Vacation Rentals with Private Pool in Windward, St. Barthelemy: Compare 10+ Sites & Save

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2974 Best Vacation Rentals with Private Pool in Windward (Starting from $731)

Villa Apiano
Villa Apiano
Villa
Windward, St. Barthelemy
1.0k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

4 Bedrooms8 Guests
New to Booking
$1564
Average price / night
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Sweet Hill - Villa Alba
Sweet Hill - Villa Alba
Villa
saint barthelemy, 97133, Saint Barthelemy
0.1k from Windward center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$731
Average price / night
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Black Pearl
Black Pearl
Villa
Windward, St. Barthelemy
1.3k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

4 Bedrooms8 Guests
New to Booking
$3208
Average price / night
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*PLEASE ENQUIRE FOR OUR SPECIAL OFFERS* Exquisite 4 Bedroom Villa in St Barths
*PLEASE ENQUIRE FOR OUR SPECIAL OFFERS* Exquisite 4 Bedroom Villa in St Barths
Villa
Petite Saline, 97133, Saint Barthelemy
0.2k from Windward center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$3778
Average price / night
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Villa Imagine
Villa Imagine
Villa
Windward, St. Barthelemy
1.4k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
New to Booking
$4525
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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Villa Noah
Villa Noah
House
Saint-Jean, Saint Barthélemy
2.6k from Windward center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Beach, Jacuzzis

5 Bedrooms10 Guests
New to Booking
$2699
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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Mi Casita
Mi Casita
Villa
Windward, St. Barthelemy
3.7k from Windward center

Pool, Internet, Wheelchair Accessible, Air Conditioner, Parking, Private Pool, Child Friendly

1 Bedroom2 Guests
New to Booking
$866
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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Villa Always
Villa Always
Villa
Windward, St. Barthelemy
3.8k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
New to Booking
$2316
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 The One
Villa The One
Villa
Windward, St. Barthelemy
3.8k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
New to Booking
$2762
Average price / night
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Villa White Sun | Petite Saline, St-Barths
Villa White Sun | Petite Saline, St-Barths
Villa
Saint-Barthélemy, 97133, Saint Barthelemy
0.4k from Windward center

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

3 Bedrooms6 Guests
New to Booking
$2932
Average price / night
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Villa Amancaya
Villa Amancaya
Villa
Windward, St. Barthelemy
3.8k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

1 Bedroom14 Guests
New to Booking
$9979
Average price / night
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Villa Azetes | Petite Saline, St-Barths
Villa Azetes | Petite Saline, St-Barths
Villa
Saint-Barthélemy, 97133, Saint Barthelemy
0.4k from Windward center

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

4 Bedrooms8 Guests
New to Booking
$2069
Average price / night
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Rêve de Saint Barth - Vue Mer - Piscine Chauffée & Jacuzzi
Rêve de Saint Barth - Vue Mer - Piscine Chauffée & Jacuzzi
Apartment
Gustavia, Saint Barthélemy
4.2k from Windward center

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

7 Bedrooms6 Guests
9.6

Exceptional

61 reviews

$945
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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Ocean Five
Ocean Five
Villa
Windward, St. Barthelemy
4.4k from Windward center

Pool, Internet, Parking, Wheelchair Accessible, Private Pool, Air Conditioner, Child Friendly

5 Bedrooms10 Guests
New to Booking
$4013
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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Modern Island Living With Heated Pool
Modern Island Living With Heated Pool
Villa
Gustavia, 97133, Saint Barthelemy
0.4k from Windward center

AC, Balcony, Internet, Kitchen, Microwave, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$2891
Average price / night
Check Availability
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
Sweet Hill Villa Rosa
Sweet Hill Villa Rosa
Villa
lorient, 97133, Saint Barthelemy
0.4k from Windward center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
New to Booking
$1138
Average price / night
Check Availability
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

Pro Tip:
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Windward Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 2974 verified vacation rentals with a private pool in Windward. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Windward vary depending on the property size, location, and travel season. Rates typically start from around $731 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Windward also welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Windward often include additional features such as Pool, Private Pool, and Internet. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Windward include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.