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2026-11-09
2026-11-10
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Key West Vacation Rentals

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

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

Commodore'S Cove

Simonton Street 219, Key West, United States Show map

Located just an 8-minute walk from the Harry S. Truman Little White House, the 135 m² Commodore'S Cove Key West apartment accommodates up to 12 guests. This 4-bedroom apartment features Wi-Fi in… More

From US$ 1749 Book Now

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

Matisse Studio The Galleria

1016 Howe Street, Key West, United States Show map

Located in the Downtown Key West district of Key West a mere 0.7 km from Mile Marker 0 Store, the 1-bedroom Matisse Studio The Galleria Key West accommodates up to 2 guests. Offering access to a… More

From US$ 236 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

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

Sunrise Suite 203

3625 Seaside Dr #203, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 74 m² Sunrise Suite 203 Key West, which is about a 10-minute ride from Higgs Beach Dog Park and merely 600 metres from Thompson Island. Guests… More

From US$ 718 Book Now

Kw37 Oceana Suite

Key West, United States Show map

The 53 m² Kw37 Oceana Suite Key West is situated only 5 minutes' walk from the 19-acre Key West Cemetery and 5 km from Key West International airport. Offering access to an outdoor swimming pool… More

From US$ 286 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

Harveys Haven

611 Southard St #2, Key West, United States Show map

The spacious 44 m² Harveys Haven Apartment Key West is located only 0.8 km from the 19-acre Key West Cemetery and offers Wi-Fi for either business or leisure. Providing a prime setting in Key West… More

From US$ 375 Book Now

Beach Club Siesta #104

1500 Atlantic Blvd #104, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 2-bedroom Beach Club Siesta #104 Key West apartment, which is approximately 6 km from Smathers Beach and nearly 20 minutes' walk from Key West… More

From US$ 637 Book Now

Duval'S Delight -Loft On Duval

Duval Street 1108, Key West, United States Show map

Duval'S Delight -Loft On Duval Apartment Key West is located merely 1.1 km from the performing arts theater "Red Barn Theatre" and 18 minutes' walk from Emerald's International Jewelry Store. More

From US$ 1061 Book Now

Walking On Sunshine By Last Key Realty

1800 Atlantic Blvd #A406, Key West, United States Show map

Located merely 1.3 km from Key West Garden Club, the 2-bedroom Walking On Sunshine By Last Key Realty Key West apartment is within a 10-minute drive of a top family-friendly place like Key West… More

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A Cuban Club Suite Cuban Club

1102 Duval St, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, merely 6 minutes' walk from South Beach, the spacious 2-bedroom A Cuban Club Suite Cuban Club… More

From US$ 678 Book Now

Cuban Paradise Cuban Club

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

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom Cuban Paradise Cuban Club Key West apartment is a good choice located, a mere 1.6 km from Fort Zachary Taylor… More

From US$ 666 Book Now

Sunrise Suites Tahiti Suite #104

3625 Seaside Dr #101, Key West, United States Show map

Sunrise Suites Tahiti Suite #104 Key West is located 3.3 km from Higgs Beach Dog Park and a 25-minute stroll from Smathers Beach. More

From US$ 355 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

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

Orchid Suite

921 Center St #4, Key West, United States Show map

The spacious Orchid Suite Key West features a prime location 14 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum and hosts up to 4 guests. Offering access to a swimming… More

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Parrotville

606 Truman Ave #12, Key West, United States Show map

Featuring a swimming pool, the spacious 2-bedroom Parrotville Key West apartment is within 5 minutes' walk of The Ernest Hemingway Home and Museum. Also, windsurfing, snorkelling, and canyoning can… More

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Artist Condo Duval Square #7

1075 Duval Street, Key West, United States Show map

Featuring a prime location just moments from Key West Lighthouse and Keeper's Quarters Museum, Artist Condo Duval Square #7 Key West accommodates up to 6 guests. Offering access to a heated pool… More

From US$ 703 Book Now

Bonaire Suite

921 Center St #7, Key West, United States Show map

The 1-bedroom Bonaire Suite Key West is situated in Duval with one of Key West's top culinary experiences, just a 6-minute walk from the even Southernmost Point, and offers spa therapy and a dining… More

From US$ 515 Book Now

Suite Sanctuary By Last Key Realty

1800 Atlantic Blvd #C424, Key West, United States Show map

Offering a swimming pool, the 2-bedroom Suite Sanctuary By Last Key Realty Key West is situated around a 25-minute walk from the historic Key West Lighthouse. Boasting a convenient location, a few… More

