1. St. Barthelemy
  2. Windward
  3. Beach Home Rentals

Windward Beach Home Rentals

10.0
Exceptional
(90 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Private Pool
  • Pool
  • Ocean View
US $537/Night For 7 Nights US $3,762
10.0
Exceptional
(2 Reviews)
753.47 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $679/Night For 7 Nights US $4,750
10.0
Exceptional
(84 Reviews)
1 Bathroom
Ocean View Hotel
  • Pool
  • Ocean View
  • Balcony/Terrace
US $2,287/Night For 7 Nights US $16,012
10.0
Exceptional
(25 Reviews)
3229 ft² 10 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $5,795/Night For 7 Nights US $40,563
10.0
Exceptional
(1 Review)
1937.51 ft² 16 Guests 8 Bedrooms 4 Bathrooms
Ocean View Villa
  • Oceanfront
  • Hot Tub
  • Ocean View
US $1,410/Night For 7 Nights US $9,870
10.0
Exceptional
(25 Reviews)
3000 ft² 9 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,411/Night For 7 Nights US $16,874
10.0
Exceptional
(1 Review)
2152.78 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Free Cancellation Villa
  • Oceanfront
  • Pool
  • Ocean View
US $1,318/Night For 7 Nights US $9,226
10.0
Exceptional
(21 Reviews)
807 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Ocean View
  • Balcony/Terrace
  • View
US $288/Night For 7 Nights US $2,016
9.6
Exceptional
(8 Reviews)
645.83 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
US $191/Night For 7 Nights US $1,334
10.0
Exceptional
(19 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $538/Night For 7 Nights US $3,766
9.5
Exceptional
(2 Reviews)
850.89 ft² 75 Guests 31 Bathrooms
Ocean View Resort
  • Private Beach
  • Oceanfront
  • Hot Tub
US $1,357/Night For 7 Nights US $9,502
10.0
Exceptional
(16 Reviews)
2153 ft² 6 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $3,508/Night For 7 Nights US $24,557

Why Choose Rent By Owner for your Windward Beach Home Rentals?

What makes our Beach Home Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Windward

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Windward

Quartier Lorient
Barriere des Quatres Vents
Grand Cul-de-Sac
Petit Cul-de-Sac
Morne de Depoudre
Grand Cul de Sac

Windward Beach Home Rentals Frequently Asked Questions

2. How many Beach Rentals are available in Windward?

Currently, the total number of properties listed by RBO in 2026 is over 2190 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Beach Rentals in Windward. 

More Rentals You May Like Near Windward

9.3
Exceptional
(40 Reviews)
1453.13 ft² 26 Guests 13 Bedrooms 13 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
US $489/Night For 7 Nights US $3,423
10.0
Exceptional
(16 Reviews)
3229 ft² 14 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $3,477/Night For 7 Nights US $24,338
10.0
Exceptional
(13 Reviews)
20451 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $939/Night For 7 Nights US $6,575
10.0
Exceptional
(12 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $2,464/Night For 7 Nights US $17,251
10.0
Exceptional
(10 Reviews)
2150 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,440/Night For 7 Nights US $10,081
10.0
Exceptional
(10 Reviews)
1 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Private Pool
  • Hot Tub
  • Pool
US $880/Night For 7 Nights US $6,161
10.0
Exceptional
(10 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $844/Night For 7 Nights US $5,909
10.0
Exceptional
(9 Reviews)
1712 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Hot Tub
  • Pool
US $1,016/Night For 7 Nights US $7,111
10.0
Exceptional
(8 Reviews)
3767 ft² 8 Guests 5 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,444/Night For 7 Nights US $10,105
10.0
Exceptional
(6 Reviews)
2153 ft² 7 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,831/Night For 7 Nights US $12,818
10.0
Exceptional
(6 Reviews)
1615 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
US $885/Night For 7 Nights US $6,197
10.0
Exceptional
(5 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $3,287/Night For 7 Nights US $23,007