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2026-11-09
2026-11-10
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Luxury accommodations in Key West

Paradise Place Duval Square

1075 Duval Street, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 116 m² Paradise Place Duval Square Key West apartment, which is around a 10-minute ride from Higgs Beach Dog Park and just 0.8 km from San… More

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New Private Pool & Docking - Floralee House

Mangrove Lane 11, Key West, United States Show map

Located nearly a 20-minute walk from Safe Harbor, the 6-bedroom New Private Pool & Docking - Floralee House Villa Key West has an outdoor swimming pool and is ideal for up to 16 guests. Guests can… More

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A Siesta Bay By Avantstay

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

The welcoming 2-bedroom A Siesta Bay By Avantstay Key West apartment is located in an old part of Key West, only 6 minutes' walk from the downtown commercial zoned Duval Street. The apartment comes… More

From US$ 351 Book Now

Tom'S Oceanfront Penthouse

1800 Atlantic Blvd Unit A401, Key West, United States Show map

Tom'S Oceanfront Penthouse Villa Key West is located a 17-minute walk from the historic fort "West Martello Tower" and invites guests to join windsurfing, snorkelling, and canyoning. Featuring a… More

From US$ 1057 Book Now

Duval Delight

1108 Duval St, Key West, United States Show map

Situated only 6 minutes' stroll from South Beach, the 1-bedroom Duval Delight Villa Key West offers opportunities for snorkelling and fisheries in the area. Hosting up to 8 guests, the Key West… More

From US$ 587 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States Show map

The 74 m² Two Duval Street Suites W Pool Key West is a great place to stay in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, around a 15-minute walk… More

From US$ 979 Book Now

Sunnyside Up

United Street 1003, Key West, United States Show map

Featuring a prime location, the 108 m² Sunnyside Up Apartment Key West offers views of the city, about 25 minutes' walk from Key West First Legal Rum Distillery. This 2-bedroom apartment has an… More

From US$ 1748 Book Now

Bahama Gardens - Main House

704 Thomas Street, Key West, United States Show map

Located around a 5-minute ride from Key West Butterfly and Nature Conservatory, the 4-bedroom Bahama Gardens - Main House Villa Key West features a swimming pool with a hot tub. Hosting up to 8… More

From US$ 2304 Book Now

Conch Adventure By Avantstay

104 Southard Street #3, Key West, United States Show map

Featuring an outdoor swimming pool, the welcoming Conch Adventure By Avantstay Key West villa is suitable for up to 4 people and is located a 17-minute walk from Southernmost Point of the Continental… More

From US$ 369 Book Now

Natures Edge By Last Key Realty

1800 Atlantic Blvd #A106, Key West, United States Show map

The 2-bedroom Natures Edge By Last Key Realty Key West apartment lies in a prime location in Key West, about a 5-minute walk from The Key West Nature Preserve. Offering a Jacuzzi, this spacious… More

From US$ 1091 Book Now

Pilars Secret

716 Duval St Rear, Key West, United States Show map

Located merely 200 metres from The Ernest Hemingway Home and Museum, the 3-bedroom Pilars Secret Villa Key West offers opportunities for windsurfing, snorkelling, and canyoning in the area. Providing… More

From US$ 1217 Book Now

Darling Of Duval By Last Key Realty

425 Caroline Street, Key West, United States Show map

The 2-bedroom Darling Of Duval By Last Key Realty Key West villa is situated approximately 5 minutes' walk from Vandenberg Wreck and offers guests to relax with a Jacuzzi. Offering a prime location… More

From US$ 1598 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States Show map

The 2-bedroom Petes East Cottage Key West is situated approximately 5 minutes' walk from The Ernest Hemingway Home and Museum, featuring such comforts as Wi-Fi and a car park. Providing opportunities… More

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Harbor House Suite A

Front Street, Key West, United States Show map

The 4-bedroom Harbor House Suite A Key West villa offers proximity to such city sites as the bustling plaza "Mallory Square", located only a 5-minute walk away. Offering a prime location in the… More

From US$ 1520 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States Show map

Featuring an outdoor swimming pool, Breezy Retreat Villa Key West is suitable for up to 4 people and is located a 16-minute walk from Key West Aquarium. Providing guests with Wi-Fi and parking, this… More

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Oceanfront Oasis

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

Located within 5 minutes' walk of Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West provides an outdoor swimming pool, a sauna for a more relaxing experience. Hosting up to 6 guests… More

