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Check availability on Key West Romantic Hotels

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, (2465)
"Patty went above and beyond to assist us in finding the areas we were looking for. I would love to vote her in as your representative and concierge. Her personality is contagious! "
The price is ฿8,766
฿12,089 total
includes taxes & fees
3 Jun - 4 Jun
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, (1016)
"Great atmosphere, beautiful grounds, unique pools, friendly staff."
The price is ฿6,309
฿8,991 total
includes taxes & fees
19 May - 20 May
Parrot Key Hotel & Villas
Pier House Resort & Spa
View from room

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Excellent service. Private beach with beach bar. "
The price is ฿18,446
฿22,905 total
includes taxes & fees
21 May - 22 May
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, (1003)
"Its been a few years since we had been back and the experience was excellent. Room was ice cold and the pool and bar service was excellent! Watching the boats come in and out from the pool is awesome!"
The price is ฿12,836
฿16,854 total
includes taxes & fees
9 Jun - 10 Jun
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, (1001)
"Great place and good service "
The price is ฿9,437
฿12,770 total
includes taxes & fees
10 Jun - 11 Jun
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
7.0 out of 10, Good, (1001)
"The resort is beautiful and peaceful. The food was mehhh. But the drinks were good. The pool and patio area are amazing. Nice gym too."
The price is ฿9,157
฿12,281 total
includes taxes & fees
3 Jun - 4 Jun
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, (1002)
"Nice furniture and condo layout"
The price is ฿11,846
฿14,812 total
includes taxes & fees
12 May - 13 May
Santa Maria Suites
The Mansion on the Sea - Southernmost House in the USA
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

The Mansion on the Sea - Southernmost House in the USA

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Overly enjoyable stay in a magnificent property, everyone is so helpful and they had everything we needed!"
The price is ฿9,206
฿11,373 total
includes taxes & fees
15 May - 16 May
The Mansion on the Sea - Southernmost House in the USA
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)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
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, (334)
"Overall great experience. We plan on staying here going forward. Centrally located, beautiful inside and out. Staff was fantastic."
The price is ฿8,381
฿9,429 total
includes taxes & fees
19 May - 20 May
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.
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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 Waterfront Playhouse, Key West Film Society or Red Barn Theater. 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.
How many romantic hotels will we find in Key West?
Expedia has 36 romantic Key West hotels for you to get cosy in.
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.