Windward Side Villa Rentals
- Air Conditioner
- Pool
- Private Pool
- Pool
- View
- Ocean View
- Pool
- Balcony/Terrace
- Bedding/Linens
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- Wheelchair Accessible
- Air Conditioner
- Pool
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Pet Friendly
- Child Friendly
Luxury Places to Stay in Windward Side
- Child Friendly
- Air Conditioner
- Balcony/Terrace
- Bedding/Linens
- Air Conditioner
- Pool
- TV
- Pool
- Private Pool
- Bedding/Linens
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pool
- Balcony/Terrace
- Pool
- TV
- Private Pool
- Air Conditioner
- TV
- Bedding/Linens
- Air Conditioner
- Bedding/Linens
- Child Friendly
Top-Rated Villas with a Pool in Windward Side
- Air Conditioner
- Pool
- Bedding/Linens
Pet-Friendly Villas in Windward Side
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
Windward Side Villas, Airbnb and Holiday Homes Under $200
- Balcony/Terrace
- Child Friendly
- Laundry
Book a Last Minute Place to Stay in Windward Side
About Windward Side Vacation Rentals
There are more than 21 incredible getaway rentals that are available in Windward Side. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Windward Side.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Windward Side, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windward Side. Places to stay near Windward Side are 380.56 ftยฒ on average, with prices averaging $423 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Windward Side. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Private Villas, Resorts, and Rentals in Windward Side
| Type | Count |
|---|---|
| Villas | 7 |
| Vacation Homes | 5 |
| Cottages | 4 |
| B&B | 1 |
Use these Quick Filters to Find a Vacation Rental in Windward Side
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โ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windward Side with BedroomVillas.
Weather in Windward Side, BQ
View the weather forecast for Windward Side before booking your Windward Side Vacation Rentals to confirm your best time to go.
Stay Near Windward Side's Top Attractions
A Large Selection of Villas and Vacation Rentals from Around the World Windward Side's Research Top Attractions For Your Vacation
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Frequently Asked Questions About Windward Side?
What are the top hotels or resorts in Windward Side?
We provide an array of great vacation destinations in Windward Side. If you are looking to stay in or around the Windward Side area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windward Side:
- El Momo Cottages
- Saba Arawak Hotel
- El Momo Cottages
- Saba Arawak Hotel
- Queenโs hotel, bar & kitchen
- Haiku House, an amazing wooden villa situated in a tropical forest
- Caribbean Elegance & Comfort
- Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.
- Home a way from home in the Unspoiled queen of the Caribbean.
- Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
How many hotels, resorts, or rentals are available in Windward Side?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 21 in the Windward Side area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windward Side.โฏ
