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
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 Windy Hill vacation rentals

A two-story building with a white and orange facade, a gated entrance, and a staircase leading to the upper floor.

1. Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (105 reviews)
"Host was great, I enjoyed my stay "
United States
STEPHIAN
The price is ￥12,444
￥15,041 total
includes taxes & fees
Oct 27 - Oct 28
Manderley Villas
A two-story house with a green exterior, a white gate, and a palm tree in the yard.

2. Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
9.0 out of 10, Wonderful, (96 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 ￥12,224
￥14,668 total
includes taxes & fees
Sep 27 - Sep 28
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, (234 reviews)
"The room was extremely clean and comfortable the pictures don’t do it justice it’s so pretty in person I recommend you stay at this resort it’s close to the beach supermarket and a lot of restaurants book your stay here!"
United States
Christine
The price is ￥20,446
￥23,180 total
includes taxes & fees
Oct 19 - Oct 20
The Palms Resort
A clear blue pool surrounded by lounge chairs and palm trees, with a tiled edge and a metal ladder.

4. All Seasons Resort - Europa

All Seasons Resort - Europa
3.0 star property
Holetown
8.8 out of 10, Excellent, (95 reviews)
"Staff amazing Property amazing Rooms amazingly clean Location location access to everything"
United States
Tessa
The price is ￥23,458
￥31,417 total
includes taxes & fees
Sep 29 - Sep 30
All Seasons Resort - Europa
A bedroom with a bed, a window with curtains, and a tiled floor.

5. The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
9.8 out of 10, Exceptional, (10 reviews)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is ￥12,739
￥15,287 total
includes taxes & fees
Sep 28 - Sep 29
The Terraces at Mangrove
A tropical beach setting with palm trees, a clear blue sky, and ocean waves.

6. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (549 reviews)
"Very quiet and staff is friendly"
United States
Togaeshwar
The price is ￥12,327
￥15,482 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Spray Apartments
A courtyard with a palm tree, a green ladder, and a blue door.

7. BEYOND IMAGINATION

BEYOND IMAGINATION
St. Thomas
8.0 out of 10, Very good, (1 review)
"Great communication with the host. Nicole ensured that we will get to the property by offering a taxi service which was very convenient as we flew in after midnight. She checked on us during the stay. The house is licated in a very quiet area. Shirt drive/bus ride to the nearest gas station/store. I recommend it for a short stay. "
United States
Neta
The price is ￥10,223
￥13,369 total
includes taxes & fees
Sep 27 - Sep 28
BEYOND IMAGINATION
A bedroom with a bed, a door, a mirror, and a window with curtains.

8. Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (25 reviews)
"Th room were spacious and nice "
United States
Laurence
The price is ￥8,871
￥10,702 total
includes taxes & fees
Sep 28 - Sep 29
Jem Gems
A pool area with lounge chairs and umbrellas, a woman in a swimsuit, and a two-story building with balconies.

9. Sea Symphony Villa

Sea Symphony Villa
3.5 star property
Fryers Well
8.6 out of 10, Excellent, (11 reviews)
"The staff was wonderful, chef made delicious Bajan meals, very accommodating and pleasant stay…will definitely be back- thank you for a relaxing stress free birthday vacation! "
United States
DOMINIQUE
The price is ￥54,006
￥61,633 total
includes taxes & fees
Sep 27 - Sep 28
Sea Symphony Villa
A palm tree with pink flowers, a clear blue sky, and a calm sea with a boat in the distance.

10. Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking

Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking
Westmoreland St James Barbados
9.0 out of 10, Wonderful, (4 reviews)
"Cozy quiet space Privacy Bedroom blackout ready if you want to sleep in. Kitchen equipment to prepare a meal We enjoyed our stay Thank you"
United States
Peter
Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking
A spacious living room with a view of the sea, a ceiling fan, and a bookshelf.

