Title: Windy Hill Villas from CA $349 | Expedia.ca

[Windy Hill Travel Guide](https://expedia.ca/Windy-Hill.dx6224596)[Hotels in Windy Hill](https://expedia.ca/Windy-Hill-Hotels.d6224596.Travel-Guide-Hotels)[Vacation Rentals in Windy Hill](https://expedia.ca/Windy-Hill-Vacation-Rentals.d6224596.Travel-Guide-VacationRentals)[Windy Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Windy-Hill.d6224596.Car-Rental-Guide)[Windy Hill Vacation Packages](https://expedia.ca/Windy-Hill.d6224596.Destination-Travel-Guides)

![Scenic view from a hill overlooking the idyllic tropical coastline of Barbados.](https://images.trvl-media.com/place/6224596/cd867753-9deb-4d87-a7a9-6da003d7ed28.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6224596/cd867753-9deb-4d87-a7a9-6da003d7ed28.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6224596&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6224596&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6224596&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6224596&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windy Hill villas

![Villa, 4 Bedrooms, Sea View (Golf) | Terrace/patio](https://images.trvl-media.com/lodging/99000000/98270000/98261300/98261207/029f112e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/99000000/98270000/98261300/98261207/04ecb62a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/99000000/98270000/98261300/98261207/573a34f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98270000/98261300/98261207/8dfb6a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orange Hill

[](https://www.expedia.ca/Orange-Hill-Hotels-Apes-Hill-Barbados-Golf-Resort.h98261207.Hotel-Information)

10/10

Exceptional

(3 reviews)

"The service and attention to the guest world class. Golf course is incredible and the guest villa was amazing views and quality! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joseph

CA $1,691

CA $2,466 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Orange-Hill-Hotels-Apes-Hill-Barbados-Golf-Resort.h98261207.Hotel-Information)

![Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11260000/11259600/11259591/daa1dc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/12000000/11260000/11259600/11259591/2bd744a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/12000000/11260000/11259600/11259591/068e1e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11260000/11259600/11259591/cd98baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Fryers Well

[](https://www.expedia.ca/Fryers-Well-Hotels-Seacruise-Villa.h11259591.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"beautiful property wonderful host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $644

CA $735 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Fryers-Well-Hotels-Seacruise-Villa.h11259591.Hotel-Information)

![Exclusive Villa, 3 Bedrooms, Ensuite, Beach View | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11270000/11260300/11260280/61afa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11270000/11260300/11260280/d0279c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family dining](https://images.trvl-media.com/lodging/12000000/11270000/11260300/11260280/62a22da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11270000/11260300/11260280/ae8756d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Fryers Well

[](https://www.expedia.ca/Fryers-Well-Hotels-Seabliss-Villa.h11260280.Hotel-Information)

8.8/10

Excellent

(8 reviews)

"We really enjoyed the villa and the host and the service. Beautiful villa in a quiet neighbourhood and a nice beach not so far away."

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Anonymous traveller

[](https://www.expedia.ca/Fryers-Well-Hotels-Seabliss-Villa.h11260280.Hotel-Information)

![Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11260000/11259900/11259896/ca28ded0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, Egyptian cotton sheets, premium bedding, Tempur-Pedic beds](https://images.trvl-media.com/lodging/12000000/11260000/11259900/11259896/577e3a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11260000/11259900/11259896/583d4dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Villa, 3 Bedrooms, Ensuite, Beach View | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11260000/11259900/11259896/11799111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Fryers Well

[](https://www.expedia.ca/Fryers-Well-Hotels-Sea-Symphony-Villa.h11259896.Hotel-Information)

8.4/10

Very good

(10 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

DOMINIQUE

CA $739

CA $843 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Fryers-Well-Hotels-Sea-Symphony-Villa.h11259896.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110380000/110372300/110372220/28e230a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/111000000/110380000/110372300/110372220/8e0ee46e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110380000/110372300/110372220/72df007b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110380000/110372300/110372220/06d08ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Saint Joseph

[](https://www.expedia.ca/Saint-Elizabeths-Hotels-Luxury-Wooden-Jungle-Villa.h110372220.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Stunning views from this location. Would definitely recommend to any couple looking for some personal space away from the world!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $490

CA $728 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Saint-Elizabeths-Hotels-Luxury-Wooden-Jungle-Villa.h110372220.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23710000/23704400/23704384/c9a10ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23710000/23704400/23704384/fba39306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23710000/23704400/23704384/56984da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23710000/23704400/23704384/669192a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Checker Hall

[](https://www.expedia.ca/Fryers-Well-Hotels-Luxury-5-BR-Villa-Near-Beach-Breathtaking-Coastal-View.h23704384.Hotel-Information)

9.4/10

Exceptional

(18 reviews)

"Dorothy’s Villa is a diamond in the rough. A gorgeous Villa with breathtaking views coupled with staff that seeks to meet every request with joy!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Miguel M.

