10 Florida Keys Luxury Resorts

The Florida Keys are situated off the southeastern coast of Florida. The area is home to spectacular beaches, fascinating wildlife, unspoiled nature, and awesome seafood. While on the Keys, you can fish, sail, kayak, or see the cute turtles. You can visit parks, a dolphin research center, and the former house of author Ernest Hemingway. It is a stunning place to visit. Planning a vacation in the Florida Keys, you will need a place to stay. Here are some recommendations of the best Florida Keys luxury resorts for you to relax while you are on vacation. These great Florida Keys hotels are perfect for couples, families, single travelers and groups.

10. The Gates Hotel Key West

Florida Keys luxury resorts


This is a relatively new hotel, as it just opened in 2015. However, the Gates hotel already ranks as one of the best Florida Keys luxury resorts. The rooms are modern and cozy, and they contain whitewashed beams. There are platform beds, and you can have your picture made by a local photographer. Pet-friendly, it is also one of the best places to stay in Florida Keys with your furry friend.

Wi-Fi is offered, and rooms include flat-screen televisions and mini fridges. Some rooms include terraces, walk-in showers, and pull-out sofas. The hotel contains a permanent food truck and an outdoor pool. You can check the reviews of other guests to see if it will meet your expectations before booking. These luxury Florida Key hotel also has a bar with live music, great service and intimate atmosphere, perfect for romantic dates. An outdoor lawn can provide enough space for 1.500 guests for weddings, concerts, and other events.

  • Accommodation type: 4-star hotel
  • Pricing: $ 213-$432
  • Booking: through online portal
  • Ideal for: couples and families, pets, weddings, events
  • Address: 3824 N Roosevelt Blvd, Key West, FL 33040

9. Playa Largo Resort and Spa

This oceanfront resort features luxury rooms, suites, and bungalows. The rooms are spacious and comfortable, and the bungalows are secluded and contain porches that are surrounded by gorgeous flowers and plants. You also have the option to stay in a beach house with wrap-around balconies and a private pool. One of the best Florida Keys resorts on the beach, Playa Largo features a fitness center, while also offering activities for the children.

The luxury resort contains a restaurant where dining by the sea is a most romantic occasion for couples. While staying at the resort, you can swim with the dolphins, feed the fish, attend a sea mammals show, or take a fishing charter. This is one of the most popular Florida Keys luxury resorts, especially for families and couples. Check out these reviews of other guests to see what they liked the most while staying here.

  • Accommodation type: 5-star resort
  • Pricing: $321-$693
  • Booking: room availability calendar
  • Ideal for: Couples and families, lavish weddings
  • Address: 97450 Overseas Hwy, Key Largo, FL 33037

8. Cheeca Lodge and Spa

Located in the Sportfishing Capital of the World, this Florida Keys luxury beachfront resort features relaxing rooms, contemporary decorations, and free Wi-Fi. Rooms contain televisions, DVD players, and balconies. Suites consist of rainfall showerheads, large tubs, and some have sofas and kitchens.

One of the best luxury properties in Islamorada, the resort contains a fishing pier, 9-hole golf course, tennis courts, and a fitness center. You can also enjoy the 2 heated pools with cabanas, a spa, and the kids center. There are numerous delicious restaurants on-site, which serve fresh seafood, Italian food, and sushi. Reviews can offer insight about what to do and what rooms are most preferred prior to booking a room here.

  • Accommodation Type: 4-star hotel
  • Pricing: $292-$759
  • Booking: check room availability first
  • Ideal for: Couples and families, kid-friendly, groups, meetings, events
  • Address: 81801 Overseas Hwy, Islamorada, FL 33036

Bonus read: Where to Eat In Key West

7. Santa Maria Suites

Florida Keys luxury resorts


The Santa Maria hotel is situated near the ocean and offers stunning views. At check-in, a friendly employee will offer you some ice cream. The hotel contains 2 heated pools, and you can enjoy wine and snacks at happy hour. This Florida Keys 4-star hotel contains all suites that include a large flat screen television and a kitchen. The concierge services offer to book reservations, and they will assist you in any way that they can.

You will have beach access with complimentary chairs, umbrellas, and towels. A restaurant is on the property. Check out the reviews that previous guests have written after staying the Santa Maria suites to see if their experience corresponds with your expectations. Not far away from Duval Street, this Florida Keys luxury resort is perfect for both romantic getaways and family holidays.

  • Accommodation type: 4-star hotel
  • Pricing: $412-$756
  • Booking: online booking page
  • Ideal for: Couples and families
  • Address: 1401 Simonton St, Key West, FL 33040

6. Tranquility Bay Beach House Resort

Located just 45 miles of historic Key West, and 90 miles of Miami, this Florida Keys beach house resort contains colorfully-decorated rooms with a coffee maker and minifridges. The beach houses include full kitchens, a living space, porches, and views of the Gulf of Mexico.

You can enjoy one of the 3 pools, a putting green, a grill, and a café. While staying at this 4-star luxury resort in the Florida Keys, you can kayak, sail, jet ski, deep sea fish, or take a cruise. It is one of the best Florida Keys luxury resorts for both relaxation and adventure. Before booking a room here, make sure to go through the reviews to see what makes this place so appealing.

