Hotels with pools in the Florida Keys

Islamorada, Florida Keys $$$

Amara Cay Resort

Outdoor zero-entry oceanfront pool with in-pool loungers, lightly heated in winter.

Key Largo, Florida Keys $$$

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Two outdoor swimming pools set in native hammock foliage, featuring a waterfall grotto and lounger service.

Islamorada, Florida Keys $$$

Cheeca Lodge & Spa

Three heated swimming pools including an adults-only spa lap pool and a 1,100-square-foot zero-entry oceanfront pool

Old Town, Florida Keys $$$

Fitch Lodge

One heated outdoor swimming pool surrounded by sun loungers and tropical landscaping

Stock Island, Florida Keys $$$

Hilton Key West Resort & Marina

Six heated outdoor saltwater swimming pools along the waterfront.

Knights Key, Florida Keys $$$

Isla Bella Beach Resort & Spa

Five outdoor heated oceanfront swimming pools, including a central zero-depth entry pool, dedicated adult pool, and three leisure pools

Islamorada, Florida Keys $$$

Islander Resort

Two oceanfront outdoor pools comprising the freshwater Oasis Pool and the beachfront Tides Pool with private rental cabanas, an outdoor hot tub, and a third pool at Bayside Villas

Bahama Village, Florida Keys $$$

Lighthouse Hotel

Outdoor swimming pool set in the central brick-paved courtyard

Little Torch Key, Florida Keys From $2,800

Little Palm Island

Heated outdoor saltwater swimming pool surrounded by daybeds, plus outdoor polished copper soaking tubs and whirlpools in select suites.

Smathers Beach, Florida Keys $$$

Margaritaville Beach House Key West

Central outdoor lagoon-style swimming pool with an ornamental waterfall, open daily from 7:00 am to 11:00 pm, flanked by private cabanas and daybeds

Old Town, Florida Keys From $500

Marquesa Hotel

Three heated outdoor freshwater swimming pools set in tropical garden courtyards across the main grounds and Marquesa 414.

Old Town, Florida Keys $$$

Ocean Key Resort & Spa

Waterfront outdoor edgeless infinity pool overlooking Key West Harbor, with cabanas

Key Largo, Florida Keys $$$

Reefhouse Resort

One outdoor heated and cooled swimming pool on the bayfront

Old Town, Florida Keys $$$

Southernmost Beach Resort & Guesthouses

Three heated outdoor swimming pools across the main grounds (Pineapple Pool, Shores Pool, adults-only Tranquility Pool), plus private plunge pools for guesthouse properties and direct South Beach ocean access.

Old Town, Florida Keys From $350

The Marker Key West Harbor Resort

Three outdoor swimming pools surrounded by tropical gardens, including a main pool and an adults-only serenity pool.

Stock Island, Florida Keys $$$

The Perry Hotel & Marina Key West

Two outdoor pools, including a waterfront resort pool overlooking the marina and boat slips.

Old Town, Florida Keys $$$

The Reach Key West, Curio Collection by Hilton

Outdoor heated oceanfront swimming pool.

Islamorada, Florida Keys $$$

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three outdoor swimming pools including Kokomo Pool with swim-up bar, Overseas Pool, and adults-only Hideaway Pool at The Cove

Old Town, Florida Keys $$$

Winslow's Bungalows

Three outdoor swimming pools set amid tropical gardens.