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2026-02-25
2026-02-26
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Hotels with indoor pool in Key West

The Cabana Inn Key West - Adult Exclusive

413 Appelrouth Lane, Key West, United States View map

Welcome to the adults-only treasure known as the Cabana Inn Key West - Adult Exclusive. Situated in the heart of the entertainment district, this unique property is just a minute walk from the… More

From US$ 289 Book Now

Courtyard By Marriott Key West Waterfront

3031-41 North Roosevelt Boulevard, Key West, United States View map

### Discover the Courtyard By Marriott Key West Waterfront More

From US$ 184 Book Now

Orchid Key Inn - Adults Only

1004 Duval Street, Key West, United States View map

Orchid Key Inn is an adults-only haven located at the heart of Key West on Duval Street. Renowned for its distinctive decor and unique charm, this 4-star establishment prides itself on being… More

From US$ 156 Book Now

New Orleans House - Gay Male Adult Guesthouse

724 Duval Street, Key West, United States View map

**Discover New Orleans House - Gay Male Adult Guesthouse in Key West** More

From US$ 163 Book Now

The Gardens Hotel

526 Angela Street, Key West, United States View map

Nestled in the heart of Key West, The Gardens Hotel offers an exquisite escape for guests seeking the ultimate luxury vacation. Originally purchased by Peggy Mills in 1930, her vision transformed the… More

From US$ 309 Book Now

Blue Marlin Motel

1320 Simonton Street, Key West, United States View map

**Welcome to Blue Marlin Motel Key West,** an ideal sanctuary that promises a delightful getaway with easy access to all that this vibrant island has to offer. Renowned for its relaxed atmosphere and… More

From US$ 143 Book Now

Douglas House

419 Amelia Street, Key West, United States View map

**Douglas House is your idyllic retreat tucked away in the heart of Key West's Historic Old Town.** This charming inn, housed in a beautiful Victorian building, boasts a fantastic location just… More

From US$ 205 Book Now

The Capitana Key West

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

The Capitana Key West is a beloved tropical sanctuary nestled on the picturesque shoreline of Key West, boasting stunning water vistas of the bay and private sandy beach. It provides a relaxed… More

From US$ 409 Book Now

El Patio Motel

800 Washington Street, Key West, United States View map

Featuring Wi-Fi in public areas, El Patio Motel Key West sits at a distance of 900 metres from White Street Pier. The hotel also provides bicycle rentals to explore the area. More

From US$ 109 Book Now

Opal Key Resort & Marina

245 Front Street, Key West, United States View map

Settled in the heart of a breathtaking island escape, Opal Key Resort & Marina Key West spotlights 4.000 square-plus robust event spaces, featuring a voguish indoor venue, an airy outdoor courtyard… More

From US$ 302 Book Now

Lighthouse Hotel - Key West Historic Inns

902 Whitehead St, Key West, United States View map

**Welcome to the Lighthouse Hotel - Key West Historic Inns, a jewel in the heart of Old Town. The location of the Lighthouse Hotel is simply unbeatable, putting you at the doorstep of Key West's… More

From US$ 159 Book Now

The Saint Hotel Key West, Autograph Collection, Adult Only

417 Eaton Street, Key West, United States View map

**Welcome to The Saint Hotel Key West, Autograph Collection, Adult Only, a luxurious oasis nestled at the doorstep of Duval Street's vibrant nightlife. This chic retreat seamlessly fuses trendy and… More

From US$ 258 Book Now

Beachside Resort & Residences

3841 North Roosevelt Boulevard, Key West, United States View map

Offering a lush location about a -minute stroll from Key West Tropical Forest & Botanical Garden, the 4-star smoke-free Beachside Resort & Residences Key West boasts a gym facility, a spa salon. The… More

From US$ 345 Book Now

Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, United States View map

Comprising 85 rooms, the 4-star Winslow'S Bungalows - Key West Historic Inns is near an entertainment district, only 1.9 km from the Higgs Beach Dog Park. Situated within reach of the Ernest… More

From US$ 471 Book Now

Harborside Motel & Marina

903 Eisenhower Dr, Key West, United States View map

Conveniently located just 5 km from Key West International Airport, Harborside Motel & Marina Key West is an ideal base for exploring the vibrant local culture. More

