Southwest Florida Luxury Holidays 2026

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Top Luxury Southwest Florida Hotels

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 ...

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 ...

9/10 Wonderful! (1,956 reviews)

"Room was in bad condition and staff was not helpful. The property finally admitted that they were about to shut down for a complete remodel. Please be certain a complete remodel has been completed before you would ever consider staying in this property."

Reviewed on 8 June 2026

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 ...

9.2/10 Wonderful! (1,013 reviews)

"Excelente!"

Reviewed on 10 Aug 2026

See all 47,293 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.