Southwest Florida Beach Holidays

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Top flight + Beach hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort
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3 Night Beach holidays in Southwest Florida

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

Find your perfect Southwest Florida beach holiday

How can I book the best beach holidays in Southwest Florida?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Southwest Florida beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Southwest Florida?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Southwest Florida beach holidays, which start from £464. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Southwest Florida?

Enjoy out-of-season seclusion on a beach holiday to Southwest Florida during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Southwest Florida with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Southwest Florida beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Southwest Florida beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Southwest Florida. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Southwest Florida beach holidays which are all inclusive?

A beach holiday to Southwest Florida is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Southwest Florida beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Southwest Florida beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Southwest Florida on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

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 holiday home in Sanibel. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Sanibel Island Southern Beach and Sanibel ...

Travellers like: on the beach, sunloungers, beach bars, beach umbrellas

Travellers say...
"Nice"

Reviewed on 22 Sep 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 Wi-Fi, free parking and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,743 reviews)

Travellers like: near the beach, sunloungers, beach umbrellas, beach towels

Travellers say...
"I have been coming to this resort on and off for nearly twenty years, the property has changed over the years, always so beautiful. This year they added a resort style pool that is so beautiful and relaxing. The rooms inside have all been redone, i love the little kitchenette and the showers and ..."

Reviewed on 3 Jul 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 Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
7.2/10 Good! (1,005 reviews)

Travellers like: on the beach, sunloungers, beach umbrellas, beach towels

Travellers say...
"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.

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* 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.