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2026-11-05
2026-11-06
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Hotels in City Centre Key West area of Key West

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located about a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 2229 Book Now

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States Show map

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly Villa is located 14 minutes' walk from Fleming Street and provides a swimming pool, ensuring a relaxing stay. Suitable for 8 guests… More

From US$ 1038 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West is located only 5 minutes' walk from Wreckers Sloop Mary and is suitable… More

From US$ 547 Book Now

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States Show map

The 2-bedroom Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock Key West villa is situated approximately 5 minutes' walk from Bayview Park, featuring such comforts as high-speed Internet… More

From US$ 949 Book Now

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West is located merely a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 1741 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

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

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

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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Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States Show map

Located only a 9-minute walk from Fleming Street, the 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa features a swimming pool and can accommodate up to 8… More

From US$ 776 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

Harborside Motel & Marina

903 Eisenhower Dr, Key West, United States Show map

Harborside Motel & Marina Key West, located only a 5-minute walk from Fleming Street and a mere 1.6 km from The Ernest Hemingway Home and Museum, features an outdoor swimming pool for guests to take… More

From US$ 159 Book Now

Midtown Mosaic By Last Key Realty

1322 Thompson Street, Key West, United States Show map

Located around 25 minutes' walk from the Harry S. Truman Little White House, the 4-bedroom Midtown Mosaic By Last Key Realty Key West villa has a heated pool and is ideal for up to 8 guests. More

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Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Key West, United States Show map

Up to 8 guests can stay at Bayview South 801 Eisenhower Dr. #6 Key West villa and enjoy Bayview Park, located only a 6-minute walk away. This Key West holiday home features opportunities for… More

From US$ 1670 Book Now

Upper Bayview South

801 Eisenhower Dr. #10, 10, Key West, United States Show map

Upper Bayview South Villa Key West offers quick access to such city attractions as Wreckers Sloop Mary, located nearly a 5-minute walk away. Providing guests with Wi-Fi and private parking, this… More

From US$ 1763 Book Now

The Fleming Suite

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

Located within 5 minutes' walk of Wreckers Sloop Mary, the 1-bedroom The Fleming Suite Key West villa offers quick access to various city attractions in the vicinity. With a maximum capacity of 4… More

From US$ 357 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

The Elizabeth Suite

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

Featuring an outdoor swimming pool, the 1-bedroom The Elizabeth Suite Key West villa is located approximately 5 minutes' walk from Wreckers Sloop Mary and is suitable for up to 4 guests. Providing… More

From US$ 383 Book Now

Bayview Middle

801 Eisenhower Dr. #5, 5, Key West, United States Show map

The 3-bedroom Bayview Middle Villa Key West offers quick access to such tourist spots as Wreckers Sloop Mary, situated only a 5-minute walk away. This Key West holiday home boasts a picnic area and a… More

From US$ 1078 Book Now

The Caroline Suite

1501 Truman Avenue 2, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom The Caroline Suite Key West villa and enjoy Wreckers Sloop Mary, located merely a 5-minute walk away. Providing guests with Wi-Fi and parking, the property is… More

From US$ 514 Book Now

Sunset South

801 Eisenhower Dr. #1, 1, Key West, United States Show map

Featuring a heated pool, Sunset South Villa Key West is suitable for up to 4 people and is located 18 minutes' walk from the downtown commercial zoned Duval Street. Providing guests with Wi-Fi and a… More

From US$ 474 Book Now

Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States Show map

Bayview North One Villa Key West, located about 5 minutes' walk from Wreckers Sloop Mary, can host up to 8 guests. This property features opportunities for snorkelling and fisheries in the area, just… More

From US$ 1220 Book Now

Upper Sunset South

801 Eisenhower Dr. #9, 9, Key West, United States Show map

During the stay at Upper Sunset South Villa Key West, guests can indulge in snorkelling and fisheries or visit Key West First Legal Rum Distillery, located 25 minutes' walk away. Located 1.8 km from… More

From US$ 951 Book Now

Middle Sunset

801 Eisenhower Dr. #2, 2, Key West, United States Show map

Located just 1.6 km from Nancy Forrester's Secret Garden, the 3-bedroom Middle Sunset Villa Key West has an outdoor swimming pool and is ideal for up to 6 guests. Along with an ATM machine and a lift… More

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Upper Bayview North

801 Eisenhower Dr. #7, 7, Key West, United States Show map

The 4-bedroom Upper Bayview North Villa Key West is located just 0.7 km from Fleming Street and features a heated pool as well as a terrace for guests' pleasure. Offering an ATM and a lift, this Key… More

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Upper Sunset North

801 Eisenhower Dr. #8, 8, Key West, United States Show map

Positioned only 1.9 km from bustling shopping destinations such as Mile Marker 0 Store, the 4-bedroom Upper Sunset North Villa Key West offers guests to use a car park. This Key West holiday home… More

From US$ 884 Book Now

Sunset North

801 Eisenhower Dr. #3, 3, Key West, United States Show map

Featuring an outdoor swimming pool as well as views of the city, Sunset North Villa Key West offers a prime location 9 minutes' walk from Fleming Street. Guests of the 4-bedroom holiday home, located… More

From US$ 1501 Book Now

Casa De Rosalie By Avantstay

1419 Truman Avenue, Key West, United States Show map

The 3-bedroom Casa De Rosalie By Avantstay Key West is situated only 1.6 km from The Ernest Hemingway Home and Museum and features an outdoor swimming pool with a patio. Staying at the Key West villa… More

