A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Our top choices for Florida Keys romantic hotels

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Perfect Location, Private Heated Pool, Pristine Luxury Home!
Old Town Key West
10.0 out of 10, Exceptional, (213 reviews)
"Perfect spot to enjoy Key West and relax with friends! "
United States
Kim M.
The price is ¥208,883
¥375,089 total
includes taxes & fees
Aug 2 - Aug 3
Perfect Location, Private Heated Pool, Pristine Luxury Home!

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
9.2 out of 10, Wonderful, (115 reviews)
"Cute little place, host was very on top with communication."
United States
Michael L.
The price is ¥45,053
¥72,372 total
includes taxes & fees
Jul 28 - Jul 29
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Suites Hotel # 205

Key West Suites Hotel # 205
Old Town Key West
9.2 out of 10, Wonderful, (14 reviews)
"Plenty of room for 6 adult males. Great location."
United States
jeffrey s.
The price is ¥245,745
¥358,072 total
includes taxes & fees
Jul 27 - Jul 28
Key West Suites Hotel # 205

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (126 reviews)
"Great little house for a family "
United States
Edward M.
The price is ¥98,298
¥237,739 total
includes taxes & fees
Aug 4 - Aug 5
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

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, (157 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
United States
Michael R.
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

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

Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras
Old Town Key West
9.6 out of 10, Exceptional, (253 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is ¥20,495
¥51,995 total
includes taxes & fees
Aug 8 - Aug 9
Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (72 reviews)
"Such a beautiful home, the view is to die for. It could definitely use some upgrades like the washer and dryer, but can’t beat the location and the fact that its beachfront. "
United States
LIZ
The price is ¥81,751
¥210,666 total
includes taxes & fees
Aug 3 - Aug 4
One of the very few beach houses with a daily, rental license in the Keys.

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (161 reviews)
"Very convenient and extremely comfortable!"
United States
Bill B.
The price is ¥12,951
¥38,920 total
includes taxes & fees
Jul 26 - Jul 27
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

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, (122 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 ¥28,072
¥59,760 total
includes taxes & fees
Aug 25 - Aug 26
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is ¥37,517
¥87,321 total
includes taxes & fees
Aug 15 - Aug 16
SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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.

Find out more about Florida Keys

Florida Keys attractions for couples

The Florida Keys offer an unforgettable adventure for families and alike. Begin your journey in Key West, where you can explore the vibrant streets lined with colorful conch houses and visit the historic Ernest Hemingway Home and Museum, offering a glimpse into the life of the famous author. Dive into the crystal-clear waters at John Pennekamp Coral Reef State Park, the first underwater park in the U.S., where snorkeling and diving reveal vibrant coral reefs filled with marine life. For a taste of the local culture, don’t miss the lively atmosphere of Mallory Square, where sunset celebrations feature street performers, local artisans, and spectacular views of the sun sinking into the Gulf of Mexico. A visit to the Dry Tortugas National Park is a must for nature lovers, where you can explore the stunning Fort Jefferson and enjoy pristine beaches accessible only by boat or seaplane. For accommodations, consider staying in the charming town of Islamorada, known for its laid-back vibe and waterfront resorts that often offer family-friendly amenities, exquisite dining options, and easy access to water sports. Each experience in the Keys is designed to pamper you, ensuring that your family feels taken care of as you create lasting memories together.

Top Florida Keys Hotel Reviews