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Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

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Oct 1 - Oct 2
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Oct 2 - Oct 3
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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Key West hotels with a pool

A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A balcony with white railings, a view of the beach, and palm trees.
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A beachside lounge with chairs and umbrellas, overlooking the ocean.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
  • Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
$225 nightly
$253 total
Oct 11 - Oct 12
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A beach with a palm tree and two chairs.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
$265 nightly
$298 total
Oct 4 - Oct 5
Total with taxes and fees
Margaritaville Beach House Key West
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A spacious lobby with green sofas, a coffee table, and a dining area.

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
$209 nightly
$235 total
Oct 5 - Oct 6
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

5. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
$182 nightly
$205 total
Nov 1 - Nov 2
Total with taxes and fees
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

6. DoubleTree Resort by Hilton Grand Key - Key West

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.
$149 nightly
$168 total
Oct 8 - Oct 9
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A covered deck with white railings and blue Adirondack chairs overlooking a river with palm trees.

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
  • Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
$173 nightly
$195 total
Oct 14 - Oct 15
Total with taxes and fees
Parrot Key Hotel & Villas
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A beach with clear blue water, a sandy shore, and a distant bridge.
A balcony with wicker furniture, a glass railing, and a view of the sea and distant island.
A balcony with a view of the ocean, a sofa, and a massage table.

8. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$308 nightly
$346 total
Oct 12 - Oct 13
Total with taxes and fees
Pier House Resort & Spa
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A balcony with wicker furniture, a red chair, and a lamp.
A balcony with wicker furniture, a view of the water, and a railing.

9. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
$185 nightly
$208 total
Oct 4 - Oct 5
Total with taxes and fees
Beachside Resort & Residences
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A two-story building with a covered entrance, palm trees, and a bench outside.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
$275 nightly
$309 total
Oct 2 - Oct 3
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

A building with a white exterior, a large red awning, and a gated entrance.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.
A pool area with lounge chairs and a lifebuoy.

Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
$93 nightly
$104 total
Oct 4 - Oct 5
Total with taxes and fees
Authors of Key West Guest House
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.
A hotel entrance with a sign reading "Heron House Office."

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
$150 nightly
$169 total
Oct 2 - Oct 3
Total with taxes and fees
Heron House - Adult Only
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$149 nightly
$168 total
Oct 8 - Oct 9
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.
A hotel with a pool, bicycles, and lush greenery.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
$179 nightly
$201 total
Oct 7 - Oct 8
Total with taxes and fees
Silver Palms Inn & Historic Homes
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A tall palm tree with a white building in the background.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
$173 nightly
$195 total
Oct 14 - Oct 15
Total with taxes and fees
Parrot Key Hotel & Villas
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
$182 nightly
$205 total
Nov 1 - Nov 2
Total with taxes and fees
Havana Cabana at Key West
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
$204 nightly
$230 total
Oct 5 - Oct 6
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
A modern living room with a sectional sofa, a small round table, and a potted plant.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$131 nightly
$147 total
Oct 8 - Oct 9
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
$141 nightly
$159 total
Oct 5 - Oct 6
Total with taxes and fees
The Southernmost Inn - Adults Only
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Hotels with pools and hot tubs in Key West

A hotel with a covered entrance, multiple balconies, and palm trees.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A waterfront hotel with multiple balconies, a dock, and boats.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
$294 nightly
$331 total
Oct 4 - Oct 5
Total with taxes and fees
Opal Key Resort & Marina, Key West
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
$204 nightly
$230 total
Oct 5 - Oct 6
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
$182 nightly
$205 total
Nov 1 - Nov 2
Total with taxes and fees
Havana Cabana at Key West
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$308 nightly
$346 total
Oct 12 - Oct 13
Total with taxes and fees
Pier House Resort & Spa
A pool area with lounge chairs and a table, surrounded by palm trees.
A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.
A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.
A building with a neon sign that reads "Orchid Key Inn."

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
$224 nightly
$252 total
Oct 4 - Oct 5
Total with taxes and fees
Orchid Key Inn - Adults Only
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.
A wooden door with glass panels, leading to an interior space with furniture and plants.
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

Tropical Inn

Tropical Inn
Old Town Key West
$198 nightly
$219 total
Oct 6 - Oct 7
Total with taxes and fees
Tropical Inn
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.
A modern restaurant with a wooden counter, seating area, and large windows.
A pool area with lounge chairs, palm trees, and a building with a tiled roof.
A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
$193 nightly
$217 total
Oct 26 - Oct 27
Total with taxes and fees
Courtyard by Marriott Key West Waterfront
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.
A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.
A narrow room with a bed, a potted plant, and a window with blinds.
A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West
$283 nightly
$318 total
Oct 4 - Oct 5
Total with taxes and fees
Alexander's Guesthouse - Adult Exclusive
A spacious room with a wooden floor, white furniture, and large windows.
A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.
A white building with a covered porch, potted plants, and a white picket fence.
A modern living room with a sofa, two armchairs, a coffee table, and a small table with a lamp. There is a large window with shutters, an air conditioning unit, and a view of greenery outside.

