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2026-04-18
2026-04-19
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Hotels with indoor pool in Key West

Coconut Palm

Whitehead Street 729, Key West, United States View map

**Coconut Palm Villa Key West** invites guests to experience the vibrant ambiance of Duval Street, where island-inspired charm meets contemporary luxury. Nestled amid a lively backdrop, this oasis… More

From US$ 1683 Book Now

Shipyard Seaclusion

Key West, United States View map

Located about a 5-minute ride from Key West Historic Seaport, the 1-room Shipyard Seaclusion Apartment Key West is within 1 km of a top family-friendly place like Key West Aquarium. More

From US$ 500 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Bunk Room At The Grand Maloney Key West hotel, located 550 metres from Mallory Square and 0.6 km from Jackson Square, features an outdoor swimming pool for guests to take a dip in. Wi-Fi is offered… More

From US$ 768 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States View map

Honey Bun Hideaway Hotel Key West, located merely 400 metres from Ripley's Believe It or Not Museum, offers an outdoor pool, Wi-Fi throughout the property. The inn is within walking distance of many… More

From US$ 237 Book Now

Cortez At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

Featuring Wi-Fi in the rooms, Cortez At Azul Mansion Key West hotel sits approximately a 25-minute walk from the waterfront Mallory Square. More

From US$ 443 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States View map

**Discover an Oasis in the Heart of Key West** Nestled amidst the vibrant energy of downtown Key West, the Grand Maloney offers a contemporary retreat in a historically restored two-story brick home. More

From US$ 680 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Sugar Pie Suite Key West hotel, located about 5 minutes by car from Fort Zachary Taylor, offers an outdoor swimming pool, Wi-Fi throughout the property. The inn is a good starting point for exploring… More

From US$ 486 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States View map

Carriage House At Grand Maloney Hotel Key West, located just a 7-minute walk from Mallory Square and merely 500 metres from Nancy Forrester's Secret Garden, features an outdoor swimming pool for… More

From US$ 459 Book Now

The Marker Key West Harbor Resort

200 William Street, Key West, United States View map

The Marker Key West Harbor Resort, located in the Downtown Key West district, merely a 6-minute walk from the Papa's Pilar Rum Distillery, offers cars for rent. Boasting a location just around the… More

From US$ 928 Book Now

Cohiba At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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Sunrise Suites Panama Suite #310

Key West, United States View map

The 72 m^2 Sunrise Suites Panama Suite #310 Key West is situated only 6 minutes on foot from Cow Key Channel and 5 km from Key West International airport. This 2-bedroom apartment is equipped with a… More

From US$ 122 Book Now

Ambrosia At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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From US$ 448 Book Now

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

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

This Key West villa is a mere 1.1 km from Ripley's Believe It or Not Museum and walking distance from The Ernest Hemingway Home and Museum. The accommodation comes with 1 bedroom and a kitchen with a… More

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Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

The 4-bedroom Smooth Sailing Villa is situated within 7 km of Key West Firehouse Museum in Key West and offers accommodation with a kitchen. It includes Wi Fi throughout the property along with… More

From US$ 1318 Book Now

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays

620 Thomas St #263, Key West, United States View map

Staying at the 1-bedroom A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays villa, guests can visit the US 1 Mile Marker 0, which is only 500 metres away. More

From US$ 351 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

At The Geiger Suite At Inn On Fleming Key West! villa, guests can enjoy windsurfing, snorkelling, and fishing as well as a location 700 metres from the Key West Cemetery. More

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Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub

1800 Atlantic 108A, Key West, United States View map

This 1-bedroom villa is located merely 0.9 km from C. B. Harvey Rest Beach Park and 0.5 km from Key West International airport. The property features a fully equipped kitchen with coffee and tea… More

From US$ 1367 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 Book Now

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

607 Amelia St, Key West, United States View map

Set close to South Beach, the 2-bedroom Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool is a mere 600 metres from Duval Street. Guests of this property can use a free car park, a patio… More

From US$ 2051 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays Key West Charming By Avantstay

210-7 Southard St, Key West, United States View map

The 0-bedroom Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa offers proximity to such city sites as Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only

1106 Eaton Street, Key West, United States View map

The 3-bedroom villa is just 1.2 km from Truman Little White House and less than 10 minutes on foot from from the Minor Saint Mary Star of the Sea Basilica. Guests, staying at this villa, can use an… More

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The Simonton Room At Inn On Fleming Key West

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

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From US$ 415 Book Now

Mastway House -Pool & Dock!

