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2026-03-22
2026-03-23
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Key West holiday rentals

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

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

The Simonton Room At Inn On Fleming Key West

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

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From US$ 415 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

1075 Duval St #30, Key West, United States View map

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1572 Book Now

Coral Hammock Poolside Home

28 Coral Way, Key West, United States View map

Coral Hammock Poolside Home is located at a 7 km distance from The Ernest Hemingway Home and Museum and 5 minutes' walk from Key West Baptist Temple. There is an equipped kitchenette area with… More

From US$ 690 Book Now

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

From US$ 2408 Book Now

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

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

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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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

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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The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States View map

Set about 25 minutes' walk from Key West Golf Club and around 20 minutes' walk from Safe Harbor, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa is located in Key West. Guests… More

From US$ 3084 Book Now

Catherine House

518 Catherine Street, Key West, United States View map

Catherine House Key West villa is located a 7-minute walk from Key West Butterfly and Nature Conservatory and offers guests to enjoy windsurfing, snorkelling, and canoeing. More

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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

Evershore House -Pool, Parking, Dock!

Key Haven Terrace 2, Key West, United States View map

The 4-bedroom Coastal Bliss Villa is set in Key West, approximately 25 minutes' walk from Sheriff s Animal Farm and at a 3.8 km distance from Fort East Martello Museum. This Key West villa also… More

From US$ 1979 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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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

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

Amelia House

Key West Florida 33040, Key West, United States View map

The 3-bedroom Amelia House Villa is located near the downtown commercial zoned Duval Street, at a 1.2 km distance from the fully accredited Mel Fisher Maritime Heritage Museum. The property also has… More

From US$ 270 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

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

The Gato Room At Inn On Fleming Key West!

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

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From US$ 424 Book Now

Frost Free In Cayo Hueso

1800 Atlantic Blvd Unit C439, Key West, United States View map

Located merely a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 2-room Frost Free In Cayo Hueso Apartment features views of the sea. More

From US$ 696 Book Now

Royal Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States View map

Situated in the Downtown Key West district of Key West, merely 14 minutes' walk from Nancy Forrester's Secret Garden, Royal Palm Suite At Travelers Palm Inn Key West villa comes with a swimming pool… More

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Jasmine Place

919 Whitehead Street, Key West, United States View map

Situated a 16-minute walk from Key West Aquarium, Jasmine Place Key West villa entices guests to explore various tourist attractions in the area. More

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Smooth Sailing By Last Key Realty

1800 Atlantic Blvd #C334, Key West, United States View map

Smooth Sailing By Last Key Realty Key West villa is merely a 5-minute walk from The Key West Nature Preserve, offering guests to unwind at a Jacuzzi. More

From US$ 1398 Book Now

Ann Street Cottage

219 Ann Street #2, Key West, United States View map

The 2-bedroom Ann Street Cottage Key West is located only a 6-minute walk from The Studios of Key West Cultural Association and offers guests to relish a patio as well as a heated swimming pool. At… More

From US$ 711 Book Now

Two Duval Street Condos W Parking And Pool

Duval Street 824, Key West, United States View map

Boasting the location 1.2 km from Simonton Street, the 2-bedroom Two Duval Street Condos W Parking And Pool is also at 150 metres of The Ernest Hemingway Home and Museum. Located in the Duval… More

From US$ 834 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States View map

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Havana Vieja At Azul Mansion Key West

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

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Flor De Cana At Azul Mansion Key West

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

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The Truman Room At Inn On Fleming Key West!

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

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Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 455 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States View map

Located 25 minutes' walk from Key West Butterfly and Nature Conservatory, Casa Serendipity By Last Key Realty Key West gives access to various tourist sites in the vicinity. More

From US$ 1544 Book Now

Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States View map

The 1-bedroom Alligator Reef Light Suite Key West villa provides easy access to various city attractions, such as the downtown commercial zoned Duval Street, situated nearly 5 minutes' walk away. More

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Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States View map

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 900 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States View map

The 1-bedroom American Shoal Light Suite Key West villa provides easy access to various city attractions, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes'… More

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Villa The Watson House

525 Simonton Street, Key West, United States View map

Along with proximity to Key West First Legal Rum Distillery, just 650 metres away, the 4-bedroom Villa The Watson House Key West offers opportunities for windsurfing, snorkelling, and canoeing in the… More

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Aria At Azul Mansion Key West

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

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Sombrero Reef Light Suite

419 Truman Avenue #2F, Key West, United States View map

The 1-bedroom Sombrero Reef Light Suite Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated nearly 5 minutes' walk away. More

From US$ 429 Book Now

Flaglers Oasis By Avantstay Private Pool In Key West Month Long Stays Only

2209 Flagler Ave Is #B, Key West, United States View map

The 2-bedroom villa is nearly a 10-minute stroll from Smathers Beach and within walking distance of Peace Covenant Presbyterian Church. Guests, staying at the villa, can use an equipped kitchenette… More

From US$ 181 Book Now