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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 in the lap of luxury at Wyvern Hotel, an Ascend Collection Hotel, where you can enjoy amenities like plush bedding, designer toiletries, and more. Deluxe ...

8.8/10 Excellent! (1,000 reviews)

Rooftop bartenders and wait stay , ignored us. They stood around talking to each other. Had to wave at them for service It was me and my husband we ordered food , I had to ask for silverware and napkins. The girl brought one it took 5 mins to get anyone attention to get a 2nd set. Overall the rooftop ...

Reviewed on 2026/3/21

Naples Grande Beach Resort

475 Seagate Drive Naples FL

3 hours drive from Siesta Key Beach

Naples Grande Beach Resort is one of the Naples lavish 4.5-star beach properties where you can treat yourself to deep soaking bathtubs and massage services. ...

9/10 Wonderful! (2,037 reviews)

Always love our stay here!

Reviewed on 2026/3/28

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL

12 min drive from Siesta Key Beach

The Ritz-Carlton, Sarasota is a Sarasota luxury 5-star beach property where you can treat yourself to pillowtop beds, designer toiletries, and more. The 2 outdoor ...

See all 46,913 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.