Southwest Florida Holidays
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Where to stay in Southwest Florida
Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida
South End
If you're spending some time in South End, South Marco Beach and Marco Island Ski & Watersports are top sights worth seeing.
Top hotels in Southwest Florida
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,726 reviews)
I LOVE this hotel! Professional, courteous and very accomodating staff. The modern cool vibe of the hotel decorum is pleasing and welcoming. The room was clean, the breakfast was very tasty and the pool and massage amenities were excellent.
Reviewed on 6 Dec 2025
Naples Grande Beach Resort
475 Seagate Drive Naples FL
Fully refundable
The price is 9.865.979 ₫ per night from 21 Dec to 22 Dec
9.865.979 ₫
12.268.019 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.8/10 Excellent! (1,967 reviews)
Nice and friendly resort property. We were there in November. Great nightly pricing, on-site pricing, and complimentary breakfast.
Reviewed on 8 Dec 2025
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is 3.777.147 ₫ per night from 16 Dec to 17 Dec
3.777.147 ₫
5.381.897 ₫ total
16 Dec - 17 Dec
includes taxes & fees
9.2/10 Wonderful! (1,651 reviews)
Yes
Reviewed on 2 Dec 2025
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.
Popular places to visit
Siesta Key Beach
4.5/5(33 reviews)
Nothing says holiday like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this relaxing area's seaside or experience its live music.
Lido Beach
4.5/5(31 reviews)
Nothing says holiday like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.
St. Armands Circle
4.5/5(23 reviews)
You can find the perfect gifts to bring home at St. Armands Circle during your trip to Sarasota. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
