Windy Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windy Hill vacation rentals

A hallway with wooden doors, a bench, and a tiled floor.

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
The price is ￥13,220
￥15,905 total
includes taxes & fees
Dec 11 - Dec 12
Manderley Villas
A bedroom with a bed, a door, a mirror, and a window with curtains.

2. Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (27 reviews)
"Th room were spacious and nice "
United States
Laurence
The price is ￥9,102
￥10,960 total
includes taxes & fees
Nov 11 - Nov 12
Jem Gems
A parking area with white vehicles, a covered seating area, and lush greenery.

3. 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
The price is ￥12,281
￥14,737 total
includes taxes & fees
Nov 11 - Nov 12
Malfranza Apartments
A reception desk at The Palms Resort with a modern design, including a logo on the wall, a computer, a printer, and a phone.

4. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (238 reviews)
"Lovely property!"
United States
Anthonia
The price is ￥28,442
￥31,978 total
includes taxes & fees
Nov 11 - Nov 12
The Palms Resort
A living room with a brown sofa, a ceiling fan, green curtains, a potted plant, and a flat-screen TV.

5. 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
The price is ￥12,799
￥15,359 total
includes taxes & fees
Nov 12 - Nov 13
Stay a While Guest Apartment
A double bed with two nightstands, each with a lamp, in a room with floral wall art.

6. 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
The price is ￥16,591
￥19,909 total
includes taxes & fees
Nov 24 - Nov 25
Paradise Villas
A pool area with lounge chairs and a green umbrella.

7. Regent Apartments

Regent Apartments
3.0 star property
Holetown
8.2 out of 10, Very good, (92 reviews)
"excellent pool excellent hosting nice and quiet ambient close to nice beaches"
Mexico
Yogui
The price is ￥18,354
￥22,067 total
includes taxes & fees
Nov 12 - Nov 13
Regent Apartments
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
The price is ￥12,799
￥15,359 total
includes taxes & fees
Nov 12 - Nov 13
The Terraces at Mangrove
A tropical beach setting with palm trees, a clear blue sky, and ocean waves.

9. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (568 reviews)
"Great location, the view is relaxing and the cafe on site is very helfpul"
United States
Claudia
The price is ￥14,072
￥17,639 total
includes taxes & fees
Dec 11 - Dec 12
Ocean Spray Apartments
An outdoor patio with a round table, chairs, a grill, and a large umbrella.

10. 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
Kingsgate #1 - by Zenbreak
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

11. Plum Tree Club

Plum Tree Club
3.0 star property
Rockley
8.8 out of 10, Excellent, (306 reviews)
"Good rooms, good staff, good location"
United States
Saneka
The price is ￥15,466
￥17,705 total
includes taxes & fees
Dec 3 - Dec 4
Plum Tree Club
A gated entrance with a palm tree, a mailbox, and a staircase leading to a building with multiple windows.

12. 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
The price is ￥15,863
￥19,084 total
includes taxes & fees
Dec 9 - Dec 10
LeMarida Suites
A coastal hotel with multiple dining areas, outdoor seating, and a view of the sea.

13. Holders Retreat - Apartment One (1 Bedroom)

Holders Retreat - Apartment One (1 Bedroom)
Saint James
The price is ￥17,776
￥21,450 total
includes taxes & fees
Nov 21 - Nov 22
Holders Retreat - Apartment One (1 Bedroom)
Room

14. Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (353 reviews)
"Close to beach, grocery, restaurants."
Canada
Vidwattee
The price is ￥22,821
￥26,938 total
includes taxes & fees
Nov 18 - Nov 19
Blue Haven Holiday Apartments
A modern living room with a ceiling fan, a flat-screen TV, a sofa with patterned cushions, a small white table, and a potted plant.

15. 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.
The price is ￥17,627
￥23,998 total
includes taxes & fees
Nov 23 - Nov 24
On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.

16. 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
The price is ￥39,819
￥43,801 total
includes taxes & fees
Dec 9 - Dec 10
Seacruise Villa
A swimming pool with a blue tiled edge, surrounded by a covered patio area with seating and a small table.

17. BLR Villas Dover Beach

BLR Villas Dover Beach
4.0 star property
St. Lawrence Gap
7.4 out of 10, Good, (74 reviews)
"Was amazing will visit again if im ever in barbados"
United States
Dhanwashrie
The price is ￥9,055
￥12,058 total
includes taxes & fees
Nov 15 - Nov 16
BLR Villas Dover Beach
An outdoor swimming pool with lounge chairs and a table, surrounded by a white wall and greenery.

18. 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
The price is ￥29,088
￥35,229 total
includes taxes & fees
Nov 24 - Nov 25
THE Cottage, Saint Davids, Christ Church, Barbados
A pool area with blue lounge chairs and red umbrellas, surrounded by a tiled patio.

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
The price is ￥18,617
￥21,171 total
includes taxes & fees
Nov 26 - Nov 27
Worthing Court Apartment Hotel
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.

20. 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.
The price is ￥22,741
￥39,095 total
includes taxes & fees
Nov 18 - Nov 19
Sago Royal Westmoreland - by ZenBreak
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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Find vacation rentals that suit your style

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Top Windy Hill Hotel Reviews

A resort pool area with multiple seating areas and a central water feature.
Sugar Cane Club Hotel And Spa

Sugar Cane Club Hotel And Spa

Sugar Cane Club Hotel And Spa
Speightstown

10/10 Excellent

We loved this resort, with the beautiful surroundings and friendly staff. The food was delicious and convenient.
United States
Leonard Blake
Reviewed February 1, 2025
Sugar Cane Club Hotel And Spa

Find out more about Windy Hill

Search for holiday rentals in Windy Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Windy Hill using one of the methods below:

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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.