Top flight + Adventure hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.

Naples Grande Beach Resort

Park Shore

NZ$3,243

per person

2 Oct - 9 Oct

found 1 day ago

Return flight included

Auckland (AKL) to Fort Myers (RSW)

9/10 Wonderful! (1,660 reviews)

An amazing place to stay. Very clean, organized efficient and focus on client’s necessities

Reviewed on 17 Aug. 2025

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Top Adventure Southwest Florida Hotels

Sundial Beach Resort & Spa

1451 Middle Gulf Drive, Sanibel, FL

2 hours drive from Siesta Key Beach

Stay at this 5-star luxury condo in Sanibel. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the property condition in our reviews. ...

8.6/10 Excellent! (2,572 reviews)

"The pool/beach area was amazing! The poolside service was awesome. My only concern was me a senior and friend staying with me a senior were assigned a 4 th floor room with no elevator. It took almost an hour to find a space that had an elevator. Jared the security guy was so helpful. Then for check ..."

Reviewed on 17 Jul. 2025

Pink Shell Beach Resort and Marina

275 Estero Blvd, Fort Myers Beach, FL

2 hours drive from Siesta Key Beach

Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...

9.4/10 Exceptional! (1,036 reviews)

"Room was super clean, pool area perfect, food amazingggggg, our pool server Floyd offered fantastic service to 10 of us he was very very good at his job! All around experience for our staycation was perfect! I will definitely be back!"

Reviewed on 17 Aug. 2025

Tween Waters Island Resort & Spa

15951 Captiva Drive, Captiva, FL

2 hours drive from Siesta Key Beach

Stay at this 3-star beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...

8.6/10 Excellent! (999 reviews)

"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells ..."

Reviewed on 10 Jul. 2025

See all 43,796 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.