Search for Cheap Deals on
Romantic Hotels in Florida Keys

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured Florida Keys Romantic Hotels

Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort
4 out of 5
2600 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Tranquility Bay Beachfront Hotel and Resort
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale, and 2 poolside bars. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular ...
Parrot Key Hotel & Villas
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this beach resort in Key West. Enjoy a private beach, 2 bars/lounges, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Pier House Resort & Spa
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this beach resort in Islamorada. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
Cheeca Lodge & Spa
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this spa resort in Key West. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Ocean Key Resort - A Noble House Resort
Hawks Cay Resort
Hawks Cay Resort
4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
Stay at this beach hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and 5 restaurants. Our guests praise the clean rooms and the family amenities in our ...
Hawks Cay Resort
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this beach resort in Key West. Enjoy free WiFi, a marina, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions ...
Hyatt Centric Key West Resort and Spa
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, a private beach, and a full-service spa. Popular attractions Duval Street and Simonton ...
Casa Marina Key West, Curio Collection by Hilton
Santa Maria Suites
Santa Maria Suites
4 out of 5
1401 Simonton St, Key West, FL
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Santa Maria Suites
The Mansion on the Sea - Southernmost House in the USA
The Mansion on the Sea - Southernmost House in the USA
3 out of 5
1400 Duval Street, Key West, FL
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, room service, and onsite parking. Our guests praise the breakfast and the pool in our reviews. ...
The Mansion on the Sea - Southernmost House in the USA
The Saint Hotel Key West, Autograph Collection
The Saint Hotel Key West, Autograph Collection
3.5 out of 5
417 Eaton Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy a rooftop terrace, breakfast, and room service. Popular attractions Duval Street and Key West ...
The Saint Hotel Key West, Autograph Collection
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.

Hotels with Hot Tubs in Florida Keys

Heron House Court - Adult Only
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy a rooftop terrace, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
Heron House Court - Adult Only
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy onsite parking, a terrace, and daily housekeeping. Our guests praise the pool and the helpful staff in our ...
The Cabana Inn Key West - Adults Only
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and onsite parking. Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
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.

Luxury Hotels in Florida Keys

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions ...
Oceans Edge Key West Resort, Hotel & Marina
Little Palm Island Resort & Spa - A Noble House Resort
Little Palm Island Resort & Spa - A Noble House Resort
4.5 out of 5
28500 Overseas Hwy, Summerland Key, FL
Stay at this beach resort in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Popular attractions Big Pine Key Flea Market and National Key ...
Little Palm Island Resort & Spa - A Noble House Resort
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast. Our guests praise the pool and the restaurant in our ...
The Marker Key West Harbor Resort
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.

Romantic Hotels in Florida Keys

Looking to pop the big question? Book a romantic hotel. Digging yourself out of the doghouse? Book a romantic hotel. Regardless of the reason for spoiling your partner, a romantic hotel in Florida Keys will do the trick.

What’s love got to do with it?

Pick a flirty place with a secluded pool and private cabanas or go for one with an in-room hot tub and a swanky restaurant on-site. Some hotels in Florida Keys even offer romantic packages, so you can really crank up the heat. Did someone say couple’s massages? Yes, please!

Maybe it’s the little things like a ridiculously good view from your balcony or the bottle of bubbly waiting for you when you arrive, but whatever it is, your sweetie is going to flip when they see the romantic resort you booked in Florida Keys. Just imagine the fun you’ll have with a place all to yourselves.

Love your hotel; love your savings

You’ll find yourself falling for a lot more than your honey when you book a romantic hotel in Florida Keys. You and your partner will have hearts in your eyes when you set your sights on our swoon-worthy hotel rates. Filter hotels by:

  • Hotwire Hot Rates: Snag a Hotwire Hot Rate and you’ll find out the name of your hotel after you book. It’s like the best blind date ever.

  • Price: With rooms starting at $189, your heart may skip a beat when you see how low our prices go on Romantic hotels.

  • Amenities: Room with a view? Fancy restaurant? Room service? Sort through our amenities to find whatever puts you two in the mood.

We’re no doctor of love, but we’ve got some advice for you, don’t wait for a reason to book a romantic hotel. Surprise your honey with a getaway to Florida Keys for no reason at all. Spice it with up a Hotwire Hot Rate—after all, every good relationship loves a little mystery.