Vacation Rentals with Private Pool in San Carlos Island, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  San Carlos Island

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887 Best Vacation Rentals with Private Pool in San Carlos Island (Starting from $164)

New Build walkable to dinner, LIVE music & 5 minute walk to BEACH
New Build walkable to dinner, LIVE music & 5 minute walk to BEACH
House
Fort Myers Beach, FL, USA
1.0k from San Carlos Island center

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

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$659
Average price / night
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855 Canal View Gem: Heated Pool, Spa & Trolley Access
855 Canal View Gem: Heated Pool, Spa & Trolley Access
House
Fort Myers Beach, FL, 33931, United States
0.3k from San Carlos Island center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
8.8

Fabulous

10 reviews

$512
Average price / night
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Nature View #3
Nature View #3
House
Fort Myers Beach, FL, USA
1.1k from San Carlos Island center

Barbecue/Outdoor Cooking, Security/Safety, Parking, Pool, Private Pool, Internet, Air Conditioner

1 Bedroom4 Guests
7.8

Good

18 reviews

$164
Average price / night
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Stunning 4-bedroom house in delightful Fort Myers Beach with luxurious pool.
Stunning 4-bedroom house in delightful Fort Myers Beach with luxurious pool.
House
Fort Myers Beach, FL, 33931, United States
0.6k from San Carlos Island center

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

4 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$662
Average price / night
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Nature View #2
Nature View #2
Apartment
Fort Myers Beach, USA
1.7k from San Carlos Island center

Barbecue/Outdoor Cooking, Fireplace/Heating, Security/Safety, Parking, Pool, Private Pool, Internet

1 Bedroom4 Guests
8.9

Fabulous

7 reviews

$352
Average price / night
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Shoreline Stunner: Luxury Pool, Views, EV Charger
Shoreline Stunner: Luxury Pool, Views, EV Charger
House
Fort Myers Beach, FL, 33931, United States
0.7k from San Carlos Island center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater

6 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$1524
Average price / night
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Marriott Sanibel Harbour Resort & Spa
Marriott Sanibel Harbour Resort & Spa
Resort
Fort Myers, FL, USA
6.9k from San Carlos Island center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Marriott , 4-star, Lodgings

337 Bedrooms82 Guests
7.8

Good

484 reviews

$227
Average price / night
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1 Mi to Fort Myers Beach Access! Chic Coastal Home
1 Mi to Fort Myers Beach Access! Chic Coastal Home
House
Fort Myers Beach, FL, 33931, United States
0.7k from San Carlos Island center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Kitchen, Microwave, No Smoking

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$542
Average price / night
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Southern Comfort - Updated Waterfront Condo
Southern Comfort - Updated Waterfront Condo
Apartment
Fort Myers Beach, FL, USA
9.4k from San Carlos Island center

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

1 Bedroom4 Guests
New to Booking
$422
Average price / night
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🛥️🌴Private Heated Pool | Bayfront w/ Boat Dock | Island Bay Retreat
🛥️🌴Private Heated Pool | Bayfront w/ Boat Dock | Island Bay Retreat
House
Fort Myers Beach, FL, 33931, United States
0.7k from San Carlos Island center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$800
Average price / night
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Lovers Key Resort Suite 10 - Majestic Bay Views
Lovers Key Resort Suite 10 - Majestic Bay Views
Apartment
Fort Myers Beach, FL, USA
9.4k from San Carlos Island center

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

1 Bedroom2 Guests
New to Booking
$403
Average price / night
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The Lazy Tiki - Private Pool
The Lazy Tiki - Private Pool
House
Fort Myers Beach, FL, 33931, United States
0.7k from San Carlos Island center

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

3 Bedrooms6 Guests
9.2

Superb

5 reviews

$541
Average price / night
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Pool House Walk to Beach & Margaritaville
Pool House Walk to Beach & Margaritaville
House
Fort Myers Beach, FL, 33931, United States
0.7k from San Carlos Island center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Internet

