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2025-04-12
2025-04-13
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Key West holiday rentals

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

The 2-bedroom Grand Marina Suites Stock Island Yacht Club is an intimate property about 10 minutes by car from Smathers Beach. This Key West villa also has a fully furnished kitchen with a microwave… More

From US$ 325 Book Now

Southernmost Sanctuary

1330 Simonton Street, Key West, United States View map

Southernmost Sanctuary Villa is situated about 15 minutes on foot from the vintage parish "Saint Paul's Episcopal Church of Key West" and within a 5-minute walk of Southernmost Point. While staying… More

From US$ 118 Book Now

Coconut Palms

Key West, United States View map

Coconut Palms Villa is located near Higgs Beach Dog Park, about a 10-minute ride from Mallory Square. The property also has a full kitchen with a microwave oven, tea and coffee making facilities, and… More

From US$ 408 Book Now

Truman

Key West, United States View map

Truman offers accommodation in Key West, nearly 5 minutes on foot from The Ernest Hemingway Home and Museum and merely 0.6 km from the even Southernmost Point. The villa also comes with a kitchen… More

From US$ 227 Book Now

The Barbados -Bright Condo W Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Margarita Suite 305 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and within 10 minutes' drive of the historic fort "West Martello Tower". A kitchen with a… More

From US$ 378 Book Now

Tropical Village

Key West, United States View map

The 7-room Tropical Village is situated in the centre of Key West merely 1 km from the downtown commercial zoned Duval Street. This property features a kitchen with a dishwasher, coffee & tea making… More

From US$ 163 Book Now

Pescado Penthouse On Duval

Key West, United States View map

Pescado Penthouse On Duval Villa is located within 400 metres of The Ernest Hemingway Home and Museum and 10 minutes' drive to Key West International airport. The property features a kitchenette with… More

From US$ 191 Book Now

The Andros -4Th Floor Sunset View

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Great Exuma Suite 406 is located at a 3.5 km distance from Edward B. Knight Pier and 5 minutes' drive to Key West International airport. The accommodation has free parking and an… More

From US$ 491 Book Now

Palm Gardens

905 White St, Key West, United States View map

Set just 1.1 km from The Ernest Hemingway Home and Museum and 15 minutes' walk from Higgs Beach Dog Park, Palm Gardens Villa is located in Key West. This Key West villa has a separate toilet, a bath… More

From US$ 123 Book Now

Four Flowers Guesthouse

Key West, United States View map

Four Flowers Guesthouse is set within 15 minutes' walk of Key West Butterfly and Nature Conservatory and offers access to The Ernest Hemingway Home and Museum. More

From US$ 64 Book Now

Conch Casa

Key West, United States View map

The Ernest Hemingway Home and Museum is situated 5 minutes on foot from the 2-bedroom Conch Casa Villa. Set close to Duval Street, the property is within close distance of Key West Aquarium. More

From US$ 802 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

Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Seaside Drive 3625, Key West, United States View map

Set at a 4.9 km distance from The Ernest Hemingway Home and Museum and nearly 20 minutes' walk from State Harbor, the 2-bedroom Tortuga Suite 301 is located in Key West. A full kitchen with a… More

From US$ 595 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West At Duval Square Villa in Key West is a mere 1.3 km from Higgs Beach. A fully furnished kitchen with a microwave, coffee/tea making facilities and fridges is included at… More

From US$ 1721 Book Now

Hemingway'S View

Key West, United States View map

The 3-bedroom Hemingway'S View Villa is located near The Ernest Hemingway Home and Museum, only 0.6 km from Southernmost Point. The property features a kitchen with a microwave, coffee/tea making… More

From US$ 1462 Book Now

The Samana Cay -Private Balcony

Seaside Drive 3625, Key West, United States View map

Fort East Martello Museum is within 10 minutes' walk of the 2-bedroom Samana Cay Suite 405, while The Ernest Hemingway Home and Museum is within 4.9 km of here. The Key West villa also offers free… More

