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2026-06-03
2026-06-04
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Extended Stay in Key West

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 the San Carlos Institute, located merely a 7-minute walk away. More

From US$ 396 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is located only 1.6 km from the Key West Firehouse Museum and just an 11-minute walk from the US 1 Mile Marker 0. Offering access to a… 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$ 587 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 situated in Key West, just 1.6 km from the Fort East Martello Museum, and offers spa amenities such as a Jacuzzi. The nearest bus stop Oceanwalk… 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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From US$ 259 Book Now

Duval Breeze By Avantstay

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

The welcoming Duval Breeze By Avantstay Key West villa provides easy access to various city attractions, such as the Key West Butterfly and Nature Conservatory, situated merely 6 minutes' walk away. 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$ 526 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$ 1172 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

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States View map

Overlooking the garden, the spacious 2-bedroom Two Duval Street Suites W Pool Key West is about 25 minutes' walk from the White Street Pier in Key West. Situated in the immediate vicinity of the… More

From US$ 979 Book Now

Oceanfront Oasis

1901 South Roosevelt Blvd, Unit 304, Key West, United States View map

Located a mere 5 minutes' stroll from the Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West comes with a heated swimming pool, a sauna. More

From US$ 550 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

The Andros - Sunrise Suites

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

Located approximately a 25-minute walk from the Smathers Beach, the 74 m² The Andros - Sunrise Suites Key West overlooks the sea. More

From US$ 903 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

The Margaret Suite

1501 Truman Avenue, Key West, United States View map

The Margaret Suite Key West offers easy access to such tourist sites as the C. B. Harvey Rest Beach Park, located nearly 5 minutes' walk away. Situated 0.7 km from the Key West Firehouse Museum, this… 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$ 969 Book Now

Coastal Comfort

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

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From US$ 1745 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

From US$ 1973 Book Now

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$ 2726 Book Now

Casabella Duval Square

1075 Duval Street, Key West, United States View map

The 3-room Casabella Duval Square Apartment Key West is situated just a 6-minute walk from the even Southernmost Point and 5 km from Key West International airport. The spacious 115 m² apartment also… More

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New The Altair House - Fire Pit Pool & Hot Tub

Mangrove Lane 13, Key West, United States View map

This 7-bedroom villa is located within 7 km of Key West Firehouse Museum and 10 km from Key West International airport. The property has 7 bedrooms and 7 bathrooms for the guests' convenience. More

From US$ 1549 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

From US$ 759 Book Now

Suzys Parrot Perch By Last Key Realty

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

Located in the centre of Key West, the 74 m² Suzys Parrot Perch By Last Key Realty Key West apartment offers fast access to the Ernest Hemingway Home and Museum nearly 5 minutes' walk away. More

From US$ 856 Book Now

Key West Found By Avantstay

101 Front St #13, Key West, United States View map

The welcoming Key West Found By Avantstay villa is located 18 minutes' walk from the very unusual Key West Cemetery and invites guests to enjoy a patio. More

From US$ 544 Book Now

Neptunes Penthouse By Last Key Realty

1800 Atlantic Blvd #C436, Key West, United States View map

The 2-room Neptunes Penthouse By Last Key Realty Key West apartment is located within 25 minutes' walk of Nancy Forrester's Secret Garden and offers spa facilities such as a Jacuzzi. The apartment is… More

From US$ 608 Book Now

Tropical Heron Hideaway With Hot Tub, Pool

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

Located nearly a 25-minute walk from the Key West First Legal Rum Distillery, the 58 m² Heron Hideaway Key West apartment is 2.3 km from a top family-friendly place like the Key West Aquarium. More

From US$ 608 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

Bahama Gardens - Cigar House

712 Thomas Street, Key West, United States View map

The 2-bedroom Bahama Gardens - Cigar House Villa in the Downtown Key West district of Key West offers a golf course, a Jacuzzi and a sundeck as well as the access to Truman Beach, which is just 900… More

From US$ 813 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$ 2171 Book Now

Coastline Comfort

1445 S Roosevelt Blvd 201, Key West, United States View map

Featuring a private pool, the spacious 105 m² Coastline Comfort Key West apartment is approximately 300 metres from Sheriff s Animal Farm. Guests can use Wi-Fi for either business or leisure reasons. More

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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

620 Thomas St, Key West, United States View map

If you want to stay in the Downtown Key West district, the 2-room Beach House Condo By Avantstay Key West is a good choice located, approximately a 15-minute walk from the Key West Butterfly and… More

From US$ 388 Book Now

Number Eleven At Scarlet Mango Inn Key West

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

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Petes East Cottage

507 Louisa Street, Key West, United States View map

Situated merely a 5-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Petes East Cottage Key West ensures a great leisure experience by offering snorkelling, canoeing, and… More

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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

High Tide In Key West

1800 Atlantic Blvd #B117, Key West, United States View map

Offering an outdoor swimming pool, the 138 m² High Tide In Key West Apartment is located only a 5-minute walk from The Key West Nature Preserve. This 2-bedroom apartment with a sauna is a short way… More

From US$ 522 Book Now

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$ 680 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

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States View map

Crawl To Duval W/ Hot Tub Villa is an 8-minute stroll from the even Southernmost Point, and within 8 minutes' stroll of Southernmost Point of the Continental US Monument. The 1-bedroom villa… More

From US$ 1642 Book Now

The Lighthouse Group Suite

419 Truman Avenue, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 139 m² The Lighthouse Group Suite Key West, which is 18 minutes on foot from the waterfront Mallory Square and just 1.2 km from the Emerald's… More

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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 Key West apartment is located 4.9 km from the downtown commercial zoned Duval Street and 10 minutes by car from the White Street Pier. This apartment is equipped… More

From US$ 747 Book Now

Pilars Secret

716 Duval St Rear, Key West, United States View map

During the stay at Pilars Secret Villa Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit the Harry S. Truman Little White House, located 15 minutes' walk away. More

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