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2026-02-27
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Vacation Rentals in Key West

Key West On My Mind

1800 Atlantic Blvd Unit A305, Key West, United States View map

Located just a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 126 m^2 Key West On My Mind Apartment features views of the sea. More

From US$ 616 Book Now

Tranquility By Avantstay Close To Duval St W Bbq Shared Pool

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Tranquility By Avantstay Close To Duval St W Bbq Shared Pool lies a mere 1.2 km from Higgs… More

From US$ 400 Book Now

Upper Sunset North

801 Eisenhower Dr. #8, 8, Key West, United States View map

**Experience Laid-Back Luxury at Upper Sunset North Villa Key West** Recreational amenities abound, with a lavish outdoor pool surrounded by lounge chairs and tables for ultimate relaxation. More

From US$ 884 Book Now

Abbey'S Attic - Truman @ Duval Unit E

Truman Avenue, Key West, United States View map

The 14 m² Abbey'S Attic - Truman @ Duval Unit E Key West apartment is situated a stone's throw from the Key West Lighthouse and Keeper's Quarters Museum and 5 km from Key West International airport. More

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Joan'S Caribbean Hideaway

143 Golf Club Drive, Key West, United States View map

Conveniently situated, Joan's Caribbean Hideaway Villa serves as the perfect base for exploring Key West's myriad attractions. More

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Julie At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

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Olivias Nest

828 White Street #1, Key West, United States View map

The 1-bedroom Olivias Nest Villa Key West offers quick access to such tourist spots as Wreckers Sloop Mary, situated only a 5-minute walk away. Guests can enjoy windsurfing, snorkelling, and canoeing… More

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The Butterfly Nest - Sunrise Suites

3625 Seaside Drive #107, Key West, United States View map

The 74 m² Butterfly Nest - Sunrise Suites Key West features convenient proximity to such city attractions as Cow Key Channel, situated just 6 minutes' walk away. More

From US$ 258 Book Now

Antigua Suite By Last Key Realty

329 William Street #3, Key West, United States View map

**Discover the Charm of the Antigua Suite by Last Key Realty** More

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Sunset Dreams By Last Key Realty

5601 College Road #305, Key West, United States View map

The 154 m^2 Sunset Dreams By Last Key Realty Apartment Key West is situated in Key West, 6 km from Key West Butterfly and Nature Conservatory, and offers spa amenities such as a hot tub. Also, there… More

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Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States View map

Set in the vibrant heart of Key West, Bayview North One Villa offers an idyllic retreat for travelers seeking comfort and convenience. Just 2 kilometers from the picturesque shores of South Beach and… More

From US$ 1220 Book Now

Jerry'S Escape - Truman @ Duval Unit C

Truman Avenue, Key West, United States View map

Located only 500 metres from Southernmost Point of the Continental US Monument, the 36 m² Jerry'S Escape - Truman @ Duval Unit C Key West apartment is just 1.2 km from a top family-friendly place… More

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Key West Home On Golf Course With Patio And Grill!

28 Merganser Ln, Key West, United States View map

Situated approximately 5 minutes' walk from Key Haven, the 2-bedroom Key West Home On Golf Course With Patio And Grill! offers easy access to numerous tourist spots in the area. More

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Honey At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

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Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays

113 Front St #107, Key West, United States View map

The 2-room Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays Key West apartment lies in the Downtown Key West district of Key West and offers swift access… More

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Bahamian Reed By Avantstay Walk To Everything W Community Pool Month Long Stays Only

510 Porter Lane, Key West, United States View map

The welcoming Bahamian Reed By Avantstay Walk To Everything W Community Pool Month Long Stays Only Key West villa offers proximity to such city sites as Fort Zachary Taylor State Park, located… More

From US$ 434 Book Now

Coral Queen Palm

83 Palm Dr, Key West, United States View map

Guests can enjoy a seaside sea view from a terrace at Coral Queen Palm Key West villa, 3 km from Old Finds Bight. Guests can enjoy windsurfing, cycling, and fishing at the 2-bedroom holiday home… More

From US$ 302 Book Now

Sapphire Sabbatical

9 Sapphire Dr., Key West, United States View map

Set around a 10-minute walk from Shark Key Island and 10 minutes by car from Boca Chica Clothing Optional Beach, the 3-bedroom Sapphire Sabbatical Villa is located in Key West. This Key West villa… More

From US$ 214 Book Now

Waterfront Key West Oasis With Float Dock!

