A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West Romantic Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Key West romantic hotels

TV

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (160 reviews)
"Great vacation. "
United States
Jeffrey M.
The price is AED 377
AED 988 total
includes taxes & fees
5 Jul - 6 Jul
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Beach

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras

Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is AED 479
AED 1,192 total
includes taxes & fees
2 Jul - 3 Jul
Summer special@ 129 Sun thru Wed.ngts lodging only 129 + extras
Beach towels

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (155 reviews)
"Everything was great proximity to music and food venues accommodations were superb fresh clean not worn not dated easy street parking supplies in room more than enoughHost accessible, and responsive for any communication"
United States
Robert H.
The price is AED 321
AED 1,310 total
includes taxes & fees
26 Jul - 27 Jul
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Exterior detail

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (121 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is AED 629
AED 1,351 total
includes taxes & fees
14 Jul - 15 Jul
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is AED 826
AED 1,398 total
includes taxes & fees
30 Jun - 1 Jul
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Beach nearby, beach towels

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.4 out of 10, Exceptional, (113 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is AED 1,010
AED 1,630 total
includes taxes & fees
29 Jun - 30 Jun
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Terrace/patio

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (150 reviews)
"The bed was fantastic. Perfect for a couple of days in Key West. "
United States
Amanda R.
The price is AED 522
AED 1,170 total
includes taxes & fees
11 Jul - 12 Jul
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Terrace/patio

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Great location and accommodations. "
United States
Brenda W.
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
TV

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (167 reviews)
"Great place and perfect location!! "
United States
JUANITA R.
The price is AED 353
AED 957 total
includes taxes & fees
29 Jun - 30 Jun
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Outdoor dining

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (188 reviews)
"Excellent vacation. When we come to Key West again, we'll stay here."
United States
Gary B.
The price is AED 365
AED 972 total
includes taxes & fees
29 Jun - 30 Jun
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
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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Top Key West Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Amazing area. I was pleasantly surprised by how lovely it was. I would stay here again,"
Nicole 1-night trip
Posted 3 hours ago
Hyatt Vacation Club at Windward Pointe, Key West

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Frequently asked questions

Searching for romantic hotels in Key West?
Are you looking for a romantic escape? Couples choose Key West for its breathtaking 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 get a couple's massage or enjoy a candlelit dinner, you'll have your choice of 15 hotels and other accommodations in Key West to make for the perfect getaway.
What's the best accommodation for a romantic vacation to Key West?
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion! is a favorite guesthouse for couples, and features free WiFi and concierge services. Other good options for a romantic stay include FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion! and CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!.
How many romantic hotels should we expect to find in Key West?
Expedia has 15 romantic Key West hotels for you to get cozy 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, check out these details about year-round temperatures in Key West: The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.
What is there to do in Key West?
There's nothing better than wandering around 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 Florida Keys Beaches, Duval Street, or Southernmost Point.
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 go off without a hitch: Make your way to Key West with a flight to Key West Intl. Airport (EYW), which is the closest major airport located 3 mi (4.8 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.