Florida Keys Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to £335 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Packages with flights are ATOL protected

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 . 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
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
  • 11 min walk from Duval Street
Stay at this 4-star beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (2,564 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach

Travellers say...
"The front desk was great. We had a couple set backs as far our room. And we were over charged."

Reviewed on 27 Jun 2025

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
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,009 reviews)
Relax and recuperate.
"Beautiful location away from the crowd. Convenient shuttle can take you to Old Town for famous attractions."

Reviewed on 25 Jun 2025

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
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the bar in their reviews. ...
9/10 Wonderful! (1,003 reviews)

Couples like: full-service spa, beachfront dining, hot tub, on the beach

Travellers say...
"Everyone was great."

Reviewed on 25 Jun 2025

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.

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.