
Key West Romantic Holidays
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Romantic hotel deals in Key West

The Perry Hotel & Marina Key West
Reviewed on 31 May 2026

Southernmost House - Adult Exclusive
Reviewed on 30 May 2026

The Gardens Hotel
Reviewed on 30 May 2026


Southernmost Beach Resort and Guesthouses
Reviewed on 1 Jun 2026
How to find a romantic Key West holiday
How can I find the best Key West vacation packages for couples?
Use our easy-to-use holiday search tools to plan your most-romantic getaway to Key West. 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 Key West 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 Key West that start from £430. Prices and availability are subject to change. Additional terms may apply.
What should I think about when booking a Key West 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 Key West?
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 Key West?
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 Key West 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 Key West 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 Key West 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 Key West Hotels

Southernmost Beach Resort and Guesthouses
Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach
"Cozy rooms. Centrally located for an easy walk down Duvall street."
Reviewed on 1 Jun 2026

Parrot Key Hotel & Villas
"Zero towels at the four pools. Dirty pool throughout the stay. The bathroom in the room looked like it was falling apart. The only good points of the stay was the helpful staff at Valet and the concierge on the last day. I don’t think we will be returning"
Reviewed on 31 May 2026

Pier House Resort & Spa
Couples like: full-service spa, beachfront dining, hot tub, on the beach
"Resort was in a convenient area with plenty of entertainment and stores. The staff was extremely friendly and accommodating. The private beach was also great. This will likely be a mainstay for us when we return to Key West again."
Reviewed on 31 May 2026
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.










