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

Duval Square Retreat

1075 Duval Street, Key West, United States Show map

Located only 6 minutes on foot from the even Southernmost Point, the spacious 115 m² Duval Square Retreat Apartment Key West accommodates up to 4 guests. The 2-bedroom apartment enjoys a prime… More

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Curry House - Room 2

Fleming Street 806, Key West, United States Show map

The 19 m² Curry House - Room 2 Key West is located a mere 1.6 km from the secluded pocket Dog Beach and 16 minutes' walk from the downtown commercial zoned Duval Street. Offering access to a swimming… More

From US$ 342 Book Now

The Andros - Sunrise Suites

3625 Seaside Drive #406, Key West, United States Show map

The Andros - Sunrise Suites Key West is located 4.9 km from The Ernest Hemingway Home and Museum and 20 minutes on foot from State Harbor. This spacious 74 m² apartment capacity is based on up to 6… More

From US$ 903 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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Beach House Condo By Avantstay

620 Thomas St, Key West, United States Show map

Featuring a convenient location a 6-minute walk from San Carlos Institute, the spacious Beach House Condo By Avantstay Key West accommodates up to 5 guests. Offering access to an outdoor swimming… More

From US$ 388 Book Now

Eyebrow Suite Eyebrow House

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

Eyebrow Suite Eyebrow House Key West is 12 minutes' walk from the vintage parish "Saint Paul's Episcopal Church of Key West" in the Downtown Key West district and welcomes guests with a Jacuzzi. Wi… More

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Follow The Sun By Last Key Realty

1800 Atlantic Blvd #C228, Key West, United States Show map

Featuring a prime location about 5 minutes' walk from The Key West Nature Preserve, the spacious 2-bedroom Follow The Sun By Last Key Realty Key West apartment accommodates up to 6 guests. 2.8 km… More

From US$ 866 Book Now

Vangogh Studio

1016 Howe Street, Key West, United States Show map

Set in the Downtown Key West district of Key West, a mere 1.4 km from the bustling plaza "Mallory Square", the 13 m² Vangogh Studio Key West accommodates up to 2 guests. More

From US$ 473 Book Now

Poolside Retreat

Center Street 832, Key West, United States Show map

Featuring a prime location around 300 metres from The Ernest Hemingway Home and Museum, the welcoming 47 m² Poolside Retreat Apartment Key West accommodates up to 4 guests. Offering access to an… More

From US$ 545 Book Now

Paradise On Porter

514 Porter Lane, Key West, United States Show map

Offering spa therapy and a patio, the 2-bedroom Paradise On Porter Key West apartment is situated in the Downtown Key West district, nearly a 25-minute walk from the downtown commercial zoned Duval… More

From US$ 254 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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Claude Monet Suite

1016 Howe Street #3, Key West, United States Show map

The 24 m² Claude Monet Suite Key West enjoys a prime location around a 5-minute walk from The Ernest Hemingway Home and Museum. This 1-bedroom apartment can hold up to 4 guests. More

From US$ 382 Book Now

Sunrise Suites Big Kahuna Suite #202

Key West, United States Show map

Sunrise Suites Big Kahuna Suite #202 Key West is situated just 6 minutes' walk from Thompson Island and 0.8 km from Key West International airport. More

From US$ 339 Book Now

Sunrise Suites Antigua Suite #312

Key West, United States Show map

Sunrise Suites Antigua Suite #312 Key West is located 4.9 km from The Ernest Hemingway Home and Museum and 10 minutes' drive from Higgs Beach Dog Park. More

From US$ 166 Book Now

Orange Blossom Suite Conch Republic Cottage

510 Petronia St #2, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, fairly close to Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Orange… More

From US$ 284 Book Now

Sunshine State At Custom House Inn | Bright Studio

124 Duval Street #5, Key West, United States Show map

The 33 m² Sunshine State At Custom House Inn | Bright Studio Key West features a prime location 7 minutes' walk from San Carlos Institute and hosts up to 3 guests. More

From US$ 666 Book Now

A Slice Of Paradise -Shipyard Palms

102-2 Southard Street, Key West, United States Show map

The 60 m² A Slice Of Paradise -Shipyard Palms Key West apartment is a great place to stay in the Downtown Key West district, 2.5 km from the bustling plaza "Mallory Square". Situated not far from… More

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Harbor Luxe Celebration Suites

423 Front Street A + B, Key West, United States Show map

The spacious Harbor Luxe Celebration Suites Key West is located in the Downtown Key West district a 5-minute walk from the bustling plaza "Mallory Square" and accommodates up to 20 guests. Wi-Fi and… More