CA $1,624

CA $1,874 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Fryers-Well-Hotels-Luxury-5-BR-Villa-Near-Beach-Breathtaking-Coastal-View.h23704384.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109090000/109083300/109083271/fffeab49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109090000/109083300/109083271/3113aa0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109083300/109083271/w1525h1121x0y4-6f442a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109090000/109083300/109083271/fec0eed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Belair

[](https://www.expedia.ca/Long-Bay-Hotels-ZenBreak-Ocean-Mist-Villa.h109083271.Hotel-Information)

CA $1,226

CA $1,756 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Long-Bay-Hotels-ZenBreak-Ocean-Mist-Villa.h109083271.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109400000/109398900/109398847/b079bb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms, Smoking, Private Pool | Living area](https://images.trvl-media.com/lodging/110000000/109400000/109398900/109398847/ae75c7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms, Smoking, Private Pool | Living area](https://images.trvl-media.com/lodging/110000000/109400000/109398900/109398847/075e2f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms, Smoking, Private Pool | Dining](https://images.trvl-media.com/lodging/110000000/109400000/109398900/109398847/06cb82f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Long Bay

[](https://www.expedia.ca/Long-Bay-Hotels-Zenbreak-Ocean-Mist-Villa.h109398847.Hotel-Information)

CA $1,114

CA $1,809 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Long-Bay-Hotels-Zenbreak-Ocean-Mist-Villa.h109398847.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120290000/120282100/120282023/6ad9ca92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/121000000/120290000/120282100/120282023/87755502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120290000/120282100/120282023/551784d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120290000/120282100/120282023/8049f764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Holetown

[](https://www.expedia.ca/Westmoreland-Hotels-Happy-Days.h120282023.Hotel-Information)

CA $1,016

CA $1,456 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Westmoreland-Hotels-Happy-Days.h120282023.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74700000/74690200/74690129/ed33e04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/75000000/74700000/74690200/74690129/f84b5770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/75000000/74700000/74690200/74690129/5a2f2761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74700000/74690200/74690129/39e6b7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in St. James

[](https://www.expedia.ca/Holetown-Hotels-James-Bay-Lower.h74690129.Hotel-Information)

6.0/10

(2 reviews)

"We did not stay. The property advertised with photo of a beautiful sandy beach not there!!!! We made a poor choice as we are in our 80’s and this is an isolated home. Nothing to walk to ,needed to take a cab everywhere . Just not appropriate for our age group but biggest disappointment was the beach and ability to walk on it and swim. Property had a lovely veranda and view of ocean .Host was very pleasant. House could use some updates no amenities offered as in shampoo or kitchen salt pepper ....

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Patricia D.

CA $650

CA $744 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Holetown-Hotels-James-Bay-Lower.h74690129.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100830000/100828700/100828640/563bf745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/101000000/100830000/100828700/100828640/cf8fec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100830000/100828700/100828640/4b1d2384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100830000/100828700/100828640/bd3b08ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Oistins

[](https://www.expedia.ca/St-Lawrence-Gap-Hotels-Dover-Beach-House.h100828640.Hotel-Information)

CA $237

CA $349 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/St-Lawrence-Gap-Hotels-Dover-Beach-House.h100828640.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30330000/30324000/30323948/a3b96b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/31000000/30330000/30324000/30323948/db92466b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30330000/30324000/30323948/eab09b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30324000/30323948/7b8c5e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Christ Church

[](https://www.expedia.ca/St-Lawrence-Gap-Hotels-Villa-Jarrow.h30323948.Hotel-Information)

9.4/10

Exceptional

(73 reviews)

"Timothy was available for any questions I had with prompt responses.I would definitely return to this property..late night loud music from local restaurant was a bit of a drag…otherwise we thoroughly enjoyed our stay.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Theresa G.

