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2026-11-09
2026-11-10
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Family Hotels in Key West

Sugar Pie Suite

Caroline Street 537, Key West, United States Show map

Located merely 1.2 km from The Ernest Hemingway Home and Museum, the comfortable Sugar Pie Suite Key West hotel is nearly a 5-minute walk from Key West First Legal Rum Distillery. Boasting access to… More

From US$ 354 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States Show map

The comfortable Honey Bun Hideaway Hotel Key West, located just an 8-minute walk from the waterfront Mallory Square and a mere 1.4 km from USCGC Ingham Maritime Museum, features an outdoor swimming… More

From US$ 237 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

Poolside Suite

Olivia Street 517, Key West, United States Show map

The 2-bedroom Poolside Suite Key West is located 2.3 km from Higgs Beach Dog Park and about a 10-minute walk from South Beach. Offering access to a swimming pool, the spacious 60 m² apartment is… More

From US$ 914 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo Key West villa is located approximately 5 minutes' walk from Bayview Park and is suitable for… More

From US$ 184 Book Now

Poolside Breeze Retreat

1800 Atlantic Blvd Unit A103, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Poolside Breeze Retreat Villa Key West and enjoy The Key West Nature Preserve, located about a 5-minute walk away. Featuring a sauna, the villa is merely 1.8… More

From US$ 1026 Book Now

Key West Found By Avantstay

101 Front St #13, Key West, United States Show map

Staying at the 2-bedroom Key West Found By Avantstay villa, guests can visit Saint Mary Star of the Sea Basilica, which is just 1.7 km away. Offering parking as well as Wi-Fi, the welcoming holiday… More

From US$ 544 Book Now

Absolutely Paradise

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

Located around 5 minutes on foot from The Ernest Hemingway Home and Museum, the 3-bedroom Absolutely Paradise Key West villa can accommodate up to 8 guests, providing them with a sauna for a relaxing… More

From US$ 1973 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States Show map

The 3-bedroom Casa Serendipity By Last Key Realty Key West offers quick access to such city attractions as The Unitarian Universalist Fellowship of Key West, located only a 5-minute walk away. More

From US$ 1544 Book Now

Bahama Gardens - Cigar House

712 Thomas Street, Key West, United States Show map

Located a few steps from Key West Lighthouse and Keeper's Quarters Museum, the 2-bedroom Bahama Gardens - Cigar House Villa Key West provides guests with a Jacuzzi. Located only a 7-minute walk from… More

From US$ 813 Book Now

Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States Show map

Set in the Downtown Key West district, a 7-minute walk from the downtown commercial zoned Duval Street, the welcoming Shipyard Treasure By Avantstay Key West apartment accommodates up to 4 guests. More

From US$ 438 Book Now

Soul Of Duval By Last Key Realty

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

The 2-bedroom Soul Of Duval By Last Key Realty Key West villa is situated nearly 5 minutes' walk from The Ernest Hemingway Home and Museum, featuring such comforts as Wi-Fi and private car parking. More

From US$ 500 Book Now

St John - Downtown Waterfront Penthouse Pool Parking Dock

915 Eisenhower Drive, Key West, United States Show map

The 4-bedroom St John - Downtown Waterfront Penthouse Pool Parking Dock Villa Key West provides easy access to various city attractions, such as Bayview Park, situated nearly 5 minutes' walk away. More

From US$ 2344 Book Now

Cloud Suite On Duval

Duval Street 718, Key West, United States Show map

The spacious 2-bedroom Cloud Suite On Duval Key West is around 15 minutes' walk from the shopping mall "Clinton Square Market". Situated just moments from the vintage parish "Saint Paul's Episcopal… More

From US$ 1044 Book Now

Smuggler'S Cove @ Speakeasy Inn Key West!

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

Smuggler'S Cove @ Speakeasy Inn Key West! villa is located an 8-minute walk from Saint Mary Star of the Sea Basilica and invites guests to join snorkelling and fisheries. The 1-bedroom holiday home… More

From US$ 396 Book Now

Conch In The Treetops By Last Key Realty

1800 Atlantic Blvd #C125, Key West, United States Show map

Located about a 5-minute walk from Higgs Beach Dog Park, the 2-bedroom Conch In The Treetops By Last Key Realty Key West villa boasts a swimming pool and can accommodate up to 6. Providing guests… More

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Key West Large Waterfront Condo With Boat Slip, Sleeps 8