From US$ 4029 Book Now

Modern Majesty By Last Key Realty

115 Front Street #103, Key West, United States Show map

Located in the Downtown Key West district 9 minutes' walk from The Oldest House Historical Place Museum, the spacious Modern Majesty By Last Key Realty Key West apartment accommodates up to 6 guests.… More

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Tropical Hideaway Tropical Village

706 South St. Down, Key West, United States Show map

The 2-bedroom Tropical Hideaway Tropical Village Key West apartment boasts a prime setting and in just 8 minutes' walk from Higgs Beach. This apartment is located in the Downtown Key West district… More

From US$ 799 Book Now

Duval Square Delight

1075 Duval Street R24, Key West, United States Show map

The 115 m² Duval Square Delight Apartment Key West is located merely 1 km from The Oldest House Historical Place Museum and approximately a 15-minute walk from Memorial Sculpture Garden. Welcoming… More

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The Cayo Coco | Key West Condo With Pool Hot Tub & Balcony Views

3625 Seaside Drive #208, Key West, United States Show map

To enjoy your vacation in Key West, stay at spacious 2-bedroom The Cayo Coco | Key West Condo With Pool Hot Tub & Balcony Views, which is just 1.9 km from Key West Tropical Forest and Botanical… More

From US$ 653 Book Now

Sea Orchid La Brisa 405E

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

The spacious 2-bedroom Sea Orchid La Brisa 405E Apartment Key West lies in a beachfront location in Key West, about 5 minutes' walk from The Key West Nature Preserve. This 108 m² apartment, suitable… More

From US$ 536 Book Now

Atlantic Reflections By Last Key Realty

1800 Atlantic Blvd #A414, Key West, United States Show map

Featuring a swimming pool, the spacious 2-bedroom Atlantic Reflections By Last Key Realty Key West apartment is approximately a 5-minute walk from The Key West Nature Preserve. Guests will surely… More

From US$ 613 Book Now

Jerry'S Escape - Truman @ Duval | Cozy Studio, Perfect Location!

Truman Avenue, Key West, United States Show map

The 36 m² Jerry'S Escape - Truman @ Duval | Cozy Studio, Perfect Location! Key West is a great place to stay in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh… More

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Sunrise Suites - Martinique Suite 108

3625 Seaside Dr #108, Key West, United States Show map

To enjoy your vacation in Key West, stay at Sunrise Suites - Martinique Suite 108 Key West, which is approximately a 10-minute drive from Higgs Beach Dog Park and just 1.9 km from Fort East Martello… More

From US$ 989 Book Now

Sea Esta Suite - Duval Square

1075 Duval Street R11, Key West, United States Show map

Set in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, a 15-minute walk from Memorial Sculpture Garden, the spacious Sea Esta Suite - Duval Square Key… More

From US$ 748 Book Now

Porchside Paradise Conch Republic Cottage

510 Petronia St #3, Key West, United States Show map

The 1-bedroom Porchside Paradise Conch Republic Cottage Key West is located just 1 km from the performing arts theater "Red Barn Theatre" and just a 7-minute walk from Key West Butterfly and Nature… More

From US$ 674 Book Now

Gulfside Vistas By Last Key Realty

109 Front Street #313, Key West, United States Show map

Located in the Downtown Key West district nearly 20 minutes' walk from the 19-acre Key West Cemetery, the spacious 2-bedroom Gulfside Vistas By Last Key Realty Key West apartment accommodates up to 6… More

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The Grand Turk - Sunrise Suites

3625 Seaside Drive #404, Key West, United States Show map

The spacious The Grand Turk - Sunrise Suites Key West is located 4.8 km from Southernmost Point of the Continental US Monument and 25 minutes' walk from Smathers Beach. The apartment can host up to 6… More

From US$ 879 Book Now

Duval Square Penthouse

1075 Duval Street, Key West, United States Show map

The 4-bedroom Duval Square Penthouse Apartment Key West is situated in the Downtown Key West district of Key West, around 20 minutes' walk from Bayview Park, and overlooks the city. The 228 m²… More

From US$ 1378 Book Now

The Cat Island Suite | Charmingly Renovated W/ Pool

3625 Seaside Drive #205, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 74 m² The Cat Island Suite | Charmingly Renovated W/ Pool Key West, which is approximately a 10-minute ride from the downtown commercial zoned… More

From US$ 681 Book Now

Birds Of A Feather At Custom House Inn

124 Duval Street #4, Key West, United States Show map

A prime location of the 31 m² Birds Of A Feather At Custom House Inn Key West provides easy access to the natural history museum "Florida Keys Eco-Discovery Center" 16 minutes' walk away. The maximum… More

