A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

Best Resorts in Monroe County

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Top Cities in Monroe County

A beach with palm trees, people sunbathing, and a resort in the background.
ResortsResorts

Key West

Key West

Our top choices for Monroe County resorts

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,472 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
$195 nightly
The price is $219
Oct 4 - Oct 5
Total with taxes and fees
Cheeca Lodge & Spa
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

2. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,339 reviews)
"The resort was well maintained, the staff very friendly, the beach, pool and restaurant made for an amazing vacation."
United States
Cheryl
$308 nightly
The price is $346
Oct 7 - Oct 8
Total with taxes and fees
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.

3. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,011 reviews)
"Excellent place to stay it keys west"
United States
yendy
$295 nightly
The price is $332
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
A wooden deck with a view of the ocean and a palm tree.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,174 reviews)
"The place is a awesome"
United States
Micheal
$327 nightly
The price is $368
Oct 12 - Oct 13
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,110 reviews)
"Close to everything, comfortable stay"
United States
Nancy
$161 nightly
The price is $181
Oct 7 - Oct 8
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

6. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (949 reviews)
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
United States
Coni
$309 nightly
The price is $348
Oct 4 - Oct 5
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
Terrace/patio

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,527 reviews)
"Beautiful location, great amenities, and comfortable rooms"
United States
Michael
$172 nightly
The price is $194
Oct 4 - Oct 5
Total with taxes and fees
Lime Tree Bay Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

8. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,328 reviews)
"amazing clean stay."
United States
MICHAEL
$208 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

9. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (281 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
$280 nightly
The price is $315
Oct 18 - Oct 19
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A pool area with lounge chairs and a cabana.

10. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay and convenient for Duval."
United States
Brian
$315 nightly
The price is $354
Oct 1 - Oct 2
Total with taxes and fees
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,034 reviews)
"Great hotel and location"
United States
Darlene
$259 nightly
The price is $291
Oct 8 - Oct 9
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton
An aerial view of a resort with a large pool, palm trees, and a beach.

12. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean room excellent staff good location recommend"
United States
Tania
$312 nightly
The price is $351
Oct 14 - Oct 15
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection
A marina with boats docked, a lighthouse, and a resort with outdoor seating.

13. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.6 out of 10, Excellent, (1,159 reviews)
"Great resort, restaurant and bar!"
United States
Rick
$197 nightly
The price is $221
Oct 1 - Oct 2
Total with taxes and fees
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

14. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
La Siesta Resort & Villas
A pool area with lounge chairs and palm trees.

15. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place for families"
United States
Anthony
$300 nightly
The price is $337
Oct 1 - Oct 2
Total with taxes and fees
Santa Maria Suites
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

16. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (169 reviews)
"A very quiet place. Perfect to clear your mind for a few days."
United States
Adrian
$139 nightly
The price is $156
Oct 1 - Oct 2
Total with taxes and fees
Matecumbe Resort
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

17. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (233 reviews)
"Amazing service. It was an unexpected experience."
United States
Gabriela
$434 nightly
The price is $488
Oct 1 - Oct 2
Total with taxes and fees
Villas At Hawks Cay Resort
A balcony with two rocking chairs facing a beach with palm trees and a pier.

18. Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
8.8 out of 10, Excellent, (226 reviews)
"Clean resort, friendly staff, already planning a returned trip with the family."
United States
Deanna
$386 nightly
The price is $434
Oct 8 - Oct 9
Total with taxes and fees
Coconut Beach Resort
A beach with a thatched-roof hut, a wooden bench, and a boat.

19. Luxury Pull Thru Rv lot with access to all the Resorts amenities!

Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Cudjoe Key
9.4 out of 10, Exceptional, (17 reviews)
"very easy, nice spot near the pool, couldn't have had a better spotZ"
United States
Anonymous traveler
Luxury Pull Thru Rv lot with access to all the Resorts amenities!
A pool area with lounge chairs and palm trees, overlooking the ocean.

20. Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (2 reviews)
"Amenities over the top resort"
United States
Wayne
$1,326 nightly
The price is $1,491
Oct 1 - Oct 2
Total with taxes and fees
Coconut Beach Resort Timeshare
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 Monroe County Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Its good but I wish the pool and ac was working."
Rachel 3-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

Price trends for hotels in Monroe County

Less expensive
More expensive
Next month
August
March
$316
Month
Price
January
$519
February
$607
March
$621
April
$490
May
$461
June
$256
July
$275
August
$241
September
$243
October
$316
November
$400
December
$544
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Resorts in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Monroe County

Monroe County Resorts information

Number of reviews
7,964
Accommodation
48 Resorts
Lowest Price
$156
Highest Price
$1,491

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