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
$188 nightly
$211 total
Oct 4 - Oct 5
Total with taxes and fees
Paradise Inn Key West - Adults Only
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4-star hotels with pools in Key West

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$149 nightly
$168 total
Oct 8 - Oct 9
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A tall palm tree with a white building in the background.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
$173 nightly
$195 total
Oct 14 - Oct 15
Total with taxes and fees
Parrot Key Hotel & Villas
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
$175 nightly
$197 total
Oct 8 - Oct 9
Total with taxes and fees
Hilton Key West Resort & Marina
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
$182 nightly
$205 total
Nov 1 - Nov 2
Total with taxes and fees
Havana Cabana at Key West
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$168 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Blue Flamingo Resort Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A balcony with a view of the ocean, a table, chairs, and a railing.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$290 nightly
$326 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
A large, ornate hotel with a pool, palm trees, and a view of the ocean.
A grand staircase with ornate railings and a chandelier.
A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.
A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Old Town Key West
$261 nightly
$294 total
Oct 6 - Oct 7
Total with taxes and fees
Southernmost House - Adult Exclusive
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
$194 nightly
$218 total
Oct 8 - Oct 9
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$308 nightly
$346 total
Oct 12 - Oct 13
Total with taxes and fees
Pier House Resort & Spa
A hotel with a covered entrance, multiple balconies, and palm trees.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A waterfront hotel with multiple balconies, a dock, and boats.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
$294 nightly
$331 total
Oct 4 - Oct 5
Total with taxes and fees
Opal Key Resort & Marina, Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 2 hours ago
Parrot Key Hotel & Villas
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"It is a great option away from all the action."
Micheal 4-night trip
Posted 3 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Pier house is the best place in Key West! Won’t stay anywhere else. Staff is incredible. Looking forward to this year."
James 5-night trip
Posted 5 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"
Amber Dawn 4-night trip
Posted 7 hours ago
Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Hotel was great. All of the staff were friendly and accommodating"
Kellie 1-night trip
Posted 9 hours ago
The Perry Hotel & Marina Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Had a great time!"
Nathan 4-night trip
Posted 21 hours ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"
Harry 1-night trip
Posted 1 day ago
Beachside Resort & Residences
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 3 days ago
Hyatt Centric Key West Resort and Spa
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Thank you"
Agustin 2-night trip
Posted 3 days ago
Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

