Southwest Florida Luxury Holidays

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Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort
LaPlaya Beach & Golf Resort - A Noble House Resort
Inn on Fifth
Naples Bay Resort & Marina
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Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort
LaPlaya Beach & Golf Resort - A Noble House Resort
Inn on Fifth
Don't see what you're looking for?
See all available trips from Dublin to Southwest Florida
View all trips
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 WiFi, free parking, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
"Very clean and great mattresses"

Reviewed on 21 Aug 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! (1,717 reviews)

Reviewed on 21 Aug 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! (1,000 reviews)
"The property needs a bit of maintenance and upkeep"

Reviewed on 13 Aug 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.