Windward Islands Vacation Rentals

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Windward Islands vacation rentals

Outdoor dining

Anne's Home Away from Home

Anne's Home Away from Home
Banse
10.0 out of 10, Exceptional, (6 reviews)
"Host was excellent they go out of their way to make guests feel comfortable and welcome."
United States
Keith S.
$104 nightly
The price is $111
Apr 3 - Apr 4
Total with taxes and fees
Anne's Home Away from Home
Beach nearby, white sand, 4 beach bars

Hillview Apartments and Vehicle Rental

Hillview Apartments and Vehicle Rental
3.0 star property
St. George's
8.2 out of 10, Very Good, (122 reviews)
"My go too … place to stay every time I’m in Grenada… always very accommodating to my needs .. great pool with a view that’s breathtaking… recommend this place to anyone who wants a at home feel!!!"
United States
Tessa
$63 nightly
The price is $70
May 2 - May 3
Total with taxes and fees
Hillview Apartments and Vehicle Rental
On the beach

Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (66 reviews)
"This was a very nice location, very peaceful right on the ocean. If you're taking a water taxi somewhere, ask if they'll pick you up right on the beach below."
Canada
Debra
$91 nightly
The price is $100
Apr 5 - Apr 6
Total with taxes and fees
Bogles Round House
Desk, laptop workspace, iron/ironing board, free WiFi

Seaview Apartel

Seaview Apartel
2.5 star property
Castries
8.2 out of 10, Very Good, (32 reviews)
"Staff very friendly location is great close to everything 10 minutes walk to the beach and city center. Will stay again"
United States
Marilyn
$67 nightly
The price is $84
Apr 9 - Apr 10
Total with taxes and fees
Seaview Apartel
Fountain

Village Creole

Village Creole
3.0 star property
Pointe du Bout
8.4 out of 10, Very Good, (129 reviews)
"Clean room, staff is friendly, very convenient location. The only issue was that the wifi connection was practically non existent. "
Canada
Juliane
$106 nightly
The price is $111
Apr 29 - Apr 30
Total with taxes and fees
Village Creole
Outdoor pool

Hotel Panoramic

Hotel Panoramic
3.0 star property
Trois-Ilets
8.6 out of 10, Excellent, (324 reviews)
"Very near beach and small town. Convenient location to beach hop each day in our rental car. "
Canada
Hektor
$139 nightly
The price is $145
Apr 27 - Apr 28
Total with taxes and fees
Hotel Panoramic
Apartment, Terrace, Partial Sea View | Living area | 43-inch flat-screen TV with digital channels, Smart TV, Netflix

You 4 Ric Piton Suites

You 4 Ric Piton Suites
3.0 star property
Soufriere
10.0 out of 10, Exceptional, (2 reviews)
"Great layout, large rooms, clean and appeared very new. I was concerned when no pictures of the inside in post, but it exceeded expectations. Nice quiet spot."
United States
Deborah
$135 nightly
The price is $156
Apr 6 - Apr 7
Total with taxes and fees
You 4 Ric Piton Suites
Beach nearby, white sand

ClarenceVille Villa Apartments

ClarenceVille Villa Apartments
3.5 star property
St. David
7.6 out of 10, Good, (9 reviews)
"The lady at the property was great an happy birthday to her in advance 80yrs🙏"
United States
Arthur
$297 nightly
The price is $306
Apr 3 - Apr 4
Total with taxes and fees
ClarenceVille Villa Apartments
Superior Apartment | Terrace/patio

Kaouanne

Kaouanne
Pointe du Bout
9.0 out of 10, Wonderful, (94 reviews)
"Close to the beach"
Canada
Iulia
$143 nightly
The price is $153
Apr 22 - Apr 23
Total with taxes and fees
Kaouanne
Exterior

Oceanview Suites

Oceanview Suites
3.0 star property
St. George's
8.0 out of 10, Very Good, (4 reviews)
"Very pleasant staff. They did everything they could to make our stay enjoyable. The rooms were clean and comfortable. The kitchen had everything we needed. I definitely recommend this accommodation. "
United States
Ashne
$56 nightly
The price is $61
May 1 - May 2
Total with taxes and fees
Oceanview Suites
Comfort Apartment, Garden View | 1 bedroom, in-room safe, iron/ironing board, free rollaway beds

