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Showing 1-25 of 62 Vacation Rentals

Beach House Condo

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

Beach House Condo has the perfect back deck to sip a cafe con leche in the morning or read a book in the afternoon. The property has an open floor... more

Flagler Station

Key West, Florida, United States
$3,200
1-305-296-6996
house 3 BR 2 BA Sleeps 8

Flagler Station is a recently remodeled, refurbished and re-furnished rental that features a spacious living room and dining area, allowing plenty of... more

Sunset Celebration

Key West, Florida, United States
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

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

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

Conch Wind

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

This two-story Conch Style townhome is nestled in a quiet, secure compound, and features plenty of space, beautifully furnished with all attention... more

William's Loft

Key West, Florida, United States
$2,500
1-305-296-6996
cottage 2 BR 1 BA Sleeps 4

Located in Old Town in a small, quiet compound of cottages sits William's Loft in one of Key West's most desirable neighborhoods. The cottage is... more

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

Crowner's Jewel

Key West, Florida, United States
townome 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

Tropical Dreaming

Key West, Florida, United States
$345
1-305-296-6996
house 2 BR 2 BA Sleeps 6

A distinctive private Key West vacation home with sparkling pool, Tropical Dreaming is the classic example of the best of both worlds while... more

Casa on Casa

Key West, Florida, United States
$8,500
1-305-296-6996
house 4 BR 3 BA Sleeps 8

So simple yet elegant, intimate yet spacious, Casa on Casa offers a unique Key West experience that will linger in your memory for years to come. As... more

Bogey's Retreat

Key West, Florida, United States
$2,100
1-305-296-6996
townome 2 BR 1 BA Sleeps 6

Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows... more

Sunshine on the Rocks

Key West, Florida, United States
$3,500
1-305-296-6996
condo 2 BR 2 BA Sleeps 6

This stunning townhome has spectacular waterfront views of the bay with an ideal location on a secluded peninsula. Sunshine On The Rocks is the... more

Bahamian Reed

Key West, Florida, United States
townhome 2 BR 1 BA Sleeps 5

Bahamian Reed is a two-bedroom, one-and-a-half bathroom townhome located in Truman Annex in Old Town Key West near all the reasons you came to Key... more

Duval Breeze

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

Steps away from fantastic restaurants, nightlife, entertainment, bars and shopping on Duval Street in Old Town Key West and a few blocks from the... 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

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

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

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

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

Beach Club #108

Key West, Florida, United States
condo 3 BR 2 BA Sleeps 8

Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This elegant 3 bedroom/ 2 bath unit... 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

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

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

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

Showing 1-25 of 62 Vacation Rentals

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