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Featured Key West Romantic Getaways & Hotels

Southernmost House
Southernmost House
3.0 out of 5.0 1400 Duval Street, Key West, FL
Free Cancellation
$343
4.9/5 (16 reviews)

The house was built in 1897 and has vast amount of rich history; from being the mansion of Florida's first millionaire, to a speakeasy where All Capone was almost asassinated, to a favorite vacation spot for many US presidents. Besides the history, it is very relaxing here. The pool is very clean ...

Reviewed on Oct 11, 2019
Guests of Southernmost House enjoy features like an outdoor pool, free WiFi in public areas, and free newspapers. Self parking is offered for USD 20 per night. ...
RomanticPoolOutdoor Pool
Santa Maria Suites
Santa Maria Suites
4.0 out of 5.0 1401 Simonton St, Key West, FL
$249
4.7/5 (56 reviews)

Great staff very helpful. My room was great definitely made my friends jealous that stayed elsewhere. Can't wait to come back next year

Reviewed on Nov 16, 2019
Santa Maria Suites offers 2 outdoor pools, a fitness center, and free newspapers. Self parking is available for USD 10 per day. Front-desk staff can answer questions ...
RomanticLaundry FacilitiesKitchen
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4.0 out of 5.0 Zero Duval St., Key West, FL
$279
4.5/5 (194 reviews)

North end of Duval, next to Mallory Square ("Zero" Duval St address). Close to restraunts, bars, shops.BEST customer service on an island that is service oriented. Recommend breakfast at Hot Tin Roof in resort, drinks on Sunset Pier and reservations for dinner at Latitudes on nearby Sunset Key. Check ...

Reviewed on Sep 15, 2019
Guests staying at Ocean Key Resort - A Noble House Resort enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. Valet parking is ...
RomanticConciergeRoomservice
Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
Free Cancellation
$259
4.5/5 (174 reviews)

This is our new Key West Resort! After visiting a few times a year and staying at a very close by location that seemed to take a step back, we are now Pier House lovers. Everything about the Resort was excellent. We will be coming back as soon as possible.

Reviewed on Nov 16, 2019
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. If you decide to drive, there's free parking. Multilingual ...
RomanticBarDining
Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
$212
4.4/5 (329 reviews)

Prime location, great amenities, nicely sized rooms and a very friendly and accommodating staff. Highly recommend.

Reviewed on Oct 25, 2019
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is available for USD 30.10 per day. ...
RomanticBeachBar
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4.0 out of 5.0 601 Front St, Key West, FL
$249
4.4/5 (146 reviews)

Excellent, hotel very clean, crevices, will stay next time

Reviewed on Sep 8, 2019
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Valet parking is available for USD 27 per night. ...
RomanticDiningRecreation
Sheraton Suites Key West
Sheraton Suites Key West
3.5 out of 5.0 2001 S Roosevelt Blvd, Key West, FL
Free Cancellation
$169
4.2/5 (178 reviews)

This hotel gives you access to all of Key West without ever having to move your car. We did book this hotel last minute; so expectations were low, but we were pleasantly surprised. The resort fee included so much more than parking and a pool. We received smoothies just after lunch, virgin mojitos, ...

Reviewed on Jul 8, 2019
Guests staying at Sheraton Suites Key West enjoy an outdoor pool, a 24-hour fitness center, and a spa tub. You can take advantage of free parking, along with ...
RomanticTransportation ServicesOutdoor Pool
Casa Marina, A Waldorf Astoria Resort
Casa Marina, A Waldorf Astoria Resort
4.0 out of 5.0 1500 Reynolds Street, Key West, FL
$257
4.1/5 (269 reviews)

I have stayed her twice. I love the convenience to anything you want to do un Key West.

Reviewed on Aug 20, 2019
A local mainstay since 1920, Casa Marina, A Waldorf Astoria Resort offers a full-service spa, 2 outdoor pools, and a health club. Valet parking is offered for ...
RomanticDiningBiking
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 out of 5.0 2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
$151
4.0/5 (199 reviews)

We liked the beachfront rooms. Walk out your door and you are right on the beach (although not a swimming one). Multiple pools, including an adult pool is great. Service in the restaurant was not great. We were told that there would always be bottles of water at the valet stand but they were usually ...

Reviewed on Nov 2, 2019
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a fitness center, and free WiFi in public areas. Valet parking is available for ...
RomanticSwimmingGardens

Key West Romantic Getaways

Maybe you want to make this year’s anniversary truly special, or you need a couple’s getaway to reconnect. Whatever your reason, Orbitz has romantic hotels in Key West that can add a spark to any vacation. 

Love and low rates are in the air
We know love is priceless, but great hotels aren’t. No worries; Orbitz has hotels perfect for a weekend couple’s getaway that won’t break the bank. When you book through Orbitz you can:

  • Choose from over 582 hotels. We have everything from cozy and quaint to luxury suites that pull out all the stops for honeymoons and special occasions.
  • Pick the price that fits your budget. Rates range from $151 to $343Looking for something extra special? 
  • Read through 1561 reviews to see which hotels do all the little things that add some “wow” to your experience.

A romantic hotel by any other name
These hotels do everything they can to create the right ambiance. Your rooms will have thoughtful touches like premium bedding, designer toiletries and whirlpool bath tubs. There is some great stuff outside your room, too. Think full-service spas, hot tubs, infinity pools and secluded gardens. Many also have gourmet restaurants on-site, which means you won’t have to go far to have a romantic dinner. A stay at one of these places will give you all the ingredients for a romantic Key West weekend getaway.

Recent Romantic Getaways & Hotels Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.