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Showing 41-60 of 68 Vacation Rentals

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

Bahamian Reed

Key West, Florida, United States
$250
1-305-296-6996
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

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

Catherine House

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

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located... more

Coral Bay Resort - Beautiful Beachfront 2BR Condo

Islamorada, Florida, United States
condo 2 BR 2 BA Sleeps 6

This spacious condo features a king bedroom and double queen bedroom, full kitchen, living/dining combo.... 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

Beach Club #201

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

This 2 bedroom 2 bath unit features a huge oceanfront balcony accessed from both the living/dining area and master bedroom. It has central heat/air,... more

Bloom'n Paradise

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

Relax in luxury in this beautiful Truman Annex private vacation home in the Florida Keys. Bloom'n Paradise features three bedrooms and three bathrooms... 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

Coral Casita

Stock Island, Florida, United States
house 3 BR 3 BA Sleeps 8

When Key West is calling your name and nothing else will do, Coral Casita is the perfect mix of location, price and room for your large group to... more

Showing 41-60 of 68 Vacation Rentals

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