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2025-07-06
2025-07-07
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Key West holiday rentals

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States View map

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From US$ 335 Book Now

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States View map

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 817 Book Now

Parrot Perch By Avantstay Old Town Key West W Shared Pool Week Long Stays Only

620 Thomas St #249, Key West, United States View map

Situated in the Downtown Key West district, this 2-bedroom and 2-bathroom villa right next to The Ernest Hemingway Home and Museum and 15 minutes' walk from South Beach. It includes Wi-Fi throughout… More

From US$ 223 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

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From US$ 418 Book Now

Conch Cove

Simonton Lane 720, Key West, United States View map

The 2-bedroom Helen'S Hideaway Villa is set in Key West, a mere 300 metres from Nancy Forrester's Secret Garden and 0.9 km from South Beach. It includes WiFi throughout the property along with free… More

From US$ 2574 Book Now

Court Cottages

Key West, United States View map

Court Cottages is set in Key West, within 12 minutes' walk of the vintage parish "Saint Paul's Episcopal Church of Key West" and nearly 6 minutes' walk from The Ernest Hemingway Home and Museum. More

From US$ 261 Book Now

The Bimini By Brightwild-Heated Pool & Hot Tub

Seaside Drive 3625, Key West, United States View map

Bimini Suite 211 offers accommodation about 10 minutes by car from The Ernest Hemingway Home and Museum, while Southernmost Point is around 10 minutes' drive away. Guests, staying at the 2-bedroom… More

From US$ 317 Book Now

Julia Whitehead Guest Suites

1011 Whitehead St Master, Key West, United States View map

Julia Whitehead Guest Suites is situated in Key West, at 450 metres from Duval Street and merely 0.6 km from South Beach. The 3-bedroom villa also comes with a kitchen complete with a microwave oven,… More

From US$ 458 Book Now

Yellowfin Ledge

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

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From US$ 281 Book Now

Amelia Home By Avantstay In Historic Old Town W Pool

605 Amelia Street, Key West, United States View map

The 1-bedroom Amelia Home By Avantstay In Historic Old Town W Pool is a mere 1 km from Higgs Beach and it takes 10 minutes to drive to Key West International airport. Located in the Duval district… More

From US$ 903 Book Now

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

Duval Hideaway

1124 Duval Street B, Key West, United States View map

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From US$ 2261 Book Now

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool

1075-29 Duval Square, Key West, United States View map

This 2-bathroom villa is at 300 metres from The Ernest Hemingway Home and Museum and walking distance from the even Southernmost Point. The Key West villa also features a kitchen and amenities such… More

From US$ 914 Book Now

Last Minute

Key West, United States View map

Last Minute Villa is set in the Duval district, within 5 minutes' walk of the bustling plaza "Mallory Square" and 5 minutes by car from South Beach. The 3-bedroom villa also comes with a fully-fitted… More

From US$ 861 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool lies a mere 10 minutes' stroll from South… More

From US$ 763 Book Now

Casa Grande By Avantstay Dt Key West Near South Beach W Pool

515 Amelia Street, Key West, United States View map

Key West Aquarium is 1.4 km from Casa Grande By Avantstay Dt Key West Near South Beach W Pool, while Higgs Beach is 15 minutes on foot from here. The villa comprises 5 bedrooms and a fully equipped… More

From US$ 1074 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 552 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 847 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States View map

The 3-bedroom Coconut Palm Villa is merely 1.1 km from Simonton Street, and South Beach is 900 metres away. The Key West villa has a full kitchen provided with amenities, such as a microwave oven, a… More

From US$ 691 Book Now

Tranquility By Avantstay Close To Duval St W Bbq Shared Pool

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Tranquility By Avantstay Close To Duval St W Bbq Shared Pool lies a mere 1.2 km from Higgs… More

From US$ 400 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located right in the centre of Key West, The Grand Maloney Hotel- Great For Large Groups! offers fast access to Key West Aquarium, which helps break from routine and stands just 350 metres away. More

