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

Find Romantic Hotels in Florida Keys from CA $395

  • 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 Florida Keys Romantic Hotels

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Florida Keys romantic hotels

1. 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
Vicki L.
CA $158
CA $395 total
includes taxes & fees
Oct 25 - Oct 26
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

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

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
CA $224
CA $626 total
includes taxes & fees
Oct 22 - Oct 23
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

3. Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
United States
Len
CA $191
CA $627 total
includes taxes & fees
Oct 26 - Oct 27
Ocean View 2BR Pool, Private Beach

4. 4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
United States
Donna B.
CA $195
CA $748 total
includes taxes & fees
Nov 4 - Nov 5
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

5. Serenity Bungalow at Largo Resort

Serenity Bungalow at Largo Resort
Key Largo
United States
Kimberly V.
CA $424
CA $643 total
includes taxes & fees
Oct 22 - Oct 23
Serenity Bungalow at Largo Resort

6. 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.
CA $295
CA $695 total
includes taxes & fees
Nov 9 - Nov 10
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

7. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
CA $259
CA $543 total
includes taxes & fees
Oct 26 - Oct 27
Studio Blu - Historic Key West Studio + Bikes

8. ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???
Key Largo
United States
Kevin J.
CA $253
CA $410 total
includes taxes & fees
Nov 1 - Nov 2
ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

9. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
United States
Katy T.
CA $251
CA $562 total
includes taxes & fees
Oct 22 - Oct 23
Ocean view condo with balcony/marina view

10. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
United States
MONICA A.
CA $253
CA $722 total
includes taxes & fees
Oct 26 - Oct 27
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
View all properties

Find out more about Florida Keys

Florida Keys attractions for couples

The Florida Keys offer a vibrant tapestry of activities and experiences that cater to discerning travellers seeking both adventure and quality. Begin your exploration in Key West, where you can visit the iconic Ernest Hemingway Home and Museum, immersing yourself in the life of the literary giant while strolling through lush gardens. For a taste of the underwater world, dive into the crystal-clear waters of the John Pennekamp Coral Reef State Park in Key Largo, where snorkelling among vibrant coral reefs and tropical fish is an unforgettable experience. Family-friendly fun awaits at the Dolphin Research Center on Grassy Key, where interactive sessions allow children and adults alike to learn about these playful marine mammals up close. Don’t miss a sunset at Mallory Square, which becomes a lively hub of street performers and local artisans as the sun dips below the horizon, creating the perfect backdrop for an evening out. Lastly, for a unique adventure, hop on a boat to the Dry Tortugas National Park, where you can explore the historic Fort Jefferson and enjoy secluded beaches. For an ideal stay, consider accommodations in the heart of Key West, where boutique hotels offer personalised service and easy access to these attractions, ensuring your family can create lasting memories while enjoying the comforts and conveniences of quality lodging.

Top Florida Keys Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"We first were given a very small room. It was clean but tiny. We up graded ourselves the waterfront property and oh my was it lovely. Only notable thing was the single serve coffee pot did not match the multi family room (they really should get a at least 4 cup pot). Lol I highly recommend this place it was lovely."
Olivia 2-night trip
Posted 1 hour ago
The Pelican Key Largo Cottages
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"The hotel is expensive enough anyway without hidden extras Stealth tax what they’ve now labelled resort $50 a night tax plus $25 per night car parking Shame because it has a lovely vibe about the place"
Dean 1-night trip
Posted 1 hour ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"The room was very clean and well maintained."
Michelle 1-night trip
Posted 1 hour ago
Reefhouse Resort & Marina
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Brought the boat and had an amazing time!!"
Karla 3-night trip
Posted 2 hours ago
Lime Tree Bay Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"The place is very relaxing. Very clean. No bugs. Helpful polite staff. No complains at all. Just keep the fact that additional charges at check out are quite high."
Frederick 5-night trip
Posted 1 day ago
Hawks Cay Resort
Kingsail Resort

Kingsail Resort

8/10 Good
"service to the room was not up to the standards of the rest of the resort"
Deanna 4-night trip
Posted 1 day ago
Kingsail Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

8/10 Good
"I rented a suite (# 401), supposed to be the best. The problem is that I found a lot of deficiencies inside. First fan and light bulb in the room wasn’t working, no light bulb in the lamp corner of the room. Fan and light bulb not working either in dining table. The sofa was broken on the left side. My wife had to clean the stove and top of the refrigerator because too much dust and grease. I called maintenance and case was resolved more or less, but believe me for the price you paid for the suite I deserve better. Housekeeping should monitor better and check everything before rent any property. Outside the property was well maintained. Thanks to give me the the opportunity to explain a review of the place. However all staff on premises were very nice, helpful, courteous and friendly. Hope my review will be considered for future reference."
Raimundo 3-night trip
Posted 1 day ago
Bayside Inn Key Largo
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The room we had was exceptional, the view was awesome. The bar area was a nice amenity. Although this is a pet friendly hotel, seems like some people do not feel the need to pick up after their pets, if you know what I mean. So that was why I couldn’t give the grounds a five star."
Christine 2-night trip
Posted 2 days ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"We've stayed at many places over the years . This place and the room that we had were the best . Waking up in bed to a view of the ocean can't be beat. It is situated on the most luxurious of all the keys.. can't wait to return ."
Tim 3-night trip
Posted 2 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Explore a world of travel with Expedia