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

Key West Romantic Hotel

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Romantic Hotel

Tonight
18 Sept - 19 Sept
Tomorrow
19 Sept - 20 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Key West romantic hotels

1. CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
HK$855
HK$2,168 total
includes taxes & fees
23 Sept - 24 Sept
CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

2. 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
United States
Michael R.
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

3. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
HK$1,272
HK$2,780 total
includes taxes & fees
21 Sept - 22 Sept
Studio Blu - Historic Key West Studio + Bikes

4. FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!
Old Town Key West
United States
Emily K.
HK$855
HK$2,168 total
includes taxes & fees
20 Sept - 21 Sept
FUENTE ~ Adults Only, 2nd Floor, Pool View, King Room at Azul Mansion!

5. COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!

COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Christina
HK$769
HK$2,063 total
includes taxes & fees
19 Sept - 20 Sept
COHIBA~Adults Only, Poolview (2nd Floor) Queen Room in Historic Azul Mansion!

6. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Old Town Key West
United States
Joseph
HK$1,681
HK$3,817 total
includes taxes & fees
6 Oct - 7 Oct
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

7. CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
Old Town Key West
United States
Warren K.
CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

8. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
United States
JUANITA R.
HK$855
HK$2,167 total
includes taxes & fees
1 Oct - 2 Oct
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

9. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
United States
Brandon I.
HK$855
HK$2,167 total
includes taxes & fees
1 Oct - 2 Oct
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

10. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
United States
The Rogue P.
HK$855
HK$2,168 total
includes taxes & fees
20 Sept - 21 Sept
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
View all properties

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"
Maria 4-night trip
Posted 12 hours ago
Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent relaxing destination"
Menwoe 5-night trip
Posted 14 hours ago
Blue Flamingo Resort Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Clean room great staff"
Diana 2-night trip
Posted 20 hours ago
Hampton Inn Key West FL
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This is the second year we have stayed here for our annual girl's trip. Everything was as great as it was last year. We plan on staying again next year."
Amanda 7-night trip
Posted 23 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Second time staying at this hotel and will be back ASAP"
Susan 4-night trip
Posted 2 days ago
Southwinds Motel
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Had a great time here."
Stephanie 2-night trip
Posted 2 days ago
Ibis Bay Beach Resort
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Loved it, marina view room"
Bianca 4-night trip
Posted 3 days ago
The Perry Hotel & Marina Key West

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 The Key West Theater. Whether you want to soak in a hot tub or enjoy a decadent breakfast in bed, you'll have your choice of 9 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?
How many romantic hotels will we find in Key West?
Expedia has 9 romantic Key West hotels for you both to enjoy.
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, Florida Keys Beaches or Ernest Hemingway Home and 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.

Explore a world of travel with Expedia