Oceanfront Rentals in Windward Sands Beach, Saint James Windward Parish: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  St. Kitts and Nevis
  4.  Saint James Windward Parish
  5.  Windward Sands Beach

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60 Best Oceanfront Rentals in Windward Sands Beach (Starting from $101)

Haven of Rest Suite
Haven of Rest Suite
Apartment
Nevis, Saint Kitts and Nevis
1.8k from Windward Sands Beach center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
New to Booking
$144
Average price / night
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Home-styled cottage on Nevis with spectacular views of the Caribbean Sea
Home-styled cottage on Nevis with spectacular views of the Caribbean Sea
Cottage
Nevis, SKN, Saint Kitts and Nevis
0.7k from Windward Sands Beach center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

18 reviews

$133
Average price / night
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Oualie Beach Resort
Oualie Beach Resort
Resort
Windward Sands Beach, Saint James Windward Parish, St. Kitts and Nevis
5.0k from Windward Sands Beach center

Accommodations, Resorts, Parking, Spa, 4-star, Lodgings, Beach, Places to stay, Family

31 Bedrooms11 Guests
8.0

Good

73 reviews

$371
Average price / night
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Detached Home-styled cottage on Nevis with spectacular view of the Caribbean Sea
Detached Home-styled cottage on Nevis with spectacular view of the Caribbean Sea
Cottage
Long Haul Bay, St.Kitts-Nevis, Saint Kitts and Nevis
0.7k from Windward Sands Beach center

AC, Barbecue, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
10.0

Exceptional

22 reviews

$165
Average price / night
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Beautiful 3 story 8,000 sq ft Oceanside Mansion
Beautiful 3 story 8,000 sq ft Oceanside Mansion
Villa
Nevis, Saint Kitts and Nevis
5.9k from Windward Sands Beach center

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

5 Bedrooms10 Guests
New to Booking
$1335
Average price / night
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Beautiful Newly Stocked and Decorated Villa, Walking Distance To Beach
Beautiful Newly Stocked and Decorated Villa, Walking Distance To Beach
House
New Castle, Saint Kitts and Nevis
1.3k from Windward Sands Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

14 reviews

$423
Average price / night
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Zenith Nevis
Zenith Nevis
Villa
Nevis, Saint Kitts and Nevis
6.1k from Windward Sands Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$680
Average price / night
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An exceptional fully equipped 3-bedroom suite.
An exceptional fully equipped 3-bedroom suite.
House
St. James Parish, KN 1101, Saint Kitts and Nevis
2.0k from Windward Sands Beach center

AC, Dryer, Free Parking, Internet, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$185
Average price / night
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The Hamilton Beach Villas & Spa
The Hamilton Beach Villas & Spa
Resort
Windward Sands Beach, Saint James Windward Parish, St. Kitts and Nevis
8.1k from Windward Sands Beach center

Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Beach, Places to stay

18 Bedrooms33 Guests
8.0

Good

73 reviews

$527
Average price / night
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Bright and cheerful island bungalow w/ ocean views
Bright and cheerful island bungalow w/ ocean views
House
New Castle, 00265, Saint Kitts and Nevis
2.3k from Windward Sands Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, TV

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$145
Average price / night
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Montpelier Nevis
Montpelier Nevis
Resort
Windward Sands Beach, Saint James Windward Parish, St. Kitts and Nevis
8.5k from Windward Sands Beach center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Beach

16 Bedrooms4 Guests
9.3

Superb

82 reviews

$285
Average price / night
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CELEBRITY VILLA: Romantic, Private Pool, 5 Minutes to beach
CELEBRITY VILLA: Romantic, Private Pool, 5 Minutes to beach
Villa
Nevis, Saint Kitts and Nevis
4.7k from Windward Sands Beach center

AC, Balcony, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom2 Guests
5.0

Review score

4 reviews

$150
Average price / night
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Park Hyatt St. Kitts
Park Hyatt St. Kitts
Resort
Christophe Harbour, Saint Kitts and Nevis
8.7k from Windward Sands Beach center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 5-star, Lodgings

