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2026-04-18
2026-04-19
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Key West holiday rentals

Petes Cottages

505-507 Louisa Street, Key West, United States View map

During the stay at Petes Cottages Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit Ripley's Believe It or Not Museum, located a 17-minute walk away. More

From US$ 1055 Book Now

Coastal Loving By Last Key Realty

1011 Eaton Street, Key West, United States View map

Located 13 minutes' walk from Duval Street, Coastal Loving By Last Key Realty Key West villa gives access to various tourist sites in the vicinity. More

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Sunset Suite Colony

714 Olivia Street, Key West, United States View map

**Sunset Suite Colony Key West** invites guests to experience an oasis of tranquility in the heart of Florida's vibrant Key West. Positioned just 10 km from Key West International Airport, the resort… More

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Ashe Splashe

806 Ashe Street, Key West, United States View map

Located a 25-minute walk from The Oldest House Historical Place Museum, Ashe Splashe Key West villa gives access to various tourist sites in the vicinity. More

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Casa Amor

723 Catherine Street, Key West, United States View map

The 2-bedroom Casa Amor Key West is located about a 20-minute walk from Duval Street and provides a private pool, ensuring a relaxing stay. Guests can enjoy canoeing, hiking, and cycling at this 2… More

From US$ 1929 Book Now

Aqua Breeze

105 Front Street #219, Key West, United States View map

Situated only 6 minutes' walk from the Key West Aquarium, Aqua Breeze Villa Key West offers easy access to numerous tourist spots in the area. More

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Ocean View

1800 Atlantic Blvd, Unit C226, Key West, United States View map

Nestled within the vibrant landscape of Key West, Ocean View Villa Key West offers an idyllic retreat for those yearning for sun-soaked days and serene nights. More

From US$ 424 Book Now

Endless Summer By Last Key Realty

522 Dupont Lane, Key West, United States View map

The 5-bedroom Endless Summer By Last Key Realty Key West villa offers easy access to such tourist spots as The Ernest Hemingway Home and Museum, located only 5 minutes' walk away. More

From US$ 3258 Book Now

Moveable Feast

719 Chapman Lane, Key West, United States View map

The beachfront Moveable Feast Key West villa is situated merely 6 minutes' walk from the Southernmost Point of the Continental US, featuring such comforts as Wi-Fi and free private parking. Guests… More

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Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Key West, United States View map

Southernmost Vistas By Last Key Realty Key West villa offers proximity to nearby tourist spots, such as San Carlos Institute, situated around 800 metres away. More

From US$ 528 Book Now

Seascape

620 Thomas Street #159, Key West, United States View map

Seascape Villa Key West offers proximity to such city sites as the US 1 Mile Marker 0, located only a 6-minute walk away. More

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Petes West Cottage

505 Louisa Street, Key West, United States View map

The 1-bedroom Petes West Cottage Key West is located approximately a 15-minute walk from Memorial Sculpture Garden and welcomes its guests to enjoy windsurfing, snorkelling, and canoeing. More

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Cool Change

3131 Eagle Avenue, Key West, United States View map

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Beautiful Downtown Truman Annex Condo

210-5 Southard Street, Key West, United States View map

Staying at the 1-bedroom Beautiful Downtown Truman Annex Condo Key West villa, guests can visit Florida Keys Eco-Discovery Center, which is a mere 6 minutes' walk away. More

From US$ 383 Book Now

Andy'S Attic

1016 Howe St #12, Key West, United States View map

Located 20 minutes' walk from Bayview Park, Andy'S Attic Villa Key West gives access to various tourist sites in the vicinity. More

From US$ 234 Book Now

Midnight Cowboy By Avantstay 3 Artistic Spaces

709 Bakers Lane, Key West, United States View map

Located nearly a 5-minute walk from the Key West Express, the 4-bedroom Midnight Cowboy By Avantstay 3 Artistic Spaces Key West villa features a swimming pool with a patio. The property in situated… More

