South Island, FL

Fort Myers Beach

Two seashells on a pebbly beach with the ocean in the background.
A pier extending into the water with two gazebos at the end, under a sunset sky.
A beach with people walking along the shore and buildings in the background.
Two seashells on a pebble beach with the ocean in the background.
An aerial view of a coastal city with a bridge, dense urban area, and a beach.

Stay near popular South Island attractions

Castle Beach

8.0/10 (7 reviews)
Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?
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South Island Hotel Deals

Pointe Estero Beach Resort

Pointe Estero Beach Resort

2 out of 5
6640 Estero Blvd Fort Myers Beach FL
The price is SAR 496 per night from Sep 29 to Sep 30
SAR 496
SAR 1,773 total
29 Sep - 30 Sep
includes taxes & fees
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Key West Express and Bonita Springs ...
Pointe Estero Beach Resort
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
6620 Estero Blvd Fort Myers Beach FL
The price is SAR 568 per night from Sep 26 to Sep 27
SAR 568
SAR 1,978 total
26 Sep - 27 Sep
includes taxes & fees
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero ...
9.6/10 Exceptional! (974 reviews)
"Everything was great. the location is perfect"

Reviewed on 18 September 2026

GullWing Beach Resort
Santa Maria Resort- Great Resort and Condo!! Large pool/Hot Tub & Tiki Hut !!

Santa Maria Resort- Great Resort and Condo!! Large pool/Hot Tub & Tiki Hut !!

Fort Myers Beach FL
Stay at this condo in Fort Myers Beach. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach ...
8.6/10 Excellent! (18 reviews)
"It was adequate. Beach accessibility was problematic for 2 people in the party with slight mobility issues"

Reviewed on 3 August 2026

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Santa Maria Resort- Great Resort and Condo!! Large pool/Hot Tub & Tiki Hut !!
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
7630 Estero Blvd Fort Myers Beach FL
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
9.8/10 Exceptional! (15 reviews)
"Very nice place, our 2nd time here and we still love it"

Reviewed on 7 September 2026

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Mariners Boathouse by Coolvacay
Walk to the Beach - Stylish Waterfront Gateway

Walk to the Beach - Stylish Waterfront Gateway

Fort Myers Beach FL
Stay at this vacation home in Fort Myers Beach. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
10/10 Exceptional! (11 reviews)
"We loved everything about this property clean, close to the beach! I am currently on crutches and the walk to the beach was very easy"

Reviewed on 30 July 2026

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Walk to the Beach - Stylish Waterfront Gateway
Beachy Poolside Guest House Retreat

Beachy Poolside Guest House Retreat

Fort Myers Beach FL
Stay at this vacation home in Fort Myers Beach. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Key West Express and Estero Boulevard ...
8/10 Very Good! (1 review)
"Super close to beach. Plenty of parking. Furniture and kitchenware were basic, but adequate. Very clean. Small pool with plenty of seating."

Reviewed on 9 April 2026

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Beachy Poolside Guest House Retreat
See all 1,138 properties in South Island
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.

Where to stay in South Island

Find the best South Island areas and neighborhoods for the activities you enjoy most.
A sunset over a calm sea with trees framing the view.

Mid Island

While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.

A coastal town with a marina, residential buildings, and a clear view of the ocean.

TP Hill's

When in TP Hill's, you can plan a visit to Key West Express and Estero Boulevard Beach, some noteworthy sights in the nearby area.

A beach at sunset with a pink and purple sky, people walking, and a lifeguard tower in the distance.
Photo by Abby Chase
Open Photo by Abby Chase

Downtown Fort Myers Beach

If you're spending some time in Downtown Fort Myers Beach, Lynn Hall Memorial Park and Estero Boulevard Beach are top sights worth seeing.

A coastal town with a beach, buildings, and a road.

Winklers

While Winklers might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Key West Express and Estero Boulevard Beach.

A clear beach with shallow water, mangrove trees, and a distant shoreline.

Laguna Shores

Though Laguna Shores might not have many top sights, you can venture to the surrounding area to see attractions like Lover's Key Beach and Santini Marina Shopping Plaza.

South Island, FL

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