Villa
10.0(55 Reviews)
2 Bedrooms
4 Guests
Private Pool
Parking
Pool
Balcony/Terrace
US $712/Night
7 Nights - US $4,987
Windward Villa Rentals & Hotels
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Compare Villa in Windward
10.0
US $1,124/Night
7 Nights - US $7,867
Villa
10.0(1 Review)
1 Bedroom
Air Conditioner
Internet
Pet Friendly
Child Friendly
US $1,467/Night
7 Nights - US $10,266
Villa
10.0(28 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $807/Night
7 Nights - US $5,646
Villa
10.0(1 Review)
3 Bedrooms
6 Guests
Breakfast- Parking
- Pool
- Balcony/Terrace
US $1,458/Night
7 Nights - US $10,208
Villa
10.0(27 Reviews)
4 Bedrooms
9 Guests
- Private Pool
Hot Tub- Breakfast
- Parking
US $1,798/Night
7 Nights - US $12,588
Villa
10.0(1 Review)
4 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $1,185/Night
7 Nights - US $8,295
Villa
10.0(21 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,162/Night
7 Nights - US $8,133
Villa
9.8(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
View- Air Conditioner
US $990/Night
7 Nights - US $6,929
Villa
10.0(16 Reviews)
7 Bedrooms
14 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $3,717/Night
7 Nights - US $26,016
Villa
9.3(40 Reviews)
13 Bedrooms
26 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $683/Night
7 Nights - US $4,781
Villa
10.0(13 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
Ocean View
US $1,723/Night
7 Nights - US $12,059
Apartment
9.0(5 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $937/Night
7 Nights - US $6,559
Villa
10.0(13 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,019/Night
7 Nights - US $7,132
Villa
10.0(12 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $3,149/Night
7 Nights - US $22,045
Villa
10.0(11 Reviews)
1 Bedroom
3 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $956/Night
7 Nights - US $6,691
Villa
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
Kitchen
US $853/Night
7 Nights - US $5,968
Villa
10.0(10 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $1,464/Night
7 Nights - US $10,247
Villa
10.0(10 Reviews)
5 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,286/Night
7 Nights - US $9,004
Villa
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $984/Night
7 Nights - US $6,885
Villa
10.0(9 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $1,947/Night
7 Nights - US $13,626
Villa
10.0(8 Reviews)
2 Bedrooms
4 Guests
Oceanfront- Hot Tub
- Parking
- Ocean View
US $1,339/Night
7 Nights - US $9,376
Villa
10.0(7 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $879/Night
7 Nights - US $6,155
US $1,610/Night
7 Nights - US $11,270
About Windward Villa on BedroomVillas
Looking for a high-end stay to make your next getaway unforgettable? Discover more than 3199 vacation rentals in Windward that are perfect for your next trip. Whether you are traveling with a group, family, friends, or couples retreat in Windward, BedroomVillas has all types of rental options with top amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering, and more.
BedroomVillas offers high-end vacation rentals near Windward for travelers of all kinds, whether you are looking for a luxury home, beach houses, villa, resort, condo, cabin, cottage, RV rental, or pet friendly accommodation in Windward. BedroomVillas simplifies finding and comparing the best vacation rentals, matching you with top rental properties from different vacation rental websites. By comparing these rental properties, BedroomVillas helps you find the best deals in Windward. Luxury vacation home rental prices start from US $410 per night and affordable condos in Windward start from US $410 per night.
Frequently Asked Questions About Windward Rental Villas
What are the top rated Villa Rentals in Windward?
There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Windward:
- Villa La Magnifica | Ocean View - Located in Magnificent Deve with Private Pool
- Villa Samsara | Ocean View - Located in Wonderful Pointe Milou with Private Pool
- Beach 2 minutes' walk, private deck, tranquility
- Villa Paradise .
- Villa Costa Nova | Ocean View - Located in Stunning Gouverneur with Private Pool
- Villa Case et Cuisine (2 bedrooms)
- Villa Avalon | Ocean View - Located in Exquisite Gouverneur with Private Pool
- Villa Avalon | Ocean View - Located in Stunning Gouverneur with Private Pool
- Villa Avalon | Ocean View - Located in Fabulous Gouverneur with Private Pool
- Villa Avalon | Ocean View - Located in Wonderful Gouverneur with Private Pool
What is the rate per night for renting a villa near Windward?
At BedroomVillas, the average rental fee for standard villas in Windward is $4,595 per night. BedroomVillas has a large database of quality villas near Windward that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Do you have a villa in Windward that allows pets?
Yes, here are the top villas rentals in Windward that are pet friendly:
- BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach
- Villa Yvantino
- Traditional Caribbean Style house with breathtaking views
- Villa Tiwa 2 Bed-2 Bath Pointe Milou
Are there any rental villas in Windward that are suitable for families?
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Windward to find what works for you.
Do your rental villas in Windward have indoor swimming pools?
Based on the 2026 data from our BedroomVillas site, there are more than 3199 private swimming pools or villas with indoor pools in or near Windward.
Do the villas in Windward have hot tubs?
There are 3199 villas in or near Windward that have hot tubs. The most popular places to stay with hot tubs include:See all holiday vacation rentals in Windward on BedroomVillas
Do you have luxury villas in Windward?
Most definitely! There are many luxury villas in Windward. Use our search filter to discover all of our luxury villas, and choose the one that matches your taste. Sorting by price is another way to find the most expensive villas in Windward.