From US$ 402 Book Now

The Exuma Cay -Pool View & Parking

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Cayman Suite 309 offers accommodation in Key West, within 4.9 km of The Ernest Hemingway Home and Museum and within 25 minutes' walk of Smathers Beach. The villa also comes with a… More

From US$ 717 Book Now

Sunrise Suites Jamaica Suite #102

Key West, United States View map

25 minutes' walk from the 2-bedroom Sunrise Suites Jamaica Suite #102 takes guests to Smathers Beach, while Mallory Square is 6 km away. This Key West villa also features a fully-fitted kitchen and… More

From US$ 232 Book Now

Banana'S Foster Guesthouse

Key West, United States View map

Banana'S Foster Guesthouse is within a few steps of the waterfront Mallory Square and Curry Mansion. A kitchen of this venue is equipped with an oven, a toaster and a microwave, while a private… More

From US$ 123 Book Now

The Trinidad -Pool & Parking

Seaside Drive 3625, Key West, United States View map

Southernmost Point is within 4.8 km of the 2-bedroom Trinidad Suite 105 and Key West International airport is 5 minutes’ drive away. The accommodation features a kitchen with a coffeemaker, a… More

From US$ 367 Book Now

Sunrise Suites Cristobal Suite #411

Key West, United States View map

Sunrise Suites Cristobal Suite #411 is situated a 25-minute walk from Smathers Beach in Key West and offers accommodation with an equipped kitchen. The 72 m² venue comes with a balcony, cable… More

From US$ 283 Book Now

Tradewinds

529 531 Olivia St, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 4-bedroom Tradewinds Villa lies within 15 minutes' walk of Key West Aquarium. The accommodation features a kitchen… More

From US$ 2183 Book Now

Martinique Suite 108

Seaside Drive 3625, Key West, United States View map

Featuring an outdoor swimming pool and complimentary parking, Martinique apartment is located 10 minutes' drive from Duval Street. Mallory Square is less than 6 km from the venue. More

From US$ 392 Book Now

Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Key Lime Calypso Villa is situated in Key West, within a 5-minute walk of the downtown commercial zoned Duval Street and 15 minutes on foot from the secluded pocket Dog Beach. While staying at the 2… More

From US$ 333 Book Now

Sunrise Suites Grenada Suite #209

3625 Seaside Dr #209, Key West, United States View map

Offering a heated swimming pool with a hot tub, Sunrise Suites Grenada Suite #209 is situated in Key West. This accommodation features 2 bedrooms, a kitchen and 2 bathrooms. More

From US$ 476 Book Now

Sea Breeze -Great Location!

Whitehead Street 1025, Key West, United States View map

The 2-bedroom Sea Breeze Villa is located near The Ernest Hemingway Home and Museum, at 750 metres from the secluded pocket Dog Beach. The property features a fully equipped kitchen with a microwave… More

From US$ 448 Book Now

Bahama House

522 Bahama Street Key West Historic District, Key West, United States View map

Situated in Key West, within 350 metres of Southernmost Point, the 3-bedroom Bahama House Villa provides accommodation with free self parking, an outdoor swimming pool and a picnic area. This Key… More

From US$ 1265 Book Now

Old Town Garden Villas

1001 Whitehead St., Key West, United States View map

Old Town Garden Villas is located within a 20-minute walk from the Harry S. Truman Little White House and a 15-minute walk away from Fort Zachary Taylor. An ironing set, cable channels and multi… More

From US$ 418 Book Now

The Salt Cay -Modern & Pet Friendly

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Salt Cay Suite 410 is situated in Key West, about 10 minutes by car from Duval Street and within a 15-minute drive of the waterfront Mallory Square. The accommodation also has a full… More

From US$ 992 Book Now

Villa Positano -Rooftop Pool On Duval

Duval Street 1075, Key West, United States View map

Located in the Duval district with South Beach nearby, the 2-bedroom Sea Esta Suite lies a mere 300 metres from Southernmost Point. The accommodation also has a fully furnished kitchen with a… More

From US$ 762 Book Now

Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States View map

Set around 13 minutes' walk from Florida Keys Eco-Discovery Center and about 13 minutes' walk from The Oldest House, the 3-bedroom Just Steps To Duval- Sleeps 10- Heated Pool House Villa is located… More