5 Bedrooms10 Guests
9.8

Exceptional

42 reviews

$765
Average price / night
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Beach House
Beach House
House
Fort Myers Beach, FL, 33931, United States
0.8k from San Carlos Island center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

15 reviews

$511
Average price / night
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Bay Front with Private Pool - North Island - 3BR Dock Holiday
Bay Front with Private Pool - North Island - 3BR Dock Holiday
House
Fort Myers Beach, FL, 33931, United States
0.8k from San Carlos Island center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$648
Average price / night
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Amazing Bay Views, Pool, Private Boat Dock, Walking Distance to Times Square
Amazing Bay Views, Pool, Private Boat Dock, Walking Distance to Times Square
House
Fort Myers Beach, FL, 33931, United States
0.8k from San Carlos Island center

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

3 Bedrooms6 Guests
9.8

Exceptional

85 reviews

$641
Average price / night
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The House of Your Dreams
The House of Your Dreams
House
Fort Myers Beach, FL, 33931, United States
0.8k from San Carlos Island center

AC, Barbecue, Elevator, Hot Tub, Internet, Kitchen, Microwave, No Smoking, Pool

4 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$2319
Average price / night
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Coral Charmer Heated Pool Home walk to the beach and Times Square!
Coral Charmer Heated Pool Home walk to the beach and Times Square!
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

2 Bedrooms5 Guests
10.0

Exceptional

11 reviews

$367
Average price / night
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☀️Sand Dollar on Miramar-Private Pool-Pet Friendly-Short Walk to Beach☀️
☀️Sand Dollar on Miramar-Private Pool-Pet Friendly-Short Walk to Beach☀️
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
New to Booking
$456
Average price / night
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280 Ostego - Pet Friendly Pool Home by the Beach & Times Square!
280 Ostego - Pet Friendly Pool Home by the Beach & Times Square!
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$360
Average price / night
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Beach Dream Vacation, Heated Saltwater Pool - Endless Summer - Roelens
Beach Dream Vacation, Heated Saltwater Pool - Endless Summer - Roelens
House
Fort Myers Beach, FL, 33932, United States
0.9k from San Carlos Island center

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

4 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$458
Average price / night
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⭐Private Pool, Canal Front Cottage-Tan Lines⭐
⭐Private Pool, Canal Front Cottage-Tan Lines⭐
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

2 Bedrooms6 Guests
8.0

Good

5 reviews

$390
Average price / night
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Gulf Access, Heated Pool, Grill & Lanai – Primo Getaway – Roelens
Gulf Access, Heated Pool, Grill & Lanai – Primo Getaway – Roelens
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

3 Bedrooms8 Guests
New to Booking
$496
Average price / night
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Beach Bound · 2025 Build ·
Beach Bound · 2025 Build ·
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

3 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$617
Average price / night
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New Luxury Build w/ Pool, Hot Tub, & Canal Views
New Luxury Build w/ Pool, Hot Tub, & Canal Views
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

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

6 Bedrooms14 Guests
9.0

Fabulous

6 reviews

$1064
Average price / night
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🏖️Private Pool, Steps to Beach-Times Square District-Lazy Lobster🦞
🏖️Private Pool, Steps to Beach-Times Square District-Lazy Lobster🦞
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

AC, Balcony, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms12 Guests
9.0

Fabulous

6 reviews

$612
Average price / night
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Stylish Home with New Luxury Pool! Steps to Beach, Restaurants, Nightlife, Entertainment, and more!
Stylish Home with New Luxury Pool! Steps to Beach, Restaurants, Nightlife, Entertainment, and more!
House
Fort Myers Beach, FL, 33931, United States
0.9k from San Carlos Island center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$583
Average price / night
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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 Private Pool in San Carlos Island.

Where to stay in San Carlos Island? Best neighborhoods & areas

San Carlos Island Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 887 verified vacation rentals with a private pool in San Carlos Island. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in San Carlos Island vary depending on the property size, location, and travel season. Rates typically start from around $164 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in San Carlos Island also welcome pets. Currently, 23 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in San Carlos Island often include additional features such as Pool, Private Pool, and View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in San Carlos Island include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.