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

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1829 Beach Home 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 White Sun
Chef included by Fantasia Villas: Villa White Sun
Condo
Petite Saline, 97133, Saint Barthelemy
0.2k from Windward center

AC, Barbecue, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Pool

3 Bedrooms6 Guests
New to Booking
$3656
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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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
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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 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
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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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NEW! Villa Vagabond Breathtaking Panoramic View & Caribbean Charm St-Barts 3 Bdr
NEW! Villa Vagabond Breathtaking Panoramic View & Caribbean Charm St-Barts 3 Bdr
Villa
Saint Barthélemy, 97133, Saint Barthelemy
0.3k from Windward center

AC, Balcony, Barbecue, Breakfast Available, Free Parking, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$1182
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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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 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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Chef included by Fantasia Villas: Villa Ginger
Chef included by Fantasia Villas: Villa Ginger
Villa
Petite Saline, 97133, Saint Barthelemy
0.3k from Windward center

AC, Barbecue, Fitness Equipment, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$5017
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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Villa Valley by Fantasia Villas
Villa Valley by Fantasia Villas
Villa
Vitet, 97133, Saint Barthelemy
0.3k from Windward center

AC, Barbecue, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Pool

2 Bedrooms4 Guests
New to Booking
$1460
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 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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Bungalow Neuf & intimiste avec Piscine
Bungalow Neuf & intimiste avec Piscine
House
Saint-Jean, Saint Barthélemy
1.5k from Windward center

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

1 Bedroom4 Guests
8.3

Very Good

8 reviews

$367
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 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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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
Check Availability
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
Check Availability
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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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
Check Availability
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
Check Availability
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
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

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 Beach Rentals in Windward.

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Frequently Asked Questions

You can explore 1829 verified beach rentals in Windward. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Windward vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $190 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Windward offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Windward welcome pets. Currently, 12 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Windward often include amenities designed for coastal living, such as Ocean View, View, and Balcony/Terrace. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.