412+ Private Villas and Holiday Rentals in Island Walk |
Island Walk Holiday Rentals
House
8.4Excellent
(166 Reviews)
6 Bedrooms
3 Baths
12 Guests
3200 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
د.إ.1,369/Night
7 Nights - د.إ.9,582
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
452.08 ft²
- Fireplace/Heating
View
Parking
Air Conditioner
د.إ.533/Night
7 Nights - د.إ.3,728
Hotel
9.2Exceptional
(903 Reviews)
1 Bath
- Pool
Balcony/Terrace
Breakfast
Kitchen
د.إ.418/Night
7 Nights - د.إ.2,927
Apartment
- Naples
- ·
- Oakes Estates
- 0.61 mi to center
10.0Exceptional
(87 Reviews)
1 Bedroom
1 Bath
2 Guests
Ocean View- Balcony/Terrace
- View
- Kitchen
د.إ.639/Night
7 Nights - د.إ.4,469
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
32291.73 ft²
Oceanfront- Hot Tub
Spa- Pool
د.إ.2,552/Night
7 Nights - د.إ.17,867
House
- Naples
- ·
- Oakes Estates
- 0.59 mi to center
10.0Exceptional
(52 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,002/Night
7 Nights - د.إ.7,014
House
10.0Exceptional
(23 Reviews)
6 Bedrooms
6 Baths
14 Guests
4000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.4,968/Night
7 Nights - د.إ.34,775
House
10.0Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
5 Guests
2080 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.1,580/Night
7 Nights - د.إ.11,058
Apartment
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.600/Night
7 Nights - د.إ.4,201
Luxury Holiday Rentals in Island Walk
Over 403+ Luxury Holiday Rentals in or Near Island Walk
House
- Naples
- ·
- Indigo Lakes
- 0.17 mi to center
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
Unlock the Best Price
Apartment
8.7Fabulous
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1280.91 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.11,018/Night
7 Nights - د.إ.77,123
Apartment
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1227.09 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.9,365/Night
7 Nights - د.إ.65,554
Villa
- Naples
- ·
- Rural Estates
- 5.44 mi to center
6 Bedrooms
5 Baths
12 Guests
5115 ft²
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Child Friendly
د.إ.8,789/Night
7 Nights - د.إ.61,522
House
10.0Exceptional
(7 Reviews)
8 Bedrooms
6 Baths
20 Guests
9500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
د.إ.7,847/Night
7 Nights - د.إ.54,930
House
7 Bedrooms
5 Baths
18 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
د.إ.6,108/Night
7 Nights - د.إ.42,755
House
10 Bedrooms
10 Baths
24 Guests
3503.65 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.5,936/Night
7 Nights - د.إ.41,551
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.5,030/Night
7 Nights - د.إ.35,212
House
- Naples
- ·
- Oakes Estates
- 0.82 mi to center
9.8Exceptional
(20 Reviews)
6 Bedrooms
4 Baths
16 Guests
4000 ft²
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
د.إ.4,606/Night
7 Nights - د.إ.32,245
Top-Rated Holiday Rentals with a Pool in Island Walk
Over 264+ The Best Private Villas and Holiday Rentals in Island Walk with a Pool
Condo
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.524/Night
7 Nights - د.إ.3,669
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
10 Guests
1535 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,025/Night
7 Nights - د.إ.7,176
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
د.إ.640/Night
7 Nights - د.إ.4,477
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
4262 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.2,882/Night
7 Nights - د.إ.20,173
House
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
4 Guests
2300 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,631/Night
7 Nights - د.إ.11,414
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
10 Guests
3000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.4,260/Night
7 Nights - د.إ.29,821
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
3 Baths
4 Guests
2300 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
د.إ.2,487/Night
7 Nights - د.إ.17,408
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,183/Night
7 Nights - د.إ.8,281
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
د.إ.465/Night
7 Nights - د.إ.3,254
Pet-Friendly Holiday Rentals in Island Walk
Over 93+ Pet-Friendly Holiday Rentals in or Near Island Walk
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.448/Night
7 Nights - د.إ.3,136
House
- Naples
- ·
- Oakes Estates
- 0.92 mi to center
1 Bedroom
5 Baths
14 Guests