From US$ 1183 Book Now

Leeward Isle

Key West, United States View map

Leeward Isle Villa offers accommodation 20 minutes' walk from Higgs Beach Dog Park, while Duval Street is a 5-minute walk away. Guests, staying at the 2-bedroom villa, can use a kitchen with a… More

From US$ 423 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States View map

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From US$ 184 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

Windward Isle

531 Olivia St, Key West, United States View map

Only 10 minutes' walk from the Harry S. Truman Little White House, Windward Isle Villa is just off The Ernest Hemingway Home and Museum. This villa comprises 2 bedrooms and 1 bathroom. More

From US$ 312 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States View map

Featuring a swimming pool, Curry House Room 9 Key West is a mere 1.3 km from Duval Street. Located around 5 minutes on foot from Mile Marker 0 Store, the inn lies not so far from shopping venues such… More

From US$ 325 Book Now

Sunrise Suites Grand Bahama Suite #106

Key West, United States View map

The 2-bedroom Sunrise Suites Grand Bahama Suite #106 features accommodation with a tennis court, an outdoor swimming pool and a Jacuzzi and is nestled at a 4.8 km distance from the even Southernmost… More

From US$ 447 Book Now

Sunrise On The Atlantic

1800 Atlantic Blvd, Unit C326, Key West, United States View map

The 2-bedroom Sunrise On Atlantic Villa offers accommodation in Key West, at a 2.1 km distance from the even Southernmost Point and 950 metres of C. B. Harvey Rest Beach Park. This villa in Key West… More

From US$ 644 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Sky Loft In Key West Villa is located a mere 1.1 km from Key West Aquarium and about 14 minutes on foot from Mallory Square. This villa is equipped with 1 bedroom plus a full kitchen with a microwave… More

From US$ 946 Book Now

Lavender Jungle By Avantstay Great Location W Patio Shared Pool Week Long Stays Only

104 Southard Street #1, Key West, United States View map

Simonton Street is 1.1 km from the 2-bedroom villa, while Key West Lighthouse and Keeper's Quarters Museum is 550 metres from here. Guests, staying at the villa, can use a kitchen with coffee & tea… More

From US$ 440 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

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From US$ 865 Book Now

The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Turk Suite 404 is 4.8 km from the even Southernmost Point, while Sheriff s Animal Farm is approximately 20 minutes' walk away. The Key West villa has a kitchen provided with… More

From US$ 295 Book Now

Paradise Place By Avantstay Key West Old Town Condo W Shared Pool

905 White St #1, Key West, United States View map

The 1-bedroom Paradise Place By Avantstay Key West Old Town Condo W Shared Pool is located 15 minutes' walk from C. B. Harvey Rest Beach Park and offers quick access to the Minor Saint Mary Star of… More

From US$ 490 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 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$ 1059 Book Now

Passover Cottage

Key West, United States View map

Passover Cottage is located merely 1.2 km from the waterfront Mallory Square and within 15 minutes' walk of Key West Garden Club. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 564 Book Now

Duval Corner

Amelia Street 422, Key West, United States View map

The 1-bedroom Duval Corner Villa is situated in the centre of Key West only 1.5 km from Mallory Square. Located in the Duval district, this property provides guests with a fully equipped kitchen with… More

From US$ 676 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

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From US$ 319 Book Now

Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub

1800 Atlantic 108A, Key West, United States View map

This 1-bedroom villa is located merely 0.9 km from C. B. Harvey Rest Beach Park and 0.5 km from Key West International airport. The property features a fully equipped kitchen with coffee and tea… More

From US$ 1506 Book Now

Leaward Isle Island Retreat

1800 Atlantic Blvd, Unit A105, Key West, United States View map

Set in Key West, the 2-bedroom Leaward Isle Island Retreat Villa is 1.1 km from Higgs Beach. The accommodation also has an equipped kitchenette area with fridges, an oven and kitchenware. More

From US$ 911 Book Now