
Florida Keys Romantic Holidays
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Top flight + Romantic hotel deals in Florida Keys

Tranquility Bay Beachfront Hotel and Resort
Reviewed on 24 Aug 2025

Hawks Cay Resort
Reviewed on 20 Aug 2025

Southernmost Beach Resort and Guesthouses
Reviewed on 23 Aug 2025

Cheeca Lodge & Spa
Reviewed on 24 Aug 2025

Casa Marina Key West, Curio Collection by Hilton
Reviewed on 21 Aug 2025
5* Romantic holidays in Florida Keys

Cheeca Lodge & Spa
Reviewed on 24 Aug 2025
How to find a romantic Florida Keys holiday
How can I find the best Florida Keys vacation packages for couples?
Use our easy-to-use holiday search tools to plan your most-romantic getaway to Florida Keys. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.
Can I book cheap Florida Keys romantic holidays for two?
Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Florida Keys that start from £1,204. Prices and availability are subject to change. Additional terms may apply.
What should I think about when booking a Florida Keys romantic getaway?
The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.
What should I look for in a luxury romantic holiday to Florida Keys?
Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.
Can I book a romantic hot-tub holiday in Florida Keys?
What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.
How can I find romantic holidays for couples in Florida Keys that are all inclusive?
Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.
Can I book a romantic trip to Florida Keys with free cancellation and/or flexible dates?
Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.
Why should I book my Florida Keys romantic holiday with Expedia?
At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.
Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses
Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach
Reviewed on 23 Aug 2025

Parrot Key Hotel & Villas
Reviewed on 23 Aug 2025

Pier House Resort & Spa
Couples like: full-service spa, beachfront dining, hot tub, on the beach
Reviewed on 18 Aug 2025
More holidays you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.