110 Bedrooms49 Guests
7.7

Good

20 reviews

$675
Average price / night
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Private, secluded villa with panoramic Caribbean Sea and Nevis Peak views.
Private, secluded villa with panoramic Caribbean Sea and Nevis Peak views.
Villa
Jones Estate, Saint Kitts and Nevis
4.8k from Windward Sands Beach center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms4 Guests
New to Booking
$271
Average price / night
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Oceanfront Beach House - RATE SPECIAL- Valentines on BEACH w Club Access Tennis King Bed
Oceanfront Beach House - RATE SPECIAL- Valentines on BEACH w Club Access Tennis King Bed
Villa
Christophe Harbour, Saint Kitts and Nevis
10.0k from Windward Sands Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$758
Average price / night
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Villa on the Island of Nevis above the nicest beach, sleeps 4-6
Villa on the Island of Nevis above the nicest beach, sleeps 4-6
Villa
St James Parish, Saint Kitts and Nevis
4.9k from Windward Sands Beach center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
8.4

Very Good

10 reviews

$323
Average price / night
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Secluded, exclusive, totally private luxury villa overlooking the prettiest bay.
Secluded, exclusive, totally private luxury villa overlooking the prettiest bay.
Villa
Oualie Bay, PO box 313, Saint Kitts and Nevis
4.9k from Windward Sands Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

77 reviews

$840
Average price / night
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Poolside Veranda Suite at Eden Villa..  Private Pool, Suzuki jeep.  1-3 Guests.
Poolside Veranda Suite at Eden Villa.. Private Pool, Suzuki jeep. 1-3 Guests.
Apartment
Newcastle, Nevis Island, St Kit, Saint Kitts and Nevis
4.9k from Windward Sands Beach center

AC, Balcony, Breakfast Available, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms3 Guests
10.0

Exceptional

22 reviews

$162
Average price / night
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Walk to the beautiful Oualie Beach from Bay Breeze Apartment
Walk to the beautiful Oualie Beach from Bay Breeze Apartment
Apartment
New Castle Nevis, Saint Kitts and Nevis
5.0k from Windward Sands Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
8.0

Good

1 reviews

$252
Average price / night
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Nevis Peaceful Spacious Villa fab pool, near Oualie  Beach , Air condition beds
Nevis Peaceful Spacious Villa fab pool, near Oualie Beach , Air condition beds
Villa
Nevis, 0000, Saint Kitts and Nevis
5.2k from Windward Sands Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
10.0

Exceptional

22 reviews

$611
Average price / night
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Cute 1-bedroom Tropical studio close to beaches & arrival pier on Nevis island
Cute 1-bedroom Tropical studio close to beaches & arrival pier on Nevis island
Apartment
Cotton Ground, KN0802, Saint Kitts and Nevis
5.3k from Windward Sands Beach center

AC, Fitness Equipment, Free Parking, Internet, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$101
Average price / night
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Elegant & Spacious Modern Villa with Infinity Pool & Stunning Views. Sleeps 8-10
Elegant & Spacious Modern Villa with Infinity Pool & Stunning Views. Sleeps 8-10
Villa
Charlestown, Saint Kitts and Nevis
5.3k from Windward Sands Beach center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Free Parking, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

47 reviews

$595
Average price / night
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Private Nevis Villa with Stunning Views of St Kitts and Caribbean Sea
Private Nevis Villa with Stunning Views of St Kitts and Caribbean Sea
Villa
Charlestown, KN 08 02, Saint Kitts and Nevis
5.3k from Windward Sands Beach center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

29 reviews

$325
Average price / night
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Stunning Villa Overlooking Oualie Beach – Your Perfect Island Retreat!
Stunning Villa Overlooking Oualie Beach – Your Perfect Island Retreat!
Villa
New Castle, Saint Kitts and Nevis
5.3k from Windward Sands Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$462
Average price / night
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3 Bedrooms Detached Villa with Private Gardens, Pool and Stunning Scenery
3 Bedrooms Detached Villa with Private Gardens, Pool and Stunning Scenery
Villa
Cades Bay, St Thomas, Saint Kitts and Nevis
5.4k from Windward Sands Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$377
Average price / night
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Storybook Cottage at Eden Villa - Private pool - jeep included
Storybook Cottage at Eden Villa - Private pool - jeep included
Cottage
St Thomas Parish, 11702, Saint Kitts and Nevis
5.4k from Windward Sands Beach center

AC, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

20 reviews

$150
Average price / night
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New listing: oversized rooms, yoga pavilion, saltwater pool and kids zip line!
New listing: oversized rooms, yoga pavilion, saltwater pool and kids zip line!
Villa
Charlestown, Saint Kitts and Nevis
5.5k from Windward Sands Beach center

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

4 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$481
Average price / night
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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 Sands Beach.

Windward Sands Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 60 verified oceanfront rentals in Windward Sands Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Windward Sands Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $101 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 Sands Beach 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 Sands Beach welcome pets. Currently, 5 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 Sands Beach 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.