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2026-11-13
2026-11-14
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Private Villas in Key West

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

Situated just 1.8 km from Safe Harbor, the 4-bedroom Aquaria House -Pool & Boat Dock Villa Key West features a patio with views of the sea. Offering a private swimming pool, this property invites… More

From US$ 3784 Book Now

Barbuda Suite By Last Key Realty

329 William Street #4, Key West, United States View map

Offering a heated swimming pool, the 1-bedroom Barbuda Suite By Last Key Realty Key West villa is located 750 metres from the 19-acre Key West Cemetery and is ideal for up to 4 guests. More

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Smuggler'S Cove @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Featuring Wi-Fi in the rooms, the comfortable Smuggler'S Cove @ Speakeasy Inn Key West! is about a 20-minute walk from the Bayview Park. This guest house also includes a car park. More

From US$ 396 Book Now

Ann Street Cottage

219 Ann Street #2, Key West, United States View map

Offering a swimming pool, the 1-bedroom Ann Street Cottage Key West is located just 650 m from the vintage parish "Saint Paul's Episcopal Church of Key West" and is ideal for up to 2 guests. This… More

From US$ 711 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa Key West, situated right in the centre of Key West, and an 8-minute walk from the bustling plaza "Mallory Square", can accommodate up to 8 guests. Located a short way from the… More

From US$ 2148 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States View map

Casa Serendipity By Last Key Realty Key West accommodates up to 6 guests and offers proximity to the Fleming Street, located 9 minutes' walk away. More

From US$ 1544 Book Now

Charming Key West Rental

3 Coral Way, Key West, United States View map

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From US$ 680 Book Now

The Southern Cross Tropical Village

1400 Alberta St #B, Key West, United States View map

The 2-bedroom The Southern Cross Tropical Village Key West villa hosts up to 6 guests and provides proximity to the Higgs Beach, situated only 650 metres away. This Key West holiday home features… More

From US$ 576 Book Now

Harbor House Suite A

Front Street, Key West, United States View map

Harbor House Suite A Key West villa is nestled merely a 5-minute walk from the waterfront Mallory Square and can accommodate up to 12 guests. More

From US$ 1520 Book Now

Puerta Coralina By Last Key Realty

901 Grinnell Street, Key West, United States View map

Located 750 metres from the Fleming Street, Puerta Coralina By Last Key Realty Key West villa boasts a private pool and can accommodate up to 6. More

From US$ 1500 Book Now

Salvador'S Seclusion

1016 Howe St #4, Key West, United States View map

The 1-bedroom Salvador'S Seclusion Villa Key West is nestled just a 6-minute walk from Southernmost Point of the Continental US Monument and can accommodate up to 2 guests. This 1-bathroom villa… More

From US$ 258 Book Now

The Fleming Suite

1501 Truman Avenue 3, Key West, United States View map

The Fleming Suite Key West villa is nestled a 9-minute walk from the Fleming Street and can accommodate up to 4 guests. More

From US$ 357 Book Now

The Elizabeth Suite

1501 Truman Avenue 1, Key West, United States View map

Offering access to entertainment venues such as the White Street Pier, situated only 1.5 km away, the 1-bedroom The Elizabeth Suite Key West villa can host up to 4 guests. More

From US$ 383 Book Now

Wahoo Way

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

**Wahoo Way Villa: A Caribbean Haven in Key West** Lastly, location is paramount at this exquisite villa. More

From US$ 227 Book Now

Always Your Paradise By Avantstay

620 Thomas Street #164, Key West, United States View map

Situated only 450 metres from the downtown commercial zoned Duval Street, the 1-bedroom Always Your Paradise By Avantstay Key West villa has a swimming pool with a patio. Featuring access to a patio,… More

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Hemingways Atlantic Retreat

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

Located 9 minutes' walk from the Higgs Beach Dog Park, Hemingways Atlantic Retreat Villa Key West is suitable for 6 guests and provides a sauna for a truly relaxing stay. The 2-bedroom holiday home… More

From US$ 404 Book Now

Andy'S Attic

1016 Howe St #12, Key West, United States View map

Andy'S Attic Villa Key West is located a 13-minute walk from the secluded pocket Dog Beach and invites guests to join snorkelling and fishing. More

From US$ 365 Book Now

Carey'S Corner

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

The 1-bedroom Carey'S Corner Villa Key West, located just a 6-minute walk from Southernmost Point of the Continental US Monument, can host up to 2 guests. This holiday home features opportunities for… More

From US$ 406 Book Now

Casa Loca

535 Petronia Street, Key West, United States View map

At the 3-bedroom Casa Loca Villa Key West, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location just 5 minutes' walk from the Ernest Hemingway Home and Museum. This holiday… More

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Brand New Catchlight House With Private Pool

Mangrove Lane 7, Key West, United States View map

Situated around a 25-minute walk from the Cozumel Park, the 6-bedroom Brand New Catchlight House With Private Pool Villa Key West invites guests to relax at a patio. Guests can enjoy fishing at this… More

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Truman

Key West, United States View map

Truman Key West is an idyllic retreat that captures the essence of laid-back island living. Nestled in the heart of Duval, this charming studio destination is only a short stroll from the vibrant… More

From US$ 227 Book Now

Luxury Key West Vacation Rental

1800 Atlantic Blvd, Apt A212, Key West, United States View map

The beachfront Luxury Key West Vacation Rental accommodates guests, providing them with a sundeck, a tennis court and a golf course. There are 2 bedrooms and also 1 bathroom in the accommodation. More

From US$ 595 Book Now