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2026-02-26
2026-02-27
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St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

Located around 5 minutes' walk from the Bayview Park, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West offers quick access to various city attractions in the… More

From US$ 547 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

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Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States View map

Set in the vibrant heart of Duval, the Just Steps To Duval- Sleeps 10- Heated Pool House offers a unique retreat blending casual elegance with island-inspired charm. This exquisite villa is renowned… More

From US$ 1183 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub

427 B Catherine St, Key West, United States View map

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… More

From US$ 446 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays Key West Charming By Avantstay

210-7 Southard St, Key West, United States View map

The 0-bedroom Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa offers proximity to such city sites as Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located just 650 m from Red Barn Theatre, the 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is merely a 12-minute walk from a top family-friendly place like Key West Aquarium. Offering access… More

From US$ 400 Book Now

Atlantic Sunrise Penthouse

1800 Atlantic Blvd, Unit C425, Key West, United States View map

The 3-bedroom Atlantic Sunrise Penthouse Villa Key West is situated about 5 minutes' walk from The Key West Nature Preserve and offers guests to relax with a hot tub and a sauna. Featuring a swimming… More

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Duval Delight

1108 Duval St, Key West, United States View map

Situated about a 20-minute walk from Key West Historic Seaport, the 1-bedroom Duval Delight Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 1156 Book Now

Leaward Isle Island Retreat

1800 Atlantic Blvd, Unit A105, Key West, United States View map

Set in Key West, the 2-bedroom Leaward Isle Island Retreat Villa is 1.1 km from Higgs Beach. The accommodation also has an equipped kitchenette area with fridges, an oven and kitchenware. More

From US$ 480 Book Now

Rum Cay Sunrise Suites

3625 Seaside Drive #304, Key West, United States View map

The spacious 74 m² Rum Cay Sunrise Suites Key West is located within a 4-km distance of Higgs Beach and offers Wi-Fi for either business or leisure. The 2-bedroom apartment is within 20 minutes' walk… More

From US$ 405 Book Now

The Simonton Room At Inn On Fleming Key West

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

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Pescado Penthouse

1201 Duval Street, Key West, United States View map

The 3-bedroom Pescado Penthouse Villa Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

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Kingfish Keep

1201 Duval Street 3, Key West, United States View map

Located a 19-minute walk from Truman Little White House, Kingfish Keep Villa Key West gives access to various tourist sites in the vicinity. More

From US$ 421 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States View map

The spacious 2-bedroom Two Duval Street Suites W Pool Key West is situated right in the centre of Key West, nearly a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 979 Book Now

Mastway House -Pool & Dock!

Key Haven Terrace 4, Key West, United States View map

Sheriff s Animal Farm is set approximately a 25-minute walk from the 4-bedroom Sophisticated Sunsets Villa. The accommodation also has a kitchen with a microwave oven, coffee/tea makers and a… More

From US$ 2252 Book Now

Sunrise Suites Tahiti Suite #104

3625 Seaside Dr #101, Key West, United States View map

Welcome to the enchanting Sunrise Suites Tahiti Suite #104, the ideal retreat for those seeking comfort and convenience in the heart of Key West. This exquisite accommodation offers a seamless blend… More

From US$ 355 Book Now

The Andros - Sunrise Suites

3625 Seaside Drive #406, Key West, United States View map

The 2-room The Andros - Sunrise Suites Key West offers easy access to such tourist sites as Cow Key Channel, located merely 6 minutes' walk away. Also, the presence of a swimming pool guarantees a… More

From US$ 1117 Book Now

Barbuda Suite By Last Key Realty

329 William Street #4, Key West, United States View map

The 1-bedroom Barbuda Suite By Last Key Realty Key West villa is located only 500 m from 7 Artists & Friends Gallery and provides a swimming pool, ensuring a relaxing stay. More

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Natures Edge By Last Key Realty

1800 Atlantic Blvd #A106, Key West, United States View map

Nestled in the heart of Key West, Natures Edge By Last Key Realty offers a tranquil retreat just 5 km from the bustling Key West International Airport. More