From US$ 550 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

The 3-bedroom First Breath By Avantstay Key West villa offers swift access to various city sites, such as Papa's Pilar Rum Distillery, situated only a 6-minute walk away. Offering a prime location in… More

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The Collins On Duval

Duval Street 505, Key West, United States Show map

Set in Duval with one of Key West's top culinary experiences, a 9-minute walk from the historical Key West Lighthouse, the spacious The Collins On Duval Apartment Key West accommodates up to 8 guests… More

From US$ 655 Book Now

Hemingways Atlantic Retreat

1800 Atlantic Blvd Unit C339, Key West, United States Show map

Located only 0.8 km from Higgs Beach Dog Park, the 2-bedroom Hemingways Atlantic Retreat Villa Key West provides a heated pool, a sauna for a more relaxing experience. Hosting up to 6 guests, this… More

From US$ 404 Book Now

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States Show map

Offering a lift and a tour desk for up to 6, the 3-bedroom The Breeze Villa Key West is located approximately 25 minutes on foot from the well-known historical sight, the historic fort "West Martello… More

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Wahoo Way

1201 Duval Street 1, Key West, United States Show map

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated only 1.5 km away, the 1-bedroom Wahoo Way Villa Key West can host up to 2 guests. More

From US$ 227 Book Now

Sunrise Suites - Cayo Cruz Suite 308

Key West, United States Show map

To enjoy your vacation in Key West, stay at Sunrise Suites - Cayo Cruz Suite 308 Key West, which is a 19-minute stroll from Key West Tropical Forest and Botanical Garden and within 6 km of the… More

From US$ 469 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

American Shoal Light Suite Key West villa is nestled a 7-minute walk from Key West Butterfly and Nature Conservatory and can accommodate up to 6 guests. More

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Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States Show map

Alligator Reef Light Suite Key West villa hosts up to 6 guests and provides proximity to Key West Butterfly and Nature Conservatory, situated a 7-minute stroll away. More

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Key West Light Suite

215 Eanes Lane, Key West, United States Show map

Key West Light Suite villa, located a 6-minute walk from the even Southernmost Point, can host up to 4 guests. More

From US$ 853 Book Now

Shipyard Seaclusion

Key West, United States Show map

Shipyard Seaclusion Apartment Key West is a great place to stay in the Downtown Key West district, a 19-minute walk from Key West Firehouse Museum. More

From US$ 500 Book Now

Ambrosia At Azul Mansion Key West

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

The comfortable Ambrosia At Azul Mansion Key West Hotel, located only 5 minutes' walk from Saint Mary Star of the Sea Basilica and a mere 1.9 km from the bustling plaza "Mallory Square", features an… More

From US$ 335 Book Now

The Truman Room At Inn On Fleming Key West!

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

The comfortable The Truman Room At Inn On Fleming Key West! is located in Key West, nearly a 25-minute walk from the even Southernmost Point, and offers an outdoor swimming pool. Wi-Fi is included in… More

From US$ 315 Book Now

Honey At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in the rooms, the comfortable Honey At Scarlet Mango Inn Key West is 11 minutes' stroll from the fully accredited Mel Fisher Maritime Heritage Museum and 0.9… More

From US$ 490 Book Now

The Independent Inn (Adults Only)

412 Frances Street, Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi throughout the property, The Independent Inn Key West is 2 km from Key West Butterfly and Nature Conservatory and 25 minutes' walk from Fort Zachary Taylor. More

From US$ 322 Book Now

Havana Vieja At Azul Mansion Key West

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

Offering air-conditioned rooms and Wi-Fi in the rooms, Havana Vieja At Azul Mansion Key West hotel is a mere 1.1 km from Key West Butterfly and Nature Conservatory and about a 25-minute walk from Key… More

From US$ 305 Book Now

Flor De Cana At Azul Mansion Key West

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

Located a mere 0.9 km from the downtown commercial zoned Duval Street, the comfortable Flor De Cana At Azul Mansion Key West hotel is about a 5-minute walk from the Minor Saint Mary Star of the Sea… More

From US$ 343 Book Now

The Gato Room At Inn On Fleming Key West!

