Best Luxury Hotels in Florida Keys

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Top Florida Keys Luxury Hotels

6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
  • 24-hour gym
  • Poolside bar
  • Concierge services
9.0 out of 10, Wonderful, (1741)
Waterfront opulence defines this marina-side retreat where 6 outdoor pools invite leisurely days under the Florida sun. Premium bedding, furnished balconies, and attentive concierge service create an atmosphere of refined coastal luxury at every turn.
The price is RM586
RM907 total
includes taxes & fees
8 Dec - 9 Dec
Oceans Edge Key West Resort, Hotel & Marina
3 outdoor pools, pool umbrellas, pool loungers
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4.0 star property
Key West Historic District
  • Near the beach
  • Poolside dining
  • Poolside bar
  • Concierge services
9.2 out of 10, Wonderful, (1001)
Sophisticated island elegance awaits at this Key West haven, where three refreshing pools invite endless relaxation. Spacious rooms feature deep soaking tubs and private balconies, while poolside dining creates memorable experiences. Located within walking distance of Mallory Square's waterfront attractions.
The price is RM890
RM1,261 total
includes taxes & fees
2 Dec - 3 Dec
The Marker Key West Harbor Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
  • On private beach
  • Beachfront dining
  • Full-service spa
  • 2 poolside bars
  • Concierge services
9.2 out of 10, Wonderful, (1271)
Immersed in luxury, this five-star resort captivates with beachfront massages and seven spa treatment rooms. Guests indulge in championship golf, relax at poolside bars, and enjoy Champagne service while surrounded by stunning ocean vistas and lush tropical gardens.
The price is RM923
RM1,317 total
includes taxes & fees
30 Nov - 1 Dec
Cheeca Lodge & Spa
Fireplace
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
  • On private beach
  • Full-service spa
  • 2 outdoor pools
  • Concierge services
8.4 out of 10, Very good, (436)
Seaside sophistication unfolds across this historic Hilton resort featuring full-service Spa Al Mare offering beachfront massages and hydrotherapy. Sun-drenched days transition between private beach loungers, tropical pools, and sunset vistas from this elegant Key West sanctuary.
The price is RM1,013
RM1,388 total
includes taxes & fees
14 Dec - 15 Dec
Casa Marina Key West, Curio Collection by Hilton
View from room
Kingsail Resort

Kingsail Resort

2.0 star property
Marathon
  • Near the beach
  • Outdoor pool
  • Concierge services
8.6 out of 10, Excellent, (1034)
Seaside luxury beckons at this waterfront Marathon hotel featuring a private marina. Guests relish the outdoor pool with sun loungers, concierge services, and convenient beach proximity. Explore nearby Sombrero Beach or Crane Point Museum after enjoying this serene Florida Keys escape.
The price is RM363
RM409 total
includes taxes & fees
27 Nov - 28 Nov
Kingsail Resort
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
  • On the beach
  • Beachfront dining
  • Full-service spa
  • 2 poolside bars
  • Concierge services
8.6 out of 10, Excellent, (2858)
Seaside sophistication unfolds across 3 outdoor pools and a beachfront setting where pampering is paramount. Petite Spa offers couples' treatments and outdoor services, while pillowtop beds await in stylishly appointed rooms. Savour oceanview meals at the café after beach yoga or sunset cocktails.
The price is RM822
RM1,227 total
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort and Guesthouses
Beach/ocean view
Parmer's Resort

Parmer's Resort

2.5 star property
Summerland Key
  • On private beach
  • Outdoor pool
  • Concierge services
9.0 out of 10, Wonderful, (1001)
The price is RM449
RM640 total
includes taxes & fees
20 Nov - 21 Nov
Parmer's Resort
View from room
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 star property
Old Town Key West
  • Near the beach
  • Poolside bar
  • Concierge services
  • Adults-only
9.8 out of 10, Exceptional, (577)
Luxurious tranquility awaits at this adults-only Key West sanctuary. Private balconies, plush pillowtop beds, and some suites with personal plunge pools create intimate retreats. Savour cocktails at the rooftop pool bar while South Beach and Hemingway's home beckon just steps away.
The price is RM1,359
RM1,808 total
includes taxes & fees
19 Nov - 20 Nov
H2O Suites - Adults Only
Front of property
Seashell Motel

Seashell Motel

1.5 star property
Old Town Key West
  • Near the beach
  • Concierge services
7.8 out of 10, Good, (1002)
Situated minutes from the shoreline, this recently remodeled Key West retreat combines luxury with convenience. Modern rooms feature refrigerators and updated bathrooms, while lush garden spaces provide peaceful relaxation after beach explorations. Bicycle rentals invite scenic coastal adventures.
The price is RM450
RM507 total
includes taxes & fees
18 Nov - 19 Nov
Seashell Motel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor
  • On the beach
  • Beachfront dining
  • Full-service spa
  • Poolside bar
  • Concierge services
9.0 out of 10, Wonderful, (1003)
Beachfront bliss awaits at this luxury Key Largo sanctuary. Indulge in hot stone massages and Ayurvedic treatments at the full-service spa, savour meals at 3 upscale restaurants, or unwind with handcrafted cocktails at the beach bar while watching spectacular sunsets.
The price is RM988
RM1,339 total
includes taxes & fees
30 Nov - 1 Dec
Playa Largo Resort & Spa, Autograph Collection
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 Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We loved this resort! It was relaxing, but also has tons of activities to keep everyone entertained. Three pools, two hot tubs, tennis, pickle, golf, beach, paddle boards, kids activities. Staff was gracious and helpful. We loved being able to have lunch and drinks served at the pools. And, if you are a swimmer, they have an adult only lap pool. Jessica, the concierge, was especially helpful to us after we made a reservation the night before, as we had to quickly move out of our terrible VRBO in Marathon. She explained our room choices and even enabled an early check in. Thanks Jessica! We will be back!"
Jennifer 3-night trip
Posted 2 days ago
Cheeca Lodge & Spa

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