Best Pool Hotels in Key West, FL

Explore the Best Pool Hotels in Key West, FL

This guide to the best luxury, 5-star, and design-forward hotels in Key West, USA is manually curated by our editorial team based on first-hand research, verified guest reviews, location analysis, and overall service quality. Each hotel is selected to meet high standards of comfort, authenticity, and guest experience.

Parrot Key Hotel & Villas
Hotels
Key West, FL, USA

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

Guest Reviews:

- "Excellent" - "Wonderful hotel with a great staff." - "Tropical paradise!" - "Luxurious Oasis" - "over all good experience" - "Beautiful resort" - "I paid $900 for 2 nights, very expensive"

The Perry Hotel & Marina Key West
Hotels
Key West, USA

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversize private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 5 mi drive from The Perry Hotel & Marina Key West. Key West International Airport is 3 mi drive away.

Guest Reviews:

- "Perfect getaway" - "A very wonderful stay in The Keys." - "A bit expensive but worth it if u can afford it" - "Great lotion and value! Tons of things to do nearby. The Salty Oyster was also wonderful!" - "Best Dog Friendly Hotel" - "Amazing property and great customer service provided by pleasant and knowledgeable staff." - "Great stay. Can't wait to return. A must." - "Will definitely stay again." - "Fantastic!"

Margaritaville Beach House Key West
Hotels
Key West, FL, USA

Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness center and bar in Key West. 0.9 mi from Higgs Beach and 1.6 mi from Duval Street, the property features a garden and a terrace. The accommodations provides a 24-hour front desk, room service and organizing tours for guests. Margaritaville Beach House Key West offers a hot tub. Southernmost Point is 1.6 mi from the accommodations, while Ernest Hemingway Home and Museum is 1.7 mi away. The nearest airport is Key West International, 0.6 mi from Margaritaville Beach House Key West and the property offers a paid airport shuttle service.

Guest Reviews:

- "I feel the place was an excellent choice and location." - "We going back, we love the place." - "Clean, tidy and pleasant" - "Beautiful we will be back" - "Overall, an Amazing experience!" - "It was magnificent!" - "Great" - "Very friendly" - "Amazing" - "Over all very pleased" - "nice" - "Nice and relaxing" - "Fun!!" - "Overall a pretty good experience" - "Nice resort, but for the money there’s better out there"

Amsterdam's Curry Mansion Inn
Hotels

This Key West, Florida bed and breakfast offers free Wi-Fi. Guests can enjoy the outdoor pool and proximity to major attractions, such as the Ernest Hemingway Home and Museum, which is 1.1 km away. Each room at Curry Mansion Inn is furnished with antiques but offers modern amenities, such as a cable TV and a small refrigerator. Ironing facilities and an en suite bathroom with a hairdryer are also included. A hot tub, business centre, and laundry faciltiies are on site at Curry Mansion. A garden is featured as well as a library. The property also provides free parking and a complimentary evening cocktail party. Key West Aquarium and Duval Street are located 650 metres away. The Southernmost Point of the continental United States and South Beach, a beachfront park, are each 4 minutes’ drive from the bed and breakfast.

Hilton Garden Inn Key West/The Keys Collection
Hotels
Key West, FL, USA

This Key West Hilton Garden Inn from the The Keys Collection is 2 minutes' drive from the Key West International Airport and 10 minutes' drive from Duval Street. Features include a restaurant, tiki bar, and rooms with free WiFi. Rooms are nonsmoking and are furnished with a microwave, refrigerator, and cable TV as well as a coffee machine. Some rooms have a balcony and a sofa bed. A hot tub is beside the outdoor pool. Guests can also take advance of an on-site business center and fitness center. An hourly shuttle is available to the Key West city center and Old Town. Bicycles are available for a fee. The Garden Grille restaurant is open for breakfast buffet and dinner. Tiki bar is located poolside and offers cocktails, drinks and snacks. Additionally, the concierge service can arrange Key West experiences. The Ernest Hemingway Home 3.5 mi from the property. Old Town Trolley Tours is less than 2 mi from the Hilton Garden Inn Key West The Keys Collection. The Southernmost Point is 3.1 mi from the property. Mallory Square is 4 mi away. Stock Island Marina is 1.6 mi from the Hilton Garden Inn.

