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2026-04-18
2026-04-19
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Extended Stay in Key West

Matisse Studio The Galleria

1016 Howe Street, Key West, United States View map

The 13 m² Matisse Studio The Galleria Key West is located only 1.3 km from Ripley's Believe It or Not Museum and offers Wi-Fi for either business or leisure. The apartment lies in the Downtown Key… More

From US$ 438 Book Now

Leo'S Lodge

1016 Howe St #7, Key West, United States View map

Located just a few steps from Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Leo'S Lodge Key West offers quick access to various city attractions in the vicinity. More

From US$ 392 Book Now

Sunrise Suites - Cayo Cruz Suite 308

Key West, United States View map

Welcome to the impeccable Sunrise Suites - Cayo Cruz Suite 308, where luxury meets tranquility against the backdrop of breathtaking vistas. Located in one of the most sought-after destinations, this… More

From US$ 469 Book Now

Shipyard Seaclusion

Key West, United States View map

Located about a 5-minute ride from Key West Historic Seaport, the 1-room Shipyard Seaclusion Apartment Key West is within 1 km of a top family-friendly place like Key West Aquarium. More

From US$ 500 Book Now

Ocean Vista 403E La Brisa

1901 S Roosevelt Blvd, Key West, United States View map

Offering a heated pool, the 108 m² Ocean Vista 403E La Brisa Apartment Key West is located just a 5-minute walk from The Key West Nature Preserve. Guests staying at this 2-bedroom apartment can enjoy… More

From US$ 376 Book Now

Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

Situated just 6 minutes' stroll from Southernmost Point of the Continental US Monument, Soul Of Duval By Last Key Realty Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 500 Book Now

Artist Condo Duval Square #7

1075 Duval Street, Key West, United States View map

Artist Condo Duval Square #7 Key West is situated a few steps from the Key West Lighthouse and Keeper's Quarters Museum and 5 km from Key West International airport. Guests can make the most of their… More

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Cohiba At Azul Mansion Key West

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

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Carey'S Corner

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

The 1-bedroom Carey'S Corner Villa Key West offers swift access to various city sites, such as Southernmost Point, situated 500 metres away. More

From US$ 358 Book Now

Treetop Oasis Eyebrow House

516 Olivia St Upstairs, Key West, United States View map

Located about a 25-minute walk from Fort Zachary Taylor Historic State Park, the 45 m² Treetop Oasis Eyebrow House Key West is 1.2 km from a top family-friendly place like the Key West Aquarium. More

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Cuban Paradise Cuban Club

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

The spacious Cuban Paradise Cuban Club Key West apartment is nestled in the Downtown Key West district, a 5-minute walk from the seafood restaurant Nine One Five. The opportunity for windsurfing… 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 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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Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States View map

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 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$ 1318 Book Now

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays

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

Staying at the 1-bedroom A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays villa, guests can visit the US 1 Mile Marker 0, which is only 500 metres away. More

From US$ 351 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

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

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. 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

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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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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$ 1367 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

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$ 2051 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays 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 Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located just 650 m from Red Barn Theatre, the 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is merely a 12-minute walk from a top family-friendly place like Key West Aquarium. Offering access… 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

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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The Simonton Room At Inn On Fleming Key West

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

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From US$ 415 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

The spacious 2-bedroom Two Duval Street Suites W Pool Key West is situated right in the centre of Key West, nearly a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 979 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

The 2-room The Andros - Sunrise Suites Key West offers easy access to such tourist sites as Cow Key Channel, located merely 6 minutes' walk away. Also, the presence of a swimming pool guarantees a… More

From US$ 893 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

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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$ 935 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

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Casabella Duval Square

1075 Duval Street, Key West, United States View map

Located a mere 1 km from Red Barn Theatre, the 3-room Casabella Duval Square Apartment Key West is within a 5-minute drive of a top family-friendly place like Key West Aquarium. Guests have the… 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

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Nautical Adventures In Paradise

1800 Atlantic Blvd #C126, Key West, United States View map

**Nautical Adventures in Paradise Key West** Connected to the vibrant pulse of Key West, Nautical Adventures In Paradise is ideally situated just 2.5 km from the historic Southernmost Point and only… More

From US$ 545 Book Now

Suzys Parrot Perch By Last Key Realty

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

The 1-room Suzys Parrot Perch By Last Key Realty Apartment Key West is in the centre of Key West, a mere 9 minutes' walk from Mile Marker 0 Store. More

From US$ 856 Book Now

Neptunes Penthouse By Last Key Realty

1800 Atlantic Blvd #C436, Key West, United States View map

Located just 5 minutes' walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 2-room Neptunes Penthouse By Last Key Realty Apartment Key West features views of the sea. More

From US$ 608 Book Now

Heron Hideaway

907 White St 4, Key West, United States View map

The 58 m² Heron Hideaway Key West apartment is located 2.1 km from The Oldest House and approximately a 25-minute walk from US 1 Mile Marker 0. Guests will surely enjoy a Jacuzzi at this 1-bedroom… More

From US$ 828 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