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!

Primary Bedroom

1 Queen

Second Bedroom

1 Twin Trundle

Pool House Bedroom

1 King

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!

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

Facility

  • Jacuzzi

Pool

  • Hot Tub
LEAVE A REVIEW
November 1, 2025 - Track Survey

by Natalie L

Love the Tobago House! We're return guests and it's like our home away from home.

January 5, 2025 - Website

Home away from home!

by NL

We've stayed here two years in a row and love it. Can't beat the location!

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