31 Palm Dr, Key West, United States View map

By choosing the Waterfront Key West Oasis With Float Dock!, You place yourself in close proximity to all that Key West has to offer. More

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Seaport Suite

Simonton Street 219, Key West, United States View map

The spacious Seaport Suite Key West includes a patio and is situated a 5-minute walk from Red Barn Theatre. Wi-Fi is available for guests' business or leisure needs. More

From US$ 1341 Book Now

Carpe Dium

1800 Atlantic Blvd Unit C119, Key West, United States View map

Front Street is set within 10 minutes' drive of the 2-bedroom Carpe Dium Villa. The accommodation also has a full kitchen with a microwave oven, coffee/tea making equipment and fridges. More

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The Ebberly House - Amazing Pool In Gated Community

Shoreline Road 1, Key West, United States View map

The 7-bedroom and 7-bathroom villa is situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden and at a 4 km distance from Fort East Martello Museum. This accommodation has… More

From US$ 4783 Book Now

Havana Mango Compound

2851 Key Cove Dr., Key West, United States View map

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Gumbo Limbo Cottage

1112 Margaret Street, Key West, United States View map

Staying at the 2-bedroom Gumbo Limbo Cottage Key West, guests can visit Florida Keys Eco-Discovery Center, which is approximately a 10-minute ride away. More

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Sunshine Drive

Key West, United States View map

The 3-bedroom Sunshine Drive Villa is situated at a 2.1 km distance from Saint Paul's Episcopal Church of Key West and 15 minutes on foot from Southernmost Point. Overlooking the pool, this property… More

From US$ 532 Book Now

Island Opulence By Last Key Realty

2718 Harris Avenue, Key West, United States View map

Featuring a private swimming pool for guests' relaxation, the 5-bedroom Island Opulence By Last Key Realty Key West villa is located about a 10-minute ride from Florida Keys Eco-Discovery Center. More

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Mariners Hidden Haven By Last Key Realty

13 Aster Terrace, Key West, United States View map

**Mariners Hidden Haven: A Luxurious Escape in Key West** Additionally, the location of this charming retreat is a gateway to all that Key West has to offer. More

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Sea Orchid La Brisa 405E

1901 S Roosevelt Blvd, Key West, United States View map

**Experience Coastal Luxury at Sea Orchid La Brisa 405E** Nestled in the vibrant heart of Key West, the Sea Orchid La Brisa 405E invites guests to indulge in a unique blend of beachside elegance and… More

From US$ 496 Book Now

Villa Serena Duval Square

1075 Duval Street, Key West, United States View map

Situated a mere 1.4 km from Papa's Pilar Rum Distillery, the spacious 3-bedroom Villa Serena Duval Square Key West is right in the centre of Key West. To diversify your journey experience… More

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La Brisa 303W

1901 S Roosevelt Blvd, Key West, United States View map

The spacious 102 m² La Brisa 303W Apartment Key West is located in Key West, approximately 25 minutes on foot from Southernmost Point, and pampers guests with a hot tub. The beachfront apartment is 2… More

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Royal Escape

1307 Royal St, Key West, United States View map

**Royal Escape Villa Key West is an exquisite retreat that seamlessly blends luxury with the vibrant charm of the Florida Keys. Nestled just a short distance from Key West International Airport, this… More

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1Br Home - Colorful Cottage With Ac, W And D, Dogs Ok

1011 Howe St, Key West, United States View map

The 1-bedroom 1Br Home - Colorful Cottage With Ac, W And D, Dogs Ok Key West offers easy access to such tourist spots as the Ernest Hemingway Home and Museum, located only 350 metres away. More

