Southwest Florida Luxury Holidays

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Top Luxury Southwest Florida Hotels

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

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 WiFi, free parking, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,011 reviews)
"Room was wonderful and the rooftop amazing! Highly recommended"

Reviewed on 20 Sept 2025

Wyvern Hotel, an Ascend Collection Hotel
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! (1,812 reviews)
"Beautiful hotel with friendly staff. Room was clean and comfortable. Fitness center is massive and nicely kept. Grounds and amenities are beautiful. We will be back for a longer stay next time we are in the area. Thanks for everything."

Reviewed on 24 Sept 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 WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
"Love"

Reviewed on 7 Sept 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.