What are the best hotels in Key West with outdoor pools?
The Almond Tree Inn Hotel - Adults Only is a charming 3.5-star retreat that offers a delightful outdoor pool experience. Guests rave about the friendly and helpful staff, the comfortable and clean rooms, and the excellent complimentary breakfast. With a superb review score of 10.0, it's no wonder travellers appreciate the nice, clean pool area and the inviting poolside bar, making it a great spot to unwind.Another excellent option is The Gardens Hotel, a 4-star gem that not only features a beautiful outdoor pool but also boasts a stunning garden setting. Rated at 9.8, guests frequently praise the friendly and kind staff, as well as the wonderful breakfast. The luxurious amenities, such as Egyptian cotton sheets and designer toiletries, create an upscale ambiance that enhances your stay.For a more intimate setting, the Orchid Key Inn - Adults Only, also rated 9.8, offers a cozy outdoor pool surrounded by lush landscaping. Guests love the amazing service and the beautiful, clean rooms, all while enjoying a complimentary breakfast that adds to the convenience of their stay.The Marquesa Hotel, another 3.5-star option, perfectly combines comfort and relaxation with its lovely outdoor pool. With a traveller rating of 9.8, visitors appreciate the attentive staff, quiet location, and beautiful rooms, making it a peaceful oasis after a day of exploring.Lastly, Simonton Court Historic Inn & Cottages features a delightful outdoor pool as well, maintaining a review score of 9.8. Guests enjoy the spacious bathrooms and beautiful accommodations, along with the friendly staff who are always ready to assist.
How much does a hotel with outdoor pool in Key West cost?
Enjoy staying in a hotel in Key West with an outdoor pool. You can find a great deal from $104 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Key West that have private outdoor pools?
The Gardens Hotel is a charming 4-star retreat in Key West that features a private outdoor pool, ensuring a serene escape for guests. With a stellar rating of 9.8, travellers rave about its beautiful and clean rooms, the friendly and kind staff, and the delightful garden views. The hotel also offers luxurious touches such as Egyptian cotton sheets, designer toiletries, and even champagne service, making it a great choice for those seeking a blend of relaxation and elegance.Another fantastic option is H2O Suites - Adults Only, which also boasts a private outdoor pool. This 3.5-star hotel, rated 9.8 by guests, is known for its first-class service and lovely courtyard. Visitors appreciate the beautiful and always clean rooms, along with the wonderful poolside bar, providing a great spot to unwind after a day of adventures.For those looking for a cozy atmosphere, The Conch House Heritage Inn offers a private outdoor pool as well, with a traveller rating of 9.8. Guests highlight the inn's great location and wonderful service, complemented by free breakfast and friendly staff, making it a welcoming home base for exploring Key West.Lastly, the Southernmost House, a 4-star hotel with a review score of 9.4, features a private outdoor pool and a poolside bar, allowing guests to soak up the sun and enjoy refreshing drinks. Travellers appreciate the beautiful and clean rooms, as well as the delicious breakfast and helpful staff, all contributing to a memorable stay.
What are some of the best Key West hotels with outdoor pools and scenic views?
The Perry Hotel & Marina Key West is a fantastic choice for travellers seeking an outdoor pool with stunning views. This 4-star hotel, rated an impressive 9.4 by guests, features a beautiful outdoor pool surrounded by a poolside bar and sun loungers, superb for unwinding after a day of exploration. With its marina view and proximity to the ocean, you'll feel immersed in the serene beauty of Key West.Another excellent option is the Southernmost House, also rated 9.4, which offers an inviting outdoor pool that overlooks the ocean. Guests rave about the beautiful, clean rooms and the fantastic staff, making it a beloved spot for families. Enjoy a complimentary breakfast before lounging by the pool, soaking in the lovely views.For those looking for a bit more luxury, the Oceans Edge Key West Resort, Hotel & Marina stands out with its outdoor pool and ocean views, earning a strong traveller rating of 9.0. The hotel also offers pool cabanas and a poolside bar, providing the ultimate relaxation experience in a picturesque setting.Parrot Key Hotel & Villas, another 4-star gem rated 9.0, features multiple outdoor pools with ocean and water views. Guests appreciate the spacious, clean rooms and the exceptional service, making it a great family-friendly choice.Lastly, the Hampton Inn Key West FL, with a rating of 9.0, combines comfort and convenience with its outdoor pool and complimentary breakfast. The friendly staff and spacious rooms make this hotel a superb base for your Key West adventures, all while enjoying lovely ocean views.
Are there hotels in Key West with outdoor pool cabanas or loungers?
H2O Suites - Adults Only is a charming 3.5-star hotel that boasts an outdoor pool area complemented by sun loungers and a poolside bar, making it a superb spot for relaxation. Guests frequently praise the beautiful and immaculate rooms, alongside the excellent, first-class service from the staff, which contributes to a stellar review rating of 9.8. The lovely courtyard adds to the hotel's inviting atmosphere, ideal for unwinding after a day of exploring Key West.For a more vibrant experience, The Perry Hotel & Marina Key West, a 4-star establishment, features an outdoor pool with ample loungers and a lively poolside bar. Guests rave about the clean and comfortable rooms, as well as the friendly and attentive staff, earning it an impressive rating of 9.4. With shopping and dining options onsite, this hotel caters well to those seeking convenience without sacrificing comfort.Southernmost House, another 4-star option, offers an inviting outdoor pool area complete with sun loungers and a poolside bar. Patrons appreciate the beautiful and clean rooms, as well as the delicious complimentary breakfast. Its superb location near the beach makes it a favored choice among travellers, reflected in its commendable review score of 9.4.Oceans Edge Key West Resort, Hotel & Marina is another option with its outdoor pool featuring free cabanas and sun loungers, alongside a poolside bar. With a review rating of 9.0, guests consistently highlight the friendly staff and comfortable rooms, making it an excellent choice for families and couples alike looking for a tranquil retreat.Finally, Pier House Resort & Spa, also rated 9.0, provides an outdoor pool with sun loungers and a beautiful beachfront location. Guests appreciate the friendly and helpful staff, as well as the overall cleanliness and comfort of the rooms.
