Caladesi Island State Park Luxury Holidays

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Top flight + Luxury hotel deals in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.
The Hemingway

The Hemingway

Rocky Point
£836
per person
10 Oct - 17 Oct
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
8.2/10 Very good! (32 reviews)
The property was exactly as pictured and did not disappoint. The balcony view was absolutely beautiful and definitely one of the highlights of the stay. The pool was also a great way to cool down and relax in the Florida heat. Overall, I really enjoyed the property and stay!

Reviewed on 9 Aug 2026

The Westin Sarasota

The Westin Sarasota

Central Sarasota
£1,340
per person
21 Oct - 28 Oct
found 11 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
9/10 Wonderful! (1,151 reviews)
Landing Tampa Westshore

Landing Tampa Westshore

Port Tampa City
£1,170
per person
10 Oct - 17 Oct
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9/10 Wonderful! (196 reviews)
I had an excellent stay and would definitely recommend this property. The place was clean, comfortable, and very quiet—I never had to deal with loud neighbors or excessive noise, which made it easy to relax. I also felt safe throughout my stay, which was very important to me. There were a few minor issues when I first arrived, but I contacted customer service and they resolved everything promptly. Their quick response and professionalism made a great impression. Overall, this was a very positive experience, and I would happily stay here again.

Reviewed on 18 Jul 2026

Saddlebrook Resort

Saddlebrook Resort

Wesley Chapel South
£879
per person
19 Sept - 26 Sept
found 1 hour ago
Return flight included
London (LHR) to Tampa (TPA)
8/10 Very good! (145 reviews)
The front desk staff valet and transportation crew were great the property was so beautiful on the outside After weather delays traveling from Chicago to Tampa we finally made it to Saddlebrook about 1am Friday morning 2 roaches in the second bedroom spotted at 2 am 1 in the first spotted at 7 am we notified the fron desk we came back to the property about 2

Reviewed on 18 Aug 2026

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

£1,227
per person
21 Oct - 28 Oct
found 11 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
8.8/10 Excellent! (1,747 reviews)
Clean room

Reviewed on 19 Aug 2026

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5* Luxury holidays in Caladesi Island State Park

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

Central Sarasota
£2,285
per person
21 Oct - 28 Oct
found 11 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

£4,291
per person
21 Oct - 28 Oct
found 11 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
9.8/10 Exceptional! (88 reviews)
Great staff and close attention to detail. Helpful all around. Great restaurants.

Reviewed on 14 Aug 2026

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All you need to know about luxury holidays in Caladesi Island State Park

What can I expect from a luxury Caladesi Island State Park 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 Caladesi Island State Park?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Caladesi Island State Park 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 Caladesi Island State Park?

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 Caladesi Island State Park starting at £836. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Caladesi Island State Park?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Caladesi Island State Park 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 Caladesi Island State Park?

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 Caladesi Island State Park?

You can wangle a top-notch luxury holiday in Caladesi Island State Park 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 Caladesi Island State Park 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 Caladesi Island State Park with Expedia?

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

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

£28
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Shell Key Island bird's eye view

Shell Key Island Excursion

£48
per adult
84% of travellers recommend
Shell Key Island Excursion
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

£15
per child
92% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in Caladesi Island State Park

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.