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Queen Emma

514 Emma Street, Key West, United States View map

Located around 5 minutes' walk from Fort Zachary Taylor State Park, Queen Emma Key West villa offers quick access to various city attractions in the vicinity. More

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Magical Ocean Penthouse

1800 Atlantic Blvd, C426, Key West, United States View map

The 2-bedroom Magical Ocean Penthouse Villa is within a few steps of Smathers Beach and Fort Zachary Taylor Historic State Park. This Key West villa also features an equipped kitchenette area and… More

From US$ 487 Book Now

The Artists Muse By Last Key Realty

712 Love Lane, Key West, United States View map

Featuring a private swimming pool for guests' enjoyment, The Artists Muse By Last Key Realty Key West villa is nestled in the centre of Key West, merely a 12-minute walk from Mallory Square. More

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Angel Fish Cove - Monthly Rental

548 Porter Lane, Key West, United States View map

Situated merely a 7-minute walk from the Fort Zachary Taylor, Angel Fish Cove - Monthly Rental Key West villa offers guests to relax by a swimming pool. More

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Island Chic

719 Eisenhower Dr. #5, #5, Key West, United States View map

Island Chic Villa Key West is located around a 25-minute walk from the Key West Butterfly and Nature Conservatory and provides a heated swimming pool, ensuring a relaxing stay. More

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Heron House - Monthly Rental

12 Bamboo Terrace, Key West, United States View map

Offering a location 7 km from Key West Butterfly and Nature Conservatory, Heron House - Monthly Rental Key West villa gives access to various tourist spots in the area. More

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Bahama Dreams

903 Thomas Street, Key West, United States View map

The 2-bedroom Bahama Dreams Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and allows guests to enjoy windsurfing, snorkelling, and canoeing. Featuring a patio, this… More

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Mother Ocean

2857 Key Cove Dr., Key West, United States View map

Mother Ocean Key West villa provides easy access to various city attractions, such as Dive Key West, situated only 6 minutes' walk away. More

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Caroline On My Mind

616 Caroline St #4, Key West, United States View map

The 2-bedroom Caroline On My Mind Villa Key West is located just 300 metres from Key West Historic Seaport and features a swimming pool as well as a terrace for guests' pleasure. More

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The Toasted Coconut By Last Key Realty

423 Simonton Street, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, The Toasted Coconut By Last Key Realty Key West villa is nestled right in the centre of Key West, about a 25-minute walk from South Beach. More

From US$ 798 Book Now

The Flagler Room At Inn On Fleming Key West!

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

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From US$ 452 Book Now

Flagler Station

1430 Flagler Ave., Key West, United States View map

Situated merely 1.2 km from Smathers Beach in Key West, the 3-bedroom Flagler Station Villa stands close to C. B. Harvey Rest Beach Park. This Key West villa also features a full kitchen and… More

From US$ 290 Book Now

Paradise Found

Blackbeard Lane, Key West, United States View map

The 2-bedroom Paradise Found Key West villa offers proximity to nearby tourist spots, such as American Shoal Lighthouse, situated a mere 10 minutes' walk away. More

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A License To Chill

101 Front Street, #12, Key West, United States View map

Staying at A License To Chill Villa Key West, guests can easily reach the Key West Aquarium, located a mere 7 minutes' walk away. More

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A Gulfview Paradise

2635 Gulfview Drive, Key West, United States View map

A Gulfview Paradise Key West villa is located approximately 3 km from the Mallory Square, giving access to various tourist spots nearby. More

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Envy Of The Island By Last Key Realty

317 Angela Street, Key West, United States View map

Nestled a 15-minute walk from Front Street, Envy Of The Island By Last Key Realty Key West villa entices guests to explore various tourist destinations nearby. More

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Poolside Hangover

620 Thomas Street #287, Key West, United States View map

Located just a 6-minute stroll from the US 1 Mile Marker 0, Poolside Hangover Key West villa gives easy access to various tourist attractions in the area. More

