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 welcomes guests with a restaurant and a terrace. Guests can make use of a bar. The hotel itself, the surrounding, the environment.

Show more Show less
9
Superb
2,941 reviews
Price from
US$522
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, really well located and with great staff! Cozy room

Show more Show less
9.3
Superb
1,197 reviews
Price from
US$516.21
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. Great location, very comfy bed & lovely staff

Show more Show less
9
Superb
2,506 reviews
Price from
US$555.64
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. World class location and property - that’s it!

Show more Show less
9.1
Superb
1,034 reviews
Price from
US$482.62
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’s clean, spacious, well-maintained and welcoming place, one of those which stay in memories and you would want to return to!

Show more Show less
9.1
Superb
1,380 reviews
Price from
US$453.91
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. Excellent location, exceptionally clean and very nice rooms. All brand new and it looked as though the rooms have never been used. All the personal were very nice and helpful.

Show more Show less
9.4
Superb
300 reviews
Price from
US$442.46
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. Accommodation is great! We also loved the location.

Show more Show less
9.5
Exceptional
394 reviews
Price from
US$383.41
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
9.1
Superb
400 reviews
Price from
US$316.69
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. Enough space, great view. . We had a great time and hope to come back !

Show more Show less
9.2
Superb
780 reviews
Price from
US$440.22
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
138 reviews
Price from
US$432
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