Vacation Rentals in South Island, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  South Island

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1713 Best Vacation Rentals in South Island (Starting from $138)

Royal Pelican 173
Royal Pelican 173
Apartment
Fort Myers Beach, FL, USA
0.1k from South Island center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms6 Guests
New to Booking
$403
Average price / night
Check Availability
2BR – Penthouse, Pool, Beach & Water Views
2BR – Penthouse, Pool, Beach & Water Views
Apartment
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$155
Average price / night
Check Availability
Royal Pelican - New Listing - 4511 Bay Beach Ln condo
Royal Pelican - New Listing - 4511 Bay Beach Ln condo
Apartment
Fort Myers Beach, FL, USA
0.1k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms6 Guests
New to Booking
$177
Average price / night
Check Availability
Santa Maria • Beach & Boating Getaway • Sleeps 8
Santa Maria • Beach & Boating Getaway • Sleeps 8
Apartment
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$221
Average price / night
Check Availability
Casa Marina 224
Casa Marina 224
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$181
Average price / night
Check Availability
Casa Marina 522 - Luxury Living
Casa Marina 522 - Luxury Living
Apartment
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
8.0

Good

1 reviews

$250
Average price / night
Check Availability
Hibiscus 844
Hibiscus 844
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
New to Booking
$392
Average price / night
Check Availability
Bayfront Condo: Your Sunset Paradise on Fort Myers Beach
Bayfront Condo: Your Sunset Paradise on Fort Myers Beach
House
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$223
Average price / night
Check Availability
Casa Marina III -644 by Sun Palace
Casa Marina III -644 by Sun Palace
House
Fort Myers Beach, FL, USA
0.2k from South Island center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$207
Average price / night
Check Availability
Captain's Quarters - Water Views
Captain's Quarters - Water Views
Apartment
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
New to Booking
$231
Average price / night
Check Availability
Hibiscus Pointe 342, Canal View, 2 Bedroom, Sleeps 6, Heated Pool, Elevator
Hibiscus Pointe 342, Canal View, 2 Bedroom, Sleeps 6, Heated Pool, Elevator
Apartment
South Island, Fort Myers Beach, Florida, USA
0.2k from South Island center

Kitchen, Air Conditioner, Parking, Pool, Hot Tub, Internet, Wheelchair Accessible

2 Bedrooms6 Guests
New to Booking
$154
Average price / night
Check Availability
Estero Escape - Heated Pool
Estero Escape - Heated Pool
Apartment
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool, TV

1 Bedroom4 Guests
New to Booking
$197
Average price / night
Check Availability
Luxury Beach Condo Located On The Bay In A Tropical Oasis!
Luxury Beach Condo Located On The Bay In A Tropical Oasis!
House
South Island, Fort Myers Beach, Florida, USA
0.2k from South Island center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

1 Bedroom4 Guests
9.8

Exceptional

8 reviews

$138
Average price / night
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Love Stay Sea - Boat Watching
Love Stay Sea - Boat Watching
Apartment
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.0

Fabulous

6 reviews

$218
Average price / night
Check Availability
Casa Marina 654 - 4321 Bay Beach Lane condo
Casa Marina 654 - 4321 Bay Beach Lane condo
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms6 Guests
New to Booking
$176
Average price / night
Check Availability
3B/3B Luxury Island Townhome w/ Elevator,Garage,Pool - Walk to Beach!
3B/3B Luxury Island Townhome w/ Elevator,Garage,Pool - Walk to Beach!
House
Fort Myers Beach, FL, 33931, United States
0.3k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$285
Average price / night
Check Availability
Santa Maria 104
Santa Maria 104
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$194
Average price / night
Check Availability
Ft. Myers Beach Escape | Pool + Canal Views
Ft. Myers Beach Escape | Pool + Canal Views
Villa
Fort Myers Beach, FL, 33931, United States
0.3k from South Island center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$277
Average price / night
Check Availability
Santa Maria 108
Santa Maria 108
Apartment
Fort Myers Beach, FL, USA
0.3k from South Island center

Apartments, Accommodations, Parking, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$347
Average price / night
Check Availability
Family Friendly large condo walking distance to beach and restaurants.
Family Friendly large condo walking distance to beach and restaurants.
House
Fort Myers Beach, FL, 33931, United States
0.3k from South Island center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

20 reviews

$322
Average price / night
Check Availability
Sun & Fun - Cozy Condo, Pool, Tennis, Beach Access
Sun & Fun - Cozy Condo, Pool, Tennis, Beach Access
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
8.0

Good

4 reviews

$228
Average price / night
Check Availability
Fort Myers Beach Studio w/ Balcony & Views!
Fort Myers Beach Studio w/ Balcony & Views!
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Kitchen, Microwave

1 Bedroom4 Guests
9.0

Fabulous

9 reviews

$138
Average price / night
Check Availability
Fort Myers Beach Studio - Sunset & Ocean Views!
Fort Myers Beach Studio - Sunset & Ocean Views!
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms2 Guests
9.6

Exceptional

22 reviews

$193
Average price / night
Check Availability
Sunset & Ocean Front Views-FM-Beach(Pool is Open)
Sunset & Ocean Front Views-FM-Beach(Pool is Open)
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom5 Guests
9.6

Exceptional

10 reviews

$201
Average price / night
Check Availability
Turtle Cove - Beach View
Turtle Cove - Beach View
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Free Parking, Internet, Kitchen, No Smoking, Washer

1 Bedroom4 Guests
New to Booking
$250
Average price / night
Check Availability
Stunning Beach Front Condo with Pool
Stunning Beach Front Condo with Pool
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
New to Booking
$385
Average price / night
Check Availability
Penthouse Beachfront Condo w Pool
Penthouse Beachfront Condo w Pool
Apartment
Fort Myers Beach, FL, 33931, United States
0.5k from South Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom4 Guests
New to Booking
$372
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in South Island.

Stay Near South Island's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

South Island Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1713 verified vacation rentals in South Island. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in South Island vary depending on the season, property size, and location. Rates typically start from around $138 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in South Island include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in South Island welcome pets. Currently, 19 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in South Island often include amenities such as Fireplace/Heating, Wellness Facilities, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.