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Showing 21-40 of 68 Vacation Rentals

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

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

Duval Square Castaway

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

In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and... 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

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

Southard Queen Conch Suite

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

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

Ann Street Cottage

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

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

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

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

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

cottage 2 BR 2 BA Sleeps 4

Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two... 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

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

Waterfront Two-Bedroom Suite

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

Upgrade to luxury with a master king room, second queen room, living room, and water view balcony. Breathe the salt air from a beautiful two-bedroom... 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

President's Walk

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

President’s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minutes from Fort Zachary Taylor State Park and its... 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

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

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

Showing 21-40 of 68 Vacation Rentals

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