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The best hotels with pools in Florida Keys

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

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The Capitana Key West 4 stars

Key West

Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace. Featuring a restaurant, the property also has a bar, as well as a hot tub. The property is non-smoking and is situated 2.1 km from Smathers Beach. Excellent room with Pool and Beach view. The room was exceptionally clean and would really like to stay on this property if I ever went back.

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9
Superb
2,506 reviews
Price from
€ 285
per night

Southernmost Point Guest House & Garden Bar 3 stars

Duval, Key West

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. Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!

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9.2
Superb
1,152 reviews
Price from
€ 214
per night

Douglas House 3 stars

Duval, Key West

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. Douglas House is just steps from all the great shops on Duval Street. Despite being so close to all the action, it was very quiet and tranquil. Douglas House has a zen-like courtyard with a swimming pool and lovely landscaping. My apartment was spacious and clean with a well-stocked kitchenette. There was a designated parking lot for guests at no extra charge just a short distance away. The reception staff were professional and courteous especially Matt. I would definitely stay here again when visiting Key West.

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9
Superb
2,569 reviews
Price from
€ 172
per night

Simonton Court Historic Inn & Cottages 4 stars

Duval, Key West

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. Amazing historic location in the middle of the old town. Super tranquil environment with lots of orchids, flowers, palm trees in the garden. 4 nice pools and very beautifully restored rooms and cottages. Also good breakfast provided every morning and amazing hosts either great tips for trips, i.e. the sunset sailing boat cruise! Thanks to the great team at Simonton for making our stay so great.

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9.2
Superb
1,086 reviews
Price from
€ 238
per night

Atlantic Bay Resort 3 stars

Tavernier, Key Largo

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. Small hotel with nice ambience right on waters edge

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9.1
Superb
1,116 reviews
Price from
€ 259
per night

Truman Hotel 3 stars

Duval, Key West

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

This hotel offers a daily continental breakfast, and poolside seating is available on the sun deck. Free Wi-Fi is available throughout the hotel. Everything, really sweet hotel in the middle of the old town of Key West either everything you need, superfriendly personell, complimentary breakfast at the pool, wine hour in the evening, parking abailable

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9
Superb
2,800 reviews
Price from
€ 269
per night

Aqua Lodges at Coconut Cay Rv and Marina

Marathon

Set in Marathon, 3.7 km from Florida Keys Aquarium Encounters, Aqua Lodges at Coconut Cay Rv and Marina offers accommodation with free bikes, free private parking, an outdoor swimming pool and a terrace. Located around 5.8 km from A Deep Blue Dive Center, the hotel with free WiFi is also 12 km away from Seven Mile Bridge. The property is non-smoking and is located 3.9 km from Captain Hook s Marina Dive Center. The property was really clean, tidy and perfect location. Staff were friendly and helpful. Great addition of pool and laundry facilities.

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9.2
Superb
446 reviews
Price from
€ 356
per night

Ragged Edge Resort & Marina

Islamorada

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 8.3 km from Upper Matecumbe Key, the resort with free WiFi is also 14 km away from Pigeon Key. Some units at the property have a balcony with a sea view. Overall the experience was great. Great! Most beautiful location. Great ocean views, friendly staff. Great room

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9.1
Superb
165 reviews
Price from
€ 273
per night

Grassy Flats Resort & Beach Club 3 stars

Marathon

Located in Marathon, 8.6 km from Florida Keys Aquarium Encounters, Grassy Flats Resort & Beach Club provides accommodation with an outdoor swimming pool, free private parking, a restaurant and a bar. This 3-star hotel offers an ATM, a concierge service and free WiFi. Guests can use the hot tub, or enjoy sea views. Our room was bright and spacious with a view of the pool, hot tub and the water. It was very tastefully decorated. There was a tiki bar and a deck bar too. The setting was lovely.

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9
Superb
497 reviews
Price from
€ 315
per night

Key West Harbor Inn - Adults Only

Downtown Key West, Key West

Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features pool and garden views, and is 1.8 km from South Beach. The bed and breakfast has facilities for disabled guests. What a beautiful quiet little Oasis in the middle of chaos. We absolutely loved this place and all the staff. I was such a pleasant surprise it was. We booked the same room for next October before we checked out.

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9.3
Superb
425 reviews
Price from
€ 229
per night

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