Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Florida Keys

Best deal May 31 - Jun 2
Tonight May 26 - May 27
This weekend May 31 - Jun 2
Next weekend Jun 7 - Jun 9

Featured Florida Keys Romantic Hotels

See all 1,637 Properties in Florida Keys

Estimated price for 1 night/2 adults

Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
4.5/5 (4,393 reviews)
$215/ night for 2 guests

Great location and staff. Would be great to have e a microwave in the room or accessible for guests. Good food and great pools. Great place to make memories.

Reviewed on May 22, 2019
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 out of 5.0 2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
4.3/5 (2,180 reviews)
$179/ night for 2 guests

Loved this hotel and the suite I stayed in! Everything looked wonderful!

Reviewed on May 22, 2019
Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
Free Cancellation
4.5/5 (1,840 reviews)
$289/ night for 2 guests

Great room with awesome view. Beach and pool are outstanding and all the staff, Latonya, Jennette, Tammy,Lee, Roman and the whole staff are the best and can't do enough fir you. Being 1 Duval the location is the best if you want to experience Duval street as well as Mallory Square !

Reviewed on May 23, 2019
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
4.4/5 (1,664 reviews)
$223/ night for 2 guests

Excellent ocean views . Food is great and staff were very friendly

Reviewed on May 24, 2019
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0 Zero Duval St., Key West, FL
4.6/5 (1,921 reviews)
$206/ night for 2 guests

Close to everything Duval Street offers. The walkway between front desk to rooms needs better air flow during humid days. Menu in restaurant needs updated been coming there 7 yrs same breakfast menu

Reviewed on May 22, 2019
Hawks Cay Resort
Hawks Cay Resort
4.0 out of 5.0 61 Hawks Cay Blvd, Marathon, FL
Free Cancellation
4.2/5 (1,965 reviews)
$239/ night for 2 guests

What can I say everything was pretty much very well done.the adult pool was the best.

Reviewed on May 23, 2019
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
Free Cancellation
4.4/5 (1,586 reviews)
$272/ night for 2 guests

Property location was great, rooms we’re very clean,staff was very courteous, we had a great time

Reviewed on May 25, 2019
Casa Marina, A Waldorf Astoria Resort
Casa Marina, A Waldorf Astoria Resort
4.0 out of 5.0 1500 Reynolds Street, Key West, FL
Free Cancellation
4.1/5 (2,216 reviews)
$260/ night for 2 guests

The beach and pool area were great. I was not impressed with our room. I paid extra for an ocean view. The bathroom was very small. They never left us enough towels or coffee priducts. We had call and ask for towels.

Reviewed on May 24, 2019
Santa Maria Suites
Santa Maria Suites
4.0 out of 5.0 1401 Simonton St, Key West, FL
4.8/5 (1,012 reviews)
$349/ night for 2 guests

Location, We have stayed there before and the rooms on the main floor are a better lay-out, but the bedrooms in the two floor units each enjoy their own separate, in-room bathrooms.

Reviewed on May 20, 2019
Map

Romantic Hotels: Our travelers loved these

Estimated price for 1 night/2 adults

Recently booked Romantic Hotels in Florida Keys

Holiday Inn Express Hotel & Suites Marathon
2.5 out of 5.0
Last booking: 1 hour ago
Marina Del Mar Resort and Marina
2.5 out of 5.0
Last booking: 2 hours ago
Courtyard by Marriott Key West Waterfront
3.0 out of 5.0
Last booking: 2 hours ago
24 North Hotel Key West
4.0 out of 5.0
Last booking: 2 hours ago
The Cabana Inn Key West-Adults Only
3.0 out of 5.0
Last booking: 4 hours ago
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5.0
Last booking: 4 hours ago
Fairfield Inn and Suites by Marriott Key West
3.0 out of 5.0
Last booking: 4 hours ago
Casa Marina, A Waldorf Astoria Resort
4.0 out of 5.0
Last booking: 4 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 out of 5.0
Last booking: 4 hours ago