From US$ 1091 Book Now

Octopus Garden By Last Key Realty

55 Coral Way, Key West, United States View map

The 3-bedroom Octopus Garden By Last Key Realty Key West villa provides easy access to various city attractions, such as FYT Fitness Center, situated about 5 minutes' walk away. More

From US$ 935 Book Now

Mermaid'S Retreat

1011 Whitehead St. #3 (Middle Unit), Key West, United States View map

Guests can stay at the 2-room Mermaid'S Retreat Apartment Key West, which is located in the centre of Key West and approximately 25 minutes' walk from Fort Zachary Taylor Historic State Park. More

From US$ 365 Book Now

Absolutely Paradise

1011 Simonton Street #3, Key West, United States View map

During the stay at Absolutely Paradise Key West villa, guests can indulge in canoeing, cycling, and fishing or visit the Fort Zachary Taylor, located 20 minutes' walk away. More

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Casabella Duval Square

1075 Duval Street, Key West, United States View map

Located a mere 1 km from Red Barn Theatre, the 3-room Casabella Duval Square Apartment Key West is within a 5-minute drive of a top family-friendly place like Key West Aquarium. Guests have the… More

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Nautical Adventures In Paradise

1800 Atlantic Blvd #C126, Key West, United States View map

**Nautical Adventures in Paradise Key West** Connected to the vibrant pulse of Key West, Nautical Adventures In Paradise is ideally situated just 2.5 km from the historic Southernmost Point and only… More

From US$ 545 Book Now

The Coral Cove

1011 Whitehead St. Unit 4 (Lower Unit), Key West, United States View map

The 1-room The Coral Cove Apartment Key West is situated in the centre of Key West, just 6 minutes' walk from the even Southernmost Point. This 37 m^2 apartment with a patio is located not far from… More

From US$ 159 Book Now

Suzys Parrot Perch By Last Key Realty

1025A Whitehead Street, Key West, United States View map

The 1-room Suzys Parrot Perch By Last Key Realty Apartment Key West is in the centre of Key West, a mere 9 minutes' walk from Mile Marker 0 Store. More

From US$ 856 Book Now

Heron Hideaway

907 White St 4, Key West, United States View map

The 58 m² Heron Hideaway Key West apartment is located 2.1 km from The Oldest House and approximately a 25-minute walk from US 1 Mile Marker 0. Guests will surely enjoy a Jacuzzi at this 1-bedroom… More

From US$ 828 Book Now

Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

915 Eisenhower Drive, Key West, United States View map

The 2-bedroom Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock Key West villa is located approximately 5 minutes' walk from the Wreckers Sloop Mary and features an outdoor swimming pool and… More

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Anchor Drop Key West

1800 Atlantic Blvd, Unit A307, Key West, United States View map

Nearly 15 minutes' walk from Higgs Beach, Anchor Drop Key West Villa is just off Fort Zachary Taylor Historic State Park. While staying at the 2-bedroom villa, guests are welcome to use an equipped… More

From US$ 708 Book Now

Heron Suite - Southernmost Sanctuary

1330 Simonton Street #2, Key West, United States View map

The 1-bedroom Heron Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as the even Southernmost Point, located only 350 metres away. More

From US$ 219 Book Now

Two Duval Street Suites W Parking And Pool

Duval Street 824, Key West, United States View map

Situated in the vibrant heart of Duval Street, Two Duval offers an exceptional escape steeped in the spirit of the Florida Keys. This premier destination is designed to provide guests with an… More

From US$ 807 Book Now

The Southern Cross Tropical Village

1400 Alberta St #B, Key West, United States View map

Along with proximity to Higgs Beach, only 650 metres away, the 2-bedroom The Southern Cross Tropical Village Key West villa offers opportunities for windsurfing, snorkelling, and canoeing in the area. More

From US$ 872 Book Now

Renovated Corner Unit

620 Thomas Unit 150, Key West, United States View map

Located about 20 minutes' walk from Higgs Beach, Renovated Corner Unit Villa Key West provides access to various tourist attractions in the vicinity. More

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Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays

620 Thomas St, Key West, United States View map

The 2-room Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays Key West is located just 450 m from Mile Marker 0 Store and just 1.1 km from the waterfront… More

From US$ 388 Book Now

Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Month Long Stays

203 Southard #3, Key West, United States View map

Nestled 17 minutes' walk from the Southernmost Point, the welcoming Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Month Long Stays Key West villa entices guests to explore… More

From US$ 612 Book Now

Number Eleven At Scarlet Mango Inn Key West

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

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Keys Please!

