Southwest Florida Luxury Holidays

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

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    Better together
    Save up to ₹43,962 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Luxury Southwest Florida Hotels

Wyvern Hotel, Ascend Hotel Collection
Wyvern Hotel, Ascend Hotel Collection
4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
  • 1 hour drive from Siesta Key Beach
Stay at this 4-star luxury hotel in Punta Gorda. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the bar and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,000 reviews)
"They did not have an alarm clock, or any other clock in the room. I complained and asked for one to be delivered, but they never fulfilled that request. Also, when requesting an alarm clock, they said to just use a wake up call, and the wake up call did not come at the promised time. Those two actions ..."

Reviewed on 1 Jul 2025

Wyvern Hotel, Ascend Hotel Collection
Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
  • 3 hours drive from Siesta Key Beach
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa and 4 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,552 reviews)
"We had a very good experience in our 3 days vacation."

Reviewed on 1 Jul 2025

Naples Grande Beach Resort
The Ritz-Carlton, Sarasota
The Ritz-Carlton, Sarasota
5 out of 5
1111 Ritz Carlton Dr, Sarasota, FL
  • 12 min drive from Siesta Key Beach
Stay at this 5-star 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. ...
9/10 Wonderful! (1,001 reviews)
"The service was excellent and the property was beautiful!"

Reviewed on 28 Jun 2025

The Ritz-Carlton, Sarasota
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.