From US$ 159 Book Now

Classic King With Balcony At Curry Mansion

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King With Balcony at Curry Mansion, your serene haven in the heart of Key West.** This enchanting retreat merges contemporary comforts with historic charm, situated perfectly… More

From US$ 631 Book Now

Southernmost Inn Adult Exclusive

525 United Street, Key West, United States View map

**Southernmost Inn Adult Exclusive is a tranquil oasis nestled in the heart of Old Town Key West.** At this historic inn, adults can indulge in a unique blend of island charm and rich heritage while… More

From US$ 109 Book Now

Hyatt Vacation Club At Windward Pointe

3675 South Roosevelt Boulevard, Key West, United States View map

Hyatt Vacation Club At Windward Pointe Hotel Key West, located at a 3.6 km distance from Key West Garden Club, entices guests with a Jacuzzi and an outdoor swimming pool. Parking is provided on site. More

From US$ 250 Book Now

Paradise Inn - Adult Exclusive

819 Simonton Street, Key West, United States View map

**Welcome to Paradise Inn - Adult Exclusive Key West, where tranquility meets adventure in one of Florida's most enchanting destinations.** Nestled within the vibrant essence of Old Town, this… More

From US$ 152 Book Now

Hyatt Vacation Club At Beach House

5051 Overseas Hwy, Key West, United States View map

Set on the northeastern corner of Key West, where the Gulf of Mexico kisses the Atlantic Ocean, the Beach House offers a lushly landscaped getaway ideal for both relaxation and adventure. More

From US$ 359 Book Now

Coconut Mallory Resort And Marina

1445 South Roosevelt Boulevard, Key West, United States View map

This family-friendly and affordable getaway is nestled amidst tropical landscaping that adorns quaint pathways leading to several three-story buildings. The resort boasts on-site attractions… More

From US$ 244 Book Now

Marreros Guest Mansion - Adult Only

410 Fleming Street, Key West, United States View map

**Experience the Charm of Marreros Guest Mansion - Adult Only Bed & Breakfast in Key West** More

From US$ 235 Book Now

The Key West Hotel

325 Duval Street, Key West, United States View map

Nestled in the Downtown Key West district, the 3-star The Key West Hotel is nearly 5 minutes' walk from the Grinnell Caroline Street. Boasting a location in the vicinity of the Key West First Legal… More

From US$ 1090 Book Now

Pegasus International Hotel

501 Southard Street, Key West, United States View map

Ideally located in the heart of Key West, the Pegasus International Hotel offers a remarkable hospitality experience, combining the comforts of home with the convenience of a sophisticated Florida… More

From US$ 114 Book Now

Tranquillity Guest House

302 Angela Street, Key West, United States View map

Nestled in the Downtown Key West district, within 10 minutes' walk of the Harry S. Truman Little White House, the 3-star Tranquillity Guest House Key West offers a patio. Boasting a location just… More

From US$ 84 Book Now

Alexander Palms Court - No Hidden Resort Fees!

715 South Street, Key West, United States View map

Situated 2.3 km from the fully accredited Mel Fisher Maritime Heritage Museum, the 4-star Alexander Palms Court - No Hidden Resort Fees! Key West features Wi-Fi in public areas, and parking on site. More

From US$ 135 Book Now

Rose Lane Villas

511 Eaton Street (Check-In Location), Key West, United States View map

Only 13 km from the 6-room Rose Lane Villas takes guests to Key West Butterfly and Nature Conservatory, while Key West Aquarium is less than a 5-minute walk away. This Key West villa has a fully… More

From US$ 682 Book Now

Key West Villas

512 Angela Street, Key West, United States View map

**Key West Villas is a tropical retreat located in the heart of historic Key West.** Nestled less than a kilometer from the vibrant Duval Street, the Villas allow you to bask in the enchanting aromas… More

From US$ 519 Book Now

La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States View map

Experience the unparalleled beauty and charm of the La Te Da Hotel, an adult-only retreat nestled on the historic 1125 Duval Street. The property, crafted in 1892, is an establishment soaked in Key… More

From US$ 360 Book Now

Colors On White

913 Duval Street (Check In Only), Key West, United States View map

Colors On White Apartment Key West includes a shared outdoor swimming pool with a waterfall and is located nearly a 5-minute ride from ART SPACE Gallery. The Oldest House is 20 minutes' stroll from… More

