Tobago House

3 Bedrooms 3 Bathrooms Sleeps 6 Key West 1500 sq. ft. Pet Friendly

Tobago House is a historic gem in the heart of Old Town Key West. Walk to attractions, restaurants, and bars, or grab a bike and live like a local!

Tobago House is a charming 3-bedroom, 3-bathroom historic Old Town cottage that has been completely updated and offers a separate guest suite with ensuite bath and outdoor shower. It is located on a two-block long lane situated between Duval and Simonton Street, just off the US Route 1. Relax on the front porch swings and watch the world go by.

Tobago House is just steps from restaurants, night life, and the “Southernmost Point” of the United States. Everything you could possibly need is within walking distance. This cottage offers an open airy floor plan, cathedral ceilings ,and old style pine floors and walls that give this home old Key West character!

As you enter Tobago House you will find a light-filled, well appointed kitchen with granite countertops. This leads into a very large, entertainment sized dining room with a double pedestal glass dining table that easily seats six. There is a cathedral ceiling with two fans and a fabulous chandelier. There are plenty of colorful dishes and glassware for those evenings spent with family and friends. Take a step down to the spacious living room with a smart TV to watch your favorite game or shows. Bring your Netflix and Prime passwords to watch movies on our newly provided fiber optic WiFi.

The primary suite has a deluxe memory foam mattress. It comes with a smart TV and is equipped with an Amazon Echo Dot. It has a large walk-in shower and plenty of storage in a larger-than-average bathroom. The second bedroom offers with a trundle bed, smart TV, Echo Dot, and a desk. There is a full bathroom with shower just off the dining room.

Just through the French doors of the living room with will find a very private in-ground jacuzzi. There is outdoor seating for four with a table under a canopy. Adjacent to the jacuzzi is a separate guest suite that is open and airy. The separate cottage has a comfortable king size bed, flat-screen TV, desk, and closet. The ensuite bath completes the cottage with a private outdoor shower. There is a breeze way to the entrance of the guest cottage with comfortable seating.

Tobago House is also completely fenced for those guests that bring a small dog. Toward the rear of the patio you will find a grill for all the fish you caught! Our guests also have pool privileges right next door at Caribbean Cottage and just steps across the lane at Center Court. There are two beautifully landscaped heated pools for your enjoyment. The hours are posted on the gates.

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
  • Air Conditioning
  • Bed Linens
  • Cable
  • Towels
  • Hot Water
  • Iron & Ironing Board
  • Private Entrance
  • Shampoo
  • Desk
  • Printer
  • Desk

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

Kitchen

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

Sports

  • 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
  • Paddle Boarding
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Local

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

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Entertainment

  • Satellite or Cable
  • Television
  • Smart TV

Outdoor

  • Garden or Backyard
  • Patio or Balcony
  • Grill
  • Fenced Yard
  • Outdoor Shower

Pool

  • Communal Pool
  • Hot Tub
LEAVE A REVIEW

We are sorry, there are no reviews for this unit. Be the first to leave a review!

Available
Unavailable
Check-In Only
Check-Out Only


December 2024
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
January 2025
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
February 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28  
March 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
April 2025
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30
$386
     
May 2025
S M T W T F S
        01
$214
02
$235
03
$233
04
$210
05
$207
06
$205
07
$204
08
$206
09
$228
10
$227
11
$204
12
$202
13
$201
14
$201
15
$203
16
$226
17
$226
18
$204
19
$201
20
$201
21
$201
22
$204
23
$216
24
$217
25
$209
26
$213
27
$212
28
$210
29
$210
30
$224
31
$223
June 2025
S M T W T F S
01
$200
02
$197
03
$195
04
$194
05
$195
06
$217
07
$215
08
$192
09
$189
10
$187
11
$186
12
$188
13
$210
14
$209
15
$187
16
$184
17
$183
18
$183
19
$186
20
$209
21
$209
22
$188
23
$186
24
$186
25
$187
26
$191
27
$214
28
$215
29
$194
30
$192
         
July 2025
S M T W T F S
    01
$193
02
$197
03
$197
04
$220
05
$221
06
$207
07
$217
08
$217
09
$218
10
$221
11
$246
12
$246
13
$222
14
$219
15
$219
16
$219
17
$222
18
$247
19
$247
20
$223
21
$221
22
$221
23
$222
24
$225
25
$251
26
$251
27
$228
28
$226
29
$226
30
$227
31
$231
   
August 2025
S M T W T F S
          01
$159
02
$159
03
$145
04
$143
05
$143
06
$143
07
$145
08
$160
09
$159
10
$143
11
$141
12
$140
13
$139
14
$140
15
$154
16
$153
17
$136
18
$133
19
$132
20
$130
21
$130
22
$144
23
$143
24
$126
25
$123
26
$122
27
$120
28
$121
29
$162
30
$168
31
$134
           
September 2025
S M T W T F S
  01
$127
02
$121
03
$118
04
$120
05
$129
06
$129
07
$113
08
$111
09
$110
10
$109
11
$110
12
$125
13
$124
14
$109
15
$106
16
$105
17
$104
18
$105
19
$120
20
$119
21
$103
22
$101
23
$100
24
$100
25
$101
26
$116
27
$116
28
$101
29
$100
30
$100
       
October 2025
S M T W T F S
      01
$177
02
$182
03
$211
04
$214
05
$191
06
$192
07
$196
08
$201
09
$209
10
$242
11
$248
12
$228
13
$231
14
$237
15
$244
16
$253
17
$287
18
$293
19
$273
20
$276
21
$281
22
$286
23
$293
24
$324
25
$328
26
$304
27
$304
28
$305
29
$306
30
$310
31
$337
 
November 2025
S M T W T F S
            01
$336
02
$308
03
$304
04
$301
05
$299
06
$
07
$
08
$
09
$
10
$
11
$
12
$
13
$
14
$
15
$
16
$
17
$
18
$
19
$
20
$
21
$
22
$
23
$
24
$
25
$
26
$
27
$
28
$
29
$
30
$
           
December 2025
S M T W T F S
  01
$
02
$
03
$
04
$
05
$
06
$
07
$
08
$
09
$
10
$
11
$
12
$
13
$
14
$
15
$
16
$
17
$
18
$
19
$
20
$
21
$
22
$
23
$
24
$
25
$
26
$
27
$
28
$
29
$
30
$
31
$
     

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print