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2026-11-05
2026-11-06
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Hotels in Smathers Beach area of Florida

The Gato Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

The comfortable The Gato Room At Inn On Fleming Key West!, located about 5 minutes' walk from Key West Historic Seaport and just 0.9 km from San Carlos Institute, features an outdoor swimming pool… More

From US$ 534 Book Now

The Cornish Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

Located 2.3 km from Key West Garden Club, the comfortable The Cornish Suite At Inn On Fleming Key West! offers air-conditioned rooms nearly 25 minutes' walk from Key West Butterfly and Nature… More

From US$ 337 Book Now

The Simonton Room At Inn On Fleming Key West

1016 Fleming St., Key West, United States Show map

Located just 1.1 km from the downtown commercial zoned Duval Street, the comfortable The Simonton Room At Inn On Fleming Key West offers air-conditioned rooms around 25 minutes' walk from Higgs Beach… More

From US$ 500 Book Now

The Whitehead Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

Guests of the comfortable 3-star The Whitehead Room At Inn On Fleming Key West! can easily reach Papa's Pilar Rum Distillery, located just a 6-minute walk away. Offering an outdoor swimming pool… More

From US$ 314 Book Now

The Hemingway Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

The comfortable The Hemingway Suite At Inn On Fleming Key West! is located in Key West, about 10 minutes' walk from Nancy Forrester's Secret Garden, and offers a heated pool. This 3-star guest house… More

From US$ 556 Book Now

The Flagler Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

The comfortable 3-star The Flagler Room At Inn On Fleming Key West!, located only 1.5 km from the bustling plaza "Mallory Square", offers an outdoor swimming pool, Wi-Fi in the rooms. This Key West… More

From US$ 418 Book Now

Casa De Cubana

512 Amelia Street, Key West, United States Show map

Offering a location approximately a 10-minute walk from San Carlos Institute, the 2-bedroom Casa De Cubana Villa Key West gives access to various tourist spots in the area. With a maximum capacity of… More

From US$ 2269 Book Now

The Mallory Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

Located only a 9-minute walk from the very unusual Key West Cemetery, 1-bedroom The Mallory Suite At Inn On Fleming Key West! villa boasts an outdoor swimming pool and can accommodate up to 2. The… More

From US$ 441 Book Now

Kw121Flr Casa Hueso

1321 Whitehead Street, Key West, United States Show map

Featuring a heated pool, Kw121Flr Casa Hueso Villa Key West is suitable for up to 8 people and is located a 17-minute walk from Nancy Forrester's Secret Garden. This 4-bedroom villa features… More

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The Inn On Fleming

1016 Fleming Street, Key West, United States Show map

The Inn On Fleming Key West includes 9 rooms and is 12 minutes' walk from the downtown commercial zoned Duval Street. Situated not far from the 19-acre Key West Cemetery in the Downtown Key West… More

From US$ 347 Book Now

Pescado Penthouse On Duval

Key West, United States Show map

Staying at Pescado Penthouse On Duval Villa Key West, guests can easily reach the vintage parish "Saint Paul's Episcopal Church of Key West", located 1 km away. More

From US$ 191 Book Now

Casa Grande By Avantstay

515 Amelia Street, Key West, United States Show map

Casa Grande By Avantstay Key West offers swift access to various city sites, such as South Beach, situated only 500 metres away. More

From US$ 1074 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States Show map

Yellowfin Ledge Key West villa, located a 5-minute walk from Key West Butterfly and Nature Conservatory, can host up to 3 guests. More

From US$ 236 Book Now

Wahoo Way

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

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated only 1.5 km away, the 1-bedroom Wahoo Way Villa Key West can host up to 2 guests. More

From US$ 227 Book Now

Kingfish Keep

1201 Duval Street 3, Key West, United States Show map

The 1-bedroom Kingfish Keep Villa Key West offers proximity to such city sites as the even Southernmost Point, located only a 5-minute walk away. This Key West holiday home is suitable for up to 4… More

