Southwest Florida Beach Holidays

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

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    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 + Beach hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

£1,169
per person
21 Sept - 28 Sept
found 24 hours ago
Return flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (1,417 reviews)
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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 £1,169. 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

3345 West Gulf Drive Sanibel FL
  • 2 hours drive from Siesta Key Beach
Stay at this beach holiday home in Sanibel. Enjoy free Wi-Fi, a beach locale and 2 bars/lounges. Popular attractions Sanibel Island Southern Beach and Bowman's ...
8.8/10 Excellent! (1,000 reviews)

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

Travelers say...
"Nice"

Reviewed on 22 Sept 2022

West Wind Inn
Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL
  • 28 min walk from Siesta Key Beach
Stay at this beach aparthotel in Siesta Key. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (5,760 reviews)

Travelers like: near the beach, beach towels, outdoor pools

Travelers say...
"I love the tropical beach resort. I was there in December now in August and I will return. In October. the resort is beautiful.. The resort i and the rooms are clean. People are friendly steps away from the ocean. people at the front desk are very helpful in anything of your needs.. thank you to ..."

Reviewed on 14 Aug 2026

Tropical Beach Resorts
Sandcastle Resort at Lido Beach

Sandcastle Resort at Lido Beach

1540 Ben Franklin Drive Sarasota FL
  • 7 min drive from Siesta Key Beach
Stay at this 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. ...
Sandcastle Resort at Lido Beach
See all 47,330 properties in Southwest Florida
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.

Things to do

Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

£46
per adult
100% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
Craft Beer and Wine Sunset Cruise in Palm Beach

Craft Beer and Wine Sunset Cruise in Palm Beach

£44
per adult
100% of travellers recommend
Craft Beer and Wine Sunset Cruise in Palm Beach
Private Snorkeling Adventure with the Ultimate Local Expert

Private Snorkeling Adventure with the Ultimate Local Expert

£83
per adult
98% of travellers recommend
Private Snorkeling Adventure with the Ultimate Local Expert
See all activities in Southwest Florida

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.