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

Our top choices for Windward Islands vacation 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 P6,272
P7,527 total
includes taxes & fees
Sep 28 - Sep 29
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 P3,985
P9,477 total
includes taxes & fees
Sep 28 - Sep 29
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 P8,051
P8,856 total
includes taxes & fees
Oct 20 - Oct 21
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 P6,815
P7,497 total
includes taxes & fees
Sep 29 - Sep 30
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 P10,621
P12,426 total
includes taxes & fees
Sep 29 - Sep 30
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 P4,593
P5,664 total
includes taxes & fees
Sep 28 - Sep 29
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 P8,608
P9,134 total
includes taxes & fees
Oct 12 - Oct 13
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 P6,677
P7,894 total
includes taxes & fees
Oct 1 - Oct 2
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 P4,273
P4,701 total
includes taxes & fees
Oct 27 - Oct 28
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 P11,808
P14,760 total
includes taxes & fees
Sep 28 - Sep 29
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 P4,301
P6,102 total
includes taxes & fees
Oct 6 - Oct 7
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 P5,369
P5,750 total
includes taxes & fees
Sep 28 - Sep 29
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 P12,249
P14,231 total
includes taxes & fees
Sep 28 - Sep 29
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 P7,497
P9,173 total
includes taxes & fees
Oct 6 - Oct 7
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 P5,998
P7,488 total
includes taxes & fees
Sep 28 - Sep 29
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 P4,498
P4,948 total
includes taxes & fees
Sep 28 - Sep 29
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 P4,498
P5,563 total
includes taxes & fees
Sep 28 - Sep 29
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 P9,278
P10,677 total
includes taxes & fees
Sep 28 - Sep 29
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 P8,280
P8,881 total
includes taxes & fees
Oct 26 - Oct 27
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

Bay Gardens Hotel

Bay Gardens Hotel

8/10 Good
"Location was excellent. There's a wide variety of eating choices near by, plus the hotel's restaurant. The buffet choices for breakfast was awesome 👍 Staff were very pleasant and helpful. Amenities were good. Price was good and there's a shuttle to the resort hotel if guests want to go to the beach. There is a small swimming pool on site."
Julie-Ann 6-night trip
Posted 3 hours ago
Bay Gardens Hotel

Find out more about Windward Islands

Search for holiday rentals in Windward Islands on Expedia! 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!