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Top hotels in South Island

Beach Front Bargain at Estero Beach & Tennis Club!
"Unfortunately, due to other circumstances, I was not able to go on the trip and had to cancel. The host did an excellent job of keeping posted about other balcony construction taking place long before I could check in and was fully understanding if I had to cancel at the time. Because of the owner's ..."
Reviewed on Jun 4, 2026

Gulf Front Condo completely remodeled ,100 steps to the beach.
"Couldn’t have asked for a better host and nicer condo to stay in during our vacation! We’ve been to Ft. Myers several times and this was the nicest condo we have stayed in. It came with all of the amenities that we needed to make for a fun and easy beach day! Cliff makes sure you have everything ..."
Reviewed on Jun 13, 2026

Mariners Boathouse by Coolvacay
"It was a cute little place with a great view. You are on the quiet side of Fort Myers Beach, which we loved. Only a short drive to restaurants and tourist area. Nice to have two bathrooms! Kitchen was fully equipt. The only downside were that the beds were hard. I guess there are new mattresses on ..."
Reviewed on Jun 10, 2026

Beautiful condo on the Beach with Heated Pool, Pickleball, free WiFi & parking!
"It was above expectations! Very clean and well maintained. The location was quieter and less busy. Definitely want to return again."
Reviewed on Jun 13, 2026

7 Miles of Paradise! Completely Renovated Condo. Cleaning Included.
"The location is perfect, check-in went well, centrally located with a CVS near by. We rent a car which gives us opportunities to drive around for shopping, etc. A couple more beach towels, pool noodles, and wash clothes would’ve been nice, otherwise our condo unit was well stocked. Comfortable bed… ..."
Reviewed on Jun 14, 2026

GullWing Beach Resort
"Updated bathrooms and kitchen"
Reviewed on May 31, 2026

Pointe Estero Beach Resort
"Loved the pool and amenities available at the resort including beach towels, bikes, volleyballs, etc. Our suite was comfortable for a family of 6 (4 kids ranging from age 17 to 10)."
Reviewed on Jun 14, 2026

Elegant + Spacious Suite with Gorgeous Gulf Views!
"Greatstay"
Reviewed on May 31, 2026

Santa Maria Resort- Great Resort and Condo!! Large pool/Hot Tub & Tiki Hut !!
"Our party of 4 were very pleased with the Santa Maria Resort condo. It was clean and supplied with all we needed. We enjoyed the beautiful pool. It was only a short walk to the gorgeous beach. Groceries, restaurants and shopping very close. Definitely would stay again."
Reviewed on Apr 17, 2026
South Island Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on South Island area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near South Island to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near South Island are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent South Island hotel reviews by fellow wanderers

Pointe Estero Beach Resort
"Loved the pool and amenities available at the resort including beach towels, bikes, volleyballs, etc. Our suite was comfortable for a family of 6 (4 kids ranging from age 17 to 10)."
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