Hotels with Entertainment in Key West, Florida
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Our top choices for Key West hotels with entertainment
1. Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyOld Town Key West
10.0 out of 10, Exceptional, (1,000 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
Teresa
The price is P15,276
P17,185 total
includes taxes & fees
Nov 1 - Nov 2
2. H2O Suites - Adults Only
H2O Suites - Adults OnlyOld Town Key West
9.8 out of 10, Exceptional, (670 reviews)
"Amazing stay! Loved the private pool!"
Kimberly
The price is P20,970
P27,894 total
includes taxes & fees
Nov 1 - Nov 2
3. The Gardens Hotel
The Gardens HotelOld Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"Really nice place, We strongly recommend!"
Gisele
The price is P17,138
P19,279 total
includes taxes & fees
Dec 1 - Dec 2
4. Santa Maria Suites
Santa Maria SuitesOld Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place for families"
Anthony
The price is P20,333
P27,177 total
includes taxes & fees
Nov 2 - Nov 3
5. Duval House
Duval HouseOld Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
Dennis
The price is P10,135
P12,772 total
includes taxes & fees
Nov 1 - Nov 2
6. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveOld Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
Janet
The price is P12,470
P22,109 total
includes taxes & fees
Nov 8 - Nov 9
7. Tropical Inn
Tropical InnOld Town Key West
9.4 out of 10, Exceptional, (451 reviews)
"We will definitely stay here again!"
Natalie
The price is P8,680
P11,361 total
includes taxes & fees
Nov 1 - Nov 2
8. The Marker Key West Harbor Resort
The Marker Key West Harbor ResortKey West Historic District
9.2 out of 10, Wonderful, (1,036 reviews)
"Love this place!!!"
George
The price is P15,126
P21,175 total
includes taxes & fees
Nov 29 - Nov 30
9. The Key West Hotel
The Key West HotelKey West Historic District
9.2 out of 10, Wonderful, (565 reviews)
"Great place to stay - highly recommend."
Preston
The price is P20,822
P28,085 total
includes taxes & fees
Nov 1 - Nov 2
10. The Garden House
The Garden HouseKey West Historic District
9.2 out of 10, Wonderful, (737 reviews)
"Great place. been there 2 times and we are coming back in a few months!
Adults only and dog friendly is a great perk!"
Brad
The price is P6,310
P8,470 total
includes taxes & fees
Nov 2 - Nov 3
11. Pier House Resort & Spa
Pier House Resort & SpaKey West Historic District
9.0 out of 10, Wonderful, (1,381 reviews)
"Best place we have stayed in Key West"
William N
The price is P21,617
P28,765 total
includes taxes & fees
Nov 22 - Nov 23
12. Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult ExclusiveOld Town Key West
9.0 out of 10, Wonderful, (484 reviews)
"This was our first time staying here and I will say that it was a pleasure. Staff were friendly and quite helpful. Location couldn’t be better as you’re right off of Duval St. I highly recommend as we will be staying here again in the future."
Evan
The price is P11,155
P15,776 total
includes taxes & fees
Nov 2 - Nov 3
13. Parrot Key Hotel & Villas
Parrot Key Hotel & VillasNorthside Resort
9.0 out of 10, Wonderful, (1,480 reviews)
"Very kind Staff, clean bedrooms… amazing and cozy stay. Thank you!"
Carmen
The price is P10,071
P14,987 total
includes taxes & fees
Nov 17 - Nov 18
14. Tranquility Guest House
Tranquility Guest HouseOld Town Key West
9.0 out of 10, Wonderful, (39 reviews)
"The room was clean and the location was perfect."
Sandra
The price is P7,701
P14,339 total
includes taxes & fees
Nov 2 - Nov 3
15. Eden House
Eden HouseKey West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing staff, beautiful location, super clean rooms and great amenities. This is my 3rd stay here and will definitely be back again!"
Michelle
The price is P9,745
P12,278 total
includes taxes & fees
Nov 1 - Nov 2
16. The Saint Hotel Key West, Autograph Collection, Adult Only
The Saint Hotel Key West, Autograph Collection, Adult OnlyKey West Historic District
9.0 out of 10, Wonderful, (378 reviews)
"Great place for couples!"
R Frederick
The price is P14,596
P16,421 total
includes taxes & fees
Dec 1 - Dec 2
17. Wicker Guesthouse
Wicker GuesthouseOld Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay. Always love coming back here."
Cheyenne
The price is P12,563
P14,134 total
includes taxes & fees
Nov 1 - Nov 2
18. Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and GuesthousesOld Town Key West
8.6 out of 10, Excellent, (3,630 reviews)
"Easy check in, huge property, great location and beautiful grounds."
Charles
The price is P12,448
P18,881 total
includes taxes & fees
Nov 15 - Nov 16
19. The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
8.6 out of 10, Excellent, (1,062 reviews)
"Amazing property as always!"
Nicole
The price is P11,728
P17,497 total
includes taxes & fees
Nov 1 - Nov 2
20. Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
8.4 out of 10, Very good, (998 reviews)
"Great place"
Nguyen
The price is P15,660
P21,920 total
includes taxes & fees
Nov 8 - Nov 9
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.
Top Key West Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