  • Accommodation type: 4-star resort
  • Pricing: $272-$649
  • Booking: reserve a room at +1 (305) 809-8253 or through online portal
  • Ideal for: Couples and families
  • Address: 2600 Overseas Hwy, Marathon, FL 33050

You might also like: Where to Eat in Miami

5. The Reach – a Waldorf Astoria Resort

This Waldorf luxury resort is located on a private natural sand beach. The rooms contain balconies, and some have ocean views. You will have Wi-Fi access, flat screen televisions, and a mini-fridge. The 4-star resort includes a pool, poolside dining, a steakhouse, and a coffee shop.

You can also enjoy playing volleyball, chess, and pool. You can relax in a hammock or workout in the fitness center. A spa is available for guests. This is one of the most elegant of the Florida Keys luxury resorts, perfect for a romantic hideaway or retreat. Located just steps away from the famous Duval Street, this boutique hotel has an oceanfront pool and a private beach. Activities such as snorkeling, diving or deep sea fishing are also possible here. If you’re curious about the experience here, read the guests’ reviews to see how their stay was.

  • Accommodation type: 4-star resort
  • Pricing: $321-$633
  • Booking: on their room availability page
  • Ideal for: Couples and families
  • Address: 1435 Simonton St, Key West, FL 33040

4. Sunset Key Cottages

Florida Keys luxury resorts


This nice resort on the waterfront features 5 restaurants with delicious cuisine. You can also find a fitness center, a spa, and an outdoor pool with a whirlpool. Rooms include a flat-screen television, massage showers, and comfortable pillow-top mattresses. Some suites contain dining areas or whirlpool tubs.

Some rooms have balconies or ocean views. If you are looking for romantic places to stay in Key West, Florida, the Sunset luxury cottages will make you feel like in paradise. Before booking, see the reviews on TripAdvisor to weigh the pros and cons that guests have outlined, to make sure it is the right place for you.

  • Accommodation type: 4-star hotel
  • Pricing: $798-$1654
  • Booking: through their reservations page or by calling 855.995.9799
  • Ideal for: Couples and families
  • Address: 245 Front St, Key West, FL 33040

3. Parrot Key Hotel and Resort

This Florida Keys lively luxury resort is situated on the Gulf of Mexico. The large rooms offer tropical-style décor, unique artwork, and handcrafted furniture. Rooms contain patios or balconies, and they have flat screen televisions and mini-fridges. You will either have a view of the garden or a view of the ocean. Suites contain soaking tubs and a separate living area.

The resort contains 4 swimming pools and a fitness center. You will have the opportunity to participate in numerous water sports. There is a restaurant with poolside dining. This is one of the most vibrant of the Florida Keys luxury resorts due to its paradise-like gardens, unique Conch style and white-sand terraces perfect for sunbathing. Checking the guest experience satisfaction in the reviews they’ve written is a good measure when planning a trip. So make sure to read them before your trip to see if this 4-star resort would suit your taste.

  • Accommodation type: 4-star resort
  • Pricing: $238-$496
  • Booking: reserve a room online, or by phone at (888) 211-0348
  • Ideal for: couples and families
  • Address: 2801 N Roosevelt Blvd, Key West, FL 33040

2. Key Largo Bay Marriott Beach Resort

Situated on the waterfront and near the Dolphin Cove, the Key Largo Bay resort offers a seafood restaurant, a Tiki bar, live music, and an outdoor pool. A hot tub and poolside lounge are also at this Florida Keys luxury resort that is located just one hour drive from Miami. You can workout at the fitness center or relax at the spa.

Rooms contain free Wi-Fi, flat screen televisions, and mini fridges. Some rooms have balconies with views of the bay. You can look at the written accounts of the guests that have stayed here, to see why this resort is worth both the first position on our top ten Florida Keys luxury resorts and you booking a room here.

  • Accommodation type: 4-star resort
  • Pricing: $187-$676
  • Booking: through TripAdvisor
  • Ideal for: Couples and families
  • Address: 103800 Overseas Hwy, Key Largo, FL 33037

1. Hyatt Centric Key West Resort

Florida Keys luxury resorts


This spectacular resort overlooks the Gulf of Mexico. The rooms contain balconies, flat screen televisions, and pillowtop mattresses. Some rooms have views of the Gulf and a separate sitting area. You will have beach access and a heated outdoor pool. This Florida Keys luxury resort has a whirlpool with a sundeck, a spa, fitness center, and a seafood restaurant. You will also have the opportunity to rent a jet ski.

Located minutes away from popular Key West attractions (Ernest Hemingway home, Key West Shipwreck Museum, Key West Aquarium, Custom House Museum, and other museums), the 5-star hotel is one of the best luxury resorts in Florida Keys, perfect to feel the old town’s vibe and the ocean breeze. Reviews of previous guests help potential guests make up their minds and see why the Hyatt Centric Key West Resort is worth staying at.

  • Accommodation type: 5-star resort
  • Pricing: from $469
  • Booking: through TripAdvisor
  • Ideal for: couples and families
  • Address: 601 Front St, Key West, FL 33040


Florida Keys luxury resorts offer you the opportunity to relax away from home, in a romantic hideaway, quiet retreat or family holiday. They will pamper you will all the comforts of home, so you can enjoy an amazing vacation. While visiting the Florida Keys, you will make memories to last a lifetime.

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