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

Luxury Retreat-Old Town; Pool, Parking, Near Duval

921 Windsor Lane, Key West, United States Show map

Overlooking the pool, Luxury Retreat-Old Town; Pool, Parking, Near Duval Villa Key West enjoys a prime setting 5 minutes' walk from Key West Firehouse Museum. More

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Southernmost Sanctuary

1330 Simonton Street, Key West, United States Show map

Situated a 10-minute drive from Fort Zachary Taylor, Southernmost Sanctuary Key West villa entices guests to explore various tourist attractions in the area. More

From US$ 118 Book Now

Conch Republic Cooler

840 Olivia Street, Key West, United States Show map

Conch Republic Cooler Villa Key West, located 6 minutes' walk from the historic Saint Mary Star of the Sea Church, can host up to 6 guests. This 3-bedroom villa offers a prime location in the… More

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The Contented Crane By Last Key Realty

909 Windsor Lane, Key West, United States Show map

Offering a swimming pool, the 3-bedroom The Contented Crane By Last Key Realty Key West villa is located merely 6 minutes' walk from the even Southernmost Point and is ideal for up to 8 guests. More

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The Smiling Ibis By Last Key Realty

911 Windsor Lane, Key West, United States Show map

Offering a heated pool, the 3-bedroom The Smiling Ibis By Last Key Realty Key West villa is situated a mere 6 minutes' walk from Southernmost Point of the Continental US Monument and can accommodate… More

From US$ 1650 Book Now

The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Key West, United States Show map

Located 6 minutes' walk from Southernmost Point of the Continental US Monument, The Ibis & The Crane By Last Key Realty Key West villa is suitable for 16 guests and provides a heated pool to relax in… More

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Osprey Suite | Charming Hideaway, Hot Tubs!

1330 Simonton Street #4, Key West, United States Show map

The 1-bedroom Osprey Suite | Charming Hideaway, Hot Tubs! Key West villa offers swift access to various city sites, such as the secluded pocket Dog Beach, situated approximately a 5-minute walk away.… More

From US$ 321 Book Now

Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval

1330 Simonton Street #2, Key West, United States Show map

The 1-bedroom Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval Key West villa hosts up to 4 guests and provides proximity to the even Southernmost Point, situated just 5 minutes' walk away. More

From US$ 219 Book Now

Egret Suite | Bright Retreat, Hot Tubs, Steps From Duval!

1330 Simonton Street #1, Key West, United States Show map

The 1-bedroom Egret Suite | Bright Retreat, Hot Tubs, Steps From Duval! Key West villa accommodates up to 4 guests and offers proximity to the even Southernmost Point, located merely a 5-minute walk… More

From US$ 354 Book Now

Ibis Suite | Bright Hideaway, Hot Tubs, Steps From Duval!

1330 Simonton Street #3, Key West, United States Show map

Situated within 5 minutes' walk of the even Southernmost Point, the 1-bedroom Ibis Suite | Bright Hideaway, Hot Tubs, Steps From Duval! Key West villa offers easy access to numerous tourist spots in… More

From US$ 766 Book Now

Pelican Suite | Cozy Cottage, Hot Tubs, Close To D

1330 Simonton Street #5, Key West, United States Show map

Situated about 25 minutes' walk from the Harry S. Truman Little White House, the 1-bedroom Pelican Suite | Cozy Cottage, Hot Tubs, Close To D Key West provides access to numerous tourist attractions… More

From US$ 620 Book Now

Seagull Suite | Inviting Studio, Steps From Duval

Simonton Street, Key West, United States Show map

Staying at the 1-bedroom Seagull Suite | Inviting Studio, Steps From Duval Key West villa, guests can visit the natural history museum "Florida Keys Eco-Discovery Center", which is just 1.8 km away. More

From US$ 461 Book Now

Southernmost Sanctuary All

1330 Simonton Street All, Key West, United States Show map

The 6-bedroom Southernmost Sanctuary All Key West villa hosts up to 24 guests and provides proximity to the even Southernmost Point, situated only 5 minutes' stroll away. More

From US$ 6938 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

Angelas Eclectic Gallery By Last Key Realty

1017 Angela Street, Key West, United States Show map

Located approximately 400 metres from Southernmost Point of the Continental US Monument, the 3-bedroom Angelas Eclectic Gallery By Last Key Realty Key West villa boasts a swimming pool, a Jacuzzi for… More

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Best Western Hibiscus Motel

1313 Simonton Street, Key West, United States Show map

The comfortable Best Western Hibiscus Motel Key West is around a 5-minute walk from Southernmost Point of the Continental US Monument and features spacious rooms overlooking the pool. Offering… More