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Bayview Retreat

719 Eisenhower #6, #6, Key West, United States Show map

Located just a 9-minute stroll from Fleming Street, the 4-bedroom Bayview Retreat Villa Key West can accommodate up to 10 guests, providing them with a Jacuzzi for a relaxing stay. Offering an… More

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Seafarer'S Refuge

719 Eisenhower Drive #2, #2, Key West, United States Show map

Seafarer'S Refuge Villa Key West is located around a 25-minute walk from Southernmost Point of the Continental US Monument and provides a heated pool, ensuring a relaxing stay. Featuring a hot tub… More

From US$ 1483 Book Now

Eisenhower Retreat

719 Eisenhower Dr. #1, #1, Key West, United States Show map

Situated only 8 minutes' walk from Fleming Street, Eisenhower Retreat Key West villa entices guests with windsurfing, snorkelling, and fisheries in the area. Providing guests with Wi-Fi and private… More

From US$ 1498 Book Now

Tiki Suites Ocean Adventures-Floating Bungalows

711 Eisenhower Dr, Key West, United States Show map

The comfortable Tiki Suites Ocean Adventures-Floating Bungalows Key West hotel gives quick access to The Unitarian Universalist Fellowship of Key West, situated only a 5-minute walk away. Boasting a… More

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Key Lime Cottage

1311 Catherine Street, Key West, United States Show map

Located merely a 9-minute walk from Fleming Street, Key Lime Cottage Key West is suitable for 4 guests and provides a swimming pool to relax in. This 2-bedroom holiday home features opportunities for… More

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Suite Dreams Inn By The Beach

1001 Von Phister Street, Key West, United States Show map

Offering a library and luggage storage, the boutique Suite Dreams Inn By The Beach Key West lies in the Downtown Key West district, just 1 km from Key West and within a 10-minute drive of such… More

From US$ 310 Book Now

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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Shady Palms

1415 Petronia Street, Key West, United States Show map

The 2-bedroom Shady Palms Villa Key West entices guests to enjoy snorkelling, canyoning, and fisheries and offers proximity to Fleming Street, located just 9 minutes' stroll away. Featuring a terrace… More

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South St Cottage

1305 South Street, Key West, United States Show map

Situated a mere 8 minutes' stroll from Higgs Beach, the 2-bedroom South St Cottage Key West can welcome up to 4 guests and boasts a Jacuzzi for a relaxing retreat. Offering a swimming pool, the Key… More

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Modern In The Meadows By Last Key Realty

1312 Pine Street, Key West, United States Show map

The 4-bedroom Modern In The Meadows By Last Key Realty Key West villa is located about 25 minutes' walk from Key West Butterfly and Nature Conservatory and provides a heated pool, ensuring a relaxing… More

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Rooster Doodle Do - Midtown Family Retreat

2314 Patterson Ave, Key West, United States Show map

Situated approximately a 25-minute walk from Key West Butterfly and Nature Conservatory, Rooster Doodle Do - Midtown Family Retreat Villa Key West is suitable for 10 guests and provides a swimming… More

From US$ 311 Book Now

Meadows Manor | Elegant Oasis With Private Pool

1324 Newton Street, Key West, United States Show map

The 4-bedroom Meadows Manor Villa Key West hosts up to 8 guests and provides proximity to the very unusual Key West Cemetery, situated merely 9 minutes' walk away. More

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The Capitana Key West

2401 North Roosevelt Boulevard, Key West, United States Show map

Featuring a heated pool, the 4-star The Capitana Key West Hotel is around a 25-minute walk from Nancy Forrester's Secret Garden. This comfortable hotel includes 2 restaurants and a pool bar, and… More

From US$ 250 Book Now

Flaglers Oasis By Avantstay

2209 Flagler Ave Is #B, Key West, United States Show map

The 2-bedroom Flaglers Oasis By Avantstay Key West villa hosts up to 4 guests and is nestled only 1.4 km from natural sites such as Higgs Beach Dog Park. Located approximately a 10-minute drive from… More

From US$ 181 Book Now

Flagler Station

1430 Flagler Ave., Key West, United States Show map

Offering a location 2.5 km from the bustling plaza "Mallory Square", Flagler Station Villa Key West gives access to various tourist spots in the area. More

From US$ 290 Book Now

Buttonwood Corner By Avantstay

1430 Flagler Ave, Key West, United States Show map

Located just a 6-minute walk from Higgs Beach Dog Park, the 3-bedroom Buttonwood Corner By Avantstay Key West villa boasts an outdoor swimming pool and can accommodate up to 6. Providing guests with… More

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Casa Del Sol

1519 Johnson Street, Key West, United States Show map

Situated 0.7 km from White Street Pier, Casa Del Sol Villa Key West is ideal for up to 10 guests. The historic Key West Lighthouse is 10 minutes' drive from this 6-bedroom villa and Southernmost… 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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Paradise Place By Avantstay

905 White St #1, Key West, United States Show map

The welcoming Paradise Place By Avantstay Key West villa is nestled only a 9-minute walk from Fleming Street and offers a swimming pool as well as a patio, ensuring a fun stay. Featuring a car park… More

From US$ 527 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

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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Palm Gardens

905 White St, Key West, United States Show map

Palm Gardens Villa Key West offers proximity to nearby tourist spots, such as the Harry S. Truman Little White House, situated about 10 minutes away by car. More

From US$ 123 Book Now