Southwest Florida Romantic Holidays

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

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

How to find a romantic Southwest Florida holiday

How can I find the best Southwest Florida vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Southwest Florida. 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 Southwest Florida 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 Southwest Florida that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Southwest Florida 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 Southwest Florida?

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 Southwest Florida?

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 Southwest Florida 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 Southwest Florida 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 Southwest Florida 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 Southwest Florida Hotels

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
  • 2 hours drive from Siesta Key Beach
Stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools and 3 restaurants. Our guests praise the breakfast and the pool in their ...
9.4/10 Exceptional! (1,293 reviews)

Couples like: beachfront dining, Hot tub, on the beach

Travellers say...
Incredible beach view, staff, and the facilities were extremely clean

Reviewed on 12 Mar 2026

Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
  • 2 hours drive from Siesta Key Beach
Stay at this luxury condo in Sanibel. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the property condition in their reviews. Popular ...
8.6/10 Excellent! (2,605 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub

Travellers say...
Great rooms, nice decor, very clean, clean property bathrooms, great views and pools.

Reviewed on 9 Mar 2026

Sundial Beach Resort & Spa
Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
9049 Midnight Pass Road Siesta Key FL
  • 9 min drive from Siesta Key Beach
Stay at this hotel in Siesta Key. Enjoy free Wi-Fi, a marina and a free beach shuttle. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (340 reviews)
First I have to say I am not a fussy traveler. Very easy going but this place should not be called a RESORT. Everything about it was dated and worn out. The furniture in my room and outdoor area was super dated and needed some attention. The pool was about 20 ft long. The hot tubs they have are neglected. ...

Reviewed on 30 Jan 2026

Turtle Beach Resort
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.