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 NT$4,577 per night from Aug 23 to Aug 24
NT$4,577
NT$15,450 total
Aug 23 - Aug 24
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 Estero Boulevard ...
9.2/10 Wonderful! (1,004 reviews)
"That is the best place very bad before I suggest this place to everybody"

Reviewed on 2026/8/17

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 NT$4,829 per night from Aug 23 to Aug 24
NT$4,829
NT$16,825 total
Aug 23 - Aug 24
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! (968 reviews)
"Wow. Beautiful 3BR/2Bath oceanfront condo. Even better than pics on Expedia. Definitely coming back and will recommend to friends and family. I expected a lot and it exceeded expectations in every way!!"

Reviewed on 2026/8/21

GullWing Beach Resort
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! (13 reviews)
"Pleasant stay. Staff friendly and attentive. Very relaxing stay. The view of the beach is a plus."

Reviewed on 2026/8/5

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Mariners Boathouse by Coolvacay
Tropical Sands Resort

Tropical Sands Resort

4 out of 5
7785 Estero Blvd Fort Myers Beach FL
Stay at this condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Key West Express and Estero Boulevard Beach ...
9.4/10 Exceptional! (3 reviews)
"Muy buena la propiedad, la limpieza de la habitacion y exteriores. Mucha tranquilidad."

Reviewed on 2026/8/3

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Tropical Sands Resort
Carribean Beach Club

Carribean Beach Club

2 out of 5
7600 Estero Blvd Fort Myers Beach FL
Stay at this condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are ...
9.2/10 Wonderful! (7 reviews)
"Good place, clean"

Reviewed on 2026/7/6

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Carribean Beach Club
Gullwing by Distinctive Beach Rentals

Gullwing by Distinctive Beach Rentals

3.5 out of 5
6620 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 ...
6.8/10 (6 reviews)
"Wonderful"

Reviewed on 2025/9/28

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Gullwing by Distinctive Beach Rentals
See all 1,145 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 Castle Beach and Estero Boulevard 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 with a wooden pier, people sunbathing, and a clear blue sky.

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 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.

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.

South Island, FL