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The 10 Best Florida Keys Hotels with Pools – Swimming Pool Hotels in Florida Keys, United States

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. The pool, outdoor games and tiki bar were great. The rooms were really nice. The breakfast was delicious and the staff were very friendly and helpful.

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9
Superb
2,476 reviews
Price from
TWD 11,089
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. The room, service, breakfast and location were all amazing! Literally couldn't fault a thing. One of the best places we have stayed!

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9.2
Superb
1,147 reviews
Price from
TWD 10,445
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. Amenities, location, clean. Very good location in Keywest, I strongly endorse this location

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9
Superb
2,520 reviews
Price from
TWD 8,336
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
1,081 reviews
Price from
TWD 9,447
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. -Really nice, clean spacious room -Comfortable beds and pillows -Free kajak/SUP rental -Polite staff -Barbeque equipment on the beach -Nice sitting areas next to the sea -The first hotel in our Florida tour where you could open the windows! - Air-condition but also ceiling ventilator We really enjoyed our stay in Atlantic Bay Resort!

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9.1
Superb
1,074 reviews
Price from
TWD 9,082
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. Very clean, comfortable and central. Loved the complementary wine hour, that was a nice surprise on arrival. Only criticism was the price but the whole area seems quite expensive.

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9
Superb
2,768 reviews
Price from
TWD 9,443
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. Sitting out on the veranda, with the sea lapping out and being able to spot manatees! Kayak, bike and boat rental all possible and a pool and grills to use too, really good facilities.

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9.2
Superb
427 reviews
Price from
TWD 11,023
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
TWD 9,586
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. Nice place and what a lovely location!! the pool was warm and nice. staff was incredibly helpful and service minded! will definitely come back at a later time 😊

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9
Superb
477 reviews
Price from
TWD 11,039
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. Great location, close to all the action yet quiet. Amazing, friendly stuff.

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9.3
Superb
427 reviews
Price from
TWD 9,484
per night

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