TOP Hotels with Swimming Pool in Key West, FL for 2026

Q: What are some hotels with pools in Key West?

Blue Flamingo Resort Key West : Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort : Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Southernmost Beach Resort and Guesthouses : Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor swimming pools and a full-service spa. Parrot Key Hotel & Villas : Hotel located near Florida Keys Beaches. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Reach Key West, Curio Collection by Hilton : Resort steps from South Beach. Offers a private beach, an outdoor pool and a full-service spa.

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Our top choices for Key West hotels with a pool

Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

Tranquility Guest House

Old Town Key West

₹17,424 total

includes taxes & fees

17 Jun - 18 Jun

Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

Key West

Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.

₹22,613 total

includes taxes & fees

28 Jun - 29 Jun

The Palms Hotel

Old Town Key West

Dive into blissful relaxation at a vibrant Key West poolside haven just steps from iconic landmarks.

₹17,187 total

includes taxes & fees

8 Jul - 9 Jul

Hyatt Centric Key West Resort and Spa

Key West Historic District

₹27,800 total

includes taxes & fees

30 Jun - 1 Jul

The Perry Hotel & Marina Key West

Stock Island

Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.

₹22,733 total

includes taxes & fees

1 Jul - 2 Jul

Outdoor pool, open 7:00 AM to 9:00 PM, pool cabanas (surcharge)

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.

₹20,672 total

includes taxes & fees

21 Jun - 22 Jun

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

Splash into paradise at four tropical pools with poolside dining and coastal shuttles.

₹21,380 total

includes taxes & fees

17 Jun - 18 Jun

Blue Flamingo Resort Key West

New Town

Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.

₹18,658 total

includes taxes & fees

21 Jun - 22 Jun

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Choose what matters most at hotels with a pool in Key West

Breakfast included

Hot tub

Hotels with pools and free breakfast in Key West

Hampton Inn Key West FL

Key West

₹26,532 total

includes taxes & fees

28 Jun - 29 Jun

Hyatt Centric Key West Resort and Spa

Key West Historic District

₹27,800 total

includes taxes & fees

30 Jun - 1 Jul

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

New Town

₹17,290 total

includes taxes & fees

28 Jun - 29 Jun

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

₹34,724 total

includes taxes & fees

30 Jun - 1 Jul

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

Simonton Court Historic Inn & Cottages

Key West Historic District

₹15,162 total

includes taxes & fees

18 Jun - 19 Jun

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Hotels with pools and hot tubs in Key West

Private beach, white sand, sun-loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

₹34,205 total

includes taxes & fees

2 Jul - 3 Jul

Hilton Garden Inn Key West / The Keys Collection

New Town

₹17,290 total

includes taxes & fees

28 Jun - 29 Jun

Opal Key Resort & Marina, Key West

Old Town Key West

₹31,328 total

includes taxes & fees

23 Jun - 24 Jun

Paradise Inn Key West - Adults Only

Old Town Key West

₹19,106 total

includes taxes & fees

1 Jul - 2 Jul

Courtyard by Marriott Key West Waterfront

Northside Resort

₹21,188 total

includes taxes & fees

28 Jun - 29 Jun

The Cabana Inn Key West - Adults Only

Old Town Key West

₹19,204 total

includes taxes & fees

17 Jun - 18 Jun

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4-star hotels with pools in Key West

Hyatt Centric Key West Resort and Spa

Key West Historic District

₹27,800 total

includes taxes & fees

30 Jun - 1 Jul

The Perry Hotel & Marina Key West

Stock Island

₹22,733 total

includes taxes & fees

1 Jul - 2 Jul

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

₹34,724 total

includes taxes & fees

30 Jun - 1 Jul

Margaritaville Beach House Key West

Key West

₹30,033 total

includes taxes & fees

12 Jul - 13 Jul

The Reach Key West, Curio Collection by Hilton

Old Town Key West

₹27,372 total

includes taxes & fees

12 Jul - 13 Jul

DoubleTree Resort by Hilton Grand Key - Key West

Key West

₹20,672 total

includes taxes & fees

21 Jun - 22 Jun

Southernmost House - Adult Exclusive

Old Town Key West

₹28,951 total

includes taxes & fees

30 Jun - 1 Jul

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Top Key West Hotel Reviews

Beachside Resort & Residences

8/10 Good

"Nice hotel and easy text service for more towels and stuff. Elevator being worked on near our room but the hotel comped our parking for our stay right away without us even asking. That was awesome. The pool area was nice."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"From top to bottom this place was great! The location was nice, very chill vibe in the area, sort of away from the craziness of staying further down Duval St. The staff was great, super nice and accommodating, helpful, and went out of their way you were having a great time and that you felt the accommodations were great. Our room was beautiful. Thankfully we were on the upper level, somewhat in the courtyard surrounding the Pineapple pool because the roaming roosters are not tame and they have no shame in starting to rouse the guests unreasonably early in the AM. The fowl are quite native to the area and are protected. We didn’t hear anything from our room but friends of ours were quite annoyed by these guys every morning! The landscaping here was really pretty, too. Also out of the control of the resort itself was the influx of seaweed/sea grass that migrates its way onto the shoreline, especially on the Atlantic side of the island. This truly made the odor intolerable for me personally as I was not able to enjoy any of the amenities on that side of the resort during this visit. We found out that this happens every year desiring the summer months so it was not isolated to our visit. I would definitely visit again, requesting a room near the location we were in this time! Also, guests should know that they resort holds a $1000 amount for incidentals at the time of check-in. We were not advised of this prior to arrival and would have planned a bit differently if we had."

Hampton Inn Key West FL

8/10 Good

"We made a last-minute booking at the Hampton Inn Key West after our flight was canceled, and overall we had a pleasant stay. The hotel was clean and comfortable, and we really appreciated the shuttle service to Duval Street, which made getting around easy. We stayed for two nights, and our only disappointment was the housekeeping service. We did not receive housekeeping during our stay, so there were no fresh towels or replenished coffee supplies. When we spoke with the front desk, we were told that housekeeping does not come every day and that we needed to request replacement towels. This was surprising, as it never happened during our previous stay at this hotel. On a positive note, the Tiki Bar was excellent. The atmosphere was great, and the wings were some of the best we had during our trip. Overall, it’s a nice hotel with good amenities and a convenient location. We would stay again, but clearer communication regarding housekeeping services would have made the experience better."

Frequently asked questions

What's it like visiting Key West?

If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 326 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Southernmost Point, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.

What are some hotels with pools in Key West?

Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor swimming pools and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool and a full-service spa.

How many hotels with pools will I find in Key West?

Expedia's 326 hotels in Key West give you a great choice for your poolside getaway.

What is there to see and do in Key West?

Explore places such as Duval Street, Southernmost Point and Florida Keys Beaches while you're in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.

When is the best time to book a hotel with a pool in Key West?

Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.

Search Hotels with Swimming Pool in Key West

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Check availability on Key West Hotels with Swimming Pool

Our top choices for Key West hotels with a pool

Tranquility Guest House

Beachside Resort & Residences

The Palms Hotel

Hyatt Centric Key West Resort and Spa

The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Duval House

Silver Palms Inn & Historic Homes

Choose what matters most at hotels with a pool in Key West

Hotels with pools and free breakfast in Key West

Hampton Inn Key West FL

Hotels with pools and hot tubs in Key West

Pier House Resort & Spa

4-star hotels with pools in Key West

Hyatt Centric Key West Resort and Spa

Top Key West Hotel Reviews

Beachside Resort & Residences

Frequently asked questions

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