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Ole' Olivia

716 Olivia Street, Key West, United States View map

Offering a location nearly a 15-minute walk from the Harry S. Truman Little White House, Ole' Olivia Villa Key West gives access to various tourist spots in the area. Guests can enjoy windsurfing… More

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3 4 Tim E

2853 Key Cove Dr., Key West, United States View map

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From US$ 2126 Book Now

Marlin Blue

208 Southard Street #7, Key West, United States View map

Marlin Blue Villa Key West offers proximity to nearby tourist spots, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated approximately 10 minutes' walk away. More

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New Waterfront Home - Sunray House

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

The 8-bedroom New Waterfront Home - Sunray House Key West entices active guests with access to a fitness suite and is located within 25 minutes' walk of Key West Golf Club. Featuring a patio, this… More

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Bali Hideaway

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

Escape to the Bali Hideaway, a tranquil oasis nestled in the vibrant heart of Duval Street. This exquisite villa invites you to indulge in an authentic Key West experience, where island-inspired… More

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Dockside Daydreams By Last Key Realty

1445 S Roosevelt Blvd #410, Key West, United States View map

Conveniently situated, Dockside Daydreams By Last Key Realty is just a short drive from the lively downtown area and iconic attractions such as the Ernest Hemingway Home and Museum. More

From US$ 628 Book Now

Calusa Suite By Last Key Realty

329 William Street #6, Key West, United States View map

Located only a 9-minute walk from US 1 Mile Marker 0, Calusa Suite By Last Key Realty Key West villa offers a swimming pool for guests to relax by. More

From US$ 528 Book Now

Old Town Getaway

730 Passover Lane, Key West, United States View map

The 1-bedroom Old Town Getaway Villa Key West offers quick access to such city attractions as Key West Historic Seaport, located nearly a 5-minute walk away. More

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Casa Suite Casa By Last Key Realty

731 Waddell Street, Key West, United States View map

### Welcome to Casa Suite Casa By Last Key Realty Nestled in the sunny paradise of Key West, Casa Suite Casa By Last Key Realty provides guests with the perfect blend of luxury and comfort. More

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Seagate House -Waterfront W Dock

Shoreline Road 10, Key West, United States View map

The 4-bedroom Modern Keys Villa is situated at a 7 km distance from White Street Pier and approximately 10 minutes' drive from Fort East Martello Museum. This property also comes with a kitchen… More

From US$ 2225 Book Now

Trumans Trove By Last Key Realty

110 Admirals Lane, Key West, United States View map

The 3-bedroom Trumans Trove By Last Key Realty Key West villa provides easy access to various city attractions, such as Key West Aquarium, situated around 5 minutes' walk away. More

From US$ 1216 Book Now

Bahama Breeze

416 Louisa Street, Key West, United States View map

Located a mere 6 minutes' walk from Southernmost Point of the Continental US, the 3-bedroom Bahama Breeze Villa Key West offers opportunities for windsurfing, snorkelling, and canoeing in the area. More

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A Sanctuary Home

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

A Sanctuary Home Stock Island provides easy access to various city attractions, such as Key West Golf Club|the Key West Golf Club, situated about 5 minutes' walk away. More

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L'Archipel

Martinique Lane, Key West, United States View map

The 1-bedroom L'Archipel Villa Key West offers proximity to nearby tourist spots, such as Little Torch Key Island, situated approximately a 15-minute walk away. More

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Colony Poolside

714 Olivia Street, Key West, United States View map

**Colony Poolside Villa: A Coastal Sanctuary** Conveniently located, Colony Poolside serves as a gateway to the enchanting sites of Key West. More

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High Tide

229 Southard Street, Key West, United States View map

High Tide Villa Key West offers swift access to various city sites, such as the natural history museum "Florida Keys Eco-Discovery Center", situated a mere 6 minutes' walk away. More

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Claro At Azul Mansion Key West

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

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From US$ 410 Book Now