From US$ 231 Book Now

Suncoast House -Pool & Boat Dock

Shoreline Road 12, Key West, United States View map

Nautical Splendor Villa is at a 7 km distance from the 19-acre Key West Cemetery and approximately 10 minutes' drive from from Fort East Martello Museum. There is a kitchen with a microwave, a… More

From US$ 1786 Book Now

Banana Blossoms By Last Key Realty

407B Emma Street, Key West, United States View map

The 3-bedroom Banana Blossoms By Last Key Realty Key West villa offers quick access to such city attractions as Fort Zachary Taylor State Park, located merely a 5-minute walk away. More

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The Ospreys Nest By Last Key Realty

3625 Seaside Drive #411, Key West, United States View map

The Ospreys Nest By Last Key Realty Key West villa offers proximity to nearby tourist spots, such as Fort East Martello Museum, situated about 20 minutes' walk away. This 2-bedroom holiday home… More

From US$ 719 Book Now

Ashe Street Serenade

613 Ashe Street, Key West, United States View map

**Ashe Street Serenade: A Tropical Retreat in Key West** Nestled just 5 km from the sparkling shores of Key West International, Ashe Street Serenade offers a charming escape infused with vibrant… More

From US$ 390 Book Now

New Hidden Oasis- Waterfall Pool Close To Beach

Seidenberg Avenue 2026, Key West, United States View map

New Hidden Oasis - Waterfall Pool Close To Beach Villa is situated in Key West, approximately 15 minutes' walk from C. B. Harvey Rest Beach Park and at a 2.3 km distance from the historical Key West… More

From US$ 735 Book Now

Fuente At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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Seaside Retreat

2865 Key Cove Dr., Key West, United States View map

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From US$ 1139 Book Now

A Windsong Delight

1017 Windsor Lane #2, Key West, United States View map

Situated just 8 minutes on foot from Higgs Beach, the 3-bedroom A Windsong Delight Villa Key West ensures a great leisure experience by offering windsurfing, snorkelling, and canoeing. Featuring… More

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The Conch-Out Cottage

821 Terry Ln, Key West, United States View map

The 2-bedroom The Conch-Out Cottage Key West is located nearly 5 minutes' walk from The Ernest Hemingway Home and Museum and features a private swimming pool as well as a terrace for guests' pleasure… More

From US$ 245 Book Now

Royal Haven

1310 Royal Street, Key West, United States View map

The 2-bedroom Royal Haven Villa Key West is located approximately a 25-minute walk from Mallory Square and welcomes its guests to enjoy windsurfing, snorkelling, and canoeing. More

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The Hemingway Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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Upper Bayview North

801 Eisenhower Dr. #7, 7, Key West, United States View map

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La Petite Penthouse By Last Key Realty

206 Southard Street #6, Key West, United States View map

The 1-room La Petite Penthouse By Last Key Realty Apartment Key West is situated only minutes from Key West Lighthouse and Keeper's Quarters Museum and 10 km from Key West International airport. More

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Hidden Oasis Colony

714 Olivia St, Key West, United States View map

Offering a location nearly a 10-minute walk from San Carlos Institute, the 1-bedroom Hidden Oasis Colony Villa Key West gives access to various tourist spots in the area. Guests can enjoy snorkelling… More

From US$ 539 Book Now

Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay

906-2 Truman Avenue, Key West, United States View map

The 2-bedroom Prime Old Town Location W Pool Walk To Duval Steet Blue Heron By Avantstay Key West villa offers quick access to such city attractions as the Key West Firehouse Museum, located about a… More

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Bonaire Suite

921 Center St #7, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Bonaire Suite Key West, which is approximately 25 minutes' walk from Key West Express and a mere 1.4 km from Vandenberg Wreck. The apartment… More

From US$ 515 Book Now

The Joyrise House At Solaire Lunara Bay

12 Andrea Lane, Key West, United States View map

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From US$ 3676 Book Now

Sunrise Suite 203

3625 Seaside Dr #203, Key West, United States View map

Offering a heated swimming pool, the spacious Sunrise Suite 203 Key West is located 6 minutes' walk from Cow Key Channel. Wi-Fi is available for guests' business or leisure needs. More

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