3003.13 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.3,269/Night
7 Nights - د.إ.22,880
House
- Naples
- ·
- Oakes Estates
- 0.92 mi to center
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Pet Friendly
د.إ.2,113/Night
7 Nights - د.إ.14,789
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
2685 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,806/Night
7 Nights - د.إ.12,641
House
1 Bedroom
3 Baths
6 Guests
1453.13 ft²
- Private Pool
- Pool
- Pet Friendly
- Parking
د.إ.2,497/Night
7 Nights - د.إ.17,481
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.921/Night
7 Nights - د.إ.6,449
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1643 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
د.إ.1,151/Night
7 Nights - د.إ.8,054
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.835/Night
7 Nights - د.إ.5,847
House
- Naples
- ·
- Longshore Lake
- 0.39 mi to center
9.6Exceptional
(28 Reviews)
4 Bedrooms
3 Baths
8 Guests
2300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.2,247/Night
7 Nights - د.إ.15,726
Large Holiday Rentals and Private Villas in Island Walk
Over 43+ Large Holiday Rentals and Private Villas in or Near Island Walk
House
- Naples
- ·
- Oakes Estates
- 0.73 mi to center
9.8Exceptional
(133 Reviews)
5 Bedrooms
3 Baths
10 Guests
3516 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.2,480/Night
7 Nights - د.إ.17,360
House
4.0Average
(1 Review)
5 Bedrooms
4 Baths
9 Guests
4305.56 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.2,571/Night
7 Nights - د.إ.17,995
House
9.6Exceptional
(37 Reviews)
5 Bedrooms
4 Baths
9 Guests
4300 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.1,779/Night
7 Nights - د.إ.12,453
House
4 Bedrooms
3 Baths
13 Guests
2163.55 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
د.إ.3,979/Night
7 Nights - د.إ.27,856
Villa
9.4Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.508/Night
7 Nights - د.إ.3,559
House
8.4Excellent
(6 Reviews)
6 Bedrooms
4 Baths
12 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.3,136/Night
7 Nights - د.إ.21,954
House
- Naples
- ·
- Rural Estates
- 5.13 mi to center
4 Bedrooms
5 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.4,594/Night
7 Nights - د.إ.32,160
Villa
- Naples
- ·
- Village Walk
- 0.20 mi to center
2 Bedrooms
2 Baths
4 Guests
1680 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,002/Night
7 Nights - د.إ.7,014
Villa
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.989/Night
7 Nights - د.إ.6,919
Wheelchair Accessible Holiday Homes in Island Walk
Over 40+ Wheelchair Accessible Holiday Homes in or Near Island Walk
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
د.إ.326/Night
7 Nights - د.إ.2,284
House
- Naples
- ·
- Oakes Estates
- 0.38 mi to center
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.539/Night
7 Nights - د.إ.3,772
Hotel
9.0Exceptional
(1003 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
د.إ.364/Night
7 Nights - د.إ.2,549
Condo
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.282/Night
7 Nights - د.إ.1,972
Hotel
9.0Exceptional
(519 Reviews)
6 Baths
361.93 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.624/Night
7 Nights - د.إ.4,370
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.806/Night
7 Nights - د.إ.5,641
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.827/Night
7 Nights - د.إ.5,788
Condo
- Naples
- ·
- Rural Estates
- 5.72 mi to center
9.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.725/Night
7 Nights - د.إ.5,075
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
8.8Fabulous
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.823/Night
7 Nights - د.إ.5,762
Island Walk Private Villas and Holiday Homes Under $200
Over 122+ Island Walk Private Villas and Holiday Homes Under $200
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.550/Night
7 Nights - د.إ.3,852
Apartment
8.8Fabulous
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.419/Night
7 Nights - د.إ.2,931
Condo
- Naples
- ·
- Tarpon Bay
- 0.07 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.652/Night
7 Nights - د.إ.4,561
Apartment
1 Bedroom
1 Bath
2 Guests
452.08 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
د.إ.551/Night
7 Nights - د.إ.3,856
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
818 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.583/Night
7 Nights - د.إ.4,084
Apartment
9.8Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.616/Night
7 Nights - د.إ.4,308
Condo
