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

Windward Islands Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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 RM410
RM492 total
includes taxes & fees
5 Oct - 6 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 RM260
RM618 total
includes taxes & fees
1 Oct - 2 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 RM468
RM514 total
includes taxes & fees
1 Oct - 2 Oct
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 RM445
RM490 total
includes taxes & fees
2 Oct - 3 Oct
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 RM816
RM955 total
includes taxes & fees
1 Oct - 2 Oct
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 RM300
RM370 total
includes taxes & fees
2 Oct - 3 Oct
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 RM456
RM488 total
includes taxes & fees
13 Oct - 14 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 RM436
RM516 total
includes taxes & fees
1 Oct - 2 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 RM279
RM307 total
includes taxes & fees
31 Oct - 1 Nov
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
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 RM772
RM964 total
includes taxes & fees
1 Oct - 2 Oct
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 RM281
RM399 total
includes taxes & fees
6 Oct - 7 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 RM349
RM374 total
includes taxes & fees
31 Oct - 1 Nov
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 RM800
RM930 total
includes taxes & fees
30 Oct - 31 Oct
Vacation Club By Lush
Balcony view

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 RM490
RM599 total
includes taxes & fees
31 Oct - 1 Nov
1-Bdrm Studio Retreat in Rodney Bay w AC
Balcony view

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 RM392
RM489 total
includes taxes & fees
31 Oct - 1 Nov
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 RM294
RM359 total
includes taxes & fees
31 Oct - 1 Nov
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 RM294
RM363 total
includes taxes & fees
31 Oct - 1 Nov
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 RM606
RM698 total
includes taxes & fees
1 Oct - 2 Oct
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, (115 reviews)
"Great location and friendly staff. Close to beach and restaurants"
United States
Jodiann
The price is RM539
RM578 total
includes taxes & fees
30 Oct - 31 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windward Islands Hotel Reviews

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

10/10 Excellent
"Amazing"
Ashley 6-night trip
Posted 21 hours ago
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Find out more about Windward Islands

Search for holiday rentals in Windward Islands on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Windward Islands using one of the methods below:

  • View our selection of featured holiday rentals in Windward Islands
  • Use the map to find apartments and other holiday homes in the Windward Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windward Islands while they last

Look no further and take a look at our great range of rental properties in Windward Islands!