Florida Keys Romantic Vacations

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Flight and Romantic hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
The Gardens Hotel
Casa Marina Key West, Curio Collection by Hilton
Hawks Cay Resort
Cheeca Lodge & Spa
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5* Romantic holidays in Florida Keys

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Cheeca Lodge & Spa
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3 Night Romantic holidays in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Hawks Cay Resort
The Gardens Hotel
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See all available trips from Columbus to Florida Keys
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4 Night Romantic holidays in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Southernmost House - Adult Exclusive
The Gardens Hotel
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Plan unforgettable romantic Florida Keys vacations

What are some of the benefits of booking a romantic Florida Keys vacation?

When booking a romantic Florida Keys vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in United States of America.


How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Florida Keys destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Florida Keys?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $879 and can enjoy savings of up to 22 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Florida Keys?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Florida Keys certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Florida Keys.

Can I book a romantic Florida Keys vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Florida Keys search.

Can I book a romantic trip to Florida Keys that is fully refundable?

Several romantic Florida Keys vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Florida Keys

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 10 min walk from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,277 reviews)
The best bartender was Konstantine! He was the most attentive, fun loving and sweet man! Vlad was also awesome, we just had Konstantine for several days. Kenel was a sweet and friendly towel boy, housekeeping did a great job also.

Reviewed on May 5, 2026

Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
  • 5 min drive from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,384 reviews)
The room was clean and fine enough. The outdoor area was common and offered no privacy. For some reason, there were 4 pools - but they were all very small and right next to each other, so I didn't understand the purpose. Would have preferred just one larger pool. During my stay there were a large ...

Reviewed on May 5, 2026

Parrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
  • 11 min walk from Duval Street
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,104 reviews)
Very nice

Reviewed on May 5, 2026

Pier House Resort & Spa
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.