Best Vacation Homes in Windward Side
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
Private Pool
Oceanfront
Pool
Ocean View
US $770/Night
7 Nights - US $5,390
Apartment
9.4(14 Reviews)
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
US $255/Night
7 Nights - US $1,783
US $110/Night
7 Nights - US $773
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
Kitchen
Air Conditioner
Internet
US $339/Night
7 Nights - US $2,371
Resort
9.3(76 Reviews)
7 Baths
19 Guests
612 ft²
- Oceanfront
Spa
Fireplace/Heating- Pool
US $339/Night
7 Nights - US $2,374
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
View- Kitchen
US $133/Night
7 Nights - US $928
New
House
3 Bedrooms
3 Baths
8 Guests
Pet Friendly- Air Conditioner
- Internet
Child Friendly
US $379/Night
7 Nights - US $2,650
US $264/Night
7 Nights - US $1,849
Windward Side Luxury Rentals
US $1,490/Night
7 Nights - US $10,430
New
Apartment
3 Bedrooms
3 Baths
7 Guests
1732.99 ft²
- Balcony/Terrace
- View
- Pet Friendly
Parking
US $428/Night
7 Nights - US $2,993
Apartment
7.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
10763.91 ft²
- Parking
- Air Conditioner
US $295/Night
7 Nights - US $2,065
House
9.0(8 Reviews)
3 Bedrooms
3 Baths
3 Guests
753.47 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $250/Night
7 Nights - US $1,750
Apartment
2 Bedrooms
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $208/Night
7 Nights - US $1,456
Apartment
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $199/Night
7 Nights - US $1,394
Hotel
7.5(7 Reviews)
9 Baths
1533.86 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $185/Night
7 Nights - US $1,295
Hotel
9.4(52 Reviews)
2 Baths
538.2 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $183/Night
7 Nights - US $1,282
Windward Side Pet Friendly Vacation Rentals
Villa
5.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pet Friendly
- Child Friendly
US $443/Night
7 Nights - US $3,102
Cabin
7.5(69 Reviews)
8 Bedrooms
2 Baths
4 Guests
376.74 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
US $105/Night
7 Nights - US $735
Apartment
8.4(14 Reviews)
1 Bedroom
1 Bath
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $896
Cottage
1 Bedroom
1 Bath
2 Guests
230 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $146/Night
7 Nights - US $1,022
Apartment
7.0(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
656.6 ft²
- Balcony/Terrace
- View
Breakfast- Pet Friendly
US $133/Night
7 Nights - US $929
Apartment
7.9(82 Reviews)
17 Bedrooms
3 Baths
7 Guests
358.8 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $119/Night
7 Nights - US $835
Windward Side Large Vacation Homes
Villa
10.0(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,011/Night
7 Nights - US $7,076
House
7.6(59 Reviews)
7 Bedrooms
7 Baths
15 Guests
350.6 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
US $152/Night
7 Nights - US $1,064
US $187/Night
7 Nights - US $1,308
Villa
5.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $428/Night
7 Nights - US $2,996
Apartment
7.9(96 Reviews)
17 Bedrooms
6 Baths
15 Guests
236.81 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
US $183/Night
7 Nights - US $1,282
Villa
4.9(59 Reviews)
3 Bedrooms
3 Baths
4 Guests
1500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $401/Night
7 Nights - US $2,807
Villa
4.9(9 Reviews)
5 Bedrooms
5 Baths
12 Guests
2900 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $380/Night
7 Nights - US $2,660
Villa
1 Bedroom
5 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $2,041/Night
7 Nights - US $14,284
Why Choose Rent By Owner for your Windward Side Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Windward Side
When should you plan your Vacation Rentals stay?
To make the most of your stay here, consider planning your vacation during the region's optimal seasons when the weather is ideal for exploring and relaxing in Windward Side, Bonaire.
Peak Season Highlights
December to April
This is the most popular time to visit, as the weather remains warm and dry, ideal for enjoying outdoor activities and beach days by the water.
Average Temperature Daytime: 28°C (82°F) - Nighttime: 22°C (72°F)
July to August
During these months, you can experience the region's sunniest weather, making it perfect for exploring and water-based adventures.
Average Temperature Daytime: 30°C (86°F) - Nighttime: 24°C (75°F)
Off-Season Highlights
May to June
These months see fewer visitors, offering a quieter atmosphere while still enjoying warm temperatures and sunny skies.
Average Temperature Daytime: 29°C (84°F) - Nighttime: 23°C (73°F)
September to November
Off-peak times with less crowd, though occasional rain showers can occur; ideal for those seeking a more relaxed experience.
Average Temperature Daytime: 28°C (82°F) - Nighttime: 22°C (72°F)
Weekly Weather Forecast for Windward Side
How to Book Your Windward Side Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windward Side
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy shaded outdoor dining areas where you can savor meals while taking in the island breeze.
- Take advantage of private pools perfect for relaxing after a day of exploring the region's natural beauty.
- Relax on sun loungers set up on spacious patios or lush gardens, ideal for soaking up the Caribbean sun.
- Make use of barbecue grills to host outdoor cookouts and experience authentic local flavors.
- Benefit from direct access to outdoor shower facilities, keeping you refreshed during your stay here.
- Experience stunning views from balconies or terraces overlooking the coastline or tropical surroundings.
- Utilize well-maintained pathways or garden areas designed for outdoor strolls and leisurely walks within the property grounds.
Top Attractions Around Windward Side
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities such as snorkeling, diving, and exploring pristine beaches just moments from your vacation rental on the Windward Side of Bonaire.
Family Activities
- Snorkeling at Bonaire National Marine Park: Explore the vibrant underwater world just off the shore, making it a perfect activity for families to enjoy together in this region.
