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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  South Island

Refine your search

Price per night

Amenity Filter

Rating

1975 Best Vacation Rentals with Pool 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
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 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
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
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
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
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
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
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
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
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
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
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
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
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
Beautiful Remodel! Nestled Between Gulf & Bay! Heated Pool! Over $150 of Free Daily Activities!
Beautiful Remodel! Nestled Between Gulf & Bay! Heated Pool! Over $150 of Free Daily Activities!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$231
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
Beachfront Condo, Steps to Pool & Gulf, Great Views! 1-bedroom, Updated in 2024!
Beachfront Condo, Steps to Pool & Gulf, Great Views! 1-bedroom, Updated in 2024!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

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

1 Bedroom4 Guests
10.0

Exceptional

15 reviews

$165
Average price / night
Check Availability
Canal-Front Corner Condo w/ Gulf Views & Heated Pool
Canal-Front Corner Condo w/ Gulf Views & Heated Pool
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$175
Average price / night
Check Availability
Casa Marina 423: Canal-View Condo w/ Pool & Beach
Casa Marina 423: Canal-View Condo w/ Pool & Beach
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
$233
Average price / night
Check Availability
Newly Reduced Rates! 211 Winward| 2BR Retreat Steps to Fort Myers Beach
Newly Reduced Rates! 211 Winward| 2BR Retreat Steps to Fort Myers Beach
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$166
Average price / night
Check Availability
144 Stunning Bay View Condo, Pool, Family Friendly
144 Stunning Bay View Condo, Pool, Family Friendly
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
10.0

Exceptional

2 reviews

$201
Average price / night
Check Availability
2 Bedroom, 2 Bath Condo with lncredible Bay Views
2 Bedroom, 2 Bath Condo with lncredible Bay Views
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 Bedrooms6 Guests
8.0

Good

1 reviews

$138
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 with Pool 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 with Pool on the Map

Frequently Asked Questions

You can explore 1975 verified vacation rentals with a pool in South Island. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in South Island vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $111 per night, with private pool homes and peak travel periods often costing more.

Many rentals in South Island offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in South Island welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in South Island often include additional outdoor features such as Pool, View, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in South Island offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.