From US$ 1113 Book Now

The Butterfly Nest - Sunrise Suites

3625 Seaside Drive #107, Key West, United States Show map

The 74 m² The Butterfly Nest - Sunrise Suites Key West is located 4.9 km from the downtown commercial zoned Duval Street and about a 25-minute walk from Smathers Beach. This 2-bedroom apartment… More

From US$ 879 Book Now

Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States Show map

The 2-bedroom Sailfish Suite On Duval Key West is only an 8-minute stroll from Key West First Legal Rum Distillery and can accommodate up to 4 guests. The 56 m² apartment lies in the Downtown Key… More

From US$ 1128 Book Now

Secret Garden

Key West, United States Show map

Secret Garden Apartment Key West is located in the Downtown Key West district, a few moments from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 249 Book Now

Sandbar Suite

524 Front St, Apt 201, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from Curry Mansion, the spacious Sandbar Suite Key West accommodates up to 6 guests. Wi-Fi and a car park are also available at this… More

From US$ 849 Book Now

Slack Tide On Duval Street

1130 Duval Street, Key West, United States Show map

Located merely a 6-minute walk from The Ernest Hemingway Home and Museum, the spacious Slack Tide On Duval Street Key West apartment accommodates up to 6 guests. At this apartment, Wi-Fi and parking… More

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Sunset Point By Last Key Realty

5607 College Road #105, Key West, United States Show map

Situated approximately a 15-minute ride from the even Southernmost Point, the spacious 154 m² Sunset Point By Last Key Realty Key West apartment offers a Jacuzzi for 6 visitors. 3.1 km from the 3… More

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Old Town Garden Villas - Andros Suite

921 Center Street #6, Key West, United States Show map

Old Town Garden Villas - Andros Suite Key West is located a mere 1.4 km from the bustling plaza "Mallory Square" and merely an 8-minute walk from Key West Butterfly and Nature Conservatory. More

From US$ 326 Book Now

Sunset Suite 2 Bedrooms 2 Baths Private Spa 2 Heated Pools

914 Center Street, Key West, United States Show map

The 2-bedroom Sunset Suite 2 Bedrooms 2 Baths Private Spa 2 Heated Pools Key West lies in a prime location in Key West, around a 5-minute walk from the downtown commercial zoned Duval Street. More

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Poolside Hide-Away Palm Gardens

905 White St #2, Key West, United States Show map

To enjoy your vacation in Key West, stay at the 1-bedroom Poolside Hide-Away Palm Gardens Apartment Key West, which is 2.2 km from the fully accredited Mel Fisher Maritime Heritage Museum and around… More

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Happy Hour Haven

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

To enjoy your vacation in Key West, stay at Happy Hour Haven Apartment Key West, which is nearly 15 minutes' walk from Key West Butterfly and Nature Conservatory and only 0.7 km from the natural… More

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Ricky'S Retreat - Truman @ Duval Unit A

Truman Avenue, Key West, United States Show map

The 31 m² Ricky'S Retreat - Truman @ Duval Unit A Key West apartment boasts a prime setting and in nearly a 5-minute walk from The Ernest Hemingway Home and Museum. This 1-bedroom apartment can hold… More

From US$ 363 Book Now

Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa

914 Center St, Key West, United States Show map

The spacious Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa Key West is located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor an 8-minute… More

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Promenade To Paradise By Last Key Realty

401G Emma Street, Key West, United States Show map

The spacious 164 m² Promenade To Paradise By Last Key Realty Key West apartment boasts a convenient location approximately 600 metres from Fort Zachary Taylor. The 2-bedroom apartment features Wi-Fi,… More

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Casa Atlantica Studio

1328 Atlantic Blvd #3, Key West, United States Show map

The spacious Casa Atlantica Studio Key West is a 5-minute walk from Higgs Beach Dog Park and can accommodate up to 2 guests. This apartment features a steam room and a sauna to ensure a more… More

From US$ 432 Book Now

Utopia Tropical Village

706 South St. Up, Key West, United States Show map

Set in the Downtown Key West district, a 20-minute walk from the downtown commercial zoned Duval Street, Utopia Tropical Village Key West apartment accommodates up to 4 guests. Offering access to a… More

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La Casa De Luces

422 Amelia St Apt. 1, Key West, United States Show map

The spacious La Casa De Luces Apartment Key West is merely a 7-minute walk from the downtown commercial zoned Duval Street and welcomes guests with a steam room and a sauna. Such activities as… More

From US$ 654 Book Now