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2026-06-03
2026-06-04
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Luxury accommodations in Key West

Cuban Paradise Cuban Club

1102 Duval St #D, Key West, United States View map

The spacious Cuban Paradise Cuban Club Key West apartment is located within 500 metres of the South Beach and an 18-minute walk from the waterfront Mallory Square. For those travelling by car, this… More

From US$ 666 Book Now

Ambrosia At Azul Mansion Key West

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

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From US$ 448 Book Now

Ibis By Avantstay

714 Olivia #11, Key West, United States View map

Staying at the 0-bedroom Ibis By Avantstay Key West villa, guests can visit Mile Marker 0 Store, which is only 1 km away. More

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Seashore At The Shipyard

Key West, United States View map

Situated right in the centre of Key West, the spacious 1-bedroom Seashore At The Shipyard Apartment Key West is 450 metres from Duval Street. More

From US$ 365 Book Now

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

The 4-bedroom Smooth Sailing Villa is situated within 7 km of Key West Firehouse Museum in Key West and offers accommodation with a kitchen. It includes Wi Fi throughout the property along with… More

From US$ 3784 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States View map

### Ocean Hideaway On The Atlantic - Your Coastal Retreat Nestled just minutes away from the stunning shores of Smathers Beach, Ocean Hideaway On The Atlantic is a serene and luxurious getaway for… More

From US$ 738 Book Now

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

The Geiger Suite At Inn On Fleming Key West!

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

At The Geiger Suite At Inn On Fleming Key West! villa, guests can enjoy windsurfing, snorkelling, and fishing as well as a location 700 metres from the Key West Cemetery. More

From US$ 402 Book Now

Beach Club Siesta #104

1500 Atlantic Blvd #104, Key West, United States View map

The spacious 130 m² Beach Club Siesta #104 Key West apartment boasts a beachfront location just a 5-minute stroll from the Higgs Beach Dog Park. To diversify guests' leisure, a private pool is… More

From US$ 637 Book Now

Duval'S Delight -Loft On Duval

Duval Street 1108, Key West, United States View map

Located 5 minutes on foot from Key West Lighthouse and Keeper's Quarters Museum, Duval'S Delight -Loft On Duval Apartment Key West is 1.5 km from a top family-friendly place like Key West Aquarium. More

From US$ 1061 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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Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 954 Book Now

Casita De Catherine By Avantstay

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

Located around 5 minutes' walk from the Key West Butterfly and Nature Conservatory, the 0-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West villa offers quick access to… More

From US$ 446 Book Now

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