From US$ 421 Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States Show map

Pescado Penthouse Villa Key West accommodates up to 9 guests and offers proximity to the downtown commercial zoned Duval Street, located 8 minutes' walk away. More

From US$ 1172 Book Now

Casa De Cuba

518 Virginia Street, Key West, United States Show map

Located just a 7-minute walk from the downtown commercial zoned Duval Street, the 3-bedroom Casa De Cuba Villa Key West is suitable for 6 guests and provides a heated pool to relax in. This 2… More

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Eden House

1015 Fleming Street, Key West, United States Show map

The 3-star Eden House Hotel Key West sits a mere 8 minutes' walk from the 19 - acre Key West Cemetery and offers luggage storage and a restaurant. Air-conditioned rooms, courtyard views and an… More

From US$ 235 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States Show map

Situated 2 km from Higgs Beach Dog Park, New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West is suitable for 6 guests and provides a swimming pool for additional relaxation. Located… More

From US$ 343 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States Show map

The welcoming Duval Breeze By Avantstay Key West villa is located 20 minutes' walk from Bayview Park and provides an outdoor swimming pool, ensuring a relaxing stay. Offering a prime location in a… More

From US$ 1572 Book Now

Duval Sea Turtle By Avantstay

1075-29 Duval Square, Key West, United States Show map

Offering an outdoor swimming pool, the welcoming Duval Sea Turtle By Avantstay Key West villa is located only a 6-minute walk from Key West Butterfly and Nature Conservatory and is ideal for up to 6… More

From US$ 551 Book Now

New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

Duval Street 1075, Key West, United States Show map

The 2-bedroom New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West Butterfly and Nature… More

From US$ 718 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

Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Key West, United States Show map

Staying at the 4-bedroom Southernmost Vistas By Last Key Realty Key West villa, guests can easily reach Key West Aquarium, located just 1.2 km away. With a maximum capacity of 10 guests, the Key West… More

From US$ 528 Book Now

The Green Gawdess

1325 Whitehead Street, Key West, United States Show map

Up to 8 guests can stay at the 4-bedroom The Green Gawdess Key West villa and enjoy Key West Lighthouse and Keeper's Quarters Museum, located about a 5-minute walk away. The property features… More

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La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States Show map

The sophisticated 3-star La Te Da - Adult Only, 21 Or Older Hotel Key West is located only 1.4 km from Ripley's Believe It or Not Museum and features a nightclub and a sunbathing terrace on site. More

From US$ 360 Book Now

Kw42 Bahama House

522 Bahama Street Key West Historic District, Key West, United States Show map

Located merely 6 minutes' walk from Southernmost Point of the Continental US Monument, the 3-bedroom Kw42 Bahama House Villa Key West boasts a heated pool and can accommodate up to 8. The villa… More

From US$ 1932 Book Now

Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States Show map

Situated about a 25-minute walk from Higgs Beach Dog Park, the 4-bedroom Southernmost View -Pool & Water Views Key West villa offers guests to enjoy an aqua park and a golf course. The holiday home… More

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Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States Show map

Offering a swimming pool, the 3-bedroom Dance Of The Butterflies By Last Key Realty Key West villa is situated just a 7-minute walk from the downtown commercial zoned Duval Street and can accommodate… More

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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

Bootlegger Bay @ Speakeasy Inn Key West!

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

The 1-bedroom Bootlegger Bay @ Speakeasy Inn Key West! villa accommodates up to 2 guests and offers proximity to Southernmost Point of the Continental US Monument, located just 6 minutes' walk away. More

From US$ 570 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

Hideaway @ Speakeasy Inn Key West!

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

The 1-bedroom Hideaway @ Speakeasy Inn Key West! villa offers quick access to such city attractions as Key West Lighthouse and Keeper's Quarters Museum, located nearly a 5-minute walk away. Providing… More

From US$ 467 Book Now

Quiet Pour @ Speakeasy Inn Key West!