CA $890

CA $1,195 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/St-Lawrence-Gap-Hotels-Villa-Jarrow.h30323948.Hotel-Information)

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

Aparthotels

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Apartments

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Villas

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Condos

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Cottages

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Private vacation homes

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## Top Windy Hill Hotel Reviews

![Hotel Le Roy](https://images.trvl-media.com/lodging/113000000/112770000/112764800/112764784/7f8910df_y.jpg)

### Hotel Le Roy

10/10 Excellent

"Great beach location very friendly staff"

[](https://expedia.ca/St-Lawrence-Gap-Hotels-Hotel-LeRoy.h112764784.Hotel-Information)

![Accra Beach Hotel & Spa](https://images.trvl-media.com/lodging/1000000/430000/425100/425080/a04dc812_y.jpg)

### Accra Beach Hotel & Spa

10/10 Excellent

"Everything that we saw on the website match. Nice room, nice beach, nice stuff. I recommend it"

[](https://expedia.ca/Rockley-Hotels-Accra-Beach-Hotel-Spa.h425080.Hotel-Information)

![The Crane Resort](https://images.trvl-media.com/lodging/1000000/20000/17600/17504/b7dbbc69_y.jpg)

### The Crane Resort

10/10 Excellent

"Everything to buy was cashless. Staff were cheerful and very helpful. Weather was beautiful. The food from the Azure restaurant was not as good as expected. "

[](https://expedia.ca/Diamond-Valley-Hotels-The-Crane-Resort.h17504.Hotel-Information)

![Sea Breeze Beach House by Ocean Hotels - All Inclusive](https://images.trvl-media.com/lodging/1000000/30000/23100/23073/7d612f4b_y.jpg)

### Sea Breeze Beach House by Ocean Hotels - All Inclusive

10/10 Excellent

"Spotless rooms, very friendly staff. Pristine beach."

[](https://expedia.ca/Oistins-Hotels-Sea-Breeze-Beach-House-By-Ocean-Hotels-All-Inclusive.h23073.Hotel-Information)

![Hilton Barbados Resort](https://images.trvl-media.com/lodging/1000000/910000/901900/901879/38eec588_y.jpg)

### Hilton Barbados Resort

10/10 Excellent

"This property is really amazing and well designed. The staff were really friendly and welcoming. "

[](https://expedia.ca/Bridgetown-Hotels-Hilton-Barbados-Resort.h901879.Hotel-Information)

![Rostrevor Hotel](https://images.trvl-media.com/lodging/1000000/10000/7300/7295/024cb8c3_y.jpg)

### Rostrevor Hotel

10/10 Excellent

"Check-in was efficient & friendly. Really appreciate that the room was available early since we arrived from an early cruise disembarkation. Thank you!"

[](https://expedia.ca/St-Lawrence-Gap-Hotels-Rostrevor-Hotel.h7295.Hotel-Information)

![Sugar Bay Barbados - All Inclusive](https://images.trvl-media.com/lodging/11000000/10030000/10023300/10023253/0cf83d3f_y.jpg)

### Sugar Bay Barbados - All Inclusive

10/10 Excellent

"Loved this resort. Staff was wonderful people. Food was outstanding, fresh and ever changing options."

[](https://expedia.ca/Hastings-Hotels-Sugar-Bay-Barbados-All-Inclusive.h10023253.Hotel-Information)

![South Point Hotel ](https://images.trvl-media.com/lodging/103000000/102740000/102735200/102735178/12200752_y.jpg)

### South Point Hotel 

10/10 Excellent

"Fantastic stay. Room clean, bed comfortable. food at the restaurant was amazing and highly recommended. Staff were lovely and engaging. Pool towels provided on the sunbeds around the pool or towels available at reception to take to the beach. Car or taxis required but this was no issue for us. Highly recommend this hotel"

[](https://expedia.ca/Oistins-Hotels-South-Point-Hotel.h102735178.Hotel-Information)

![Dover Beach Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7114/85cc3442_y.jpg)

### Dover Beach Hotel

10/10 Excellent

"Staff were very friendly, breakfast was really good listening to the sound of crashing waves. My room though in a separate building was spacious and had a full kitchen. I would return and do recommend Dover Beach Hotel."

[](https://expedia.ca/St-Lawrence-Gap-Hotels-Dover-Beach-Hotel.h7114.Hotel-Information)

## Find out more about Windy Hill

## Windy Hill Villas information

| Number of reviews | 114        |
| ----------------- | ---------- |
| Accommodation     | 760 Villas |
| Lowest Price      | CA $349    |
| Highest Price     | CA $2,466  |