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2026-02-05
2026-02-06
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Key West holiday rentals

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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Island Chic

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

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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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Sunset Bay

H31 Miriam St., Key West, United States View map

**Sunset Bay Villa: A Serene Retreat in Key West** Nestled just 5 kilometers from Key West International Airport, the Sunset Bay Villa offers an idyllic escape infused with tranquility and charm. More

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Mother Ocean

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

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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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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

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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Cozy Key West Beach Cottage Walk To Beaches!

2623 Flagler Ave, Key West, United States View map

While staying at Cozy Key West Beach Cottage Walk To Beaches!, you'll be 3 km from The Ernest Hemingway Home and Museum and nearly a 25-minute walk from Higgs Beach. The property is also fitted with… More

From US$ 589 Book Now

Ole Olivia

716 Olivia Street, Key West, United States View map

Nestled just 10 km from the vibrant pulse of Key West, Ole Olivia Villa Key West is an idyllic retreat that masterfully blends luxury and comfort. This enchanting escape captivates guests with its… 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

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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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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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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Sunset North

801 Eisenhower Dr. #3, 3, Key West, United States View map

Nestled in the enchanting ambiance of the Florida Keys, Sunset North Villa offers an idyllic retreat just 10 km from Key West International Airport. This charming property invites guests to unwind… More

From US$ 1501 Book Now

Easy Livin By Avantstay Key West Home W Pool Bbq Month Long Stays Only

314 Admirals Lane, Key West, United States View map

This Key West villa is at 100 metres from Truman Little White House, while Nancy Forrester's Secret Garden is a mere 0.6 km away. The property has a tub and a shower in a separate bathroom and a… More

From US$ 681 Book Now

Watson House Grand Estate

525 Simonton Street, Key West, United States View map

Watson House Grand Estate Villa Key West is located an 8-minute walk from Key West First Legal Rum Distillery and offers guests to enjoy windsurfing, snorkelling, and canoeing. More

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Casa De Rosalie By Avantstay Great Location W Pool Bbq Outdoor Dining Month Long Stays Only

1419 Truman Avenue, Key West, United States View map

South Beach is around a 15-minute walk from the villa, while the fully accredited Mel Fisher Maritime Heritage Museum is 1.8 km from here. This accommodation also comes with a kitchen complete with… More

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La Casita By Avantstay Steps To Duval Street In Key West Month Long Stays Only

819 Terry Lane, Key West, United States View map

Set in Key West, this villa is a mere 1.2 km from Simonton Street. The Key West villa is also fitted with 1 bedroom and includes a kitchen with a dishwasher, a coffee maker and refrigerators. More

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Grinnell Street Getaway

1010 Grinnell St. A, Key West, United States View map

**Grinnell Street Getaway Key West** offers a unique blend of timeless charm and contemporary comfort in the heart of Key West. Nestled just 10 km from Key West International Airport, this inviting… More

From US$ 270 Book Now

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States View map

The 3-bedroom Dance Of The Butterflies By Last Key Realty Key West villa offers quick access to such city attractions as Southernmost Point of the Continental US, located just 6 minutes' walk away. More

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Casa Azul-Open Concept Home With Pool

Elizabeth Street 629, Key West, United States View map

Casa Azul By Brightwild-Open Concept Home With Pool is placed in the Downtown Key West district, nearly 16 minutes' walk from South Beach. This villa comprises 3 bedrooms and 3 bathrooms. More

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Garden Of Roses - Monthly Rental

Key West, Key West, United States View map

Staying at the 2-bedroom Garden Of Roses - Monthly Rental Key West villa, guests can easily reach Key West Aquarium, located 16 minutes' walk away. More

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Tropical Vibes

1216 Margaret St., Key West, United States View map

The 6-bedroom Tropical Vibes Villa is set in Key West, approximately 14 minutes' walk from The Ernest Hemingway Home and Museum and around 11 minutes' walk from the very unusual Key West Cemetery. More

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Oceanfront Oasis By Last Key Realty

22 Allamanda Terrace, Key West, United States View map

The 4-bedroom Oceanfront Oasis By Last Key Realty Key West villa is located about 7 km from White Street Pier and provides a Jacuzzi. More

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Salt Pond Hideaway - Monthly Rental

3675 Seaside Drive #133, Key West, United States View map

Located a 15-minute ride from Duval Street, Salt Pond Hideaway - Monthly Rental Key West villa provides access to various tourist attractions in the vicinity. More

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