From US$ 4224 Book Now

Duval Street Retreat

1124 Duval St Unit B &, Key West, United States View map

Duval Street Retreat Villa is 5 minutes' stroll from The Ernest Hemingway Home and Museum and only 1.5 km from from Key West Aquarium. While staying at the 4-bedroom villa, guests are welcome to use… More

From US$ 2059 Book Now

Old Town Main House Guest House Close To Duval

614 Virginia Street, Key West, United States View map

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Harbor House Suite A

Key West, United States View map

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From US$ 977 Book Now

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

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From US$ 402 Book Now

Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Week Long Stays Only

620 Thomas St Unit 210-4, Key West, United States View map

The 3-bedroom villa is located a mere 1.1 km from Simonton Street and 0.5 km from Key West International airport. Guests, staying at the villa, can use an equipped kitchen with coffee & tea making… More

From US$ 896 Book Now

Carey'S Corner

1016 Howe St #10, Key West, United States View map

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From US$ 304 Book Now

The Mellow Macaw By Last Key Realty

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

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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

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

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

This Key West villa is a mere 1.1 km from Ripley's Believe It or Not Museum and walking distance from The Ernest Hemingway Home and Museum. The accommodation comes with 1 bedroom and a kitchen with a… More

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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$ 2044 Book Now

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Week Long Stays Only

620 Thomas St #263, Key West, United States View map

This Key West villa is at 700 metres of the fully accredited Mel Fisher Maritime Heritage Museum, while the downtown commercial zoned Duval Street is just a 5-minute stroll away. The accommodation… More

From US$ 257 Book Now

Southern Palms

Whitehead Street 729, Key West, United States View map

The 5-bedroom Southern Palms Villa is located in the Duval district a few metres from the 19-acre Key West Cemetery and offers complimentary parking and an outdoor swimming pool. The Key West villa… More

From US$ 2203 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

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From US$ 383 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

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

Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub

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

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… More

From US$ 446 Book Now

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

607 Amelia St, Key West, United States View map

Set close to South Beach, the 2-bedroom Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool is a mere 600 metres from Duval Street. Guests of this property can use a free car park, a patio… More

From US$ 2540 Book Now

Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays

210-7 Southard St, Key West, United States View map

This 1-bathroom villa is located at 900 metres of the waterfront Mallory Square and offers quick access to The Ernest Hemingway Home and Museum. The Key West villa also features an equipped… More

From US$ 396 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

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From US$ 669 Book Now

First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only

1106 Eaton Street, Key West, United States View map

The 3-bedroom villa is just 1.2 km from Truman Little White House and less than 10 minutes on foot from from the Minor Saint Mary Star of the Sea Basilica. Guests, staying at this villa, can use an… More

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Bahama Gardens - Turtle House

714 Thomas Street, Key West, United States View map

Set in the Downtown Key West district, the 2-bedroom Bahama Gardens - Turtle House Villa is within 15 minutes' walk of Simonton Beach. The Key West villa has a fully furnished kitchen provided with… More

From US$ 1053 Book Now

The Southernmost Comfort House

Key West, United States View map

The 5-bedroom Southernmost Comfort House Villa is located near the downtown commercial zoned Duval Street, merely 1.4 km from South Beach. The property also has a fully equipped kitchen with a fridge… More

From US$ 2016 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$ 886 Book Now

Kingfish Keep

1201 Duval Street 3, Key West, United States View map

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From US$ 421 Book Now

Oceanfront Oasis

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

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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$ 1680 Book Now

Absolutely Paradise

1011 Simonton Street #3, Key West, United States View map

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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$ 3120 Book Now

Baya House

606 Truman Ave, #13, Key West, United States View map

Baya House Villa is located just 500 metres from the very unusual Key West Cemetery and less than 10 minutes on foot from South Beach. This villa is equipped with 2 bedrooms plus a fully-fitted… More

From US$ 321 Book Now