A coastal landscape with clear blue ocean, green hills, and palm trees.

Windy Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Windy Hill vacation rentals

A bathroom with a toilet, sink, and wooden wardrobe.

1. Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (107 reviews)
"The rooms were spotless, quality furnishings and a well equipped kitchen. Close to the airport and the host helped arrange transport. Good value. We will stay here again."
Canada
Vernon
$80 nightly
The price is $97
Dec 6 - Dec 7
Total with taxes and fees
Manderley Villas
A parking area with white vehicles, a covered seating area, and lush greenery.

2. Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
9.0 out of 10, Wonderful, (98 reviews)
"Great host and accomodations but the noise from the highway was a bit too much for me."
United States
Marc Downing
$78 nightly
The price is $93
Nov 7 - Nov 8
Total with taxes and fees
Malfranza Apartments
A café interior with a display case of pastries, a refrigerated display, and a shelf with beverages.

3. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (238 reviews)
"Lovely property!"
United States
Anthonia
$184 nightly
The price is $208
Dec 6 - Dec 7
Total with taxes and fees
The Palms Resort
A double bed with two nightstands, each with a lamp, in a room with floral wall art.

4. Paradise Villas

Paradise Villas
3.0 star property
Spring Garden
8.2 out of 10, Very good, (64 reviews)
"It is a pretty excellent lodging for the price "
United States
Herbert A
$105 nightly
The price is $126
Nov 24 - Nov 25
Total with taxes and fees
Paradise Villas
A bedroom with a bed, a door, a mirror, and a window with curtains.

5. Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (26 reviews)
"Th room were spacious and nice "
United States
Laurence
$55 nightly
The price is $66
Nov 17 - Nov 18
Total with taxes and fees
Jem Gems
A pool area with lounge chairs and a green umbrella.

6. Regent Apartments

Regent Apartments
3.0 star property
Holetown
8.2 out of 10, Very good, (91 reviews)
"excellent pool excellent hosting nice and quiet ambient close to nice beaches"
Mexico
Yogui
$111 nightly
The price is $134
Nov 18 - Nov 19
Total with taxes and fees
Regent Apartments
A wall with the text "Stay A While" in a stylized font.

7. Stay a While Guest Apartment

Stay a While Guest Apartment
2.0 star property
Mangrove
9.2 out of 10, Wonderful, (23 reviews)
"I stayed at stay a while villas and it was the best. The owners were very friendly and made sure I was settled in comfortably. The place was clean spacious and had both A/C and ceiling fans. I would recommend 10/10"
United States
Alrick
$81 nightly
The price is $97
Nov 7 - Nov 8
Total with taxes and fees
Stay a While Guest Apartment
A bedroom with a bed, a window with curtains, and a tiled floor.

8. The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
9.8 out of 10, Exceptional, (11 reviews)
"Clean, comfortable and close ro the airport"
Canada
Alison
$81 nightly
The price is $97
Nov 12 - Nov 13
Total with taxes and fees
The Terraces at Mangrove
A beach with clear turquoise water, a sailboat, and a forested area in the background.

9. Kingsgate #1 - by Zenbreak

Kingsgate #1 - by Zenbreak
4.0 star property
Gibbes
10.0 out of 10, Exceptional, (2 reviews)
"My only critique is that they need four new beach chairs, preferably the Tommy Bahama chairs. They are light, comfortable, and sturdy. Other than that, it was great and thank you!"
United States
John
$296 nightly
The price is $325
Nov 19 - Nov 20
Total with taxes and fees
Kingsgate #1 - by Zenbreak
A tropical beach setting with palm trees, a clear blue sky, and ocean waves.

10. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (566 reviews)
"The view was our room was excellent."
United States
Sarswattie Tiziana
$86 nightly
The price is $108
Dec 6 - Dec 7
Total with taxes and fees
Ocean Spray Apartments
A beach with lounge chairs and umbrellas, a clear sky, and the ocean.

11. On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A

On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
Heywoods Estates
9.0 out of 10, Wonderful, (45 reviews)
"Lovely, light and airy, great value apartment in friendly neighbourhood. Easy walk to beach and into town."
United Kingdom
Ann E.
$151 nightly
The price is $151
Nov 7 - Nov 8
Total with taxes and fees
On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
A beach with clear turquoise water and a sandy shore.

12. BLR Villas Dover Beach

BLR Villas Dover Beach
4.0 star property
St. Lawrence Gap
7.4 out of 10, Good, (73 reviews)
"Was amazing will visit again if im ever in barbados"
United States
Dhanwashrie
$71 nightly
The price is $89
Nov 8 - Nov 9
Total with taxes and fees
BLR Villas Dover Beach
Room

13. Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (351 reviews)
"Close to beach, grocery, restaurants."
Canada
Vidwattee
$151 nightly
The price is $170
Nov 18 - Nov 19
Total with taxes and fees
Blue Haven Holiday Apartments
A beach with a fallen tree in the foreground, a clear blue sky, and the ocean in the background.

