List your Property
Photo by Michael Jaskolka

South Island vacation rentals

We found 1,206 vacation rentals — enter your dates for availability

Discover a selection of 1,000 vacation rentals in South Island that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $70 per night, and houses and condos are popular options for a stay in South Island. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Vacation homes for all, with space for all

Houses

View 268 Houses

Condos/Apartments

View 908 Condos/Apartments

Studios

View 110 Studios

Hotels

View 24 Hotels

Find the perfect vacation rental on South Island

PENTHOUSE PANORAMIC VIEWS. SUITE PH6-A

Sleeps 4 · 1 Bedroom · 1 Bathroom
$134 avg/night
(56)

Seas the Day is a spacious 2 BR/2 BA Newly updated beach front condo. Free WI-fi

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$232 avg/night
(137)

Panoramic View From Penthouse Rekindles Romance

Sleeps 2 · 1 Bedroom · 1 Bathroom
$117 avg/night
(107)

Very family friendly home with elevator!! Spectacular views!!

Sleeps 10 · 4 Bedrooms · 3 Bathrooms
$563 avg/night
(54)

Breathtaking Views from this Updated Gulf Front Condo

Sleeps 2 · 1 Bedroom · 1 Bathroom
$125 avg/night
(32)

603A Spectacular Gulf Views w Updated Accommodations

Sleeps 4 · 1 Bedroom · 1 Bathroom
$70 avg/night
(10)

Search 1,206 vacation rentals

Reviews are in, families love these South Island properties
Stayed Apr 2021

Best Hosts Ever

We can't say enough good things about the hosts. They made our stay easy and smooth. The location is perfect, within walking distance of many things, and close driving distance to others. The hosts had many suggestions of things and places to check o...

Matt V.
Matt V.
Stayed Apr 2021

Beautiful location on Gulf Coast

The condo was perfect for two people in a great location at the south end of Fort Myers Beach away from the crowds at the north end of the island during peak season. Condo was clean and the hosts gave us helpful information about the area. If you are...

Stephen L.
Stephen L.
Stayed Apr 2021

Amazing beach!

We had a great time staying here for a week. The location is amazing, great views and a beautiful beach. The shopping center across the street was super convenient. The condo itself was clean and well stocked with all of the extras a guest could need...

Kacee A.
Kacee A.
Stayed Apr 2021

Awesome Location but...,,,

The accommodations and location was great. A couple of things that were not great was getting and returning keys. For us that did not have a car it was not easy. Had to walk quarter mile or so to get. Real issue was returning. We had to get up and le...

Timothy G.
Timothy G.

Grand Rapids Michigan

Stayed Mar 2021

Great House

The house was amazing, and the location was perfect. Just a short walk to the beach. We all had an amazing time. One issue was on bathroom had hair on the towels and the floor had hair all over it. The rest of the house was clean. I don't know if the...

Michelle M.
Michelle M.
Stayed Mar 2021

Beautiful beach view

Beautiful views of beach from room plus, everything you need for beach fun. Unit had comfortable bed & couch. Traffic a zoo to North during spring break but plenty of restaurants near condo and south. Grounds well kept. Short walk to beach, swam in o...

sue N.
sue N.
Stayed Mar 2021

Spectacular View!

This is a beautiful condo and the location on the beach is perfect, but the main reason for renting this condo is the spectacular view. So beautiful in the morning and in the evening for sunsets! We grilled dinner every night and ate on the balcony b...

cheri k.
cheri k.
Stayed Mar 2021

Beautiful Beach & Location

Beautiful condo! We enjoyed our stay so much. Condo was clean & well stocked. Location was perfect, away from the crowded pier/public beaches. The trolley stops right out front and will take you from one end of the island to the other.The beach is ma...

Mary W.
Mary W.

WAYLAND

AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around South Island?

Our 2021 property listings offer a large selection of 1,206 vacation rentals around South Island. From 268 house rentals to 908 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Explore destinations around South Island

Santini Marina Shopping Plaza
10,193 vacation rentals

Rental Ideas

People also search for