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

Windward Islands Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Windward Islands holiday rentals

A hand holding a drink with a straw and umbrella, by a swimming pool with clear blue water and a view of a bridge and greenery in the background.

1. La Heliconia

La Heliconia
3.0 star property
Calliste
8.0 out of 10, Very good, (466 reviews)
"The place was just perfect. Walking distance from the airport so ideal for solo Travellers and really safe. Rooms were great and pool was nice to chill in. Check in was smooth and straight forward. Host was very accommodating."
United States
Kerry
The price is AU$154
includes taxes & fees
3 Oct - 4 Oct
La Heliconia
A kitchen with a view of the ocean and palm trees.

2. Appart'hôtel DLOKOKO

Appart'hôtel DLOKOKO
Le Bourg
9.0 out of 10, Wonderful, (2 reviews)
"L’appartement est beau, propre et actuel! Toutes les commodités y sont ! L’emplacement est très bien! La salle de bain est petite, mais c’est correct. Nous avons beaucoup aimé !"
Canada
Catherine
The price is AU$210
includes taxes & fees
10 Oct - 11 Oct
Appart'hôtel DLOKOKO
A wooden deck with a white railing overlooking a beach with clear blue water and a rocky outcrop in the distance.

3. Cabier Ocean Lodge

Cabier Ocean Lodge
3.0 star property
St. Andrew
8.8 out of 10, Excellent, (69 reviews)
"Lovely quiet retreat. Great food and wonderful staff."
United Kingdom
mark
The price is AU$179
includes taxes & fees
27 Sept - 28 Sept
Cabier Ocean Lodge
A beach with clear blue water, sandy shore, and dense green foliage.

4. 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$171
includes taxes & fees
29 Sept - 30 Sept
Bogles Round House
A view of a coastal town with palm trees and mountains in the background.

5. Samfi Gardens

Samfi Gardens
2.5 star property
Soufrière
9.8 out of 10, Exceptional, (217 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$283
includes taxes & fees
27 Sept - 28 Sept
Samfi Gardens
A neatly made bed with a folded towel and a decorative swan towel on a dark blue blanket.

6. Seaview Apartel

Seaview Apartel
2.5 star property
Castries
8.0 out of 10, Very good, (45 reviews)
"Property was very good and accomendating. Really hope to come back sooner, its very close to main city."
United States
Stefan Winston Lamar
The price is AU$129
includes taxes & fees
28 Sept - 29 Sept
Seaview Apartel
A swimming pool with lounge chairs and a thatched umbrella, surrounded by tropical plants and a clear sky.

7. Hotel Panoramic

Hotel Panoramic
3.0 star property
Trois-Ilets
8.6 out of 10, Excellent, (328 reviews)
"Very near beach and small town. Convenient location to beach hop each day in our rental car. "
Canada
Hektor
The price is AU$208
includes taxes & fees
12 Oct - 13 Oct
Hotel Panoramic
A pink building with arched windows and a staircase leading to the entrance.

8. Beachcross Villa Apartments

Beachcross Villa Apartments
3.0 star property
Rodney Bay
8.2 out of 10, Very good, (106 reviews)
"Helpful and friendly staff. Great location!! A good overall stay."
United States
Cherise
The price is AU$168
includes taxes & fees
27 Oct - 28 Oct
Beachcross Villa Apartments
A beach with a wooden pier extending into the water, lined with beach umbrellas and people relaxing.

9. Hillview Apartments and Vehicle Rental

Hillview Apartments and Vehicle Rental
3.0 star property
Grand Anse
8.2 out of 10, Very good, (152 reviews)
"Very accommodating host"
United States
Wendon
The price is AU$101
includes taxes & fees
26 Oct - 27 Oct
Hillview Apartments and Vehicle Rental
A modern kitchen with white cabinets, a stainless steel refrigerator, two bar stools, and pendant lights.

10. Tranquility Suites- Feels like home

Tranquility Suites- Feels like home
3.5 star property
Choiseul
8.8 out of 10, Excellent, (22 reviews)
"Great stay and definitely recommended."
United States
Ying
The price is AU$210
includes taxes & fees
29 Sept - 30 Sept
Tranquility Suites- Feels like home
A coastal scene with clear water, boats, and a tree with green leaves.

