Oceanfront Rentals in Windward, St. Barthelemy: Compare 10+ Sites & Save

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2288 Best Oceanfront Rentals in Windward (Starting from $190)

New ! Villa Vagabond
New ! Villa Vagabond
Villa
Quartier de Lorient, Saint Barthélemy
0.3k from Windward center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1301
Average price / night
Check Availability
Chef included by Fantasia Villas: Villa Azètes
Chef included by Fantasia Villas: Villa Azètes
Villa
Petite Saline, 97133, Saint Barthelemy
0.2k from Windward center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms7 Guests
New to Booking
$2712
Average price / night
Check Availability
Domaine de Sweet Hill - 4 villas et 2 studios
Domaine de Sweet Hill - 4 villas et 2 studios
Villa
Saint Barthelemy, Saint Barthélemy
0.4k from Windward center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

13 Bedrooms26 Guests
8.8

Fabulous

42 reviews

$489
Average price / night
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Villa Golden View by Fantasia Villas
Villa Golden View by Fantasia Villas
Villa
Vitet, 97133, Saint Barthelemy
0.2k from Windward center

AC, Barbecue, Fitness Equipment, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$1668
Average price / night
Check Availability
Fully-equipped house with pool
Fully-equipped house with pool
House
Grande Saline, Saint Barthélemy
1.1k from Windward center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

1 Bedroom4 Guests
9.5

Superb

2 reviews

$190
Average price / night
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Villa Dancing Queen (3 bedrooms)
Villa Dancing Queen (3 bedrooms)
Villa
Saint Barthélemy, 97133, Saint Barthelemy
0.3k from Windward center

AC, Balcony, Internet, Kitchen, Living Area, Microwave, Pool, TV

3 Bedrooms6 Guests
New to Booking
$2275
Average price / night
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Villa Yvantino
Villa Yvantino
Villa
Windward, St. Barthelemy
1.2k from Windward center

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

8 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1410
Average price / night
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Villa Tam in Vitet by Fantasia Villas
Villa Tam in Vitet by Fantasia Villas
Villa
W53M+XQ3 Vitet, Saint Barthélemy, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Barbecue, Fitness Equipment, Hot Tub, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$1147
Average price / night
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Case Canne a sucre
Case Canne a sucre
House
Saint Barthelemy, Saint Barthélemy
1.3k from Windward center

Oceanfront, Air Conditioner, Balcony/Terrace, View, Guest Services, Pool, Internet

1 Bedroom2 Guests
9.3

Superb

11 reviews

$287
Average price / night
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Serene Sea View Oasis Close to Lorient Beach
Serene Sea View Oasis Close to Lorient Beach
Villa
Vitet, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$9265
Average price / night
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Villa La Vue - Vue panoramique sur les lagons
Villa La Vue - Vue panoramique sur les lagons
Villa
Gustavia, Saint Barthélemy
1.3k from Windward center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms6 Guests
5.5

Review score

2 reviews

$859
Average price / night
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Please Inquire Before Booking – Luxury Villa
Please Inquire Before Booking – Luxury Villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
New to Booking
$3067
Average price / night
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KARETS VIEW les pieds dans l eau - feet in water
KARETS VIEW les pieds dans l eau - feet in water
Apartment
Marigot, Saint Barthélemy
1.5k from Windward center

Apartments, Cheap, Accommodations, Parking, Lodgings, Beach, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.0

Fabulous

12 reviews

$250
Average price / night
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Blue Hideaway
Blue Hideaway
Apartment
Saint Barthelemy, Saint Barthélemy
1.5k from Windward center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$552
Average price / night
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Villa BOT- EVERSAIL avec vue panoramique sur l'océan
Villa BOT- EVERSAIL avec vue panoramique sur l'océan
Villa
Saint Barthelemy, Saint Barthélemy
1.5k from Windward center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
7.3

Good

3 reviews

$1106
Average price / night
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Villa Dancing Queen (2 bedrooms)
Villa Dancing Queen (2 bedrooms)
Villa
Saint Barthélemy, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Internet, Kitchen, Living Area, Microwave, Pool, TV

2 Bedrooms4 Guests
New to Booking
$2135
Average price / night
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3 bedrooms at pointe Milou , concierge , best view
3 bedrooms at pointe Milou , concierge , best view
Villa
Gustavia, Saint Barthélemy
1.7k from Windward center

Air Conditioner, Pool, Pet Friendly, Internet, View, Kitchen, Ocean View

3 Bedrooms6 Guests
New to Booking
$1079
Average price / night
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Jable (1/6 Rooms) Luxury villa
Jable (1/6 Rooms) Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
New to Booking
$3106
Average price / night
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Kirsty's Place
Kirsty's Place
Apartment
Saint Barthelemy, Saint Barthélemy
1.7k from Windward center

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

2 Bedrooms4 Guests
9.8

Exceptional

9 reviews

$594
Average price / night
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Jable (2/6 Rooms) Luxury villa
Jable (2/6 Rooms) Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$3106
Average price / night
Check Availability
Le Bungalow & Car rental
Le Bungalow & Car rental
House
Saint Barthelemy, Saint Barthélemy
1.7k from Windward center

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

2 Bedrooms4 Guests
9.1

Superb

8 reviews

$267
Average price / night
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Jable (3/6 Rooms) Luxury villa
Jable (3/6 Rooms) Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
New to Booking
$3106
Average price / night
Check Availability
Jable (4/6 Rooms) Luxury villa
Jable (4/6 Rooms) Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

4 Bedrooms8 Guests
New to Booking
$5150
Average price / night
Check Availability
Jable (5/6 Rooms) Luxury villa
Jable (5/6 Rooms) Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

5 Bedrooms10 Guests
New to Booking
$6001
Average price / night
Check Availability
Beautiful Jable Luxury villa
Beautiful Jable Luxury villa
Villa
Petite Saline, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$6597
Average price / night
Check Availability
Azetes (2/4 Rooms) Luxury villa
Azetes (2/4 Rooms) Luxury villa
Villa
Vitet, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$1979
Average price / night
Check Availability
Azetes (3/4 Rooms) Luxury villa
Azetes (3/4 Rooms) Luxury villa
Villa
Vitet, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$2234
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 Oceanfront Rentals in Windward.

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Windward Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 2288 verified oceanfront rentals in Windward. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Windward vary depending on the property size, exact beachfront location, and season. Rates typically start from around $190 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Windward offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Windward welcome pets. Currently, 13 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Windward often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.