Guest Reviews:

- "Very pleasant." - "Great staff, good amentities, more of a resort feel rather than hotel." - "Excellent last minute booking" - "It was comfey and clean" - "Great place to stay in the keys" - "Overall excellent would stay again" - "Unforgettable memories" - "over to soon" - "Location was about a 10-15 minute drive in either direction for all excursions we did, very centrally located. Very nice" - "Great service"

DoubleTree by Hilton Grand Key Resort
Hotels
Key West, FL, USA

DoubleTree by Hilton Grand Key Resort offers free shuttle service to and from historic Old Town Key West and Key West International Airport Doubletree Resort by Hilton Grand Key Resort – Key West. Guests can take a refreshing plunge in the pool or grab a bite to eat at the on-site restaurant. Complimentary WiFi is provided for all guests. The airport is 2 minutes’ drive from the property. Rooms feature a flat-screen TV with cable channels. A small refrigerator and coffee maker are provided as well. Select rooms feature a private balcony, sofa beds, and additional living space. Bicycle rentals are available, as are launderette facilities. Guests can work up a sweat in the on-site fitness center. Serving a variety of seafood and regional delicacies, Palm Haven Restaurant offers indoor and outdoor seating. Poolside Gumbo Limbo Tiki Bar offers frozen specialty drinks and light meals. Key West Tropical Forest & Botanical Garden is 5 minutes’ drive from Doubletree Key West Resort. Smathers Beach is 5 minutes’ drive.

Guest Reviews:

- "amazing" - "Best Hotel in the Keys" - "Beautiful weather, great food, and nice accommodations." - "Enjoyed our stay, staff was wonderful, great location, highly recommend this hotel." - "Good stay/ would recommend" - "Excellent" - "Relaxing" - "My wife and I absolutely loved it. Looking forward on coming back soon" - "Was wonderful" - "Amazing hotel and pool. I loved every second of it!!! I already regretted only booking it for 2 nigh"

Marreros Guest Mansion - Adult Only
Hotels
Key West, FL, USA

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property. Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV. Some units have a seating area where you can relax. The afternoon happy hour offers complimentary beer, wine, and light snacks. Premium beverages are available for a fee. Concierge service are available on site during operating hours. Ernest Hemingway Home and Museum is 1969 feet from Marreros Guest Mansion, while Mallory Dock is 1969 feet away.

Guest Reviews:

- "I would go back." - "Location, location, location" - "A great couples experience" - "All in all, great location with amazing staff!"

Ella's Cottages - Key West Historic Inns
Hotels
Key West, FL, USA

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

Guest Reviews:

- "Hot, relaxing and a lot of laughs" - "Pleasant and peaceful" - "Wonderful family time" - "Historic charm and pampering" - "Wonderful property, quaint rooms and friendly staff" - "wonderful" - "Perfect quiet spot but still super close to all the old town locations and restaurants. Would 100% recommend" - "Could not have had a better time than we had" - "Just perfect, we are going come back" - "Ella’s Cottages was walkable to so much! Beautiful property."

Southernmost Point Guest House & Garden Bar
Hotels
Key West, FL, USA

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Guests can enjoy happy hour at the on-site bar and receive one complimentary drink ticket each day. There is also free on-site parking, barbecue facilities and a tour desk for added convenience. A balcony or patio are featured in certain rooms. Rooms include a private bathroom equipped with free toiletries, a hairdryer, and a bath or shower. A flat-screen TV is also available in each room. Guests can explore the Key West Butterfly & Nature Conservatory, which is adjacent to the property, or go to the Ernest Hemingway Home and Museum, which is 2461 feet from Southernmost Point Guest House & Garden Bar. Sunset Pier is 1.1 mi away.