Louisa Street 514, Key West, United States View map

The 3-bedroom Keys Please Villa is set in the Duval district of Key West and offers accommodation with a free carpark and an outdoor swimming pool. Mile Marker 0 Store is merely 1 km away, and Duval… More

From US$ 1910 Book Now

Bahama Gardens - Main House

704 Thomas Street, Key West, United States View map

Bahama Gardens - Main House Villa is located merely 1.2 km from the secluded pocket Dog Beach and 15 minutes' drive to Key West International airport. Guests, staying at the 4-bedroom villa, can use… More

From US$ 2304 Book Now

Old Town Oasis By Last Key Realty

115 Front Street #301, Key West, United States View map

The 116 m^2 Old Town Oasis By Last Key Realty Apartment Key West is situated just 5 minutes on foot from Ripley's Believe It or Not Museum and 10 km from Key West International airport. Guests can… More

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Tranquility By The Beach

1800 Atlantic Blvd C129, Key West, United States View map

Situated approximately 5 minutes' walk from The Key West Nature Preserve, the 2-room Tranquility By The Beach Apartment Key West offers guests easy access to various tourist attractions nearby. The… More

From US$ 561 Book Now

Blue Haven Unit B416

1800 Atlantic Blvd, Unit B416, Key West, United States View map

Set at 600 metres from Higgs Beach Dog Park and a mere 0.9 km from C. B. Harvey Rest Beach Park, the 1-bedroom Atlantic Blues Island Escape Villa is located in Key West. A full kitchen with a… More

From US$ 1571 Book Now

Namaste

219 Ann Street Rear, Key West, United States View map

The 2-bedroom Namaste Villa Key West is located about a 25-minute walk from Southernmost Point and provides windsurfing, snorkelling, and canoeing for active guests. More

From US$ 828 Book Now

The Larks Landing By Last Key Realty

3625 Seaside Drive #402, Key West, United States View map

The Larks Landing By Last Key Realty Apartment Key West is located approximately 10 minutes by car from South Beach and about 3 km from Fort Zachary Taylor Historic State Park. Also, there is a… More

From US$ 747 Book Now

Dee'S Dream Sunset Condo - #151

620 Thomas Street 151, Key West, United States View map

The 60 m^2 Dee'S Dream Sunset Condo - #151 Key West is located 5 minutes' drive from Saint Paul's Episcopal Church of Key West and 18 minutes' walk from Papa's Pilar Rum Distillery. Situated at a… More

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Duke Of Catherine By Last Key Realty

512 Catherine Street #2, Key West, United States View map

Offering guests to unwind in a Jacuzzi, Duke Of Catherine By Last Key Realty Key West villa is located 13 minutes' walk from the secluded pocket Dog Beach. More

From US$ 1203 Book Now

Blue Moonshine On The Atlantic

1800 Atlantic Blvd, Unit A413, Key West, United States View map

The 2-bedroom Blue Moonshine On The Atlantic Villa is situated just 200 metres from The Key West Nature Preserve and a mere 0.9 km from C. B. Harvey Rest Beach Park. This property features an… More

From US$ 685 Book Now

Tom'S Oceanfront Penthouse

1800 Atlantic Blvd Unit A401, Key West, United States View map

The 2-bedroom Tom'S Oceanfront Penthouse Villa Key West is located only 5 minutes' walk from The Key West Nature Preserve and offers guests to relish a patio as well as a swimming pool. This holiday… More

From US$ 1057 Book Now