Skip to main content

The best hotels with pools in Florida Keys

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

Filter by:


Review score

Superb: 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 has a restaurant and a terrace. Guests can make use of a bar. Very clean, room was large and comfortable and view was amazing

Show more Show less
9
Superb
3,009 reviews
Price from
US$199
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. Location, parking spot, cleanliness, excellent breakfast.

Show more Show less
9.3
Superb
1,179 reviews
Price from
US$263.35
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. Key west has a very good vibe with friendly folks and a feeling of inclusivity..

Show more Show less
9
Superb
2,598 reviews
Price from
US$247.47
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 hotel and value for money. The location was perfect and the staff was very nice and helpful (especially Agostina, that showed us around and helped us with anything we needed). Thank you!

Show more Show less
9.2
Superb
1,045 reviews
Price from
US$169
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. The grounds were stunning and so well maintained - there were so many things provided for entertainment like pool, bikes, corn hole, table tennis, bikes and more. The staff were welcoming and it was a super relaxing place.

Show more Show less
9.1
Superb
1,374 reviews
Price from
US$230
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. Great place, very clean and very well equipped.

Show more Show less
9.4
Superb
228 reviews
Price from
US$270
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 had a great time! Super kind and nice, clean and very comfortable. Great location.

Show more Show less
9.5
Exceptional
354 reviews
Price from
US$108
per night

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi. With lake views, this accommodation provides a swimming pool. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. The cabin was one block from the best amenities I’ve ever stayed in!! It was absolutely beautiful with a great view, super comfy bed, amazing shower, big TV and wonderful little patio with water view!

Show more Show less
9
Superb
338 reviews
Price from
US$189
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. Very well equipped too be a small place

Show more Show less
9.2
Superb
785 reviews
Price from
US$134.10
per night

Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace. Located around 4 km from Theater Of The Sea On Islamorada, the resort with free WiFi is also 8.3 km away from Upper Matecumbe Key. Some units at the property have a balcony with a sea view. The property is perfect for staying on the Keys. It has everything you need to be comfortable and enjoy your stay. The room was super clean, the bed is very comfortable, the kitchen has all the gadgets, every building has a BBQ, and the common areas are beautiful. Great location, central and oceanfront. The staff was very kind. Definitely, I will return.

Show more Show less
9
Superb
154 reviews
Price from
US$146.40
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