1. St. Barthelemy
  2. Windward
  3. Discount Rental

Windward Discount Rental

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House
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like-icon9.6
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 4 Guests 645.83 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $191/Night 7 Nights - US $1,334
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Apartment
Map-icon
like-icon9.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 2 Guests 430.56 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $251/Night 7 Nights - US $1,756
House
Map-icon
like-icon8.7
Fabulous
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 161.46 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $259/Night 7 Nights - US $1,814
Apartment
like-icon9.6
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 2 Guests 64.58 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $261/Night 7 Nights - US $1,827
Apartment
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
1 Bedroom 1 Bath 2 Guests 807 ft²
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $270/Night 7 Nights - US $1,889
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Apartment
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like-icon9.0
Exceptional
(31 Reviews)
1 Bedroom 1 Bath 2 Guests 505.9 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $287/Night 7 Nights - US $2,008
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House
Map-icon
like-icon9.3
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 2 Guests 322.92 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $287/Night 7 Nights - US $2,009
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Apartment
Map-icon
like-icon9.3
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 4 Guests 645.83 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $296/Night 7 Nights - US $2,072
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Apartment
Map-icon
like-icon7.9
Very Good
(30 Reviews)
1 Bedroom 1 Bath 2 Guests 430.56 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $304/Night 7 Nights - US $2,127
Villa
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 1076 ft²
  • Hot Tub
    Hot Tub
  • Kitchen
    Kitchen
More amenities
US $356/Night 7 Nights - US $2,490
Hotel
like-icon9.0
Exceptional
(28 Reviews)
8 Baths 539.73 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $372/Night 7 Nights - US $2,602
Villa
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests 1938 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $375/Night 7 Nights - US $2,627

Why Choose Rent By Owner for your Windward Discount Rental?

What makes our Discount Rental 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

Grand Cul-de-Sac

Barriere des Quatres Vents

Mont Morne de Vitet

Grand Cul de Sac

Anse du Grand Cul-de-Sac

Petit Cul-de-Sac

Frequently Asked Questions About Windward Cheap Rentals

2. How many Discount Rentals are available in Windward?

Currently, the total number of properties listed by RBO in 2026 is over 3553 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Discount Rentals in Windward. 

More Rentals You May Like Near Windward

Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 861 ft²
  • Pool
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US $386/Night 7 Nights - US $2,703
star-icons-3
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like-icon8.3
Excellent
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1 Bedroom 2 Baths 4 Guests 527.43 ft²
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US $389/Night 7 Nights - US $2,723
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like-icon9.8
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests 1076 ft²
  • Hot Tub
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US $427/Night 7 Nights - US $2,988
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House
Map-icon
like-icon7.9
Very Good
(14 Reviews)
2 Bedrooms 1 Bath 4 Guests 645.83 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $434/Night 7 Nights - US $3,036
Villa
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Private Pool
    Private Pool
  • Oceanfront
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More amenities
US $442/Night 7 Nights - US $3,096
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Villa
Map-icon
1 Bedroom 1 Bath 2 Guests 409.03 ft²
  • Pool
    Pool
  • View
    View
More amenities
US $445/Night 7 Nights - US $3,115
Cottage
like-icon10.0
Exceptional
(101 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Pool
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US $451/Night 7 Nights - US $3,155
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $453/Night 7 Nights - US $3,172
Villa
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Balcony/Terrace
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  • Kitchen
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US $467/Night 7 Nights - US $3,267
Villa
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like-icon10.0
Exceptional
(39 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Pool
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US $473/Night 7 Nights - US $3,314