Guest Reviews:

- "Enjoyed ever minute off it" - "Great place to stay in Key West" - "Perfect location and comfortable, clean room" - "Amazing! Would absolutely stay again." - "Great place to stay" - "Thank you" - "Garden was fun. Breakfast was good but could have used more variety. Bar area was fun and food truck had great tacos! W" - "Would definitely return. So lovely to stay in such a lovely building. Perfect location." - "Very Enjoyable For A First Time Visit"

Duval House
Hotels
Key West, FL, USA

Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi. A flat-screen cable TV is featured in each room. Some Duval House rooms include a private balcony and small refrigerator. Specialty accommodations include a full kitchen or a seating area. Guests can lounge in the outdoor pool or stroll through the garden. The Duval House also offers a beverage vending machine. This property is 3 minutes' walk from the Ernest Hemingway Home and Museum. Guests will also be 10 minutes' walk from the Southernmost Point of the continental United States of America.

Guest Reviews:

- "It was great!!" - "I would stay again in a heartbeat!" - "We enjoyed our stay" - "Nice place to stay in the middle of it all" - "stayed for only about 7-8 hours so didn’t have the chance to try breakfast and other amenities" - "Nice location" - "Very disappointed with the room"

Key West, USA Hotels with Parking

best hotels in Key West, USA
8.2
921 reviews
From $311

Margaritaville Beach House Key West streamlines your travel experience with efficient parking solutions that prioritize convenience and security. Guests can enjoy hassle-free transit thanks to easy access to onsite parking. Whether arriving from the airport via the paid shuttle service or driving in directly, seamless arrival allows you more time to relax and indulge in the vibrant surroundings of Key West. Discover the joys of worry-free parking during your stay!

best hotels in Key West, USA
8.4
3303 reviews
From $255

Enjoy seamless arrivals and hassle-free transit with 24-hour valet service at Parrot Key Hotel & Villas. For just $30 + tax per vehicle per night, rest easy knowing your vehicle is secure while you indulge in all that Key West has to offer. This exclusive valet option ensures convenience without the stress of self-parking or street restrictions. Focus on creating lasting memories, knowing your transportation is expertly handled during your stay.

best hotels in Key West, USA
8.9
444 reviews
From $883

Arrive and unwind at The Perry Hotel & Marina Key West, where seamless parking is part of the experience. Enjoy the convenience of on-site parking that guarantees your vehicle's security while you explore the breathtaking surroundings. With hassle-free transit options like complimentary shuttles to Old Town, navigating the stunning landscape is a breeze. Focus on creating memorable moments rather than logistical challenges at this welcoming retreat.

Key West, USA Hotels with Entertainment

best hotels in Key West, USA
8.9
444 reviews
From $883

Dive into the vibrant nightlife at The Perry Hotel & Marina Key West, where lively evenings await! With three exciting dockside restaurants featuring happy hour specials and award-winning cuisine, your taste buds will be tantalized. Enjoy the energetic atmosphere as you sip cocktails by the waterfront pools or head out for water activities right from the marina. Just a short shuttle ride away from the buzzing Duval Street, this hotel sets the stage for an unforgettable experience filled with fun and social connections.

best hotels in Key West, USA
8.2
921 reviews
From $311

Dive into the vibrant atmosphere of Margaritaville Beach House Key West, where the nightlife pulsates with energy! Enjoy lively evenings at the on-site bar or explore the nearby Duval Street, renowned for its bars and entertainment options. With an inviting outdoor swimming pool and a hot tub to unwind in after a night out, this property is your gateway to unforgettable adventures. Don’t miss your chance to experience the local music scene and dynamic activities that make Key West truly special.

best hotels in Key West, USA
8.4
3303 reviews
From $255

Experience the vibrant nightlife and thrilling activities at Parrot Key Hotel & Villas, where every moment is infused with energy and excitement. Dive into one of four sparkling outdoor pools or savor delicious bites at The Grove Kitchen & Bar between kayaking adventures. With a complimentary shuttle to historic Old Town Key West, you're just moments away from lively bars, unique shops, and live entertainment that keeps the party going all night. Revel in the dynamic atmosphere that's perfect for socializing and making unforgettable memories.