11. Seacruise Villa

Seacruise Villa
3.5 star property
Fryers Well
9.8 out of 10, Exceptional, (9 reviews)
"Everything was up to Par and they were very accommodating to my Birthday Celebration 🎂 🎈 🎉 🎁 I Thank Everyone For there Hospitality"
United States
Lisa
The price is ￥39,635
￥43,598 total
includes taxes & fees
Oct 25 - Oct 26
Seacruise Villa
A living room with green curtains, a TV, a glass coffee table, and white furniture.

12. Cozy 1-bedroom apartment in delightful St. George with WiFi

Cozy 1-bedroom apartment in delightful St. George with WiFi
Bridgetown
10.0 out of 10, Exceptional, (5 reviews)
"Nice host and very responsive and the house was clean."
Canada
Wedad
The price is ￥12,582
￥21,232 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 1-bedroom apartment in delightful St. George with WiFi
A beach with clear turquoise water, a sailboat, and a forested area in the background.

13. 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
The price is ￥20,071
￥48,837 total
includes taxes & fees
Oct 8 - Oct 9
Kingsgate #1 - by Zenbreak
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

14. Plum Tree Club

Plum Tree Club
3.0 star property
Rockley
8.8 out of 10, Excellent, (293 reviews)
"Clean room nice staff"
United States
Allen
The price is ￥13,412
￥15,498 total
includes taxes & fees
Oct 27 - Oct 28
Plum Tree Club

15. Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (338 reviews)
"I definitely recommend here as a good place to stay!!"
United States
Raymond
The price is ￥17,246
￥20,943 total
includes taxes & fees
Oct 27 - Oct 28
Blue Haven Holiday Apartments
A beach with clear blue water, a sandy shore, and a few people walking along the beach.

16. Worthing Court Apartment Hotel

Worthing Court Apartment Hotel
3.0 star property
Worthing
8.4 out of 10, Very good, (558 reviews)
"Friendly atmosphere good food."
United States
Ena
The price is ￥16,495
￥18,423 total
includes taxes & fees
Oct 25 - Oct 26
Worthing Court Apartment Hotel
A coastal area with a beach, palm trees, and houses.

17. Little Diamond Jungle Home, Panoramic Ocean Views, 2 Verandas &Tropical Garden

Little Diamond Jungle Home, Panoramic Ocean Views, 2 Verandas &Tropical Garden
Saint Joseph
9.8 out of 10, Exceptional, (8 reviews)
"I cannot recommend this property enough. The view from the patio is beautiful, and Jacob responded to all our questions quickly. We felt very safe, and all the locals were friendly. I would definitely stay here again! "
United States
Ashley B.
The price is ￥39,377
￥59,378 total
includes taxes & fees
Oct 11 - Oct 12
Little Diamond Jungle Home, Panoramic Ocean Views, 2 Verandas &Tropical Garden
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 ￥24,450
￥29,470 total
includes taxes & fees
Sep 30 - Oct 1
THE Cottage, Saint Davids, Christ Church, Barbados
A hotel room with two beds, a kitchenette, and a painting of tropical foliage.

19. Adulo Apartments

Adulo Apartments
2.5 star property
Rockley
8.8 out of 10, Excellent, (272 reviews)
"Lovely staff. Great location."
United States
Marsha
The price is ￥15,770
￥19,683 total
includes taxes & fees
Sep 28 - Sep 29
Adulo Apartments
A hotel with a pool, outdoor seating, and multiple balconies.

20. Lantana Sea La Vie - by ZenBreak

Lantana Sea La Vie - by ZenBreak
Weston
10.0 out of 10, Exceptional, (2 reviews)
"The unit was very clean, and the indoor temperature was set for cooling which made for a very pleasant check-in."
Canada
Gresford
The price is ￥22,077
￥54,513 total
includes taxes & fees
Oct 3 - Oct 4
Lantana Sea La Vie - 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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Top Windy Hill Hotel Reviews

Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

8/10 Good
"Clean rooms very friendly staff kitchen to make meals. Televisions 55inch. Close to the beach 3 pools onsite. Walkable to st. Lawrence Gap for more restaurants"
armand 6-night trip
Posted 3 hours ago
Divi Southwinds Beach Resort

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

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.