14. LeMarida Suites

LeMarida Suites
3.0 star property
Speightstown
7.8 out of 10, Good, (7 reviews)
"Property is very hard to find. Owner was very adamant that electricity should not be on whole time. There's only 1 A/C unit and hostes was very upset that we kept it on over night (was very hot). There was hardly water to shower, it just trickled out. Cook stove didn't work properly"
United States
Yitzchok
$99 nightly
The price is $119
Dec 6 - Dec 7
Total with taxes and fees
LeMarida Suites
An outdoor swimming pool with lounge chairs and a table, surrounded by a white wall and greenery.

15. THE Cottage, Saint Davids, Christ Church, Barbados

THE Cottage, Saint Davids, Christ Church, Barbados
3.0 star property
Oistins
9.4 out of 10, Exceptional, (15 reviews)
"The privacy & seclusion of this guest house & pool is amazing! Its a perfect little spot with all the amenities you need and more! Owner Mark and Property Manager George were fantastic to deal with and very prompt in responses. Location is great ..close to water and especially to Oistins! Would highly recomment checking this place out ..I know I will again."
Canada
Sean
$184 nightly
The price is $221
Nov 7 - Nov 8
Total with taxes and fees
THE Cottage, Saint Davids, Christ Church, Barbados
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

16. Plum Tree Club

Plum Tree Club
3.0 star property
Rockley
8.8 out of 10, Excellent, (305 reviews)
"Good rooms, good staff, good location"
United States
Saneka
$95 nightly
The price is $110
Dec 6 - Dec 7
Total with taxes and fees
Plum Tree Club
A modern living room with a ceiling fan, a TV mounted on a wooden wall, and a view of a tropical garden through glass doors.

17. Sago Royal Westmoreland - by ZenBreak

Sago Royal Westmoreland - by ZenBreak
Saint James
10.0 out of 10, Exceptional, (6 reviews)
"A peaceful safe haven, a cozy and spacious home away from home. Just a stone’s throw away, you’ll find beautiful beaches, a vibrant shopping district, and a delightful array of restaurants catering to every taste. "
United States
Jason L.
$246 nightly
The price is $246
Nov 18 - Nov 19
Total with taxes and fees
Sago Royal Westmoreland - by ZenBreak
A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.

18. Seacruise Villa

Seacruise Villa
3.5 star property
Fryers Well
9.8 out of 10, Exceptional, (9 reviews)
"beautiful property wonderful host!"
United States
Michael
$252 nightly
The price is $277
Dec 5 - Dec 6
Total with taxes and fees
Seacruise Villa
A beach with clear blue water, a sandy shore, and a few people walking along the beach.

19. Worthing Court Apartment Hotel

Worthing Court Apartment Hotel
3.0 star property
Worthing
8.4 out of 10, Very good, (564 reviews)
"Friendly atmosphere good food."
United States
Ena
$118 nightly
The price is $134
Nov 26 - Nov 27
Total with taxes and fees
Worthing Court Apartment Hotel
A covered balcony with a table and chairs, overlooking a beach with palm trees and a view of the ocean.

20. A Haven Away ~From~ Home

A Haven Away ~From~ Home
St. James
9.4 out of 10, Exceptional, (80 reviews)
"Host is welcoming and helpful. Property is in a great location, convenient to public transportation. Restaurant and beach bar serve delicious food and the best rum punch on the island! "
United States
C E.
$142 nightly
The price is $142
Nov 12 - Nov 13
Total with taxes and fees
A Haven Away ~From~ Home
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 Windy Hill Hotel Reviews

The Crane Resort

The Crane Resort

10/10 Excellent
"We had a wonderful stay at The Crane Resort in St Philip, Barbados. The staff were incredibly friendly, welcoming and attentive throughout our visit, making us feel right at home. Our suite was beautiful, spacious and comfortable, with everything we needed for a relaxing stay. The resort itself is stunning, with lovely surroundings and a fantastic atmosphere. A truly enjoyable experience, and somewhere we would happily return to!"
Victor Anderson 8-night trip
Posted 3 hours ago
The Crane Resort

Find out more about Windy Hill

Everything you need to know about Windy Hill 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 Windy Hill 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 Windy Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windy Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windy Hill. 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 Windy Hill 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 $89 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 Windy Hill rentals

At Expedia, we put the best Windy Hill 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 Windy Hill 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 Windy Hill 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 Windy Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Windy Hill?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Windy Hill, or you can choose a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Windy Hill. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental that Windy Hill has to offer?

The Gem - by Zenbreak: You might like this vacation home rental near Windy Hill. It comes with free WiFi so you can feel at home during your trip.

What’s there to see and do in Windy Hill?

Explore the area and family-friendly sights such as Oistin's Friday Night Fish Fry, or get out into nature at a spot like Bathsheba Beach. In the larger area, you’ll find Harrison's Cave and Royal Westmoreland Golf Course.

What’s a vacation rental in Windy Hill like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Windy Hill. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.