From US$ 1420 Book Now

Beach Club Seabreeze #103

1500 Atlantic Blvd #103, Key West, United States Show map

The 2-bedroom Beach Club Seabreeze #103 Key West apartment boasts a beachfront setting and in around a 5-minute walk from Higgs Beach Dog Park. This spacious apartment can host up to 5 guests. More

From US$ 784 Book Now

The Margaret Suite

1501 Truman Avenue, Key West, United States Show map

The Margaret Suite Key West is located within a 300-metre distance of Wreckers Sloop Mary and 25 minutes' walk from Papa's Pilar Rum Distillery. Offering access to an outdoor swimming pool, the… More

From US$ 292 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

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

Casabella Duval Square

1075 Duval Street, Key West, United States Show map

Located in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, 5 minutes' walk from the historical Key West Lighthouse, the spacious Casabella Duval… More

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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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Kw353A The Coral Cove

1011 Whitehead St. Unit 4 (Lower Unit), Key West, United States Show map

The 37 m² Kw353A The Coral Cove Apartment Key West enjoys a prime location only a 7-minute walk from Key West Butterfly and Nature Conservatory. At this 1-bedroom apartment, Wi-Fi and a car park are… More

From US$ 159 Book Now

Underwater Cabana At Custom House Inn

124 Duval Street #1, Key West, United States Show map

The 31 m² Underwater Cabana At Custom House Inn Key West boasts a convenient setting and in approximately a 10-minute walk from the downtown commercial zoned Duval Street. This 1-bedroom apartment… More

From US$ 468 Book Now

The Penthouse At Custom House Inn

124 Duval Street, Key West, United States Show map

The spacious 93 m² The Penthouse At Custom House Inn Key West offers a prime location, only 1.3 km from the natural history museum "Florida Keys Eco-Discovery Center". Staying in the 3-bedroom… More

From US$ 1271 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

Ocean Vista 403E La Brisa

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

Located about a 5-minute stroll from Higgs Beach Dog Park, the spacious 108 m² Ocean Vista 403E La Brisa Apartment Key West accommodates up to 4 guests. It enjoys a beachfront location, 2.9 km from… More

From US$ 376 Book Now

Trumans Hideaway By Avantstay

113 Front St #108, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 123 m² Trumans Hideaway By Avantstay Key West apartment, which is only 1.6 km from Fort Zachary Taylor and only 500 metres from Key West… More

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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

Welcome Matt'S - Truman @ Duval Unit B

Truman Avenue, Key West, United States Show map

The 39 m² Welcome Matt'S - Truman @ Duval Unit B Key West apartment features a prime location a mere 5 minutes' walk from the historic Key West Lighthouse and hosts up to 4 guests. More

From US$ 422 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 Larks Landing By Last Key Realty

3625 Seaside Drive #402, Key West, United States Show map

The spacious 74 m² The Larks Landing By Last Key Realty Key West apartment is located around a 10-minute ride from White Street Pier and offers Wi-Fi for either business or leisure. The Ernest… More

From US$ 747 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

Mango Hideaway Eyebrow House

516 Olivia St Rear, Key West, United States Show map

The 28 m² Mango Hideaway Eyebrow House Apartment Key West lies in a prime location in Key West, approximately a 5-minute walk from the historic Key West Lighthouse. This 1-bedroom apartment offers… More

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Keys Livin - Yacht Rental

6810 Front Street, Key West, United States Show map

The spacious 1-bedroom Keys Livin - Yacht Rental Key West apartment is located nearly 20 minutes' walk from Key West Tropical Forest and Botanical Garden and offers Wi-Fi for either business or… More

From US$ 573 Book Now

Seashore At The Shipyard

Key West, United States Show map

If you want to stay in the Downtown Key West district, Seashore At The Shipyard Key West apartment is a good choice located, nearly a 25-minute walk from White Street Pier. More

From US$ 365 Book Now

Vista Fresco

1800 Atlantic Blvd #139C, Key West, United States Show map

Situated around 200 metres from The Key West Nature Preserve, the spacious 122 m² Vista Fresco Apartment Key West offers a hot tub for up to 4 guests. The performing arts theater "Red Barn Theatre"… More

From US$ 704 Book Now

Seas The Breeze, Poolside Condo Near The Beach

3625 Seaside Drive 25105, Key West, United States Show map

Situated 3.3 km from Higgs Beach Dog Park, the 2-bedroom Seas The Breeze, Poolside Condo Near The Beach Key West can host up to 6 guests in Key West. This 74 m² apartment offers the perfect ambiance… More

From US$ 1246 Book Now