Which Key West hotels with outdoor pools are near Key West, FL (EYW-Key West Intl.)?
The Hyatt Vacation Club at Windward Pointe, Key West, is a delightful 3.5-star option that combines spacious suites with the luxury of an outdoor pool. Guests rave about the "big, amazing" pool area, making it a superb spot for families to unwind after a day of adventures. Situated just 0.2 miles from Key West International Airport, this hotel is incredibly convenient for travellers seeking quick access to their flights. With a stellar review score of 9.6, visitors appreciate the friendly staff and clean accommodations.Another excellent choice is the Hampton Inn Key West FL, which not only features a lovely outdoor pool but also offers complimentary breakfast, ensuring a great start to your day. Reviewers highlight its "spacious, clean" rooms and the "amazing" breakfast, making it a favorite among families. Located 0.4 miles from the airport, it's a convenient base for exploring the area, earning a great rating of 9.0.For those looking for a more resort-like experience, the DoubleTree Resort by Hilton Grand Key - Key West offers a beautiful outdoor pool along with poolside cabanas, enhancing the relaxation experience. With its proximity to the airport—just 0.6 miles away—and a review score of 8.0, families can enjoy a seamless transition from travel to vacation mode. Guests appreciate the "friendly, helpful" staff and the well-kept grounds.Margaritaville Beach House Key West is another standout, boasting a picturesque outdoor pool and direct access to the beach. This 4-star hotel, located 1.1 miles from the airport and rated 8.8, provides a tropical escape with ocean views that families particularly love. Guests frequently mention the "nice, beautiful" pool and the delicious food options available on-site.Lastly, the Fairfield Inn & Suites by Marriott Key West at the Keys Collection offers a refreshing outdoor pool and complimentary breakfast on weekends. With a rating of 8.6 and a location 1.1 miles from the airport, it combines convenience with comfort, making it a solid choice for families looking for good value.
Are there hotels with outdoor pools that are close to Key West Historic Seaport?
The Almond Tree Inn Hotel - Adults Only is a delightful 3.5-star hotel located just a short distance from the Key West Historic Seaport. Guests rave about its inviting outdoor pool, complemented by a poolside bar, making it a great spot to unwind. With a stellar traveller rating of 10.0, visitors appreciate the friendly and helpful staff, as well as the comfortable and clean rooms. The complimentary breakfast is often described as excellent, adding to its appeal for those seeking convenience and quality.Another fantastic option is The Gardens Hotel, a charming 4-star property that boasts a beautiful outdoor pool located in a serene garden setting. With a review score of 9.8, guests love the central location and the wonderful breakfast offerings. The hotel features premium amenities, including designer toiletries and luxurious bedding, ensuring a comfortable stay for travellers looking for a touch of elegance while still being close to local attractions.For those seeking a cozy atmosphere, the Orchid Key Inn - Adults Only also offers an outdoor pool and a welcoming environment. With a rating of 9.8, the staff is frequently praised for their amazing service, and the convenient location adds to the overall experience, making it easy to explore the historic seaport and beyond.Lastly, The Marquesa Hotel, rated 9.8 by guests, features an outdoor pool that enhances its peaceful ambiance. This 3.5-star hotel offers beautifully appointed rooms and attentive service, providing a tranquil retreat after a day of adventure in Key West.
Are there hotels in Key West with outdoor pool activities or events?
Key West, Florida, is a vibrant paradise known for its stunning sunsets, lively option, and tropical charm, making it a fantastic destination for travellers seeking fun and relaxation. The island's hotels offer a variety of outdoor pool activities, ensuring guests can soak up the sun while enjoying an array of amenities.The Blue Flamingo Resort stands out with its Backyard Pool & Social Club, where guests can unwind in poolside cabanas while sipping tiki cocktails. This lively spot comes alive with lawn games such as bocce ball and cornhole, and the resort hosts workout classes, happy hours, and live music weekly, making it a social hub for vacationers.For those looking to indulge in water activities, Oceans Edge Key West Resort & Marina features six stunning saltwater swimming pools alongside options for kayaking and paddleboarding. This combination of relaxation and adventure makes it a great choice for families and couples alike.Families will also appreciate the Southernmost Beach Resort, which boasts a large outdoor pool surrounded by lush landscaping and beach access. The resort's family-friendly atmosphere ensures that guests of all ages can enjoy a memorable vacation experience.Lastly, Margaritaville Beach House offers a laid-back vibe with its inviting pool area, great for lounging after a day of exploring.
Is it cheaper to book flights and a Key West hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Key West for you.

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