From US$ 99 Book Now

Palm Royale Windsor Townhomes

915 Windsor Lane, Key West, United States Show map

The 3-bedroom Palm Royale Windsor Townhomes Key West is situated about a 5-minute walk from Alan S Maltz Gallery and 5 km from Key West International airport. Offering access to a swimming pool, the… More

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The Mermaid & The Alligator - Adult Only

729 Truman Avenue, Key West, United States Show map

The Mermaid & The Alligator - Adult Only Key West hotel is a great place to stay in the Downtown Key West district, a 20-minute walk from the Harry S. Truman Little White House. This hotel features… More

From US$ 256 Book Now

Blue Marlin Motel

1320 Simonton Street, Key West, United States Show map

The 2-star Blue Marlin Motel Key West is located within 5 minutes' walk of Dog Beach and comprises 26 rooms with modern comforts. This Key West hotel lies in Duval with one of Key West's top culinary… More

From US$ 143 Book Now

Kw375Flr Key To Paradise

903 Windsor Ln, Key West, United States Show map

Up to 6 guests can stay at the 3-bedroom Kw375Flr Key To Paradise Key West villa and enjoy the very unusual Key West Cemetery, located only 5 minutes' walk away. This Key West holiday home features… More

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A Bit Of Heaven

1115 Southard Street, Key West, United States Show map

The 3-bedroom A Bit Of Heaven Villa Key West is located just a 9-minute walk from Fleming Street and invites guests to enjoy guided snorkelling trips. This villa features opportunities for… More

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Villa Olivietta By Last Key Realty

803 Olivia Street, Key West, United States Show map

Offering a swimming pool, the 4-bedroom Villa Olivietta By Last Key Realty Key West is situated around a 5-minute walk from the 19 - acre Key West Cemetery and can accommodate up to 8 guests. Located… More

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Casa Oliviana By Last Key Realty

803 Olivia Street, Key West, United States Show map

Located just a 7-minute walk from the downtown commercial zoned Duval Street, the 6-bedroom Casa Oliviana By Last Key Realty Key West features a swimming pool and can accommodate up to 12 guests. More

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Casita Olivietta By Last Key Realty

805 Olivia Street, Key West, United States Show map

Situated only 6 minutes' stroll from Southernmost Point of the Continental US Monument, the 3-bedroom Casita Olivietta By Last Key Realty Key West villa is suitable for 8 guests and provides a heated… More

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La Mer Hotel & Dewey House (Adults Only)

506 South Street, Key West, United States Show map

The exclusive La Mer Hotel & Dewey House Key West includes spacious rooms situated only steps away from Key West Lighthouse and Keeper's Quarters Museum. Boasting a fitness area and a tropical garden… More

From US$ 560 Book Now

H2O Suites- Adults Only

1212 Simonton Street, Key West, United States Show map

The 4-star smoke-free H2O Suites- Adults Only Key West hotel is only 1.7 km from Higgs Beach Dog Park and boasts a sunbathing terrace, a shared lounge, and a golf course. Offering a heated pool, the… More

From US$ 299 Book Now

Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, United States Show map

The 4-star smoke-free Winslow'S Bungalows - Key West Historic Inns is about a 10-minute stroll from South Beach and offers a swimming pool. Located within a few blocks of Mile Marker 0 Store, this… More

From US$ 139 Book Now

The Porch On Frances Inn - Adults Exclusive

535 Frances St, Key West, United States Show map

The comfortable The Porch On Frances Inn - Adults Exclusive Key West, located in the Downtown Key West district, about 20 minutes' walk from the Harry S. Truman Little White House, features views of… More

From US$ 181 Book Now

Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States Show map

Situated approximately a 25-minute walk from the bustling plaza "Mallory Square", the welcoming Land Of Love By Avantstay Key West villa offers guests to enjoy grill and a golf course. This 2-bedroom… More

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A Slice Of Paradise In The Florida Keys

5016 5Th Avenue, Key West, United States Show map

Situated approximately 5 minutes' walk from A Slice Of Paradise In The Florida Keys hotel, guests can reach Key West Tropical Forest and Botanical Garden in no time. There is also parking. More

From US$ 152 Book Now

Chelsea House Hotel - Key West

709 Truman Ave, Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, Chelsea House Hotel - Key West is 850 metres from Key West Butterfly and Nature Conservatory and 20 minutes' walk from the Harry S. Truman… More

From US$ 168 Book Now

Southernmost Inn Adult Exclusive

525 United St, Key West, Fl, Key West, United States Show map

Offering a hot tub and a sunbathing terrace, the 3-star Southernmost Inn Adult Exclusive Key West is nestled in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic… More

