A tropical beach with palm trees, clear blue water, and rocky outcrops.

Windward Islands Holiday Rentals

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Our top choices for Windward Islands holiday rentals

1. Luxury 2 Bedroom Condo 5 mins from UVF

Luxury 2 Bedroom Condo 5 mins from UVF
3.0 star property
Vieux Fort
The price is AU$257
includes taxes & fees
16 Aug - 17 Aug
Luxury 2 Bedroom Condo 5 mins from UVF

2. CLEMARA EVASION - Suite Azur

CLEMARA EVASION - Suite Azur
La Trinité
The price is AU$294
includes taxes & fees
15 Aug - 16 Aug
CLEMARA EVASION - Suite Azur

3. Cabier Ocean Lodge

Cabier Ocean Lodge
3.0 star property
St. Andrew
8.8 out of 10, Excellent, (68 reviews)
"Lovely quiet retreat. Great food and wonderful staff."
United Kingdom
mark
The price is AU$210
includes taxes & fees
13 Aug - 14 Aug
Cabier Ocean Lodge

4. Hillview Apartments and Vehicle Rental

Hillview Apartments and Vehicle Rental
3.0 star property
Grand Anse
8.2 out of 10, Very good, (144 reviews)
"Ocean view, and quiet environment"
United States
Ann
The price is AU$103
includes taxes & fees
10 Sept - 11 Sept
Hillview Apartments and Vehicle Rental

5. Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (74 reviews)
"Perfect for our one night stay and to visit Carriacou. Everything was clean and tidy and access to the property was easy."
United Kingdom
Harvey
The price is AU$170
includes taxes & fees
14 Aug - 15 Aug
Bogles Round House

6. Appart'hôtel DLOKOKO

Appart'hôtel DLOKOKO
Le Bourg
8.0 out of 10, Very good, (1 review)
"L'emplacement est idéal"
France
Jean Constant Assi
The price is AU$210
includes taxes & fees
6 Sept - 7 Sept
Appart'hôtel DLOKOKO

7. La Heliconia

La Heliconia
3.0 star property
Calliste
8.0 out of 10, Very good, (459 reviews)
"Clean room , amazing staff and most of all the place felt safe and quiet."
United States
Nancy Mckenzie
The price is AU$168
includes taxes & fees
2 Sept - 3 Sept
La Heliconia

8. Daze Off

Daze Off
3.5 star property
Vieux Fort
9.8 out of 10, Exceptional, (19 reviews)
"This was a wonderful property with a modern design and attention to detail. It was very convenient by car to the local restaurants. While minimalist , it offered everything we needed."
United States
Ian
The price is AU$319
includes taxes & fees
17 Aug - 18 Aug
Daze Off

9. Calliandras Apartment Complex

Calliandras Apartment Complex
3.5 star property
Ratho Mill
7.4 out of 10, Good, (12 reviews)
"The room was very clean and comfortable. Easy to contact staff for directions, extra services etc. Excellent customer service "
United States
Valissa
The price is AU$144
includes taxes & fees
14 Aug - 15 Aug
Calliandras Apartment Complex

10. Vigie Beach Suite 1

Vigie Beach Suite 1
2.0 star property
Vigie
The price is AU$242
includes taxes & fees
13 Aug - 14 Aug
Vigie Beach Suite 1

11. Tranquility Suites- Feels like home

Tranquility Suites- Feels like home
3.5 star property
Choiseul
8.6 out of 10, Excellent, (21 reviews)
"Great stay and definitely recommended."
United States
Ying
The price is AU$215
includes taxes & fees
13 Aug - 14 Aug
Tranquility Suites- Feels like home

12. Cozy 1-Bdrm Studio in Rodney Bay with AC

Cozy 1-Bdrm Studio in Rodney Bay with AC
4.0 star property
Rodney Bay
4.0 out of 10, (1 review)
"Good for sleeping only and if you’re not staying in the hotel much "
United States
Lester
The price is AU$200
includes taxes & fees
12 Sept - 13 Sept
Cozy 1-Bdrm Studio in Rodney Bay with AC

13. 1-Bdrm Studio Retreat in Rodney Bay w AC

1-Bdrm Studio Retreat in Rodney Bay w AC
3.0 star property
Rodney Bay
The price is AU$200
includes taxes & fees
13 Aug - 14 Aug
1-Bdrm Studio Retreat in Rodney Bay w AC

14. You 4 Ric Piton Suites

You 4 Ric Piton Suites
4.0 star property
Soufriere
10.0 out of 10, Exceptional, (4 reviews)
"This property is simply amazing! If you're looking for a nice quiet, peaceful and restful vacation this is place to be. Excellent views, natural environment and located close to beautiful beaches and restaurants in the town of Soufrier. I fully endorse this place and if it was possible I would give it 10 stars"
United States
Stachio
The price is AU$189
includes taxes & fees
13 Aug - 14 Aug
You 4 Ric Piton Suites

15. L'Impératrice Village Résidence Hôtelière

L'Impératrice Village Résidence Hôtelière
Trois-Ilets
6.8 out of 10, (185 reviews)
"It was a great stay and even tho i don't speak french the workers was friendly and helpful thanks a lot"
United States
suelyn
The price is AU$134
includes taxes & fees
17 Aug - 18 Aug
L'Impératrice Village Résidence Hôtelière

16. Mandela Court Grenada

Mandela Court Grenada
4.0 star property
Lance aux Épines
8.6 out of 10, Excellent, (49 reviews)
"Clean property overall and friendly staff. Close to Prickly bay and a selection of a few restaurants near by. Close to a supermarket and the airport. "
United States
Lisa
The price is AU$334
includes taxes & fees
1 Sept - 2 Sept
Mandela Court Grenada

17. Seaview Apartel

Seaview Apartel
2.5 star property
Castries
8.0 out of 10, Very good, (40 reviews)
"The close proximity to the city"
United States
Carla
The price is AU$128
includes taxes & fees
23 Aug - 24 Aug
Seaview Apartel

18. Castle Berry Apartments

Castle Berry Apartments
4.0 star property
Brighton
9.8 out of 10, Exceptional, (14 reviews)
"This apartment was lovely 😍 i will definitely come back...and it has amazing view"
United Kingdom
Josel
The price is AU$120
includes taxes & fees
24 Aug - 25 Aug
Castle Berry Apartments

19. Samfi Gardens

Samfi Gardens
2.5 star property
Soufrière
9.8 out of 10, Exceptional, (214 reviews)
"This place was absolutely perfect! The location is amazing. The staff are all super friendly, helpful, and greet you with a smile every time they see you. The rooms are well-kept and have a great kitchenette that is fully stocked. I look forward to returning to the island, and when we do, this will be the only place we stay."
United States
Timothy
The price is AU$282
includes taxes & fees
15 Aug - 16 Aug
Samfi Gardens

20. Vacation Club By Lush

Vacation Club By Lush
3.5 star property
Marigot Bay
9.2 out of 10, Wonderful, (12 reviews)
"The location of the vacation club is ideal and overlooks Marigot Bay with a unique little cable funicular from Doolittles restaurant at sea level up to the villas. The pool, whilst small, is very clean with a great view."
United Kingdom
Stuart
The price is AU$322
includes taxes & fees
13 Aug - 14 Aug
Vacation Club By Lush
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windward Islands Hotel Reviews

Find out more about Windward Islands

Everything you need to know about Windward Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windward Islands holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Windward Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windward Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windward Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windward Islands holiday rentals we have selected for you start as low as AU$103 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windward Islands rentals

At Expedia, we put the best Windward Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windward Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windward Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windward Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.