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 £750 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

Top flight + Romantic hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
Naples Bay Resort & Marina
LaPlaya Beach & Golf Resort - A Noble House Resort
Sundial Beach Resort & Spa
Pink Shell Beach Resort and Marina
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5* Romantic holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa
Don't see what you're looking for?
See all available trips from London to Southwest Florida
View all trips

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 £1,215. 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! (1,333 reviews)

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

Travellers say...
Very clean room, staff was very helpful and delightful. Free breakfast is very good deal and a lot of food. The views from our room which included the octopool and the Gulf were stunning and amazing. We loved that the balconies are screening in top to bottom for safety too. 100% going back!!!

Reviewed on 27 Apr 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 aparthotel 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! (2,637 reviews)

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

Travellers say...
The unit was very nice. The resort was well maintained with great staff.

Reviewed on 28 Apr 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! (346 reviews)
I love that this is a family owned and ran resort. Traveling with my mom a daughter we felt very safe and comfortable the whole time. Property is also beautiful and the sunrises absolutely can not be beat.

Reviewed on 27 Apr 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.