The Tobago House | Key West Vacation Rental Near Beaches & Downtown

Welcome to the Tobago House

A fully renovated historic Old Town Key West cigar workers cottage tucked between Duval and Simonton Street.

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3 BEDROOMS

3 BATHROOMS

UP TO 5 PEOPLE

STEPS FROM DOWNTOWN

The Tobago House offers a relaxing home base for exploring Key West.

Comfortable Key West lodging with thoughtful amenities for every guest.

Charming Florida Keys vacation home professionally cared for year-round.

Island-inspired vacation rental providing a relaxing coastal escape.

Spacious accommodations for families visiting Key West, Florida.

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Whole House in Key West, FL

Welcome to Tobago House, a fully renovated historic Old Town Key West cigar workers cottage tucked between Duval and Simonton Street.This tropical 3BR/3BA retreat features a separate guest suite, private in-ground spa, lush landscaped yard, cathedral ceilings, original pine walls, and island-inspired décor throughout.Enjoy a fully equipped kitchen, spacious living areas, high-speed WiFi, and a peaceful private courtyard just steps from restaurants, nightlife, beaches, and the Southernmost Point.

Notable Amenities

High-Speed Wifi

Pool / Hot Tub

Air Conditioned

Free Street Parking

Washer & Dryer

Outdoor Grill

Coffee Maker

Pets Allowed

The Tobago House Key West vacation rental exterior

Tropical entrance to The Tobago House

Dining area inside The Tobago House

The Tobago House Key West vacation rental exterior

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Bedroom 1

1 King Bed + Bathroom

Vacation rental conveniently located near popular Key West destinations

Inviting vacation rental with relaxing coastal atmosphere

Comfortable Key West lodging for couples, families, and friends

Vacation rental conveniently located near popular Key West destinations

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Bedroom 2

1 Queen Bed + Bathroom

Professionally managed vacation rental in Key West, Florida

Beautiful vacation rental capturing the Florida Keys lifestyle

Professionally managed vacation rental in Key West, Florida

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Bedroom 3

2 Twin Beds or 1 Queen Bed

"Was a great spot to get away. House was clean and as listed. Property is very well maintained and super clean. Alice is a excellent host and i hope to be back again!"

Kristopher | Ontario, Canada