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

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Naples
  6.  Island Walk

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436 Best Vacation Rentals with Private Pool in Island Walk (Starting from $133)

Orchid Estate #2
Orchid Estate #2
House
Naples, FL, USA
1.8k from Island Walk center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom6 Guests
5.0

Review score

1 reviews

$680
Average price / night
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Chic Naples Villa With Private Pool
Chic Naples Villa With Private Pool
Villa
Naples, FL, 34119, United States
1.2k from Island Walk center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$239
Average price / night
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Orchid Estates
Orchid Estates
House
Naples, FL, USA
1.8k from Island Walk center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom14 Guests
New to Booking
$890
Average price / night
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Heron House at Logan Woods. Bright & spacious fully renovated home with pool!
Heron House at Logan Woods. Bright & spacious fully renovated home with pool!
House
Naples, FL, 34119, United States
1.7k from Island Walk center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$653
Average price / night
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Charming Naples Oasis - Close to Beaches & Shops
Charming Naples Oasis - Close to Beaches & Shops
House
Naples, FL, USA
9.4k from Island Walk center

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

3 Bedrooms8 Guests
New to Booking
$493
Average price / night
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Elegant Home, Golf Club, Heated Pool, Near Beach
Elegant Home, Golf Club, Heated Pool, Near Beach
House
Naples, FL, 34119, United States
1.8k from Island Walk center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$262
Average price / night
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Tranquil Oasis Retreat in Golden Gate Estates
Tranquil Oasis Retreat in Golden Gate Estates
Villa
Naples, FL, USA
9.6k from Island Walk center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms12 Guests
8.7

Fabulous

7 reviews

$451
Average price / night
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Naples Getaway w/ private pool & spa!
Naples Getaway w/ private pool & spa!
House
Naples, FL, 34119, United States
1.8k from Island Walk center

AC, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms5 Guests
New to Booking
$133
Average price / night
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9242 Vanderbilt Beach Single Family Home
9242 Vanderbilt Beach Single Family Home
House
Naples, FL, 34108, United States
1.9k from Island Walk center

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

4 Bedrooms8 Guests
4.0

Review score

1 reviews

$1051
Average price / night
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Home with Private Pool
Home with Private Pool
House
Naples, FL, 34119, United States
1.9k from Island Walk center

AC, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$349
Average price / night
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Beautiful North Naples Lakefront Home with a Private Heated Pool!
Beautiful North Naples Lakefront Home with a Private Heated Pool!
House
Naples, FL, 34119, United States
2.0k from Island Walk center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Patio, Pool, Tennis Court

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$179
Average price / night
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✰ Time 4 U Estate: Hot tub, heated Pool, Tennis Court, Pickleball & Bocce Ball
✰ Time 4 U Estate: Hot tub, heated Pool, Tennis Court, Pickleball & Bocce Ball
House
Naples, FL, 34119, United States
2.1k from Island Walk center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$1233
Average price / night
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Remodeled 5 Bedroom Kid Friendly Home In Naples' Most Convenient Location
Remodeled 5 Bedroom Kid Friendly Home In Naples' Most Convenient Location
House
Naples, FL, 34119, United States
2.2k from Island Walk center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
9.8

Exceptional

61 reviews

$431
Average price / night
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Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
House
Naples, FL, 34119, United States
2.2k from Island Walk center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms16 Guests
9.8

Exceptional

19 reviews

$1128
Average price / night
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STUNNING POOL HOME WITH LAKE VIEWS
STUNNING POOL HOME WITH LAKE VIEWS
House
Naples, FL, 34120, United States
2.8k from Island Walk center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Heater, Internet, Kitchen

4 Bedrooms8 Guests
8.0

Good

3 reviews

$673
Average price / night
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GORGEOUS TOTALLY RENOVATED 3BED,2BATH CONDO IN GREAT COMMUNITY!!!
GORGEOUS TOTALLY RENOVATED 3BED,2BATH CONDO IN GREAT COMMUNITY!!!
Apartment
Naples, FL, 34119, United States
2.9k from Island Walk center

AC, Balcony, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$220
Average price / night
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Custom home with private saltwater pool & outdoor oasis near beaches, 5th Ave,
Custom home with private saltwater pool & outdoor oasis near beaches, 5th Ave,
House
Naples, FL, 34120, United States
2.9k from Island Walk center

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

4 Bedrooms10 Guests
New to Booking
$943
Average price / night
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Key West Style Luxury Home with resort heated saltwater pool & infinity line spa
Key West Style Luxury Home with resort heated saltwater pool & infinity line spa
House
Naples, FL, 34119, United States
3.0k from Island Walk center

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

5 Bedrooms10 Guests
9.8

Exceptional

132 reviews

$711
Average price / night
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“Happy Ours” – Luxury Esplanade Home with Lake View, Pool, Spa & Club Access
“Happy Ours” – Luxury Esplanade Home with Lake View, Pool, Spa & Club Access
House
Naples, FL, 34119, United States
3.4k from Island Walk center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$504
Average price / night
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Fully Furnished 3 Br Estate Home In Premier Gated Golf Community Close To Beach
Fully Furnished 3 Br Estate Home In Premier Gated Golf Community Close To Beach
House
Naples, FL, 34120, United States
3.5k from Island Walk center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$336
Average price / night
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Naples Villa on the Golf Course! 8 Bedrooms Sleeps 20! Pets welcome, 30 day min
Naples Villa on the Golf Course! 8 Bedrooms Sleeps 20! Pets welcome, 30 day min
Villa
Naples, FL, 34119, United States
3.5k from Island Walk center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$875
Average price / night
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2 Villas, Pickleball,Heated pool, Naples escape.
2 Villas, Pickleball,Heated pool, Naples escape.
House
Naples, FL, 34120, United States
3.6k from Island Walk center

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

6 Bedrooms14 Guests
10.0

Exceptional

19 reviews

$1374
Average price / night
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Serene Waterfalls, Garden, Privacy, Heated Pool, Spa &, Large Two Story Retreat
Serene Waterfalls, Garden, Privacy, Heated Pool, Spa &, Large Two Story Retreat
House
naples, FL, 34119, United States
3.7k from Island Walk center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
8.4

Very Good

164 reviews

$372
Average price / night
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Naples Retreat – Pool, Pickleball & Cabana Oasis
Naples Retreat – Pool, Pickleball & Cabana Oasis
House
Naples, FL, 34119, United States
3.8k from Island Walk center

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

4 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$2141
Average price / night
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Gorgeous North Naples home w/ pool & jacuzzi; minutes from Mercato and beach
Gorgeous North Naples home w/ pool & jacuzzi; minutes from Mercato and beach
House
Naples, FL, 34109, United States
3.8k from Island Walk center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$370
Average price / night
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Exquisite Home in Exclusive Community
Exquisite Home in Exclusive Community
House
Naples, FL, 34119, United States
3.9k from Island Walk center

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

4 Bedrooms8 Guests
9.6

Exceptional

28 reviews

$611
Average price / night
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2026 winter will rent Jan and Feb or 3 full month, no single mths due to R&R/mgt
2026 winter will rent Jan and Feb or 3 full month, no single mths due to R&R/mgt
Condo
Naples, FL, 34120, United States
3.9k from Island Walk center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$305
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 Private Pool in Island Walk.

Stay Near Island Walk's Top Attractions

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

Island Walk Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 436 verified vacation rentals with a private pool in Island Walk. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Island Walk vary depending on the property size, location, and travel season. Rates typically start from around $133 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 Island Walk also welcome pets. Currently, 25 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 Island Walk often include additional features such as Pool, Private Pool, and Laundry. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Island Walk 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.