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Showing 21-40 of 68 Vacation Rentals

Bahama House

Key West, Florida, United States
$595
1-305-296-6996
house 3 BR 3 BA Sleeps 8

Totally gorgeous, Bahama House is conveniently located on a quiet street in the heart of Old Town Key West around the corner from the fabulous shops,... more

Waterfront Three-Bedroom Villa

Key West, Florida, United States
villa 3 BR 3 BA Sleeps 8

Discover our waterfront double queen guest room with two queen beds, a white sand terrace, and water view porch. Step off your porch and feel the sand... more

Colony Poolside

Key West, Florida, United States
bungalo 1 BR 1 BA Sleeps 4

Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true... more

South St. Cottage

Key West, Florida, United States
cottage 2 BR 2 BA Sleeps 6

A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White... more

cottage 2 BR 2 BA Sleeps 6

Fabulous Conch Cottage in the Heart of the Old Town area of Key West. 2 Bedroom 2 full bath Shotgun house. This great property will accommodate up to... more

Duval Roost

Key West, Florida, United States
house 3 BR 4 BA Sleeps 6

This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the property through a secure... more

condo 3 BR 3 BA Sleeps 8

2 Master suites each with a king bed, The 3rd bedroom has 2 twin beds and there is a queen sleeper sofa in the living room. Large private balcony... more

Beach Club #112

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This comfortable 2 bedroom unit features a... more

Coconut Cabana

Key West, Florida, United States
house 3 BR 2 BA Sleeps 6

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of... more

Villa Paradiso

Key West, Florida, United States
house 3 BR 3 BA Sleeps 8

This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three... more

Pete's Cottages

Key West, Florida, United States
cottage 4 BR 2 BA Sleeps 8

This property has it all! This award winning renovation offers the styling of the original shot gun homes of Key West restored with a beautiful... more

Casa Atlantica One Bedroom

Key West, Florida, United States
condo 1 BR 1 BA Sleeps 2

Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in Architectural Digest. Filled... more

Louisa House

Key West, Florida, United States
house 4 BR 4 BA Sleeps 10

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually... more

Vista Fresco

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400... more

Tropical Serenity

Key West, Florida, United States
house 1 BR 2 BA Sleeps 4

An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bungalow has been completely... more

Villa Tropicale

Key West, Florida, United States
house 4 BR 4 BA Sleeps 8

Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down... more

Southard Street - Queen Conch

Key West, Florida, United States
house 4 BR 4 BA Sleeps 14

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation... more

Vista Verde

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 6

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400... more

Ann Street Tranquility

Key West, Florida, United States
cottage 1 BR 1 BA Sleeps 2

This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... more

Shipyard Palms

Key West, Florida, United States
condo 2 BR 2 BA Sleeps 4

In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium is great access to... more

Showing 21-40 of 68 Vacation Rentals

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