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

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2288 Best Oceanfront Rentals in Leeward (Starting from $496)

VILLA ANGEL ROCK
VILLA ANGEL ROCK
Villa
Saint Barthelemy, Saint Barthélemy
0.1k from Leeward center

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

2 Bedrooms4 Guests
9.8

Exceptional

17 reviews

$1293
Average price / night
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Please Inquire Before Booking – Luxury Villa
Please Inquire Before Booking – Luxury Villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

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

2 Bedrooms4 Guests
New to Booking
$2052
Average price / night
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Villa Angel Sunset
Villa Angel Sunset
Villa
Gustavia, Saint Barthélemy
0.2k from Leeward center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings, Vacation rentals

1 Bedroom2 Guests
9.6

Exceptional

26 reviews

$577
Average price / night
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1493 lodge de charme le Santa Maria
1493 lodge de charme le Santa Maria
House
St Barthelemy, Saint Barthélemy
0.2k from Leeward center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Cabins, Lodgings

3 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$723
Average price / night
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Chef included by Fantasia Villas: Villa Dzir
Chef included by Fantasia Villas: Villa Dzir
Villa
Colombier, 97133, Saint Barthelemy
0.1k from Leeward center

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

3 Bedrooms6 Guests
New to Booking
$3337
Average price / night
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1493 lodge de charme le NINA
1493 lodge de charme le NINA
House
St Barthelemy, Saint Barthélemy
0.2k from Leeward center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Cabins, Lodgings

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$605
Average price / night
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D'Zir (1/3 Rooms) Luxury villa
D'Zir (1/3 Rooms) Luxury villa
Villa
Colombier, 97133, Saint Barthelemy
0.1k from Leeward center

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

1 Bedroom2 Guests
New to Booking
$2255
Average price / night
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On the Beach , in Saint Barth. Mellow Mood Villa
On the Beach , in Saint Barth. Mellow Mood Villa
House
Saint Barthelemy, Saint Barthélemy
0.3k from Leeward center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$1240
Average price / night
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D'Zir (2/3 Rooms) Luxury villa
D'Zir (2/3 Rooms) Luxury villa
Villa
Colombier, 97133, Saint Barthelemy
0.1k from Leeward center

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

2 Bedrooms4 Guests
New to Booking
$2255
Average price / night
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Villa Ti Pop - Corossol
Villa Ti Pop - Corossol
House
Anse des Flamands, Saint Barthélemy
0.3k from Leeward center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$496
Average price / night
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Beautiful D'Zir Luxury villa
Beautiful D'Zir Luxury villa
Villa
Colombier, 97133, Saint Barthelemy
0.1k from Leeward center

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

3 Bedrooms6 Guests
New to Booking
$2766
Average price / night
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Sunset 1 and Sea view on St Eustache
Sunset 1 and Sea view on St Eustache
Apartment
Saint Barthelemy, Saint Barthélemy
0.4k from Leeward center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$725
Average price / night
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Mirador (1/4 Rooms) Luxury villa
Mirador (1/4 Rooms) Luxury villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$7254
Average price / night
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Sunset 2 and sea view on St Eustache
Sunset 2 and sea view on St Eustache
Apartment
Saint Barthelemy, Saint Barthélemy
0.4k from Leeward center

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

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$726
Average price / night
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Mirador (2/4 Rooms) Luxury villa
Mirador (2/4 Rooms) Luxury villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
New to Booking
$7276
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
0.5k from Leeward 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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Mirador (3/4 Rooms) Luxury villa
Mirador (3/4 Rooms) Luxury villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

3 Bedrooms6 Guests
New to Booking
$7311
Average price / night
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The Red Cloud Villa with Incredible Ocean View !
The Red Cloud Villa with Incredible Ocean View !
House
Saint Barthelemy, Saint Barthélemy
0.6k from Leeward center

Accommodations, Pools, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

12 Bedrooms28 Guests
10.0

Exceptional

3 reviews

$2159
Average price / night
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Beautiful Mirador Luxury villa
Beautiful Mirador Luxury villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$7335
Average price / night
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Villa Nagabaaja
Villa Nagabaaja
Villa
Saint Barthelemy, Saint Barthélemy
0.7k from Leeward center

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

4 Bedrooms12 Guests
9.3

Superb

12 reviews

$1783
Average price / night
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Angel Rock (1/2 Rooms)
Angel Rock (1/2 Rooms)
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$1107
Average price / night
Check Availability
Angel Rock Luxury villa
Angel Rock Luxury villa
Villa
Gustavia, 97133, Saint Barthelemy
0.1k from Leeward center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$1107
Average price / night
Check Availability
Superb Sea Views Villa with Amazing Amenities
Superb Sea Views Villa with Amazing Amenities
Villa
Gustavia, 97133, Saint Barthelemy
0.2k from Leeward center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$1408
Average price / night
Check Availability
NEW Villa AKA walking distance to the beach
NEW Villa AKA walking distance to the beach
Villa
Saint Barthelemy, 97133, Saint Barthelemy
0.2k from Leeward center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
New to Booking
$2487
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 Leeward.

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Leeward Oceanfront Rentals on the Map

Frequently Asked Questions

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

Oceanfront rental prices in Leeward vary depending on the property size, exact beachfront location, and season. Rates typically start from around $496 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 Leeward 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 Leeward 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 Leeward often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean 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.