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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Naples
  6.  Island Walk

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925 Best Vacation Rentals with Pool in Island Walk (Starting from $124)

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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Cozy new construction townhome.
Cozy new construction townhome.
House
Naples, FL, 34119, United States
1.3k from Island Walk center

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

3 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$149
Average price / night
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✰ Time 4 U Estate: Hot tub, Pool, Tennis Court, Ping Pong Fire Pit & More!
✰ Time 4 U Estate: Hot tub, Pool, Tennis Court, Ping Pong Fire Pit & More!
House
Naples, FL, USA
2.0k from Island Walk center

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

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$695
Average price / night
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Heritage Greens-January -February 2026- Price dropped
Heritage Greens-January -February 2026- Price dropped
Villa
Naples, FL, 34119, United States
1.4k from Island Walk center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$270
Average price / night
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7 Mi to Great Wolf Lodge Water Park Luxury House
7 Mi to Great Wolf Lodge Water Park Luxury House
House
Naples, FL, USA
2.6k from Island Walk center

Luxury, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

5 Bedrooms9 Guests
4.0

Review score

1 reviews

$700
Average price / night
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Cozy 2-bedroom house in charming Naples with plenty of amenities
Cozy 2-bedroom house in charming Naples with plenty of amenities
House
Naples, FL, 34119, United States
1.5k from Island Walk center

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

2 Bedrooms5 Guests
New to Booking
$227
Average price / night
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Secluded Guest House In Logan Woods on an Amazing Amenities Filled Property
Secluded Guest House In Logan Woods on an Amazing Amenities Filled Property
House
Island Walk, Naples, Florida, USA
3.6k from Island Walk center

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

2 Bedrooms6 Guests
New to Booking
$506
Average price / night
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Tropical Green Oasis in Naples
Tropical Green Oasis in Naples
Apartment
Naples, FL, 34119, United States
1.6k from Island Walk center

AC, Balcony, Breakfast Available, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$171
Average price / night
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Paradise Gem
Paradise Gem
Apartment
Naples, FL, USA
4.3k from Island Walk center

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

2 Bedrooms6 Guests
1.0

Review score

1 reviews

$270
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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Private Golf Course Condo, Club Membership Available!
Private Golf Course Condo, Club Membership Available!
Apartment
Naples, FL, USA
4.4k from Island Walk center

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

2 Bedrooms6 Guests
8.7

Fabulous

3 reviews

$3000
Average price / night
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Modern Naples Villa - 3BDR w/ Priv Pool & Hottub - Vineyards Golf Course Access
Modern Naples Villa - 3BDR w/ Priv Pool & Hottub - Vineyards Golf Course Access
House
Naples, FL, 34119, United States
1.7k from Island Walk center

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

3 Bedrooms6 Guests
New to Booking
$729
Average price / night
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Beautiful 2 bedroom condo w/Golf Membership Included
Beautiful 2 bedroom condo w/Golf Membership Included
Apartment
Naples, FL, USA
4.4k from Island Walk center

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

2 Bedrooms4 Guests
New to Booking
$233
Average price / night
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Butterfly garden, nature, cozy private complete guest suite
Butterfly garden, nature, cozy private complete guest suite
House
Naples, FL, 34119, United States
1.8k from Island Walk center

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

1 Bedroom2 Guests
8.8

Fabulous

5 reviews

$246
Average price / night
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Spacious Golf Club Condo, Membership Available!
Spacious Golf Club Condo, Membership Available!
Apartment
Naples, FL, USA
4.5k from Island Walk center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Self-catering

2 Bedrooms6 Guests
8.0

Good

1 reviews

$2550
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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Lakeview at Carlton Lakes
Lakeview at Carlton Lakes
House
Naples, FL, USA
4.6k from Island Walk center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
New to Booking
$231
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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6 Mi to Beach Naples Condo with Pool and Hot Tub
6 Mi to Beach Naples Condo with Pool and Hot Tub
Apartment
Naples, FL, USA
4.7k from Island Walk center

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

2 Bedrooms6 Guests
New to Booking
$124
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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NAPLES FL-IMMACULATE & SERENE SINGLE FAMILY HOME ON GOLF COURSE W/GREAT VIEWS
NAPLES FL-IMMACULATE & SERENE SINGLE FAMILY HOME ON GOLF COURSE W/GREAT VIEWS
House
Naples, FL, 34119, United States
1.9k from Island Walk center

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

3 Bedrooms9 Guests
9.8

Exceptional

8 reviews

$338
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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Gated Lake-View | King Suite | Near Naples Beach
Gated Lake-View | King Suite | Near Naples Beach
House
Naples, FL, 34119, United States
2.0k from Island Walk center

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

3 Bedrooms9 Guests
New to Booking
$336
Average price / night
Check Availability
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
Check Availability
✰ 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
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 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 Pool on the Map

Frequently Asked Questions

You can explore 925 verified vacation rentals with a pool in Island Walk. 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 Island Walk vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $124 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Island Walk 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 Island Walk welcome pets. Currently, 33 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 Island Walk often include additional outdoor features such as Pool, Wellness Facilities, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Island Walk 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.