915 Eisenhower Drive, Key West, United States Show map

Staying at the 2-bedroom Key West Large Waterfront Condo With Boat Slip, Sleeps 8 villa, guests can visit the vintage parish "Saint Paul's Episcopal Church of Key West", which is nearly a 25-minute… More

From US$ 383 Book Now

Duval Street Suite W Kitchen And Shared Heated Pool

824 Duval Street, Key West, United States Show map

To enjoy your vacation in Key West, stay at the 1-bedroom Duval Street Suite W Kitchen And Shared Heated Pool Key West, which is approximately 5 minutes' drive from the natural history museum… More

From US$ 501 Book Now

Sundial On The Atlantic Ocean View

1800 Atlantic Blvd, Unit C328, Key West, United States Show map

Boasting a sauna, the 2-bedroom Sundial On The Atlantic Ocean View Villa Key West is located only a 9-minute walk from Higgs Beach Dog Park and can accommodate 6 guests. This villa features… More

From US$ 561 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool Key West villa is located around a 15-minute walk from Key West Aquarium and provides cycling and fisheries for active guests.… More

From US$ 763 Book Now

Villa Serena Duval Square

1075 Duval Street, Key West, United States Show map

The 2-bedroom Villa Serena Duval Square Key West enjoys a prime location a mere 7 minutes' walk from the downtown commercial zoned Duval Street. Providing a sauna, the spacious 114 m² apartment is… More

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Neptunes Penthouse By Last Key Realty

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

Featuring a convenient location about 5 minutes' walk from The Key West Nature Preserve, the spacious 2-bedroom Neptunes Penthouse By Last Key Realty Key West apartment accommodates up to 6 guests. 2… More

From US$ 608 Book Now

Casa Papa Del Mar

1800 Atlantic Blvd, Unit C438, Key West, United States Show map

Located just a 9-minute walk from Higgs Beach Dog Park, the 2-bedroom Casa Papa Del Mar Villa Key West is suitable for 6 guests and provides a swimming pool to relax in. This 2-bathroom villa… More

From US$ 709 Book Now

Turtle Nest Condo - Pool - 2Nd Floor

907 White St 5, Key West, United States Show map

Situated nearly a 25-minute walk from Smathers Beach, the 56 m² Turtle Nest Condo - Pool - 2Nd Floor Key West can host up to 4 guests in Key West. Offering access to a year-round outdoor swimming… More

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Parking Pool & Dock - Shellstone House

16 Andrea Lane, Key West, United States Show map

The 8-bedroom Parking Pool & Dock - Shellstone House Villa Key West is located approximately a 15-minute walk from Key West Tropical Forest and Botanical Garden and provides fisheries for active… More

From US$ 4425 Book Now

Suzys Parrot Perch By Last Key Realty

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

Located 550 metres from the downtown commercial zoned Duval Street, the spacious Suzys Parrot Perch By Last Key Realty Key West apartment accommodates up to 6 guests. Wi-Fi is provided for both… More

From US$ 856 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States Show map

Pilar Cottage - Harbor Walk Hideaways Key West is located in the Downtown Key West district a 5-minute walk from Vandenberg Wreck and accommodates up to 4 guests. Also, there is a heated pool to… More

From US$ 400 Book Now

Banana Split

Caroline Street 537, Key West, United States Show map

Banana Split Apartment Key West is located in Duval with one of Key West's top culinary experiences 10 minutes' walk from the downtown commercial zoned Duval Street and accommodates up to 4 guests. More

From US$ 383 Book Now

Duval Street Retreat

1124 Duval Street A, Key West, United States Show map

Up to 6 guests can stay at Duval Street Retreat Villa Key West and enjoy the even Southernmost Point, located 6 minutes' walk away. More

From US$ 515 Book Now

Villa Angelita By Last Key Realty

421 Angela Street Unit B, Key West, United States Show map

Located just around the corner from the downtown commercial zoned Duval Street, Villa Angelita By Last Key Realty Key West is suitable for 7 guests and provides a swimming pool to relax in. More

From US$ 957 Book Now

Runaway Bills

812 Johnson Lane, Key West, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Runaway Bills Key West villa is situated only a 7-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. More

From US$ 297 Book Now

Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock Key West villa is located about a 5-minute walk from Bayview Park and is suitable for up to 8 guests… More

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Fleming-O

726 Fleming St, Key West, United States Show map

Situated around 5 minutes' walk from Key West Historic Seaport, the 2-bedroom Fleming-O Villa Key West entices guests with windsurfing, snorkelling, and canyoning in the area. Providing guests with… More

