Skip to main content

The best hotels with pools in Florida Keys

Check out our selection of great hotels with pools in Florida Keys

Filter by:


Review score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area. Boasting a 24-hour front desk, this property also welcomes guests with a restaurant and a terrace. Guests can make use of a bar. Nice Hotel. Very good service.

Show more Show less
9
Wonderful
2,938 reviews
Price from
$359
per night

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Amazing place - well kept, charming and great location!

Show more Show less
9.3
Wonderful
1,174 reviews
Price from
$378.35
per night

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available.

A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and non-smoking rooms are also available. Cute, small still spacious house. Very good location, parking place included.

Show more Show less
9.1
Wonderful
2,561 reviews
Price from
$309
per night

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away.

Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. Great accommodation and the staff was super friendly. Nice breakfast and good facilities!

Show more Show less
9.1
Wonderful
1,051 reviews
Price from
$229
per night

Located in Tavernier, this beachfront Florida resort is 2 miles from Florida Keys Wild Bird Center. Guests will enjoy snorkeling near the hotel's private beach, an outdoor pool, and free property-wide Wi-Fi. It was pure paradise. Watched dolphin swing by at night. Paddle boarded out to the little islands and saw some baby sharks. Great place to stay.

Show more Show less
9.1
Wonderful
1,358 reviews
Price from
$189.05
per night

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key Hotel at KOA Resort features accommodation with an outdoor swimming pool, free private parking, a private beach area and a restaurant. This 3-star hotel offers a bar. Featuring free WiFi throughout the property, the non-smoking hotel has a hot tub and evening entertainment. Love the fact the apartment had a view and wash/dry machine, new furniture, lots of towels and all very clean and fresh The staff is very friendly too

Show more Show less
9.4
Wonderful
248 reviews
Price from
$360.45
per night

Situated in Islamorada, less than 1 km from Upper Matecumbe Key, Casa Morada features accommodation with free bikes, free private parking, an outdoor swimming pool and a garden. Featuring a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel has a hot tub and luggage storage space. The location is perfect. The property is lush and beautiful. Daily housekeeping is a plus. Hot breakfast was added this year (eggs & potatoes). Great food from the Thai Food truck located on the property. Sunset Sail was awesome (also located on the property). Free use of kayaks, paddleboards and bicycles.

Show more Show less
9.1
Wonderful
108 reviews
Price from
$424.35
per night

Situated in Marathon, 2.4 km from Sunset Park Beach, Cabins at Bonefish Bay features accommodation with free bikes, free private parking and an outdoor swimming pool. The property is set 46 km from Upper Matecumbe Key, 50 km from Theater Of The Sea On Islamorada and 600 metres from A Deep Blue Dive Center. Free WiFi is available throughout the property and Florida Keys Aquarium Encounters is 1.2 km away. We stayed 8 nights recently and had the absolute best experience we booked two more stays! The staff, especially John & I believe her name was Sabrina were top notch and so helpful! We cooked in most nights as everything we needed was there!! We had enough towels for our entire stay, and they even had pool towels for us to use! Will definitely help with packing next time! We used the kayaks, the grill, and the pool was nice and clean. During our stay they were constantly doing upkeep, and I heard they were even getting aqua lodges soon! 10/10 for sure!

Show more Show less
9.5
Exceptional
368 reviews
Price from
$170.10
per night

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street. The property is located 32 km from Southernmost Point, 32 km from Key West Aquarium and 32 km from Mallory Dock. Outdoor seating allows guests to sit outside and enjoy the good weather. Clean and easily to get around and the cabins were awesome

Show more Show less
9
Wonderful
354 reviews
Price from
$244
per night

Set in Marathon, 3.7 km from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park offers accommodation with free bikes, free private parking, an outdoor swimming pool and a private beach area. The property is located 3.9 km from Captain Hook S Marina Dive Center, 5.1 km from A Deep Blue Dive Center and 6.7 km from Seven Mile Bridge. The hotel provides lake views, a terrace, and free WiFi is available throughout the property. The view was everything! The place was spotless and had all items we needed to make it comfortable for our 4 night stay. The beds were comfortable. This was a fantastic place to stay and we will be back!!

Show more Show less
9.3
Wonderful
792 reviews
Price from
$179.99
per night

Most booked hotels with pools in Florida Keys this month

FAQs about hotels with pools in Florida Keys

Hotels with Pools that guests love in Florida Keys