best hotels in Key West, USA
7.3
652 reviews
From $196

Dive into the vibrant nightlife at DoubleTree by Hilton Grand Key Resort, where energy meets excitement in Key West! With easy access to historic Old Town and bustling bars, your evenings will be filled with live music and social gatherings. Unwind at the lively Poolside Gumbo Limbo Tiki Bar, serving frozen drinks and light bites while you soak up the tropical ambiance. Experience the perfect blend of relaxation and adventure, making this resort a haven for fun-loving travelers!

best hotels in Key West, USA
7.4
996 reviews
From $183

Experience the vibrant nightlife of Key West at Hilton Garden Inn Key West/The Keys Collection, where every night comes alive with excitement! Savor delicious cocktails from the tiki bar while lounging by the outdoor pool, or indulge in mouthwatering dishes at the Garden Grille restaurant. With an energetic atmosphere and convenient access to Duval Street's bustling bars, guests can easily explore the city’s famous nightlife scene. Don't miss out on unforgettable adventures arranged by the concierge to elevate your stay!

Key West, USA Family Friendly Hotels

best hotels in Key West, USA
8.9
444 reviews
From $883

Families will feel right at home at The Perry Hotel & Marina Key West, where safety and bonding come first. Spacious accommodations offer comfort, while the kids' club ensures little ones have a blast with supervised activities. The hotel's secure environment allows parents to relax and enjoy family time without worries. With easy access to nearby attractions, families can create lasting memories together in a stress-free setting that prioritizes fun and connection.

best hotels in Key West, USA
8.2
921 reviews
From $311

Margaritaville Beach House Key West ensures a delightful family getaway with a focus on safety and fun for all ages. The property features spacious accommodations perfect for quality bonding time, while kids can enjoy supervised activities. Relax by the outdoor pool or indulge in delicious dining options without stress. With nearby attractions suitable for families, every moment spent here will create lasting memories in a secure and welcoming environment.

Key West, USA Pet Friendly Hotels

best hotels in Key West, USA
8.9
444 reviews
From $883

At The Perry Hotel & Marina Key West, no family member is left behind! Bring your furry friends along for a delightful stay in a pet-friendly atmosphere. With thoughtfully designed amenities and nearby scenic walks, both pets and their owners can enjoy the beauty of Key West. Relax in stylish accommodations knowing your beloved companion is welcome, making every moment of your vacation enjoyable and inclusive.

best hotels in Key West, USA
7.3
652 reviews
From $196

At DoubleTree by Hilton Grand Key Resort, no family member gets left behind, thanks to its welcoming pet-friendly policy! Your furry friends will feel right at home with thoughtful amenities and nearby walking paths to explore the beautiful landscapes of Key West. Enjoy peace of mind knowing your pets are accommodated while you make lifelong memories together in this vibrant destination.

best hotels in Key West, USA
8.5
187 reviews
From $399

At Ella's Cottages - Key West Historic Inns, no family member gets left behind, including your furry friends. This welcoming property boasts excellent pet amenities, ensuring that both you and your pets feel at home. Enjoy leisurely strolls on nearby walks while soaking up the charm of Key West, creating lasting memories with your four-legged companions. It's the perfect getaway that celebrates the joy of traveling with your pets.

best hotels in Key West, USA
8.2
921 reviews
From $311

At Margaritaville Beach House Key West, no family member is left behind! This pet-friendly destination welcomes your furry friends with open arms, ensuring a comfortable stay for everyone. Enjoy specially designed pet amenities and numerous nearby walks to explore the scenic beauty of Key West together. Your pets will love the vibrant outdoor spaces, making it easy to include them in all your vacation adventures. Experience a fun-filled getaway that caters to both you and your pets!

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