Search all holiday resorts in Key West, FL

144 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Key West, FL resorts
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

144 Best resorts in Key West, FL

Best Key West, FL resorts with a jacuzzi

Among the 144 accommodations in Key West, FL, here are the 2 best resorts with a jacuzzi

Beachside Resort & Residences - Key West, FL
8.3 4147 reviews
Key West, FL
20/06 – 27/06
286 €/nighttotal: 2002 € (7 )

Beachside Resort & Residences

1 2
resort , Key West
The Key West Marriott Beachside Hotel is located on the beach in Key West, just under 1.2 miles from Key West Airport and a short shuttle ride from the city centre. The hotel has consistently received very good ratings for its location, cleanliness, and overall guest experience.
The hotel offers a range of accommodation options, from comfortable rooms to suites with upgraded amenities. Guests can enjoy a private sandy beach, a swimming pool, a hot tub, a fitness centre, a spa, and a choice of dining options, including a steakhouse and a bar.
Doubletree By Hilton Grand Key Resort - Key West, FL
8.3 1664 reviews
Key West, FL
25/07 – 27/07
273 €/nighttotal: 546 € (2 )

Doubletree By Hilton Grand Key Resort

1 3
resort , Key West
The Doubletree By Hilton Grand Key Resort offers a convenient base on the outskirts of historic Old Town Key West, just a 2-minute drive from Key West International Airport, Duval Street, and Old Town, with a complimentary shuttle service to these key areas and Smathers Beach.
This resort features a swimming pool with a poolside tiki bar, on-site dining at Palm Haven Restaurant and Sanctuary Lounge, and guest rooms equipped with flat-screen TVs and mini-refrigerators, with select rooms offering balconies and sofa beds, alongside bicycle rentals and a fitness centre.

Best Key West, FL resorts with a pool

Among the 144 accommodations in Key West, FL, here are the 4 best resorts with a pool

Oceanfront, Resort-lignende Luksus Hjem Med Privat Pool Og Frodige Landskabspleje - Key West, FL
9.8 95 reviews
Key West, FL
14/10 – 16/10
1357 €/nighttotal: 2714 € (2 )

Oceanfront, Resort-lignende Luksus Hjem Med Privat Pool Og Frodige Landskabspleje

4 2
resort , Key West
This smoke-free four-bedroom house in Northside Resort is located just a short distance from Key West's popular attractions, including Duval Street, Mallory Square, and the Florida Keys Beaches. The property has received excellent ratings for location, cleanliness, and user experience.
The spacious home offers a private pool, perfect for relaxing after a day of exploring the island. Guests can enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a balcony, as well as on-demand housekeeping services, barbecue grills, and a peaceful setting.
Santa Maria Suites Resort - Key West, FL
9.4 2561 reviews
Key West, FL
24/07 – 28/07
1073 €/nighttotal: 4292 € (4 )

Santa Maria Suites Resort

3 7
resort , Key West
The Santa Maria Suites Resort is located just one block from the Atlantic Ocean and Duval Street, placing you right in the heart of Key West's lively atmosphere. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers spacious suites with full kitchens and 48-inch flat-screen TVs, ideal for a comfortable stay. Guests can enjoy a range of amenities including two outdoor heated pools, a spa, a fitness centre, and a restaurant serving Japanese cuisine.
The Reach Key West, Curio Collection By Hilton - Key West, FL
8.4 1350 reviews
Key West, FL
20/06 – 27/06
392 €/nighttotal: 2744 € (7 )

The Reach Key West, Curio Collection By Hilton

1 2
resort , Key West
The Reach Key West, Curio Collection by Hilton is located in Old Town, Key West, just 1.5 kilometres from Duval Street, a lively area with a wide selection of restaurants, shops, and nightlife. The resort has received very good ratings for both its location and overall experience, with good marks for cleanliness.
This hotel offers a range of rooms, including suites and studios, all with private balconies offering views of the ocean or the town. Guests can enjoy a private beach, a swimming pool, a spa, a fitness centre, and a variety of activities like scuba diving, snorkelling, and deep-sea fishing.
Casa Marina Key West, Curio Collection By Hilton - Key West, FL
8.2 1056 reviews
Key West, FL
20/06 – 27/06
739 €/nighttotal: 5173 € (7 )

Casa Marina Key West, Curio Collection By Hilton

2 7
resort , Key West
Casa Marina Key West, Curio Collection By Hilton is a historic 1920s resort situated directly on a private beach, approximately 1.1 kilometres by car from Duval Street.
This hotel offers two oceanfront swimming pools, oceanside massages, and is conveniently located for activities such as deep-sea fishing, windsurfing, and exploring Fort Zachary Taylor Historic State Park, which is 1.8 kilometres away.

Frequently asked questions about resorts in Key West, FL

  • What are the top attractions in Key West, FL?

    Key West is packed with things to see and do! You've got to visit the iconic Southernmost Point buoy, stroll along Duval Street, and check out the Ernest Hemingway Home and Museum. And don't forget to take a sunset sail - it's a must-do!
  • What are the best resorts with a swimming pool in Key West, FL?

    H2o Suites- Adults Only, Santa Maria Suites Resort and The Perry Hotel & Marina Key West are among the best resorts with a swimming pool in Key West, FL.

  • Which area in Key West, FL is good for staying in a resort?

    For a luxurious resort stay, you can't go wrong with the area around Smathers Beach. It's got the best beaches in Key West, plus there are plenty of high-end resorts with great amenities. The Old Town area is also fantastic, with plenty of boutique hotels and charming guesthouses.
  • What are the best resorts with jacuzzi in Key West, FL?

  • What time of the year is the best to stay in a resort Key West, FL?

