Windward Timeshare

10.0
Exceptional
(90 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Private Pool
  • Pool
  • Ocean View
£399/Night For 7 Nights £2,790
10.0
Exceptional
(2 Reviews)
753.47 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Pool
  • Ocean View
£503/Night For 7 Nights £3,522
10.0
Exceptional
(85 Reviews)
1 Bathroom
Ocean View Hotel
  • Pool
  • Ocean View
  • Balcony/Terrace
£1,696/Night For 7 Nights £11,874
10.0
Exceptional
(53 Reviews)
1399 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
£456/Night For 7 Nights £3,195
10.0
Exceptional
(1 Review)
1937.51 ft² 16 Guests 8 Bedrooms 4 Bathrooms
Ocean View Villa
  • Oceanfront
  • Hot Tub
  • Ocean View
£1,046/Night For 7 Nights £7,319
10.0
Exceptional
(39 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
£311/Night For 7 Nights £2,180
10.0
Exceptional
(1 Review)
2152.78 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Free Cancellation Villa
  • Oceanfront
  • Pool
  • Ocean View
£977/Night For 7 Nights £6,842
10.0
Exceptional
(36 Reviews)
7000 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
£821/Night For 7 Nights £5,750
9.6
Exceptional
(19 Reviews)
64.58 ft² 2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Pool
  • Balcony/Terrace
  • View
£194/Night For 7 Nights £1,355
10.0
Exceptional
(32 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Pool
£575/Night For 7 Nights £4,025
9.6
Exceptional
(8 Reviews)
645.83 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Oceanfront
  • Pool
  • Ocean View
£141/Night For 7 Nights £989
10.0
Exceptional
(27 Reviews)
3500 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
£612/Night For 7 Nights £4,280

Why Choose Rent By Owner for your Windward Timeshare?

What makes our Timeshare 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

Frequently Asked Questions About Windward Rental Resorts

2. How many Timeshares are available in Windward?

Currently, the total number of properties listed by RBO in 2026 is over 3583 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Timeshares in Windward. 

More Rentals You May Like Near Windward

9.5
Exceptional
(2 Reviews)
850.89 ft² 75 Guests 31 Bathrooms
Ocean View Resort
  • Private Beach
  • Oceanfront
  • Hot Tub
£1,007/Night For 7 Nights £7,046
10.0
Exceptional
(25 Reviews)
3229 ft² 10 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£2,601/Night For 7 Nights £18,209
10.0
Exceptional
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3000 ft² 9 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
£1,495/Night For 7 Nights £10,465
10.0
Exceptional
(25 Reviews)
807 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Ocean View
  • Balcony/Terrace
  • View
£173/Night For 7 Nights £1,214
10.0
Exceptional
(21 Reviews)
1507 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Pool
£790/Night For 7 Nights £5,533
10.0
Exceptional
(20 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£301/Night For 7 Nights £2,108
10.0
Exceptional
(16 Reviews)
3229 ft² 14 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£2,601/Night For 7 Nights £18,209
10.0
Exceptional
(16 Reviews)
2153 ft² 6 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£2,601/Night For 7 Nights £18,209
10.0
Exceptional
(15 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Pool
£653/Night For 7 Nights £4,568
10.0
Exceptional
(15 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
£184/Night For 7 Nights £1,287
10.0
Exceptional
(13 Reviews)
20451 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£703/Night For 7 Nights £4,919
10.0
Exceptional
(12 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
£1,828/Night For 7 Nights £12,793