5 Star Hotels in Florida Keys, United States of America

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Check availability on Florida Keys 5 Star Hotels

Top Florida Keys 5 Star Hotels

Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1708)
"Everything about the property was wonderful. All staff members were so kind, friendly and informative. "
The price is €450
includes taxes & fees
30 Mar - 31 Mar
Margaritaville Beach House Key West
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2315)
"Beautiful "
The price is €525
includes taxes & fees
13 Mar - 14 Mar
Southernmost Beach Resort
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free pool cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1606)
"Would totally come back!"
The price is €389
includes taxes & fees
23 Mar - 24 Mar
Oceans Edge Key West Resort, Hotel & Marina
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.4 out of 10, Very good, (1008)
"Nice staff and property "
The price is €290
includes taxes & fees
31 Mar - 1 Apr
Beachside Resort & Residences
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1009)
"Parrot Key is a good place to stay for adults and families. "
The price is €382
includes taxes & fees
6 Apr - 7 Apr
Parrot Key Hotel & Villas
Havana Cabana at Key West - Adults Only
Outdoor pool, pool loungers

Havana Cabana at Key West - Adults Only

4.0 star property
8.8 out of 10, Excellent, (1697)
"The only complaint I had was on one day there were kids in the pool and I had thought it was adult only."
The price is €304
includes taxes & fees
2 Apr - 3 Apr
Havana Cabana at Key West - Adults Only
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Beautiful "
The price is €387
includes taxes & fees
1 Apr - 2 Apr
The Perry Hotel & Marina Key West
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.0 out of 10, Wonderful, (1002)
"clean and nice environment"
The price is €488
includes taxes & fees
20 Mar - 21 Mar
Isla Bella Beach Resort & Spa
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1004)
"Age and history"
The price is €592
includes taxes & fees
31 Mar - 1 Apr
Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, pool loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (891)
"The beach was wonderful beautiful sand and very spacious great dining close by."
The price is €514
includes taxes & fees
16 Mar - 17 Mar
The Reach Key West, Curio Collection by Hilton
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1004)
"Rooster"
The price is €292
includes taxes & fees
1 Apr - 2 Apr
The Gates Hotel Key West Newly Renovated
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1002)
"I've been to KW severals times and avoided this property though it tended to be low cost. This time I stayed there, got a private room. I found it nice. Pools clean, the room quite small but adequate. Good location. I could walk from the Ferry to the room. Duvall and harbor area were close (10 to 15 minutes) but not too close which is good for the noise. Bob's Restaurant was a block away and had great happy hour 5-6. The grounds had several pools and a hot tub. People were friendly. ...
The price is €303
includes taxes & fees
16 Mar - 17 Mar
NYAH Key West - Adults Only
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1433)
"Nice hotel. Clean. Friendly staff. The little bar in back was a great spot to grab a drink and quick dinner after traveling all day. It’s right on Rt 1, so easy quick access to stuff in the area. "
The price is €292
includes taxes & fees
31 Mar - 1 Apr
24 North Hotel Key West - Newly Renovated
Ibis Bay Beach Resort
Outdoor pool, pool umbrellas, pool loungers

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1844)
"Liked the pool"
The price is €364
includes taxes & fees
13 Mar - 14 Mar
Ibis Bay Beach Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1047)
"Love Cheeca"
The price is €836
includes taxes & fees
6 Apr - 7 Apr
Cheeca Lodge & Spa
Hawks Cay Resort
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hawks Cay Resort

4.0 star property
7.8 out of 10, Good, (1005)
"Excellent paraíso for family and friends "
The price is €463
includes taxes & fees
6 Apr - 7 Apr
Hawks Cay Resort
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1004)
"Nice "
The price is €321
includes taxes & fees
31 Mar - 1 Apr
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"I was very pleasantly surprised with this stay! We were staying with some friends who also had a baby, and we had the 2 bedroom unit. It was very spacious and comfortable with a LOVELY huge balcony. Pool area and hot tub was clean and nice as well. Nice amenities on property including beach volleyball and corn hole. One down side is it’s farther from town but we had a car so it was no big deal at all. Just cut the cost of our stay in half!! "
The price is €464
includes taxes & fees
6 Apr - 7 Apr
Hyatt Vacation Club at Windward Pointe, Key West
Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4.0 star property
8.6 out of 10, Excellent, (1007)
"Beautiful property. Very serene and they have a little lobby mascot who is very cute also. Make sure to spot him."
The price is €495
includes taxes & fees
1 Apr - 2 Apr
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Pier House Resort & Spa
View from room

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Great location, lush landscaping, nice beach, bars and great restaurants on site-awesome sunset pier to watch all the boats! "
The price is €698
includes taxes & fees
13 Mar - 14 Mar
Pier House Resort & Spa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Florida Keys.
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy, Key Largo, FL
The price is €495 per night from 1 Apr to 2 Apr
€495
includes taxes & fees
1 Apr - 2 Apr
8.6/10 Excellent! (1,023 reviews)
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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.

Learn more about Florida Keys

Jogging trails, fishing spots and popular sights from Everglades National Park to Duval Street—explore Florida Keys, a seaside destination also known for its live music scene.

See all hotels in Florida Keys
Higgs Beach which includes a beach and tropical scenes as well as a large group of people

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Florida Keys?
You can find several pricing options for a 5-star hotel in Florida Keys on Expedia. The amount you pay will depend on your travel dates, length of your trip and other factors. Compare all of the available accommodation for your chosen dates and make use of our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from €436

What makes a hotel 5 stars in Florida Keys?
From gourmet restaurants and 24-hour gyms to pools and deluxe bedding, the 5-star experience in Florida Keys is all about comfort and indulgence. But it calls for more than just top-notch perks to earn a 5-star rating. Stays must also provide outstanding guest-focused services like in-room massage treatments, on-site laundry and dry cleaning and 24/7 room service.
Are there any 5-star all-inclusive resorts in Florida Keys?
Find an indulgent escape that includes your lodging, meals, drinks and entertainment in Florida Keys with Expedia’s filters. Search for hotels rated 5 stars and click on the “All inclusive” filter. Double-check what’s included in the upfront price. This way, you’ll be ready to maximize all the premium perks from the moment you arrive.
Are there any 5-star holiday rentals in Florida Keys?
Our site doesn’t offer any 5-star holiday rentals in Florida Keys. However, you will still find a few top-rated properties where the only item on your itinerary will be to unpack and have fun. See what’s available by searching through our holiday rentals in Florida Keys.