Southwest Florida Beach Holidays

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What is a Southwest Florida beach holiday package and why choose one?

How can I book a Southwest Florida beach holiday package with Expedia?

Beach holidays to beach holidays on Expedia?

To find your ideal family-friendly Southwest Florida beach holiday package, simply use the site’s or the app’s search function to explore diverse packages tailored to your chosen destination. Refine your search with filters to narrow down options based on your favourite amenities.

How can I select the perfect beach holiday package for Southwest Florida?

Customise your quest for Southwest Florida beach holiday packages, including flights, with search filters and prioritise your preferred options. This way, you’ll uncover fantastic beach holidays, whether it’s a romantic beach escape, a luxurious beach package, or a surfers’ paradise in Southwest Florida.

How can I find the best Southwest Florida beach holiday deals?

Grab some of the best Southwest Florida beach holiday deals by being flexible with your destination and dates, ideally travelling outside of peak seasons. If you have specific seas in mind, enter the details and apply filters to uncover a budget-friendly trip.

How can I discover last-minute Southwest Florida beach holiday deals?

If you love a last-minute deal, you’ve come to the right place. Select our top picks or customise your beach getaway in Southwest Florida using date and destination filters. Bundle accommodation, airfare, and car rental for the best value. Tailor your search with filters covering amenities, price, star rating, and more.

How can I find pet-friendly Southwest Florida beach holiday packages?

Indulge yourself and your furry companion in Southwest Florida’s pet-friendly beach holiday options. Enhance your getaway with our filters, including doggy day care, divine pet-friendly beach apartments, and access to pet-friendly local beaches.

When are the best times to go for a Southwest Florida beach holiday?

For the ultimate Southwest Florida beach holiday, choose summer for vibrant energy. Alternatively, opt for winter to enjoy a tranquil, less crowded experience with ample alone time.

Top Beach Southwest Florida Hotels

West Wind Inn

West Wind Inn

3 out of 5
3345 West Gulf Drive, Sanibel, FL
  • 2 hours drive from Siesta Key Beach
Stay at this 3-star beach vacation home in Sanibel. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Popular attractions Sanibel Island Southern Beach and ...
"Nice"

Reviewed on 22 Sept 2022

West Wind Inn
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 27 min walk from Siesta Key Beach
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,999 reviews)
"This was my favorite vacation and vacation spot ever! First, the front desk person was extremely nice. She showed me a map of the grounds, where the beach was, and some suggestions for places to eat and things to do. This was greatly appreciated as it was my first time in the Siesta area. The room ..."

Reviewed on 28 Sept 2025

Tropical Beach Resorts
Sandcastle Resort At Lido Beach

Sandcastle Resort At Lido Beach

3 out of 5
1540 Ben Franklin Drive, Sarasota, FL
  • 7 min drive from Siesta Key Beach
Stay at this 3-star beach hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
7.2/10 Good! (1,001 reviews)
"The staff was awesome! We loved the pool and the private beach. Would stay here again or recommend it to a friend."

Reviewed on 3 Oct 2024

Sandcastle Resort At Lido Beach
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.