From US$ 1018 Book Now

Brisa Del Mar By Avantstay

1901 S.Roosevelt Blvd 206E, Key West, United States Show map

The spacious 110 m² Brisa Del Mar By Avantstay Key West apartment offers proximity to a number of tourist attractions, such as the 19-acre Key West Cemetery, located approximately a 25-minute walk… More

From US$ 615 Book Now

The Barbados - Sunrise Suites

3625 Seaside Drive #305, Key West, United States Show map

The spacious The Barbados - Sunrise Suites Key West features a convenient location a 10-minute drive from Higgs Beach Dog Park and hosts up to 6 guests. More

From US$ 367 Book Now

The Southern Cross Tropical Village

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

Offering a swimming pool, the 2-bedroom The Southern Cross Tropical Village Key West villa is located just 8 minutes' walk from Higgs Beach and is ideal for up to 6 guests. The property features… More

From US$ 576 Book Now

The Saint Martin Suite - Sunrise Suites

3625 Seaside Drive #207, Key West, United States Show map

The spacious 2-bedroom The Saint Martin Suite - Sunrise Suites Key West is merely 11 minutes' walk from Thompson Island. This 74 m² apartment can host up to 6 guests. More

From US$ 938 Book Now

Ann Street Cottage

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

Featuring a heated pool, Ann Street Cottage Key West is suitable for up to 2 people and is located 20 minutes' walk from Key West Firehouse Museum. The 1-bedroom holiday home features opportunities… More

From US$ 711 Book Now

Charming Key West Rental

3 Coral Way, Key West, United States Show map

Featuring an outdoor swimming pool, Charming Key West Rental villa is located within a 200-metre distance of FYT Fitness Center and is suitable for up to 8 guests. Located 10 minutes' drive from Fort… More

From US$ 680 Book Now

Key West Charming By Avantstay

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

Offering an outdoor swimming pool, the welcoming Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa is situated a mere 8 minutes' walk from The Ernest Hemingway Home and Museum and… More

From US$ 396 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States Show map

During the stay at Andros - Spacious 2X2 Waterfront Condo Key West villa, guests can indulge in cycling and fisheries or visit the downtown commercial zoned Duval Street, located 20 minutes' walk… More

From US$ 876 Book Now

Tropical Heron Hideaway With Hot Tub, Pool

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

The 58 m² Tropical Heron Hideaway With Hot Tub, Pool Key West apartment is located a mere 1.8 km from the vintage parish "Saint Paul's Episcopal Church of Key West" and a 25-minute stroll from… More

From US$ 608 Book Now

Kw31D Orchid Suite

521 Simonton St #3, Key West, United States Show map

Featuring a prime location 6 minutes' walk from US 1 Mile Marker 0, the 47 m² Kw31D Orchid Suite Key West accommodates up to 4 guests. An array of activities, including snorkelling, diving, and… More

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Key West On My Mind

1800 Atlantic Blvd Unit A305, Key West, United States Show map

Key West On My Mind Villa with a convenient location a 9-minute walk from Higgs Beach Dog Park entices guests with a hot tub and a sauna. Located 2.2 km from Key West Firehouse Museum, the 2-bedroom… More

From US$ 583 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located in a historical neighbourhood, about 5 minutes' walk from Vandenberg Wreck, the spacious 1-bedroom New Rose Petal Petite Suite - Pool & Parking Key West accommodates up to 2 guests. With a… More

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Kw287Flr Keys Please

1408 Petronia St., Key West, United States Show map

Featuring a heated pool, the 3-bedroom Kw287Flr Keys Please Villa Key West is located approximately 5 minutes' walk from Wreckers Sloop Mary and is suitable for up to 6 guests. Guests can enjoy… More

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Kw319Flr Happy Hour Haven

620 Thomas St #285, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, merely 0.6 km away, the 2-bedroom Kw319Flr Happy Hour Haven Villa Key West offers opportunities for windsurfing, snorkelling, and diving… More

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Walkable Old Town Home With Tropical Patio

834 Olivia Street, Key West, United States Show map

Staying at Walkable Old Town Home With Tropical Patio Key West, guests can visit Smathers Beach, which is nearly a 25-minute walk away. More

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A Sunset Peace

109 Front Street #210, Key West, United States Show map

Offering a heated pool, the 2-bedroom A Sunset Peace Villa Key West is located nearly a 5-minute walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. The holiday home… More

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Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States Show map

The 6-bedroom Rigby House - Brand New With Private Pool Villa Key West is located only 1.4 km from The Ernest Hemingway Home and Museum and has an aqua park and a golf course to ensure a memorable… More

From US$ 3023 Book Now