Faustos for supplies, and still near enough to the nightlife and restaurants. Pool and grounds were well maintained. Will definitely stay with Rent Key West for our next KW vacation.
May 1, 2013 - Website

Better than expected!! Perfect for our honeymoon!

by Recent Guest
We booked here for our honeymoon and were totally satisfied!! We had the best time and the house was perfect! We will be coming for anniversaries in the future!
May 1, 2013 - Website

Great vacation!

by Margaret R.
I love Key West and have been using Rent Key West for the last several years. I've always had a great experience with them and highly recommend them! Plan on returning next year for another vacation in one of their houses!
March 1, 2013 - Website

LOVED IT!

by Jennifer P.
My fiance and I rented this cottage/condo last week and absolutely loved it! We are both 30 and enjoy being in the center of all the action, partaking in a few? adult beverages, but also prioritizing relaxing and enjoying some serenity on vacation. As soon as we walked into Colony Poolside we knew our vacation was going to be perfect! Not only is it located in the best location(3 blocks from the center of Duval, walking dist. to everything), it's also incredibly peaceful and lovely! The inside of our rental was spotless, and it was so obvious the owners have a unique talent for decorating and take much pride in caring for their property. The classy, nautical decorations, furniture, and original details were just perfect! I even took pictures for help in decorating my own nautical themed house! It was modern and very cool, and had plenty of room for the two of us. Also, fully equipped with plenty of towels, a nice TV, and cooking utensils. Outside was equally as beautiful....the two private small decks for hanging out were great. The pool with sorrounding palm trees for some shade was incredibly peaceful and relaxing. Colony Poolside is in the perfect location for all the action, but was always quiet. Other renters/owners were kind and friendly too! This place made our vacation perfect, and we would DEF. recommend staying here for your trip...way better than the hotel option! I wish we were still there...working is so overrated 🙂
March 1, 2013 - Website

Nice Place off the beaten path

by Recent Guest
All was as described,nice setting. Cottage was clean and well equiped. Quiet neighboorhood a couple blocks off Duval.
March 1, 2013 - Website

Nice Place off the beaten path

by Gary S.
All was as described,nice setting. Cottage was clean and well equiped. Quiet neighboorhood a couple blocks off Duval.
February 1, 2013 - Website

Couldn't be better

by Jason B.
We had a great time. There were no problems and I'd rent this property again.
December 1, 2012 - Website

Worth every penny! We look forward to returning Dec. 2013

by Catherine N.
We enjoyed our location, access to washer and dryer, overall set-up and comfort, and pleasant staff - both RentKW staff and those on site.
November 1, 2012 - Website

Life is short

by Paul S.
Very clean,and at the right distance from all the noise. We had a great time. Would recommend the following; take the Yankee Freedom to the Dry Tortugas, the cost is $320.00 for two, worth every penny. Do happy hour at the Green Parrot Bar live Band and great prices. Lastly go the Boat House for Happy Hour best deal on the island.
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November 2024
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$306
26
$315
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$354
December 2024
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$261
02
$252
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$250
04
$261
05 06 07
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$275
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$273
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$274
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$277
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$284
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$336
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29 30 31        
January 2025
S M T W T F S
      01 02
$493
03
$451
04
$407
05
$385
06
$382
07
$380
08
$380
09
$381
10
$411
11
$425
12 13 14 15 16 17
$436
18
$439
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$414
20
$390
21 22 23 24 25
26 27 28 29 30 31  
February 2025
S M T W T F S
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02 03 04 05 06 07
$446
08
$450
09
$419
10
$417
11
$417
12
$427
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23 24 25 26
$422
27
$424
28
$457
 
March 2025
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$460
02 03 04 05 06 07 08
09 10 11 12 13 14 15
$467
16
$434
17 18 19 20 21
$457
22
$457
23
$422
24
$417
25
$413
26
$411
27
$411
28
$440
29
$440
30
$405
31
$400
         
April 2025
S M T W T F S
    01
$398
02
$395
03
$396
04
$428
05
$429
06
$395
07
$392
08
$391
09
$391
10
$394
11
$427
12
$429
13
$398
14
$395
15
$395
16
$396
17
$399
18
$431
19
$433
20
$401
21
$397
22
$395
23
$395
24
$396
25
$426
26
$426
27
$391
28
$385
29
$381
30
$379
     
May 2025
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        01
$260
02 03
04 05 06 07 08 09 10
11 12 13 14 15 16
$265
17
$266
18 19 20 21 22 23
$243
24
$240
25
$240
26
$247
27
$248
28
$245
29
$244
30
$267
31
$269
June 2025
S M T W T F S
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$237
02
$232
03
$230
04
$230
05
$233
06
$265
07
$266
08
$232
09
$228
10
$225
11
$225
12
$227
13
$259
14
$260
15
$227
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$222
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$220
18
$220
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$223
20
$255
21
$256
22
$224
23
$220
24
$218
25
$219
26
$222
27
$255
28
$256
29
$224
30
$220
         
July 2025
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$225
02
$224
03
$224
04
$224
05
$224
06
$223
07
$219
08
$217
09
$218
10
$242
11
$278
12
$279
13
$243
14
$239
15
$237
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$238
17
$241
18
$277
19
$279
20
$244
21
$240
22
$238
23
$240
24
$244
25
$281
26
$283
27
$249
28
$245
29
$245
30
$246
31
$251
   
August 2025
S M T W T F S
          01
$288
02
$290
03
$255
04
$251
05
$249
06
$250
07
$253
08
$288
09
$290
10
$253
11
$248
12
$245
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$244
14
$246
15
$280
16
$280
17
$243
18
$237
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$233
20
$232
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$234
22
$268
23
$268
24
$231
25
$225
26
$223
27
$222
28
$225
29
$346
30
$355
31
$256
           
September 2025
S M T W T F S
  01
$238
02
$233
03
$228
04
$224
05
$259
06
$260
07
$225
08
$220
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$218
10
$218
11
$221
12
$256
13
$257
14
$220
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$215
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$212
17
$211
18
$213
19
$247
20
$247
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$210
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$208
23
$208
24
$208
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$208
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$239
27
$241
28
$208
29
$208
30
$208
       
October 2025
S M T W T F S
      01
$249
02
$254
03
$301
04
$307
05
$269
06
$268
07
$272
08
$279
09
$289
10
$340
11
$349
12
$313
13
$315
14
$320
15
$329
16
$340
17
$390
18
$399
19
$362
20
$362
21
$409
22
$414
23
$423
24
$475
25
$480
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$387
27
$383
28
$381
29
$381
30
$384
31
$426
 
November 2025
S M T W T F S
            01
$427
02
$380
03
$371
04
$366
05
$363
06
$363
07
$402
08
$502
09
$445
10
$389
11
$351
12
$332
13
$335
14
$387
15
$369
16
$322
17
$314
18
$308
19
$306
20
$307
21
$348
22
$348
23
$303
24
$357
25
$348
26
$359
27
$361
28
$423
29
$407
30
$299
           

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