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2026-06-03
2026-06-04
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Hotels with indoor pool in Key West

Truman Hotel

611 Truman Avenue, Key West, United States View map

Located amidst the lively color and charm of Key West's Old Town, Truman hotel is a trendy boutique property exceptional in both style and service. Distinguished as one of the area's hipper havens… More

From US$ 224 Book Now

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

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

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$ 242 Book Now

El Patio Motel

800 Washington Street, Key West, United States View map

Offering an outdoor swimming pool, El Patio Motel Key West is situated in the Downtown Key West district, only 1.2 km from the historic Saint Mary Star of the Sea Church. Featuring a luggage room… More

From US$ 109 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$ 235 Book Now

Wicker Guesthouse

913 Duval Street, Key West, United States View map

Located within 0.9 km of Dog Beach, the 3-star Wicker Guesthouse Key West features snorkelling, diving and canoeing. Boasting a heated pool, this Key West inn is nestled within walking distance of… More

From US$ 329 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$ 139 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

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$ 88 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

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

The 3-star Tranquillity Guest House Key West offers 16 air-conditioned rooms, only 6 minutes' walk from the US 1 Mile Marker 0. Featuring an outdoor swimming pool, this Key West hotel is 2.8 km from… More

From US$ 84 Book Now

Alexander Palms Court - No Hidden Resort Fees!

715 South Street, Key West, United States View map

Featuring a heated swimming pool, the 4-star Alexander Palms Court - No Hidden Resort Fees! Key West is located in the Downtown Key West district of Key West, approximately 20 minutes' walk from the… 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$ 709 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$ 820 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

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

**Discover Tranquility at Grand Marina Suites** More

From US$ 325 Book Now

Colors On White

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

Located nearly a 25-minute walk from the Key West Aquarium, Colors On White Apartment Key West boasts a shared outdoor swimming pool along with a waterfall. The apartment is nestled in the Downtown… More

From US$ 232 Book Now

Curry Mansion Inn

Caroline Street 511, Key West, United States View map

Located within 5 minutes' walk of the Key West First Legal Rum Distillery, Curry Mansion Inn Key West offers an outdoor swimming pool and a golf course. This Key West inn lies in the Downtown Key… More

From US$ 697 Book Now

Atlantic Ocean View

Key West, United States View map

Atlantic Ocean View Apartment Key West is situated nearly a 5-minute walk from The Key West Nature Preserve and 5 km from Key West International airport. More

From US$ 408 Book Now

Sunrise Suites Cozumel Suite #112

3625 Seaside Dr #104, Key West, United States View map

In the vibrant heart of Key West, Sunrise Suites Cozumel Suite #112 offers an exquisite gateway for travelers seeking relaxation and adventure. Just 5 km from Key West International Airport, this… More

From US$ 278 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

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 0.7 km from the downtown commercial zoned Duval Street and 18 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, features a… More

From US$ 242 Book Now

Orchid Bay Condo - Pool - Old Town - Walk To Duval

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

The 46 m² Orchid Bay Condo - Pool - Old Town - Walk To Duval Key West is located in the Downtown Key West district of Key West, nearly a 5-minute walk from the Alan S Maltz Gallery. Staying in this 1… More

From US$ 675 Book Now

Sunrise Suites Barbados Suite #204

3625 Seaside Drive #204, Key West, United States View map

The 72 m^2 Sunrise Suites Barbados Suite #204 Key West is located 15 minutes by car from Curry Mansion and 15 minutes' drive from Red Barn Theatre. This 2-bedroom apartment features Wi-Fi throughout… More

From US$ 208 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

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

Classic King Balcony At The James House

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King Balcony at The James House** in the heart of Key West. This charming retreat is ideally located just 500 meters from the pristine Simonton Street Beach, offering guests… More

From US$ 696 Book Now

Deluxe King With Balcony - At James House With Parking!

Caroline Street 511, Key West, United States View map

Deluxe King With Balcony - At James House With Parking! Key West hotel offers access to the 19-acre Key West Cemetery, which is located just 1.2 km away. Situated only 500 metres from the bustling… More

From US$ 480 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$ 2061 Book Now

Papaya Place By Avantstay

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

Located within a 3-km distance of the fully accredited Mel Fisher Maritime Heritage Museum, the 0-bedroom Papaya Place By Avantstay Key West villa features a swimming pool, a hot tub, ensuring a… More

From US$ 509 Book Now

The Trinidad -Pool & Parking

Seaside Drive 3625, Key West, United States View map

Southernmost Point is within 4.8 km of the 2-bedroom Trinidad Suite 105 and Key West International airport is 5 minutes' drive away. The accommodation features a kitchen with a coffeemaker, a… More

From US$ 336 Book Now

Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Situated 15 minutes' stroll from the waterfront Mallory Square, Key Lime Calypso Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 333 Book Now

Curry House- 3Rd Floor, King Bed, & Balcony Room 8

Fleming Street 806, Key West, United States View map

Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel, located only 350 m from The Oldest House Historical Place Museum and 16 minutes' walk from the Harry S. Truman Little White House… More

From US$ 205 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2229 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States View map

Located just 300 m from the downtown commercial zoned Duval Street and the Key West Lighthouse and Keeper's Quarters Museum, the 37 m² Duval Street Suite W Parking And Pool Key West features views of… More

From US$ 636 Book Now