Short-Term Rentals in South Island, FL: Compare 10+ Sites & Save

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  2. Short-Term Rentals
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  South Island

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2985 Best Short-Term Rentals in South Island (Starting from $111)

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
South Island, quiet, relaxing. Bright corner condo, short walk to beach!
South Island, quiet, relaxing. Bright corner condo, short walk to beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$204
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
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
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
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2B/2B Casa Marina 434 Island Condo! Water Views! Walk to Beach!
2B/2B Casa Marina 434 Island Condo! Water Views! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$205
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
⛱️Canal Front Penthouse | Awesome Amenities | Casa Marina III 742⛱️
⛱️Canal Front Penthouse | Awesome Amenities | Casa Marina III 742⛱️
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Kitchen

2 Bedrooms4 Guests
New to Booking
$225
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
Water Views, Beach Access, Pool, Pickleball, More
Water Views, Beach Access, Pool, Pickleball, More
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

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

New to Booking
$302
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
Waterfront Condo- Balcony, Community Pool, Dock+ Canal Access
Waterfront Condo- Balcony, Community Pool, Dock+ Canal Access
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Elevator, Extra Bed, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
7.8

Good

12 reviews

$246
Average price / night
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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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SUPER SUPER 3B/2B Hibiscus Pointe Condo With Water Views, Walk to Beach, Heated Pool!
SUPER SUPER 3B/2B Hibiscus Pointe Condo With Water Views, Walk to Beach, Heated Pool!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$134
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
Vickie's Hide Away, Casa Marina, South Beach (22-0293)
Vickie's Hide Away, Casa Marina, South Beach (22-0293)
Condo
Ft Myers Beach, FL, 33931, United States
0.1k from South Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

16 reviews

$149
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
Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Extra Bed, Heater, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
New to Booking
$331
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
LOVELY 2B/2B HIBISCUS POINTE ISLAND CONDO 513 - WALK TO BEACH
LOVELY 2B/2B HIBISCUS POINTE ISLAND CONDO 513 - WALK TO BEACH
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

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

2 Bedrooms6 Guests
New to Booking
$144
Average price / night
Check Availability
Santa Maria 104- The Sunnyside by Sun Palace Vacations
Santa Maria 104- The Sunnyside by Sun Palace Vacations
House
Fort Myers Beach, FL, USA
0.3k from South Island center

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

1 Bedroom8 Guests
New to Booking
$272
Average price / night
Check Availability
Lovely South End of the Island, Canal Front Condo! Walk to the Beach! 2 Heated Pools!
Lovely South End of the Island, Canal Front Condo! Walk to the Beach! 2 Heated Pools!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$206
Average price / night
Check Availability
Lovely Casa Marina 2B/2B Vacation Condo w/ Water Views And Island Style!  Walk to Beach!
Lovely Casa Marina 2B/2B Vacation Condo w/ Water Views And Island Style! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
New to Booking
$203
Average price / night
Check Availability
WATERFRONT VIEW FORT MYERS BEACH CONDO WITH POOL AMENITIES - WALK TO THE BEACH
WATERFRONT VIEW FORT MYERS BEACH CONDO WITH POOL AMENITIES - WALK TO THE BEACH
Condo
Estero, FL, 33931, United States
0.1k from South Island center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$111
Average price / night
Check Availability
Great Amenities - Canal Views - Walk to Beach - 2BR Casa Marina II #431
Great Amenities - Canal Views - Walk to Beach - 2BR Casa Marina II #431
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$206
Average price / night
Check Availability
2B/2B ISLAND VACATION CONDO-RESORT POOL! WALK TO BEACH! BEST PRICE!
2B/2B ISLAND VACATION CONDO-RESORT POOL! WALK TO BEACH! BEST PRICE!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

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

2 Bedrooms4 Guests
New to Booking
$278
Average price / night
Check Availability
GREAT FISHING! REMODELED Waterfront 1B/2B Estero Yacht & Racquet Club Condo! Walk to Beach!
GREAT FISHING! REMODELED Waterfront 1B/2B Estero Yacht & Racquet Club Condo! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Barbecue, Free Parking, Heater, Laundry, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$246
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 Short-Term 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 Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2985 verified short-term rentals in South Island, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in South Island vary depending on location, property size, and travel dates. Rates typically start from around $111 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in South Island include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in South Island, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in South Island often include amenities such as View, Internet, and Pool, providing a comfortable and convenient stay.

Short-term rentals in South Island are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.