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Showing 26-50 of 65 Vacation Rentals

Casa de Cuba

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

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval... 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

Crowner's Jewel

Key West, Florida, United States
$450
1-305-296-6996
house 2 BR 2 BA Sleeps 6

Experience the finest in vacation home rentals in Key West Florida when you stay at Crowner's Jewel. This rental features lots of space for a family... more

Papaya Place

Key West, Florida, United States
$300
1-305-296-6996
condo 2 BR 2 BA Sleeps 6

Papaya Place is a great 2-bedroom, 2-bath waterfront Key West rental condo at 1800 Atlantic Condominiums that offers a wonderful relaxing garden view... more

Casa Atlantica Studio

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

A spacious studio apartment and large deck make this the perfect romantic getaway; feast your eyes on the breathtaking views of the Atlantic Ocean.... 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

Key West Found

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

Key West Found is a striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3-story... more

Beach Club #408

Key West, Florida, United States
condo 4 BR 3 BA Sleeps 8

Welcome to your quiet and relaxing Key West vacation! The Key West Beach Club stretches along the Atlantic Ocean shores. This top floor penthouse has... 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

Duval Square Retreat

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

Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and quieter end of Duval Street. This recently... 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

Casa Grande

Key West, Florida, United States
$6,175
1-305-296-6996
house 5 BR 5 BA Sleeps 12

Casa Grande was built for hosting large gatherings of family and friends. A private home with an abundance of space for everyone to relax in privacy... more

Albury Bungalow

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

A perfect spot for two couples, two singles or others wanting privacy as well as togetherness. This one bedroom, one bathroom house also boasts a... more

Townhomes on Windsor #5

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... 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

Tranquility

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

Fabulous artwork, fun collectibles, beautiful stained glass all give Tranquility the unique feel that keeps bringing visitors back to Key West. As you... 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

La Brisa #206E - Brisa Del Mar

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

This unit is designed to catch the ocean breeze, with the exterior walkway leading to your front door and opening up to the view of the balcony beyond... more

La Brisa 405E Sea Orchid

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

La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty blue... more

Newton Street Hideaway

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

The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined... more

Sunset Celebration

Key West, Florida, United States
$1,900
1-305-296-6996
condo 2 BR 1 BA Sleeps 4

Sunset Celebration is a two-bedroom, one-bathroom Shipyard condo located in Truman Annex. New floors, fresh paint, all new furnishings, artwork,... more

Pete's West Cottage

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

This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key West... more

Townhomes on Windsor #3

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... more

Beach Club #103

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

Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom unit features a large oceanfront balcony accessed from both the living/dining... more

Townhomes on Windsor #4

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

Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... more

Showing 26-50 of 65 Vacation Rentals

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