9.8Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.424/Night
7 Nights - د.إ.2,971
House
9.6Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.550/Night
7 Nights - د.إ.3,852
Cottage
- Naples
- ·
- Oakes Estates
- 0.36 mi to center
9.4Exceptional
(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.708/Night
7 Nights - د.إ.4,954
Instantly Bookable Holiday Homes in Island Walk
Over 151+ Instantly Bookable Holiday Homes in or Near Island Walk
Condo
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.926/Night
7 Nights - د.إ.6,478
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
د.إ.833/Night
7 Nights - د.إ.5,828
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1377 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
د.إ.762/Night
7 Nights - د.إ.5,336
House
- Naples
- ·
- Rural Estates
- 5.37 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.2,491/Night
7 Nights - د.إ.17,441
House
9.8Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
9 Guests
1900 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,244/Night
7 Nights - د.إ.8,707
Condo
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.361/Night
7 Nights - د.إ.2,530
Condo
9.2Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
2200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.883/Night
7 Nights - د.إ.6,181
House
- Naples
- ·
- Rural Estates
- 6.05 mi to center
9.2Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.658/Night
7 Nights - د.إ.4,609
Condo
9.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.661/Night
7 Nights - د.إ.4,627
Book a Last Minute Place to Stay in Island Walk
About Casai's Private Villas and Holiday Rentals in Island Walk
Discover more than 412 vacation rentals available in Island Walk. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Island Walk.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Island Walk, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Island Walk. On average, places to stay near Island Walk offer 1097.65 ft², with nightly prices averaging د.إ.1,392.
With Casai, finding and comparing holiday rentals in Island Walk is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Island Walk
| Type | Count |
|---|---|
| Vacation Homes | 192 |
| Holiday Apartments | 51 |
| Villas | 21 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in Island Walk
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Island Walk.
Weather in Island Walk, FL
View the weather forecast for Island Walk before booking your Island Walk Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Island Walk?
What are the top holiday rentals in Island Walk?
With numerous options available in Island Walk, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Island Walk:
- Private Suite on 3 Acres in North Naples!
- Modern North Naples Villa on 3 Acres!
- 2 Villas, Pickleball,Heated pool, Naples escape.
- Villa Mango
- MODERN ELEGANT LUXURY HOME - Airy, uncluttered, clean & peaceful
- The Secret Garden
- Naples Beach , Golf and Country Club Naples Florida
- Beachy Dream 3BR/2BA w./Pool, Gym, and Theater
- Beautiful Lakefront/Golf Coach Home In Upscale Golf & Lake Community
- ESPLANADE GOLF/5 Star🌟LUXURY Private Home/Pool/Spa + beaches 8-10 miles!
How many holiday rentals have private pools in Island Walk?
Discover a selection of holiday rentals with private pools near Island Walk with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Lake View First Floor Coach Home At Amenities Filled - The Quarry of Naples
- STUNNING POOL HOME WITH LAKE VIEWS
- Cypress Woods for Seasonal or Summer Stays
- GORGEOUS TOTALLY RENOVATED 3BED,2BATH CONDO IN GREAT COMMUNITY!
Which holiday homes in Island Walk are best for families?
If you're searching for a family-friendly holiday home in Island Walk, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Island Walk:
- Lake View First Floor Coach Home At Amenities Filled - The Quarry of Naples
- The Sunny Serenity Townhome
- STUNNING POOL HOME WITH LAKE VIEWS
How many Casai.ae holiday rentals are available in Island Walk?
As of 2026, Casai boasts over 412 properties listed in the Island Walk area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Island Walk.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Saturnia Lakes Vacation Rentals in Naples, Florida | 529 |
| Indigo Lakes Vacation Rentals in Naples, Florida | 408 |
People Also Ask
Finding the best prices in Island Walk
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