    The best time to visit Key West is during the shoulder seasons, from April to May and September to October. The weather is still great, but the crowds are smaller and the prices are lower. Just remember to check the weather forecast before you go, as hurricanes can happen in the late summer and early autumn.
  • What are the best family friendly resorts in Key West, FL?

  • How easy is it to get to Key West, FL?

    Getting to Key West is easy! You can fly directly into Key West International Airport (EYW), or you can drive down the Overseas Highway from Miami. The drive is scenic and takes about 4 hours. If you want to avoid the drive, you can also take a ferry from Fort Lauderdale or Miami.
  • What are the best pet friendly resorts in Key West, FL?

  • Where are the best markets in Key West, FL?

    For local produce, crafts, and souvenirs, you can't beat the Key West Green Market. It's held every Saturday morning at the Truman Waterfront. Another great option is the Key West Historic Seaport, which has a market with local vendors selling everything from art to jewellery to food.
  • What are the most requested amenities in resorts in Key West, FL?

    Most resorts in Key West offer a range of amenities, but some of the most popular include swimming pools, private beaches, restaurants, bars, and spas. Many resorts also have fitness centres, watersport activities, and kids' clubs. It really depends on what you're looking for in a resort.
  • What are the most romantic attractions in Key West, FL's?

    Key West is a very romantic place! Some of the most popular romantic attractions include Sunset Pier, Mallory Square, and the Key West Lighthouse. For a truly unique experience, you can take a sunset sail on a catamaran or a private yacht.

Destinations nearby

Best Key West, FL resorts with air conditioning

Parrot Key Hotel & Villas - Key West, FL
8.5 4732 reviews
Key West, FL
20/06 – 27/06
265 €/nighttotal: 1855 € (7 )

Parrot Key Hotel & Villas

1 2
resort , Key West
Parrot Key Hotel & Villas is located in Florida Bay, a short drive from the historic Old Town of Key West, offering a peaceful escape from the bustling city centre. This resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The hotel features a range of accommodation options, including villas and rooms, all with private terraces offering stunning ocean views. Guests can enjoy a variety of amenities, activities and features, from multiple swimming pools and a fitness centre to kayaking excursions and on-site dining.
Coconut Beach Resort - Key West, FL
Key West, FL
20/06 – 27/06
377 €/nighttotal: 2639 € (7 )

Coconut Beach Resort

1 2
resort , Key West
Vacation resort listing. Your accommodation will be based in Key West.
Services and facilities: an iron, air conditioning and a concierge. This resort also has a terrace!
Resort View 1br Suite - Key West, FL
Key West, FL
20/06 – 21/06
579 €/nightfor 1 night

Resort View 1br Suite

1 2
resort , Key West
The Resort View 1br Suite is located in Key West, Florida, 5km from the city centre, near the Key West Tropical Forest and Botanical Garden and Lower Keys Medical Center.
This pet-friendly apartment offers a one-bedroom suite sleeping two guests, including air conditioning and internet access; further details on kitchen and living area facilities are not available.

Best Key West, FL resorts with a gym

Santa Maria Suites Resort - Key West, FL
9.4 2561 reviews
Key West, FL
24/07 – 28/07
1073 €/nighttotal: 4292 € (4 )

Santa Maria Suites Resort

3 7
resort , Key West
The Santa Maria Suites Resort is located just one block from the Atlantic Ocean and Duval Street, placing you right in the heart of Key West's lively atmosphere. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers spacious suites with full kitchens and 48-inch flat-screen TVs, ideal for a comfortable stay. Guests can enjoy a range of amenities including two outdoor heated pools, a spa, a fitness centre, and a restaurant serving Japanese cuisine.
Parrot Key Hotel & Villas - Key West, FL
8.5 4732 reviews
Key West, FL
20/06 – 27/06
265 €/nighttotal: 1855 € (7 )

Parrot Key Hotel & Villas

1 2
resort , Key West
Parrot Key Hotel & Villas is located in Florida Bay, a short drive from the historic Old Town of Key West, offering a peaceful escape from the bustling city centre. This resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The hotel features a range of accommodation options, including villas and rooms, all with private terraces offering stunning ocean views. Guests can enjoy a variety of amenities, activities and features, from multiple swimming pools and a fitness centre to kayaking excursions and on-site dining.
The Reach Key West, Curio Collection By Hilton - Key West, FL
8.4 1350 reviews
Key West, FL
20/06 – 27/06
392 €/nighttotal: 2744 € (7 )

The Reach Key West, Curio Collection By Hilton

1 2
resort , Key West
The Reach Key West, Curio Collection by Hilton is located in Old Town, Key West, just 1.5 kilometres from Duval Street, a lively area with a wide selection of restaurants, shops, and nightlife. The resort has received very good ratings for both its location and overall experience, with good marks for cleanliness.
This hotel offers a range of rooms, including suites and studios, all with private balconies offering views of the ocean or the town. Guests can enjoy a private beach, a swimming pool, a spa, a fitness centre, and a variety of activities like scuba diving, snorkelling, and deep-sea fishing.
Southernmost Beach Resort And Guesthouses - Key West, FL
8.7 4713 reviews
Key West, FL
20/06 – 21/06
369 €/nightfor 1 night

Southernmost Beach Resort And Guesthouses

1 2
resort , Key West
Southernmost Beach Resort is in Old Town Key West, directly on the beach and a short walk from South Beach and the Southernmost Point, and a 1.3 mile drive from Fort Zachary Taylor Historic State Park. The resort has received very good ratings for its location, cleanliness, and overall experience.
This hotel offers a range of amenities and activities for guests to enjoy. The resort has three swimming pools, a full-service spa, a restaurant, a bar, a fitness centre, and room service.
©2026 cozycozy.com