Southwest Florida Luxury Holidays

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Top flight + Luxury hotel deals in Southwest Florida

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LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
£4,055
per person
1 Nov - 7 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
9/10 Wonderful! (1,004 reviews)
The resort is under construction and what would have been a beautiful, peaceful beach experience was marred by the noise. Unsettling and disturbing would describe the feeling of laying out in lounge chairs at the beach. When I went to rent a paddle board I was told that the beach rental company, located on the beach at LaPlaya, had lost their contract with LaPlaya consequently they were not allowed to rent equipment to hotel customers. Although the hotel has a restaurant there is no dinning or shopping choices within walking distance. A car is a must. There are lots of choices off highway 41, several miles from the hotel. It wasn’t clear when I booked the hotel that a “Bay View” was not in the main building and was located across the street. Despite umbrellas being readily available, if it’s pouring rain, which it often does, you will get wet crossing the street. The hotel room was very quiet. It might have something to do with being located across the street from the construction. The bell service and housekeeping were exceptional. My room was impeccably cleaned each of the 6 days I spent at LaPlaya. There are 4 pools at the hotel. It would have been nice if at least one of them were adult only, screaming, crying children are not my thing. Our balcony was a shared public space. The hotel only offers valet parking at $44 dollars plus tax per day. I believe once the construction is completed the LaPlaya would be a more satisfying vacation.

Reviewed on 28 Sept 2026

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All you need to know about luxury holidays in Southwest Florida

What can I expect from a luxury Southwest Florida holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Southwest Florida?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Southwest Florida holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Southwest Florida?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Southwest Florida starting at £4,055. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Southwest Florida?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Southwest Florida spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Southwest Florida?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Southwest Florida?

You can wangle a top-notch luxury holiday in Southwest Florida for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Southwest Florida with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Southwest Florida with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Southwest Florida to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Southwest Florida Hotels

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

101 E Retta Esplanade Punta Gorda FL
  • 1 hour drive from Siesta Key Beach
Stay at this luxury hotel in Punta Gorda. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
Wyvern Hotel, an Ascend Collection Hotel
Naples Grande Beach Resort

Naples Grande Beach Resort

475 Seagate Drive Naples FL
  • 3 hours drive from Siesta Key Beach
Stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa and 4 restaurants. Our guests praise the pool and the helpful staff in their ...
Naples Grande Beach Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
  • 12 min drive from Siesta Key Beach
Stay at this luxury hotel in Sarasota. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
The Ritz-Carlton, Sarasota
See all 47,652 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
92% 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

£82
per adult
98% of travellers recommend
Private Snorkeling Adventure with the Ultimate Local Expert
See all activities in Southwest Florida

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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.