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

Situated merely a 6-minute stroll from Southernmost Point of the Continental US Monument, the 1-bedroom Quiet Pour @ Speakeasy Inn Key West! villa ensures a great leisure experience by offering… More

From US$ 493 Book Now

After Hours @ Speakeasy Inn Key West!

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

Along with proximity to The Ernest Hemingway Home and Museum, merely a 6-minute stroll away, the 1-bedroom After Hours @ Speakeasy Inn Key West! villa offers opportunities for snorkelling and… More

From US$ 344 Book Now

Kw41 Amelia House

505 Amelia Street, Key West, United States Show map

Suitable for 6 guests, the 3-bedroom Kw41 Amelia House Villa Key West is located around a 5-minute walk from Key West Butterfly and Nature Conservatory and provides a Jacuzzi for a relaxing stay. More

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Night Watch @ Speakeasy Inn Key West!

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

Night Watch @ Speakeasy Inn Key West! villa is located 20 minutes' walk from Bayview Park and invites guests to join snorkelling and fisheries. Offering a car park as well as Wi-Fi, the 1-bedroom… More

From US$ 376 Book Now

Nightcap @ Speakeasy Inn Key West!

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

The 1-bedroom Nightcap @ Speakeasy Inn Key West! villa, located only 5 minutes' walk from the historic Key West Lighthouse, can host up to 3 guests. The holiday home features opportunities for… More

From US$ 376 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States Show map

Located approximately a 5-minute walk from The Ernest Hemingway Home and Museum, the 3-bedroom Casa Key West-Pool & Free Parking Villa offers a swimming pool for guests to relax by. This… More

From US$ 1170 Book Now

Casa Bonita @ Duval Square R1

Key West, United States Show map

Casa Bonita @ Duval Square R1 Apartment Key West is situated a mere 5 minutes' walk from South Beach and 5 km from Key West International airport. More

From US$ 352 Book Now

Villa Positano -Rooftop Pool On Duval

Duval Street 1075, Key West, United States Show map

Villa Positano -Rooftop Pool On Duval Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

From US$ 762 Book Now

The Speakeasy Inn And Rum Bar

1117 Duval Street, Key West, United States Show map

The Speakeasy Inn And Rum Bar Key West is a great place to stay in the Downtown Key West district, a 17-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum. Featuring luggage… More

From US$ 189 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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Thalias Retreat

1075 Duval St #R23, Key West, United States Show map

The spacious 2-bedroom Thalias Retreat Apartment Key West is located nearly 15 minutes' walk from the Harry S. Truman Little White House and offers Wi-Fi for either business or leisure. The presence… More

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Bahama Breeze

416 Louisa Street, Key West, United States Show map

Located merely 5 minutes' walk from The Ernest Hemingway Home and Museum, the 3-bedroom Bahama Breeze Villa Key West features a heated pool and can accommodate up to 6 guests. Located 2.3 km from… More

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First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

The 3-bedroom First Breath By Avantstay Key West villa offers swift access to various city sites, such as Papa's Pilar Rum Distillery, situated only a 6-minute walk away. Offering a prime location in… More

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Speakeasy Inn & Rum Bar

1117 Duval Street, Key West, United States Show map

Speakeasy Inn & Rum Bar Key West offers 7 rooms a 17-minute walk from Ripley's Believe It or Not Museum. More

From US$ 179 Book Now

Amelia House

Key West Florida 33040, Key West, United States Show map

Offering a location merely a 7-minute walk from the downtown commercial zoned Duval Street, Amelia House Villa Key West gives access to various tourist spots in the area. More

From US$ 270 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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Casa Lima

718 Windsor Lane, Key West, United States Show map

During the stay at Casa Lima Villa Key West, guests can indulge in windsurfing, snorkelling, and canyoning or visit the downtown commercial zoned Duval Street, located a 13-minute walk away. The 2… More

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