11. Mandela Court Grenada

Mandela Court Grenada
4.0 star property
Lance aux Épines
8.6 out of 10, Excellent, (52 reviews)
"The photos of the outside really are true to the photo. Outside the property is beautiful. Inside the apartment is very clean and tidy however you advertised a tv of the room we chose and there wasn't one. The kitchen appliances inside are very dated. Breakfast was tasty and chef Sheldon is a lovely guy! The hotel room was over price in my opinion. I wouldn't stay again."
United Kingdom
Janell
The price is AU$318
includes taxes & fees
28 Sept - 29 Sept
Mandela Court Grenada
An outdoor dining area with a long table set for a formal event, surrounded by lush greenery.

12. Caribbean Dream Vacation Property

Caribbean Dream Vacation Property
3.0 star property
Rodney Bay
9.4 out of 10, Exceptional, (79 reviews)
"Everything was good clean room clean kitchen. The pool was perfect. Just had to leave too soon. AC was working perfect nice clean bathroom and they were very nice. People visit again soon."
United States
Charmaine
The price is AU$130
includes taxes & fees
27 Oct - 28 Oct
Caribbean Dream Vacation Property
A beach scene with palm trees, a boat, and a sunset.

13. L'Impératrice Village Résidence Hôtelière

L'Impératrice Village Résidence Hôtelière
Trois-Ilets
6.8 out of 10, (186 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$131
includes taxes & fees
28 Sept - 29 Sept
L'Impératrice Village Résidence Hôtelière
A coastal area with a marina, boats, and a beach with palm trees.

14. 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$324
includes taxes & fees
27 Sept - 28 Sept
Vacation Club By Lush

15. 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
27 Sept - 28 Sept
1-Bdrm Studio Retreat in Rodney Bay w AC

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

Cozy 1-Bdrm Studio in Rodney Bay with AC
4.0 star property
Rodney Bay
3.0 out of 10, (2 reviews)
"Good for sleeping only and if you’re not staying in the hotel much "
United States
Lester
The price is AU$152
includes taxes & fees
5 Oct - 6 Oct
Cozy 1-Bdrm Studio in Rodney Bay with AC
A covered balcony with two white wicker chairs, a tiled floor, and a view of a hillside with buildings.

17. Wave Crest Suites

Wave Crest Suites
3.0 star property
Grand Anse
8.0 out of 10, Very good, (135 reviews)
"We had a great stay, and great service!"
United States
Ashley
The price is AU$113
includes taxes & fees
27 Sept - 28 Sept
Wave Crest Suites
A bed with white pillows and a textured white bedspread.

18. Vee's Country Apartments

Vee's Country Apartments
3.5 star property
Micoud
8.4 out of 10, Very good, (7 reviews)
"the pictures don’t do it justice with how beautiful this stay is !!! 1000/10, i would definitely re book again"
Canada
Chanelle
The price is AU$119
includes taxes & fees
29 Sept - 30 Sept
Vee's Country Apartments
A spacious indoor area with a seating arrangement, a vehicle, and a reception desk.

19. Vigie Beach Suite 1

Vigie Beach Suite 1
2.0 star property
Vigie
The price is AU$243
includes taxes & fees
27 Sept - 28 Sept
Vigie Beach Suite 1
A balcony with a table set for breakfast, overlooking a coastal view.

20. Kaouanne

Kaouanne
Pointe du Bout
9.2 out of 10, Wonderful, (114 reviews)
"Quiet, peaceful, nice view, good location, helpful staff, good kitchen"
United States
Willie
The price is AU$191
includes taxes & fees
26 Oct - 27 Oct
Kaouanne
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

Royalton Grenada, An Autograph Collection All-Inclusive Resort

Royalton Grenada, An Autograph Collection All-Inclusive Resort

8/10 Good
"It’s a beautiful resort and a good value for the price. However, the food variety and taste leaves a lot to be desired. I never went hungry but it could have been better. It was hard to get into the few speciality restaurants. I would go again but stay somewhere else."
Valencia 5-night trip
Posted 4 hours ago
Royalton Grenada, An Autograph Collection All-Inclusive Resort

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$101 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.