From US$ 245 Book Now

King Suite At Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States View map

Located merely 450 metres from Key West Aquarium, King Suite At Curry Mansion With Heated Pool! Key West hotel is a 7-minute stroll from San Carlos Institute. This Key West inn provides Wi-Fi… More

From US$ 697 Book Now

Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Seaside Drive 3625, Key West, United States View map

Set at a 4.9 km distance from The Ernest Hemingway Home and Museum and nearly 20 minutes' walk from State Harbor, the 2-bedroom Tortuga Suite 301 is located in Key West. A full kitchen with a… More

From US$ 595 Book Now

The Island Suite At Kw Vacation

411 William Street Suite 16, Key West, United States View map

**Welcome to The Island Suite at KW Vacation, where comfort meets coastal charm.** Nestled in the heart of scenic Key West, this exceptional retreat is your gateway to sun-drenched beaches and… More

From US$ 218 Book Now

King Suite Balcony - At James House

Caroline Street 511, Key West, United States View map

King Suite Balcony - At James House Key West hotel, located merely 9 minutes' walk from Duval Street and within 10 minutes' drive of Smathers Beach, features an outdoor swimming pool for guests to… More

From US$ 242 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States View map

Creme Brulee Suite Key West hotel, located around 20 minutes' walk from Southernmost Point, features Wi-Fi throughout the property. This inn also includes a patio with a barbeque grill. More

From US$ 223 Book Now

Papa'S Hideaway

480 Gulf Shores Drive, Key West, United States View map

**Papa's Hideaway is a serene retreat nestled in the heart of Key West.** Just a short walk from nearby attractions such as the Ernest Hemingway Home and Museum and the enchanting Key West Butterfly… More

From US$ 399 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States View map

Welcome to Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo, where plush sophistication meets laid-back comfort in the heart of Key West. This exquisite two-bedroom condo boasts… More

From US$ 184 Book Now

The Barbados -Bright Condo W Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Margarita Suite 305 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and within 10 minutes' drive of the historic fort "West Martello Tower". A kitchen with a… More

From US$ 282 Book Now

Old Town Garden Villas - Andros Suite

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

Located around 15 minutes' walk from Audubon House and Tropical Gardens, the spacious 2-bedroom Old Town Garden Villas - Andros Suite Key West is merely 1.3 km from a top family-friendly place like… More

From US$ 372 Book Now

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

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

The Exuma Cay -Pool View & Parking

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Cayman Suite 309 offers accommodation in Key West, within 4.9 km of The Ernest Hemingway Home and Museum and within 25 minutes' walk of Smathers Beach. The villa also comes with a… More

From US$ 579 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

**Welcome to Aruba - Downtown Waterfront 2X2 Dock & Pool, a serene retreat immersed in the vibrant spirit of Key West.** Situated just 5 km from Key West International Airport, this pet-friendly… More

From US$ 789 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West At Duval Square Villa in Key West is a mere 1.3 km from Higgs Beach. A fully furnished kitchen with a microwave, coffee/tea making facilities and fridges is included at… More

From US$ 1090 Book Now

Sunrise Suites Antigua Suite #312

Key West, United States View map

Located approximately 10 minutes by car from the historic West Martello Tower, the 2-room Sunrise Suites Antigua Suite #312 Key West is within a 15-minute drive of a top family-friendly place like… More

From US$ 166 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 759 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

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

Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Key Lime Calypso Villa is situated in Key West, within a 5-minute walk of the downtown commercial zoned Duval Street and 15 minutes on foot from the secluded pocket Dog Beach. While staying at the 2… More

From US$ 333 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States View map

Situated in the vibrant heart of Duval, New The Cottage At James House offers an inviting retreat, merging chic decor with a warm ambiance. This exquisite accommodation showcases stylish leather… More

From US$ 519 Book Now

Sunrise Suites Big Kahuna Suite #202

Key West, United States View map

The spacious 72 m^2 Sunrise Suites Big Kahuna Suite #202 Key West is situated in Key West, around 10 minutes' drive from Higgs Beach, and offers spa amenities such as a hot tub. Cow Key Channel is a… More

From US$ 339 Book Now