From US$ 109 Book Now

Hyatt Beach House

5051 Overseas Hwy, Key West, United States Show map

Located 6 km from The Ernest Hemingway Home and Museum, Hyatt Beach House Key West villa gives access to various tourist sites in the vicinity. More

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The Grinnell Cottage By Avantstay

611 Grinnell St, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom The Grinnell Cottage By Avantstay Key West is located nearly a 5-minute walk from the 19-acre Key West Cemetery and is ideal for up to 4 guests. More

From US$ 217 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States Show map

Overlooking the pool, the welcoming Tropical Dreaming By Avantstay Key West villa enjoys a prime setting a 6-minute walk from the Minor Saint Mary Star of the Sea Basilica. Offering parking as well… More

From US$ 2051 Book Now

Old Town Main House Guest House Close To Duval

614 Virginia Street, Key West, United States Show map

Staying at the 2-bedroom Old Town Main House Guest House Close To Duval Key West villa, guests can visit US 1 Mile Marker 0, which is just 0.8 km away. More

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Amelia Home By Avantstay

605 Amelia Street, Key West, United States Show map

Located a mere 8 minutes' walk from The Ernest Hemingway Home and Museum, the welcoming Amelia Home By Avantstay Key West is suitable for 6 guests and provides an outdoor swimming pool to relax in. More

From US$ 903 Book Now

Hyatt Vacation Club At Beach House

5051 Overseas Hwy, Key West, United States Show map

The fantastic Hyatt Vacation Club At Beach House Key West hotel is located around 1 km from Cozumel Park and has an outdoor swimming pool with a hot tub. More

From US$ 359 Book Now

Colony Poolside

714 Olivia Street, Key West, United States Show map

Located just 500 metres from Southernmost Point of the Continental US Monument, the 1-bedroom Colony Poolside Villa Key West offers opportunities for windsurfing, snorkelling, and canyoning in the… More

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Alexander'S Guesthouse-Adult Exclusive

1118 Fleming Street, Key West, United States Show map

Nestled in the Downtown Key West district of Key West, around 25 minutes' walk from the secluded pocket Dog Beach, the 4-star smoke-free Alexander'S Guesthouse-Adult Exclusive Key West features a… More

From US$ 344 Book Now

Kw255Flr Louisa

522 Louisa St (Lower Level), Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just 0.6 km away, the 1-bedroom Kw255Flr Louisa Villa Key West offers opportunities for snorkelling, diving, and fisheries in the area. More

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Ole' Olivia

716 Olivia Street, Key West, United States Show map

Located just a 5-minute walk from The Ernest Hemingway Home and Museum, Ole' Olivia Villa Key West is suitable for 8 guests and provides a heated pool to relax in. More

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Newly-Built, Dog-Friendly Home With Shared Pool - Walk To Beach & Dining

605 Virginia St, Key West, United States Show map

The 3-bedroom Newly-Built, Dog-Friendly Home With Shared Pool - Walk To Beach & Dining Key West provides easy access to various city attractions, such as Saint Mary Star of the Sea Basilica, situated… More

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Tranquility By Avantstay

714-5 Olivia St, Key West, United States Show map

Offering a patio and barbecue for guests' leisure, the welcoming Tranquility By Avantstay Key West villa is situated 19 minutes' walk from Key West Aquarium. Offering pool views as well as an outdoor… More

From US$ 448 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

Ibis By Avantstay

714 Olivia #11, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom Ibis By Avantstay Key West villa is situated merely 0.6 km from the downtown commercial zoned Duval Street and can accommodate up to 2 guests. More

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Hidden Treasure Colony

714 Olivia St, Key West, United States Show map

The 2-bedroom Hidden Treasure Colony Villa Key West entices guests to enjoy windsurfing, snorkelling, and canyoning and offers proximity to Key West Butterfly and Nature Conservatory, located just 7… More

From US$ 671 Book Now

Southernmost Bliss By Last Key Realty

518 Frances Street, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Southernmost Bliss By Last Key Realty Key West villa is an 11-minute walk from Key West Firehouse Museum. Offering a private… More

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Colony Calypso

714 Olivia Street #4, Key West, United States Show map

Located a mere 7 minutes' walk from The Ernest Hemingway Home and Museum, the 1-bedroom Colony Calypso Villa Key West offers a heated pool for guests to relax by. The villa features opportunities for… More

From US$ 314 Book Now

Sunset Suite Colony

714 Olivia Street, Key West, United States Show map

At the 1-bedroom Sunset Suite Colony Key West villa, guests can enjoy windsurfing, snorkelling, and canyoning as well as a location nearly a 5-minute walk from The Ernest Hemingway Home and Museum. More

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