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

Find Romantic Hotels in Florida Keys from CA $398

  • 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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
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 $160
CA $398 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 $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
CA $225
CA $635 total
includes taxes & fees
Oct 20 - Oct 21
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

3. Serenity Bungalow at Largo Resort

Serenity Bungalow at Largo Resort
Key Largo
United States
Kimberly V.
CA $426
CA $647 total
includes taxes & fees
Oct 21 - Oct 22
Serenity Bungalow at Largo Resort

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

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
United States
Donna B.
CA $212
CA $771 total
includes taxes & fees
Nov 15 - Nov 16
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

5. Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
United States
Len
CA $192
CA $631 total
includes taxes & fees
Oct 26 - Oct 27
Ocean View 2BR Pool, Private Beach

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 $297
CA $699 total
includes taxes & fees
Nov 9 - Nov 10
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

7. 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 $255
CA $413 total
includes taxes & fees
Oct 31 - Nov 1
ARE YOU READY TO SPEND YOUR BEST HOLIDAYS AT SEA ???

8. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
CA $246
CA $527 total
includes taxes & fees
Nov 18 - Nov 19
Studio Blu - Historic Key West Studio + Bikes

9. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
United States
Linda
CA $337
CA $787 total
includes taxes & fees
Oct 20 - Oct 21
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

10. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
United States
Katy T.
CA $252
CA $571 total
includes taxes & fees
Oct 20 - Oct 21
Ocean view condo with balcony/marina view
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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
""We had a very pleasant stay at Fairfield Inn & Suites Marathon. The room was clean, comfortable, and well maintained. The staff was friendly and welcoming throughout our stay. Breakfast offered a good variety and was convenient before heading out for the day. The pool area was relaxing, and the location was great for exploring Marathon and the Florida Keys. The only minor downside was that the hotel could get a bit busy during peak hours, but overall it was a great experience. I would definitely stay here again.""
Rey 2-night trip
Posted 5 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"clean room and very unique location. The breakfast was just ok and overpriced"
Anna 1-night trip
Posted 5 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Kingsail Resort

Kingsail Resort

8/10 Good
"Great kayaking opportunity! Free to use and fun areas to explore. The pool area was clean and the water was perfect! Nice sundeck with view of the marina. Professional and friendly front desk staff. This hotel has a very easy-going vibe."
Jane Marie 1-night trip
Posted 7 hours ago
Kingsail Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"Clean room and nice amenities. Parking was good. Common areas very well designed."
Alfonso 1-night trip
Posted 9 hours ago
Amara Cay Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Great staff, very comfortable, and wonderful amenities. This property is beautiful and right on the water."
Richard 1-night trip
Posted 10 hours ago
Sunset Cove Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"Only issues we had that was no big deal was the room slept 4 people amd there was only 1 towel and 1 wash cloth. Once we asked the staff for more the stay was great room was clean and modern and property was presented very well and clean! I would definitely stay here again"
Robert 3-night trip
Posted 10 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Very professional reception, room clean staff very polite"
Rene 1-night trip
Posted 14 hours ago
Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"Our villa was right next to the workers building. Not an ideal spot for a “premium” villa. Also when they were cutting lawn and blowing leaves they were blowing everything all over our rental cars. Parking was tough because I think employees were also parking in guest spots. Again I think this was due to the location of our villa. We were never told what to do with our garbage or if housekeeping would come clean. Found out later you need to specifically request it 24 hrs in advance. It was off season so nice and quite not too many people so they definitely could have put us elsewhere. Other than that we really enjoyed ourselves and plan to go back next time we would just be specific on check in about the location they put us in."
Tamara 7-night trip
Posted 15 hours ago
Hawks Cay Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Excelente lugar , tranquilo , limpio y maravilloso para ver un atardecer"
YOANIS 2-night trip
Posted 15 hours ago
Lime Tree Bay Resort

Explore a world of travel with Expedia