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

Search Romantic Hotels in Key West

  • 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 Hotels

Tonight
16 Sep - 17 Sep
Tomorrow
17 Sep - 18 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Find out more about Key West

Key West attractions for couples

Key West, Florida, is a paradise of experiences that cater to discerning travellers seeking adventure and relaxation alike. Begin your exploration at the iconic Ernest Hemingway Home and Museum, where the legendary author penned many of his works; the lush gardens and charming architecture provide a glimpse into his extraordinary life. For families, the Key West Butterfly and Nature Conservatory is a must-visit, featuring hundreds of vibrant butterflies fluttering amid tropical plants, a delight for both children and adults. Dive into the crystal-clear waters with a snorkelling trip to the nearby Dry Tortugas National Park, where stunning coral reefs teem with marine life, perfect for adventurous spirits. As the sun sets, head to Mallory Square for the nightly Sunset Celebration, where street performers and local artisans gather, creating a lively atmosphere that is both entertaining and picturesque. For a luxurious stay, consider the historic Old Town area, renowned for its charming streets lined with boutique hotels like the Southernmost Beach Resort, offering beachfront access and top service. Here, families can enjoy spacious rooms and easy access to the area's vibrant dining scene, ensuring a memorable and pampered experience in this tropical paradise.

Southernmost Beach Resort and Guesthouses

  • Why it's great for a couples retreat: Southernmost Beach Resort and Guesthouses is a romantic destination with a solid review rating of 8.6, nestled in Old Town Key West. This beachfront hotel offers an enchanting escape with a variety of amenities, including a full-service spa and multiple outdoor pools, perfect for indulging in relaxation together.
  • Other amenities: Couples can enjoy ocean views from their rooms, experience in-room massages, and relax at the poolside bar. The on-site restaurant offers delightful dining options, while the hotel’s location provides easy access to local beaches for romantic walks. Guests can also take part in activities like snorkeling and kayaking, enhancing their adventurous spirit together.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0 km, Key West Butterfly and Nature Conservatory - 0 km, South Beach - 0.1 km

Southernmost Beach Resort and Guesthouses

  • Why it's great for a couples retreat: Southernmost Beach Resort is an enchanting escape for couples, with an excellent review rating of 8.6. With its beachfront location and full-service spa, this resort provides an idyllic setting for romantic relaxation and rejuvenation. Guests can indulge in couples' treatment rooms, making it a perfect spot for those looking to unwind together in a tranquil environment.
  • Other amenities: The resort features a variety of dining options, including a beachfront restaurant with stunning ocean views. Guests can enjoy a poolside bar for refreshing drinks, along with easy access to beautiful sandy beaches. Additional amenities include complimentary beach towels, daily housekeeping, and exciting activities such as sailing, parasailing, and yoga classes, ensuring couples have an unforgettable romantic experience.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0 km, Key West Butterfly and Nature Conservatory - 0 km, South Beach - 0.1 km

Top Key West Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Second time staying at this hotel and will be back ASAP"
Susan 4-night trip
Posted less than an hour ago
Southwinds Motel
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples that checked in after us were traveling together and their rooms were far apart and they asked to be moved closer and the staff at check in made no effort to accommodate them. The other pools were fine and the breakfast was great. The rooms were very nice and the resort is in a quiet peaceful area about a mile from lower Duval where the action is. I would be hesitant to stay there again."
Angelo 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Had a great time here."
Stephanie 2-night trip
Posted 6 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Front desk associate was fantastic as well as the shuttle drivers . Free buffet breakfast kept me full until supper so that helped save money."
Carolyn 5-night trip
Posted 7 hours ago
Hampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was a nice hotel. It was very clean quiet they had two Swimming Pool pools so that made it nice for the kids at one pool primarily and the adults at the other the walk-up bars were nice and close."
christopher 1-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West
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 1 day 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.
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