Search Romantic Hotels in Key West

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Romantic Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Key West Romantic Hotels

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2794)
"The property and staff was great"
The price is 4.474.252 ₫
6.815.737 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1111)
"Friendly staff, beautiful and lush grounds. The location was great too."
The price is 3.405.987 ₫
5.346.739 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Parrot Key Hotel & Villas
Pier House Resort & Spa
Balcony

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1015)
"Great location and love the small beach area! "
Pier House Resort & Spa
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1015)
"Beautiful resort with a romantic vibe, we had an amazing stay. Perfect mix of comfort and charm, we’d love to come back."
The price is 4.625.806 ₫
7.134.883 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
Exterior

Hyatt Centric Key West Resort and Spa

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Great place to stay"
The price is 5.571.033 ₫
7.990.209 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Hyatt Centric Key West Resort and Spa
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (370)
"Resort is beautiful very clean staff is excellent 👍👍"
The price is 4.741.451 ₫
6.918.312 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Casa Marina Key West, Curio Collection by Hilton
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1008)
"Extremely appealing, very nice accommodation. Proximity to restaurants excellent. "
The price is 6.496.458 ₫
8.496.650 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Santa Maria Suites
Southernmost House
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

Southernmost House

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Very beautiful place to stay in Key West. Will stay here again if we return. "
The price is 5.441.658 ₫
8.572.394 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Southernmost House
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, pool loungers

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very good, (999)
"Stayed here many times. Easy in and out, plenty of parking. Great friendly staff"
Margaritaville Beach House Key West
The Saint Hotel Key West, Autograph Collection, Adult Only
Outdoor pool, pool loungers

The Saint Hotel Key West, Autograph Collection, Adult Only

3.5 star property
9.0 out of 10, Wonderful, (341)
"The Staff was awesome.. I would recommend upgrading the room above the standard queen. This room was very dated and did not have any real standard features hotel rooms usally come with at similar rates. The rest of the hotel was vey acceptable and location was great. I will stay again but not in those queen standard room. "
The price is 4.699.734 ₫
5.287.200 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Saint Hotel Key West, Autograph Collection, Adult Only
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.
View all properties

Top Key West Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Staff was lovely. Check in and check out we’re both painless and quick. One girl at the front desk upon check in was rude to another guest which was highly inappropriate in front of other guests but switched over to take care of our check in and was very pleasant. Grounds were well kept and clean. Pool area was phenomenal. Loved watching the chickens and lizards and even caught the staff cleaning the grounds early morning talking to the chickens which was cute. Stayed for a week and kept the do not disturb on the door and they did not enter which I loved. We kept our own towels and washcloths washed up as there is a washer and dryer. Kitchen has all the basics. Overall excellent! "
Kathryn 7-night trip
Posted 5 days ago
Hyatt Vacation Club at Windward Pointe, Key West

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Key West?
Are you and your partner looking for a romantic holiday? Couples choose Key West for its beautiful sunsets, beautiful ocean views and great live music scene. If you're a pair that loves cultural attractions, you might check out Red Barn Theater, Waterfront Playhouse or Key West Film Society. Whether you want to be pampered at a spa or enjoy a candlelit dinner, there are 4 hotels and other lodging options in Key West.
When is the best time of year for a romantic getaway to Key West?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Key West: The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.
What is there to do in Key West?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Key West has to offer. Couples looking for a little of everything will enjoy Key West for its live music, bars and sunsets. You might consider a visit to Duval Street, Ernest Hemingway Home and Museum or Key West Lighthouse and Keeper's Quarters Museum.
What's the best way to get to Key West and around town during my romantic getaway?
These transportation options in Key West might help your romantic trip get off to a smooth start: Make your way to Key West with a flight to Key West, FL (EYW-Key West Intl.), which is the closest major airport located 3 mi (4.8 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.