Key Haven Terrace 4, Key West, United States View map

Sheriff s Animal Farm is set approximately a 25-minute walk from the 4-bedroom Sophisticated Sunsets Villa. The accommodation also has a kitchen with a microwave oven, coffee/tea makers and a… More

From US$ 2252 Book Now

Spacious 52 Ft Catamaran For Dockside Stay

7005 Shrimp Road, Key West, United States View map

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New The Altair House - Fire Pit Pool & Hot Tub

Mangrove Lane 13, Key West, United States View map

This 7-bedroom villa is located within 7 km of Key West Firehouse Museum and 10 km from Key West International airport. The property has 7 bedrooms and 7 bathrooms for the guests' convenience. More

From US$ 1549 Book Now

Heron Hideaway

907 White St 4, Key West, United States View map

The 58 m² Heron Hideaway Key West apartment is located 2.1 km from The Oldest House and approximately a 25-minute walk from US 1 Mile Marker 0. Guests will surely enjoy a Jacuzzi at this 1-bedroom… More

From US$ 828 Book Now

Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

915 Eisenhower Drive, Key West, United States View map

The 2-bedroom Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock Key West villa is located approximately 5 minutes' walk from the Wreckers Sloop Mary and features an outdoor swimming pool and… More

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Two Duval Street Suites W Parking And Pool

Duval Street 824, Key West, United States View map

Situated in the vibrant heart of Duval Street, Two Duval offers an exceptional escape steeped in the spirit of the Florida Keys. This premier destination is designed to provide guests with an… More

From US$ 807 Book Now

Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays

620 Thomas St, Key West, United States View map

The 2-room Beach House Condo By Avantstay Communal Pool Gated Community Great Location Month Long Stays Key West is located just 450 m from Mile Marker 0 Store and just 1.1 km from the waterfront… More

From US$ 388 Book Now

Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Month Long Stays

203 Southard #3, Key West, United States View map

Nestled 17 minutes' walk from the Southernmost Point, the welcoming Southard Getaway By Avantstay W Covered Patio Great Location Shared Pool Month Long Stays Key West villa entices guests to explore… More

From US$ 612 Book Now

Number Eleven At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

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Bahama Gardens - Main House

704 Thomas Street, Key West, United States View map

Bahama Gardens - Main House Villa is located merely 1.2 km from the secluded pocket Dog Beach and 15 minutes' drive to Key West International airport. Guests, staying at the 4-bedroom villa, can use… More

From US$ 2304 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 932 Book Now

Beachfront 2Bdr Condo Pool Hot Tub W Ocean Views Papaya Place By Avantstay

110A 1800 Atlantic Blvd, Key West, United States View map

The 0-bedroom Beachfront 2Bdr Condo Pool Hot Tub W Ocean Views Papaya Place By Avantstay Key West villa is situated around 400 metres from The Key West Nature Preserve and offers guests to relax with… More

From US$ 556 Book Now

The Lighthouse Group Suite

419 Truman Avenue, Key West, United States View map

The Lighthouse Group Suite Key West is situated in the Downtown Key West district, within 5 minutes' walk of the downtown commercial zoned Duval Street. More

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Sunrise Suites Catalina Suite #311

Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room Sunrise Suites Catalina Suite #311 Key West, which is 6 km from the Harry S. Truman Little White House and 10 minutes by car from Edward B. More

From US$ 569 Book Now

Sunrise Suites Paradise Escape #407

Key West, United States View map

## Discover Your Oasis at Sunrise Suites Paradise Escape #407 Nestled in the heart of Key West, Sunrise Suites Paradise Escape #407 serves as the perfect retreat for those seeking a blend of… More

From US$ 250 Book Now

Dee'S Dream Sunset Condo - #151

620 Thomas Street 151, Key West, United States View map

The 60 m^2 Dee'S Dream Sunset Condo - #151 Key West is located 5 minutes' drive from Saint Paul's Episcopal Church of Key West and 18 minutes' walk from Papa's Pilar Rum Distillery. Situated at a… More

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The Gato Room At Inn On Fleming Key West!

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

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From US$ 424 Book Now

Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays

104 Southard Street #3, Key West, United States View map

Offering pool views, the 0-bedroom Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays Key West villa is situated a mere 10 minutes' walk from the Ernest… More

From US$ 369 Book Now

Royal Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States View map

Situated in the Downtown Key West district of Key West, merely 14 minutes' walk from Nancy Forrester's Secret Garden, Royal Palm Suite At Travelers Palm Inn Key West villa comes with a swimming pool… More

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Jasmine Place

919 Whitehead Street, Key West, United States View map

Situated a 16-minute walk from Key West Aquarium, Jasmine Place Key West villa entices guests to explore various tourist attractions in the area. More

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Trumans Hideaway By Avantstay Top Location W Patio Bbq Shared Pool Month Long Stays

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

Located 9 minutes' walk from the waterfront Mallory Square and the fully accredited Mel Fisher Maritime Heritage Museum, Trumans Hideaway By Avantstay Top Location W Patio Bbq Shared Pool Month Long… More

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Duval Street Suite W Parking And Heated Pool

824 Duval Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Duval Street Suite W Parking And Heated Pool Key West, which is at a distance of 2.4 km from Higgs Beach Dog Park and merely 9 minutes' stroll… More

From US$ 636 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m^2 Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated at a distance… More

From US$ 342 Book Now

Sunrise Suites Tierra Bomba Suite #403

Key West, United States View map

The 74 m^2 Sunrise Suites Tierra Bomba Suite #403 Key West is located in Key West, at a distance of 6 km from Curry Mansion, and boasts a hot tub. The apartment features Wi-Fi throughout the property. More

From US$ 159 Book Now

Upper Bayview South

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

**Discover Coastal Bliss at Upper Bayview South** With complimentary WiFi and private parking available onsite, exploring the captivating attractions around the area becomes effortless. More

From US$ 1763 Book Now