South Island Travel Guide

Tourist Guide

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

Activities


Our pick of the best 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 NZ$786 per night from 26 Aug to 27 Aug
NZ$786
26 Aug - 27 Aug
includes taxes & fees
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 Beach ...
9.2/10 Wonderful! (1,004 reviews)
"That is the best place very bad before I suggest this place to everybody"

Reviewed on 17 Aug 2026

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 NZ$881 per night from 24 Aug to 25 Aug
NZ$881
24 Aug - 25 Aug
includes taxes & fees
Stay at this beach aparthotel in Fort Myers Beach. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
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 21 Aug 2026

GullWing Beach Resort
Ocean Views From Every Window | Condo 206C at Estero Beach & Tennis Club + 2 Bikes, Beach Gear. 6-7night stays

Ocean Views From Every Window | Condo 206C at Estero Beach & Tennis Club + 2 Bikes, Beach Gear. 6-7night stays

Fort Myers Beach FL
Stay at this beach condo in Fort Myers Beach. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach ...
10/10 Exceptional! (28 reviews)
"Great room and close to the beach. Best part is I didn’t have a long list of items to do when I checked out."

Reviewed on 3 July 2026

Ocean Views From Every Window | Condo 206C at Estero Beach & Tennis Club + 2 Bikes, Beach Gear. 6-7night stays
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 Wi-Fi, private pools and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are ...
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 Aug 2026

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
Stay at this beach condo in Fort Myers Beach. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach ...
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 5 Aug 2026

Mariners Boathouse by Coolvacay
Elegant + Spacious Suite with Gorgeous Gulf Views!

Elegant + Spacious Suite with Gorgeous Gulf Views!

Fort Myers Beach FL
The price is NZ$986 per night from 19 Sept to 20 Sept
NZ$986
19 Sept - 20 Sept
includes taxes & fees
Stay at this condo in Fort Myers Beach. Enjoy a beach locale, laundry facilities and tennis courts. Popular attractions Key West Express and Estero Boulevard ...
9.2/10 Wonderful! (35 reviews)
"Nice clean, convenient oceanfront room. Kitchen had everything. Beds were comfortable. Awsome views."

Reviewed on 3 Aug 2026

Elegant + Spacious Suite with Gorgeous Gulf Views!
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.

Our guide on where to stay in South Island

Find the best South Island areas for the activities you enjoy most.

Mid Island

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

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.

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.

Laguna Shores

While Laguna Shores may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lover's Key Beach and Santini Marina Shopping Plaza.

Winklers

Winklers might not have many top sights, but Key West Express and Estero Boulevard Beach are two attractions nearby that you can check out.



South Island Travel Guide

Choose two or more items and save on your trip: