Windward Islands Cottage Rentals
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Cottage
- Air Conditioner
- Internet
- Child Friendly
CA $402/Night
For 7 Nights CA $2,811
645.83 ft²
3 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $396/Night
For 7 Nights CA $2,770
968 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Pool
- Ocean View
CA $401/Night
For 7 Nights CA $2,807
592.02 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
CA $153/Night
For 7 Nights CA $1,071
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Air Conditioner
- Child Friendly
- Laundry
CA $160/Night
For 7 Nights CA $1,117
1076.39 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Pool
- Ocean View
CA $174/Night
For 7 Nights CA $1,218
247.57 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Private Beach
- Oceanfront
- Ocean View
CA $207/Night
For 7 Nights CA $1,448
775 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pool
- Parking
- Air Conditioner
CA $192/Night
For 7 Nights CA $1,341
CA $101/Night
For 7 Nights CA $710
753.47 ft²
4 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- View
- Parking
CA $387/Night
For 7 Nights CA $2,709
699.65 ft²
4 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $367/Night
For 7 Nights CA $2,571
2583 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
CA $1,985/Night
For 7 Nights CA $13,894
People Visiting Windward Islands Also Like
Why Choose Rent By Owner for your Windward Islands Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windward Islands
How to Book Your Windward Islands Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Windward Islands
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 Islands
Tahiti
Punaauia
Papeete
Taiarapu-Est
Taiarapu-Ouest
Afaahiti
Papara
Pa'ofa'i
Teahupo'o
Frequently Asked Questions About Windward Islands Rental Cottages
1. What are the top Cottages in Windward Islands?
There are a lot of options in Windward Islands. If you plan on staying in the Windward Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Windward Islands:
- Suite F2 Arue Tahiti seaside free access swimming pool spa gym
- Luxury Villa Manuiti Swim Spa Panoramic Moorea Sunsets OFYR BBQ
- Tahiti, quiet air-conditioned tropical villa, marvelous lagoon and mountain view
- Fare O Mape
- Independent 1BR Apartment, 5 min walk to the beach, restaurants and shops
- Charming Apartment Near the Museum of Tahiti & Island Beaches
- Large villa Le Ficus by the sea with swimming pool
- Confortable and cozy Tahiti lagoon view villa with full panoramic view on Moorea
- Bungalow in Mahina, Ahonu Valley
- Manuia luxury apartment - Tahiti, Punaauia -Wi-Fi/Netflix/pool & gym
2. How many Cottages are available in Windward Islands?
Currently, the total number of properties listed by RBO in 2026 is over 11 in the Windward Islands area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Windward Islands.
More Rentals You May Like Near Windward Islands
721.18 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Breakfast
- Kitchen
CA $190/Night
For 7 Nights CA $1,331
CA $230/Night
For 7 Nights CA $1,611
646 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Pool
CA $517/Night
For 7 Nights CA $3,617
1399.31 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Pool
- Ocean View
CA $403/Night
For 7 Nights CA $2,823
646 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $179/Night
For 7 Nights CA $1,255
861.11 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Pool
- Balcony/Terrace
- View
CA $249/Night
For 7 Nights CA $1,746
484 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
CA $146/Night
For 7 Nights CA $1,018
215.28 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Pool
- Balcony/Terrace
- Pet Friendly
CA $401/Night
For 7 Nights CA $2,811
3983 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
CA $1,441/Night
For 7 Nights CA $10,086
861.11 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
CA $529/Night
For 7 Nights CA $3,701
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
CA $714/Night
For 7 Nights CA $4,995
150.69 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- View
- Parking
CA $136/Night
For 7 Nights CA $955
