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Showing 1-25 of 49 Vacation Rentals

Coral Bay Resort - Beautiful Beachfront 2BR Condo

Islamorada, Florida, United States

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

Condo 2 BR 2 BA Sleeps 6

Enjoy the extra space of a roomy three-bedroom beach house. This waterview beach house is accessed via a lushly landscaped lane and features water views from the 1st floor porch off the living area and 2nd floor balcony off the master bedroom. The... more

House 3 BR 2 BA Sleeps 8

Southard Queen Conch Suite

Key West, Florida, United States

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool (when rented as a two bedroom the pool is shared with the... more

House 2 BR 2 BA Sleeps 6

La Brisa #206E - Brisa Del Mar

Key West, Florida, United States

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 the interior. Featuring two large bedrooms and 2 baths, the interiors provide ample space for a... more

Condo 2 BR 2 BA Sleeps 6

Beach Club #408

Key West, Florida, United States

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 it all; from 15 foot vaulted ceilings to a well equipped kitchen, oceanfront balcony, four bedrooms... more

Condo 4 BR 3 BA Sleeps 8

Ann Street Cottage

Key West, Florida, United States

This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces. Across from the Curry Mansion and Town Hall, around the corner from Duval Street and offering 'walk to... more

Cottage 1 BR 2 BA Sleeps 4

Waterfront Three-Bedroom Villa

Key West, Florida, United States

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 between your toes on Parrot Key's tranquil sunning terrace. Hedged by wild mangroves, along the... more

Villa 3 BR 3 BA Sleeps 8

South St. Cottage

Key West, Florida, United States

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 Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large... more

Cottage 2 BR 2 BA Sleeps 6

Waterfront Two-Bedroom Suite

Key West, Florida, United States

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 suite overlooking the Gulf of Mexico. Relax in a spacious living room featuring a 42" flat screen TV,... more

Condo 2 BR 2 BA Sleeps 4

Shipyard Palms

Key West, Florida, United States

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 Zachary State Park Beach as well as the Historic Old Town Key West. This beautifully decorated first... more

Condo 2 BR 2 BA Sleeps 4

Tropical Serenity

Key West, Florida, United States

An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bungalow has been completely restored to a pristine condition. A large front yard with quaint front porch give this cottage the... more

House 1 BR 2 BA Sleeps 4

Beach Club #201

Key West, Florida, United States

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, cable TV, washer/dryer, well-equipped kitchen, 2 baths, security entry and elevator access. There is... more

Condo 2 BR 2 BA Sleeps 6

Mango Managerie

Key West, Florida, United States

Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite... more

Cottage 2 BR 1 BA Sleeps 4

Pete's Cottages

Key West, Florida, United States

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 natural cypress exterior with the clean lines of a contemporary home. Each Twin opens to it's own... more

Cottage 4 BR 2 BA Sleeps 8

Duval Square Castaway

Key West, Florida, United States

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 restaurants. These units offer well equipped kitchens and living rooms that open to a patio, or porch,... more

Town Home 2 BR 2 BA Sleeps 6

Villa Tropicale

Key West, Florida, United States

Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways, meandering by the cottage until you reach the two story main home. The gardens are... more

House 4 BR 4 BA Sleeps 8

Pete's West Cottage

Key West, Florida, United States

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 restored with a beautiful natural cypress exterior with the clean lines of a contemporary home. Each... more

Cottage 2 BR 1 BA Sleeps 4

Casa Atlantica One Bedroom

Key West, Florida, United States

Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in Architectural Digest. Filled with a mixture of custom made furnishings and unusual objects from all parts of the globe, this... more

Condo 1 BR 1 BA Sleeps 2

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 opens off of all the rooms.... more

Condo 3 BR 3 BA Sleeps 8

Louisa House

Key West, Florida, United States

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom,... more

House 4 BR 4 BA Sleeps 10

Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The... more

Condo 1 BR 1 BA Sleeps 4

Vista Verde

Key West, Florida, United States

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly... more

Condo 2 BR 2 BA Sleeps 6

Southard Street - Queen Conch

Key West, Florida, United States

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat.... more

House 4 BR 4 BA Sleeps 14

Colony Poolside

Key West, Florida, United States

Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a... more

Bungalo 1 BR 1 BA Sleeps 4

Beach Club #103

Key West, Florida, United States

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 area and master bedroom. The unit features central heat/air, WIFI, cable TV, washer/dryer, well... more

Condo 2 BR 2 BA Sleeps 6

Showing 1-25 of 49 Vacation Rentals

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