Vee's Country Apartments

Vee's Country Apartments
3.5 star property
Micoud
9.0 out of 10, Wonderful, (2 reviews)
"Nice clean room, very nice staff"
United States
Justin
$63 nightly
The price is $79
Apr 4 - Apr 5
Total with taxes and fees
Vee's Country Apartments
Exterior

Union Hilltop Paradise Villas

Union Hilltop Paradise Villas
3.5 star property
Castries
9.0 out of 10, Wonderful, (2 reviews)
"The room was very soacious, very clean and the views to die for. Beautiful mornings and evening views of the Caribbean Sea and the property had a hit tub and pool to boost."
United Kingdom
Ayesha Cyrus
$114 nightly
The price is $134
Apr 3 - Apr 4
Total with taxes and fees
Union Hilltop Paradise Villas
Outdoor pool, sun loungers

B&B HOME Fort de France Marina

B&B HOME Fort de France Marina
4.0 star property
Fort-de-France
9.0 out of 10, Wonderful, (150 reviews)
"It would be a 3 star, but the front desk people bring it to a 4. Need to walk a couple blocks to the Home 2 Home Hotel to eat any meals "
United States
Ronald
$143 nightly
The price is $149
May 2 - May 3
Total with taxes and fees
B&B HOME Fort de France Marina
Exterior

Toraille Waterfall Villas

Toraille Waterfall Villas
3.5 star property
Soufriere
7.4 out of 10, Good, (3 reviews)
"Great location, clean rooms, welcoming staff, quiet and secure property. "
Canada
Norbert
$142 nightly
The price is $164
Apr 9 - Apr 10
Total with taxes and fees
Toraille Waterfall Villas
Outdoor pool, pool umbrellas, sun loungers

Redoute Paradise

Redoute Paradise
Fort-de-France
9.6 out of 10, Exceptional, (44 reviews)
"Excellent service, kind and courteous staff and nice ambiance. Breakfast was amazing."
United States
aneesa
$203 nightly
The price is $208
Apr 14 - Apr 15
Total with taxes and fees
Redoute Paradise
Property grounds

Grenada Countryside Cabin

Grenada Countryside Cabin
Saint Davids
9.0 out of 10, Wonderful, (2 reviews)
"Simply amazing stay. "
United States
Remorno H.
$125 nightly
The price is $125
Apr 4 - Apr 5
Total with taxes and fees
Grenada Countryside Cabin
Standard Room, 1 Queen Bed, Balcony, Beach View | Beach/ocean view

Cabier Ocean Lodge

Cabier Ocean Lodge
3.0 star property
St. Andrew
9.0 out of 10, Wonderful, (65 reviews)
"Yes the kitchen was fully equipped for cooking "
United States
Jeshurun
$117 nightly
The price is $129
Apr 13 - Apr 14
Total with taxes and fees
Cabier Ocean Lodge
Property grounds

Sunset Plaza Apartments 2

Sunset Plaza Apartments 2
Victoria
10.0 out of 10, Exceptional, (2 reviews)
"I liked the easy access and local stores and ocean."
United States
Brendan
$85 nightly
The price is $85
Apr 3 - Apr 4
Total with taxes and fees
Sunset Plaza Apartments 2
Exterior

Comfort Suites- Special

Comfort Suites- Special
Choiseul
9.2 out of 10, Wonderful, (10 reviews)
"Clean environment. Property just as advertised. Hosts were accomadating and friendly "
United States
Seandell L.
$70 nightly
The price is $70
Apr 6 - Apr 7
Total with taxes and fees
Comfort Suites- Special
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

Bay Gardens Hotel

Bay Gardens Hotel

8/10 Good
"Laundry service is great staff very courteous and professional"
Markaisha 4-night trip
Posted 2 hours ago
Bay Gardens Hotel

Find out more about Windward Islands

Everything you need to know about Windward Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Islands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windward Islands vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windward Islands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $70 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windward Islands rentals

At Expedia, we put the best Windward Islands vacation 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 vacation.

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.