- Visiting Washington Slagbaai National Park: Discover the natural beauty and wildlife of this protected area, offering family-friendly trails and scenic views.
- Beach activities at Sorobon Beach: Relax on the soft sands, swim in calm waters, or try paddleboarding in this tranquil spot ideal for kids and parents alike.
- Educational experiences at Bonaire’s Marine Park center: Engage your family with informative exhibits and guided tours that highlight the region's unique marine ecosystem.
Adult Activities
- Snorkeling and Diving Tours: Explore vibrant coral reefs and diverse marine life just off the coast, offering unforgettable underwater experiences in this region.
- Hiking through Nature Reserves: Discover scenic trails with breathtaking views of the coastline and native flora and fauna, perfect for outdoor enthusiasts seeking adventure.
- Bird Watching Excursions: Observe rare and endemic bird species thriving in the area's protected habitats, making it a top activity for nature lovers.
- Kayaking along the Shoreline: Paddle along serene waters and enjoy close-up perspectives of the rugged coastline while immersing yourself in the tranquil surroundings.
Other Places to Stay in Windward Side
Harry L Johnson Museum
Jo Bean Glass Art Studio
Dutch Museum of Saba
Mt Scenery
Windward Side Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local marine life: Take advantage of the renowned diving and snorkeling spots nearby to fully appreciate the vibrant underwater world that makes this destination special.
- Respect the natural environment: Practice eco-friendly habits by avoiding single-use plastics and staying on designated paths to help preserve the area's pristine beaches and coral reefs.
- Plan your activities early: Book water excursions, guided tours, or rental equipment in advance to ensure a smooth and enjoyable experience during your stay.
- Enjoy authentic local cuisine: Visit nearby eateries to sample regional flavors and support local businesses, enriching your overall experience here.
Transportation Options
- Rental Car Services: Renting a car here offers you the flexibility to explore the region at your own pace, with many providers available nearby for convenient access.
- Local Taxis and Shuttle Services: Reliable taxi and shuttle options provide comfortable transportation for getting around this area without the hassle of driving yourself.
- Bike Rentals: Cycling is an eco-friendly way to enjoy the scenery, with bike rentals readily accessible for exploring the region's scenic routes.
- Public Transportation: Limited but available local buses connect key points in this destination, making budget-friendly travel within the area easy and straightforward.
Local Customs Options
- Respect for the environment: You’ll find that locals here prioritize preserving the region’s natural beauty, so it's customary to avoid littering and to follow eco-friendly practices during your stay.
- Greeting customs: When meeting new people or engaging with neighbors, a friendly nod or a warm "bon bini" is commonly exchanged as a sign of respect and friendliness.
- Attire etiquette: Casual yet modest clothing is typical in the area, especially when visiting local markets or participating in community events, reflecting the relaxed island vibe.
- Celebrating local festivals: Participating in or observing traditional festivities often involves specific customs such as dancing, music, and enjoying authentic Bonaire cuisine, offering you an immersive cultural experience.
Windward Side Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Windward Side?
There are a lot of options in Windward Side. If you plan on staying in the Windward Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windward Side:
- Modern Luxury Private Villa w Pool and Ocean Views. Walk to Beach. Sleeps 6.
- Beautiful Traditional Saba Cottage With all the Modern Amenities
- Statia's best views, comfort, privacy, & nature on a world-class diving island!
- Quill Gardens Boutique Hotel
- Barrel House Suite St Eustatius
- Golden Rock Dive and Nature Resort
- Talk of the Town Inn & Suites
- The Beach House and 2 appartments for full or separate rental, all with a private beach
- Cattleya Flor Hotel
- El Momo Cottages
2. How many vacation rentals have private pools in Windward Side?
There are 3 vacation rentals with private pools near Windward Side. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Windward Side are best for families?
If you are looking for a family-friendly vacation home in Windward Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windward Side:
4. How many Rentbyowner vacation rentals are available in Windward Side?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 58 in the Windward Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windward Side.
5. What is the cancellation policy for vacation rentals in Windward Side, Bonaire?
Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees before booking.
6. How do I confirm my reservation for a vacation rental in this destination?
Reservation confirmation typically requires completing the booking process online and receiving a confirmation email from the host. For additional assurance, reach out to the property owner to verify your reservation.
7. Are there any specific check-in and check-out times I should be aware of during my stay?
Check-in and check-out times differ depending on the property. Please refer to the listing details or contact the owner to confirm the designated times for your arrival and departure.
8. What amenities can I expect to find in a vacation rental here?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, air conditioning, and outdoor spaces. Review each listing carefully or ask the owner about available features.
9. Is it possible to modify or extend my reservation once booked?
Modifications and extensions depend on the property's policies and availability. Contact the property owner promptly to discuss any changes to your reservation.
Windward Side Top Rated Vacation Rentals
Hotel
8.1(224 Reviews)
2 Baths
161.46 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $124/Night
7 Nights - US $868
Hotel
7.4(207 Reviews)
3 Baths
362.38 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $143/Night
7 Nights - US $1,001
House
8.6(9 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Air Conditioner
- Laundry
US $141/Night
7 Nights - US $990
House
8.4(39 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Child Friendly
- Laundry
US $95/Night
7 Nights - US $665
US $129/Night
7 Nights - US $903
Hotel
8.0(31 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Air Conditioner
- Child Friendly
US $179/Night
7 Nights - US $1,254
Resort
5.8(11 Reviews)
1 Bath
Hot Tub- Pool
- Balcony/Terrace
- Air Conditioner
US $255/Night
7 Nights - US $1,788
House
5.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $247/Night
7 Nights - US $1,729