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

The comfortable The Gato Room At Inn On Fleming Key West!, located about 5 minutes' walk from Key West Historic Seaport and just 0.9 km from San Carlos Institute, features an outdoor swimming pool… More

From US$ 534 Book Now

Number Eleven At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Featuring Wi-Fi in the rooms, Number Eleven At Scarlet Mango Inn Key West sits 11 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum. At the guest house, located in proximity… More

From US$ 419 Book Now

The Angelina Guesthouse - Adult Exclusive

302 Angela Street, Key West, United States Show map

Located merely 1.3 km from the vintage parish "Saint Paul's Episcopal Church of Key West", The Angelina Guesthouse - Adult Exclusive Key West is approximately a 5-minute walk from the historical Key… More

From US$ 365 Book Now

The Cornish Suite At Inn On Fleming Key West!

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

Located 2.3 km from Key West Garden Club, the comfortable The Cornish Suite At Inn On Fleming Key West! offers air-conditioned rooms nearly 25 minutes' walk from Key West Butterfly and Nature… More

From US$ 400 Book Now

Cohiba At Azul Mansion Key West

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

The comfortable Cohiba At Azul Mansion Key West Hotel, located just 7 minutes' walk from the very unusual Key West Cemetery and merely 1.3 km from Southernmost Point of the Continental US Monument… More

From US$ 262 Book Now

Aria At Azul Mansion Key West

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

Located merely 1.7 km from Ripley's Believe It or Not Museum, the comfortable Aria At Azul Mansion Key West Hotel is approximately a 5-minute walk from Key West Firehouse Museum. Offering an outdoor… More

From US$ 342 Book Now

The Simonton Room At Inn On Fleming Key West

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

Located just 1.1 km from the downtown commercial zoned Duval Street, the comfortable The Simonton Room At Inn On Fleming Key West offers air-conditioned rooms around 25 minutes' walk from Higgs Beach… More

From US$ 500 Book Now

The Whitehead Room At Inn On Fleming Key West!

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

Guests of the comfortable 3-star The Whitehead Room At Inn On Fleming Key West! can easily reach Papa's Pilar Rum Distillery, located just a 6-minute walk away. Offering an outdoor swimming pool… More

From US$ 314 Book Now

Banana Bay Resort (Adults Only)

2319 N. Roosevelt Blvd, Key West, United States Show map

Offering a location a 6-minute walk from Trumbo Point, Banana Bay Resort Key West offers 47 rooms. This hotel also includes a car park. More

From US$ 185 Book Now

Cortez At Azul Mansion Key West

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

Featuring Wi-Fi throughout the property, Cortez At Azul Mansion Key West hotel is 5 minutes' walk from Saint Mary Star of the Sea Basilica. At this guest house, located not far from the very unusual… More

From US$ 360 Book Now

Court Cottages

905 White St, Key West, United States Show map

Guests of the 2-star Court Cottages Key West hotel can easily reach Key West Lighthouse and Keeper's Quarters Museum, located nearly a 5-minute walk away. The hotel features safety facilities… More

From US$ 261 Book Now

Jasmine Place

919 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 2-bedroom Jasmine Place Key West villa offers opportunities for windsurfing, snorkelling, and canyoning in the area. The Key… More

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Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval

1330 Simonton Street #2, Key West, United States Show map

The 1-bedroom Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval Key West villa hosts up to 4 guests and provides proximity to the even Southernmost Point, situated just 5 minutes' walk away. More

From US$ 219 Book Now

Octopus Garden By Last Key Realty

55 Coral Way, Key West, United States Show map

The 3-bedroom Octopus Garden By Last Key Realty Key West villa offers quick access to such tourist spots as FYT Fitness Center, situated nearly a 5-minute stroll away. The Key West holiday home is… More

From US$ 615 Book Now

Kw335Wk Dancing Palms

606 Truman Ave 9, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Kw335Wk Dancing Palms Villa Key West is suitable for up to 4 people and is located nearly a 25-minute walk from Fort Zachary Taylor. The villa boasts… More

From US$ 533 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States Show map

Situated approximately 25 minutes' walk from the even Southernmost Point, the 2-bedroom Ocean Hideaway On The Atlantic Villa Key West entices guests with a hot tub and a sauna, ensuring a more… More

From US$ 621 Book Now

Royal Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States Show map

Located just a 9-minute walk from Key West Butterfly and Nature Conservatory, the 1-bedroom Royal Palm Suite At Travelers Palm Inn Key West villa features an outdoor swimming pool and can accommodate… More

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Petes Cottages

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

The 4-bedroom Petes Cottages Key West hosts up to 8 guests and provides proximity to The Ernest Hemingway Home and Museum, situated merely a 5-minute walk away. This Key West villa features… More

From US$ 937 Book Now