Search Romantic Hotels in Key West

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Top Key West Romantic Hotels

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

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2202)
"Different types of accommodations, walking distance many things. Right on the beach. Activities daily at the resort. Super friendly staff, very welcoming!"
The price is ฿12,237
฿16,080 total
includes taxes & fees
14 Jan - 15 Jan 2025
Southernmost Beach Resort
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
8.8 out of 10, Excellent, (1013)
"All of it"
The price is ฿10,939
฿14,157 total
includes taxes & fees
14 Jan - 15 Jan 2025
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, (1007)
"Pier House Resort and Spa provided a quiet room with spacious balcony. Staff was friendly and courteous. "
The price is ฿18,814
฿23,325 total
includes taxes & fees
23 Dec - 24 Dec
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, (1007)
"Beautiful place to stay"
The price is ฿16,289
฿20,639 total
includes taxes & fees
7 Jan - 8 Jan 2025
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, (1005)
"Great area walkable to everything. Friendly staff and clean facility."
The price is ฿17,478
฿21,899 total
includes taxes & fees
8 Jan - 9 Jan 2025
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, (1005)
"Amazing place for vacation! "
The price is ฿15,992
฿20,150 total
includes taxes & fees
6 Jan - 7 Jan 2025
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, (1001)
"Our stay was perfect, great location, great pool, easy walking to restaurants and shops! "
The price is ฿16,933
฿20,592 total
includes taxes & fees
13 Jan - 14 Jan 2025
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, (1000)
"The view is beautiful, gorgeous sunsets, the service is really friendly, clean rooms, and a great pool."
The price is ฿14,359
฿17,209 total
includes taxes & fees
23 Dec - 24 Dec
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
Outdoor pool, pool loungers

The Saint Hotel Key West, Autograph Collection

3.5 star property
9.0 out of 10, Wonderful, (324)
"The friendly helpful staff"
The price is ฿10,589
฿11,913 total
includes taxes & fees
23 Dec - 24 Dec
The Saint Hotel Key West, Autograph Collection
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 Red Barn Theater, Waterfront Playhouse or Key West Burlesque Theater. Whether you want to soak in a spa tub or enjoy a decadent breakfast in bed, you’ll have your choice of 45 hotels and other lodging options in Key West to make for the perfect retreat.
What's the best place to stay for a romantic holiday to Key West?
Southernmost Beach Resort is a favourite hotel for couples, and features in-room massages and pillowtop beds. Other good options for a romantic stay include The Perry Hotel & Marina Key West and Ibis Bay Beach Resort.
How many romantic hotels will we find in Key West?
Expedia has 45 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.