Windy Hill Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Windy Hill holiday rentals

In-room safe, free WiFi, bed sheets
Blue Haven Holiday Apartments

Apartment in St. Lawrence Gap

Blue Haven Holiday Apartments
3.0 star property
9.6 out of 10, Exceptional, (269)
"The room was spotless and the staff were very nice "
Canada
Danielle
The price is HK$1,346
HK$1,582 total
includes taxes & fees
6 Jan - 7 Jan 2026
Blue Haven Holiday Apartments
Smart TV, DVD player
Cozy 1-bedroom apartment in delightful St. George with WiFi

Apartment in Bridgetown

Cozy 1-bedroom apartment in delightful St. George with WiFi
2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice host and very responsive and the house was clean."
Canada
Wedad
The price is HK$583
HK$1,011 total
includes taxes & fees
30 Dec - 31 Dec
Cozy 1-bedroom apartment in delightful St. George with WiFi
View from property
Ocean Spray Apartments

Aparthotel in Inch Marlowe

Ocean Spray Apartments
3.0 star property
7.4 out of 10, Good, (441)
"Fabulous view of the wild atlantic ocean. Property a bit tired but view made up for it. Friendly staff and cleaned regularly. Kitchen equipment a bit limited but we made do. Thoroughly enjoyed it snd would return."
United Kingdom
Karen
Ocean Spray Apartments
Outdoor pool, pool loungers
All Seasons Resort - Europa

Aparthotel in Holetown

All Seasons Resort - Europa
3.0 star property
8.6 out of 10, Excellent, (59)
"Very Clean and spacious room..Loved it"
United States
timothy
The price is HK$1,774
HK$2,165 total
includes taxes & fees
29 Dec - 30 Dec
All Seasons Resort - Europa
Exterior detail
Cosy Corner under the Hill

Apartment in Bridgetown

Cosy Corner under the Hill
10.0 out of 10, Exceptional, (1)
"Carolyn is a sweet kind woman who shared her beautiful home with me."
United States
Janice G.
The price is HK$525
HK$681 total
includes taxes & fees
30 Dec - 31 Dec
Cosy Corner under the Hill
Beach
Charming 2-bedroom, 2 bathroom apt with A/C and Wifi in Bridgetown near beach.

Apartment in Bridgetown

Charming 2-bedroom, 2 bathroom apt with A/C and Wifi in Bridgetown near beach.
10.0 out of 10, Exceptional, (5)
The price is HK$744
HK$1,626 total
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 2-bedroom, 2 bathroom apt with A/C and Wifi in Bridgetown near beach.
Lobby lounge
Adulo Apartments

Apartment in Rockley

Adulo Apartments
2.5 star property
8.6 out of 10, Excellent, (254)
"Very friendly staff and easily accessible to transportation and food"
United States
Rhonisha
The price is HK$949
HK$1,176 total
includes taxes & fees
11 Jan - 12 Jan 2026
Adulo Apartments
2 bedrooms, iron/ironing board, free WiFi
The Terraces at Mangrove

Apartment in Mangrove

The Terraces at Mangrove
2.0 star property
9.6 out of 10, Exceptional, (5)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is HK$630
HK$756 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Terraces at Mangrove
Exterior
Almond Palm Apartment

Apartment in Bridgetown

Almond Palm Apartment
10.0 out of 10, Exceptional, (19)
"Great time here and friendly owner"
United States
Evanie
The price is HK$506
HK$661 total
includes taxes & fees
27 Dec - 28 Dec
Almond Palm Apartment
Beach nearby, white sand, beach towels
Melrose Beach Apartments

Aparthotel in Worthing

Melrose Beach Apartments
2.5 star property
7.8 out of 10, Good, (111)
"Clean well maintained room with friendly staff and in a good location "
United Kingdom
Natasha
The price is HK$992
HK$1,382 total
includes taxes & fees
30 Dec - 31 Dec
Melrose Beach Apartments
Fridge, oven, stovetop, electric kettle
AFFORDABLE ACCOMMODATION . VACATION SHORT OR LONG-TERM RENTALS . WELCOME TO ALL

Apartment in St. Michael

AFFORDABLE ACCOMMODATION . VACATION SHORT OR LONG-TERM RENTALS . WELCOME TO ALL
8.4 out of 10, Very good, (6)
"I love this property. very good."
United States
HENRY CLAUDE
The price is HK$550
HK$1,486 total
includes taxes & fees
25 Dec - 26 Dec
AFFORDABLE ACCOMMODATION . VACATION SHORT OR LONG-TERM RENTALS . WELCOME TO ALL
Beach
Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking

Holiday Home in Bridgetown

Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking
10.0 out of 10, Exceptional, (2)
"Spacious with plenty of modern appliances. Airy open space. Everything is clean. Quite a few steps up to the appartment. A car is recommended, which can be parked in the drive. Our host was always avaliable via the portal for any questions regarding our stay on the island."
United Kingdom
Ashleigh T.
The price is HK$972
HK$1,742 total
includes taxes & fees
28 Dec - 29 Dec
Modern Villa - Upstairs St Philip Barbados, 5 min from Airport, AC, Wifi Parking
Iron/ironing board, free WiFi, bed sheets
Jem Gems

Apartment in Durants

Jem Gems
2.5 star property
9.4 out of 10, Exceptional, (21)
"Great host"
United States
Eric
The price is HK$452
HK$546 total
includes taxes & fees
9 Jan - 10 Jan 2026
Jem Gems
Interior
Stay a While Guest Apartment

Apartment in Mangrove

Stay a While Guest Apartment
2.0 star property
9.2 out of 10, Wonderful, (21)
"I will definitely stay here again "
United States
Karen
The price is HK$630
HK$756 total
includes taxes & fees
16 Jan - 17 Jan 2026
Stay a While Guest Apartment
Beach nearby
Holiday close to west coast beach - One night only rate for short stop overs!

Apartment in St. James

Holiday close to west coast beach - One night only rate for short stop overs!
9.6 out of 10, Exceptional, (17)
"Great place in a convenient location to where we needed to be!"
United States
Amber H.
The price is HK$665
HK$821 total
includes taxes & fees
28 Dec - 29 Dec
Holiday close to west coast beach - One night only rate for short stop overs!
Terrace/patio
BEYOND IMAGINATION

Apartment in St. Thomas

BEYOND IMAGINATION
8.0 out of 10, Very good, (1)
"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 HK$506
HK$661 total
includes taxes & fees
27 Dec - 28 Dec
BEYOND IMAGINATION
2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Sea-Themed Villa

Apartment in ST.Martins

The Sea-Themed Villa
8.0 out of 10, Very good, (1)
The price is HK$894
HK$1,514 total
includes taxes & fees
25 Dec - 26 Dec
The Sea-Themed Villa
Exterior
Malfranza Apartments

Apartment in Bridgetown

Malfranza Apartments
3.0 star property
9.0 out of 10, Wonderful, (89)
"The owner was very welcoming, and I was very satisfied with my stay."
United States
Kenneth shu
Malfranza Apartments
Fridge, microwave, oven, stovetop
3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>

Apartment in Emerald Park West

3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>
The price is HK$622
HK$894 total
includes taxes & fees
31 Dec - 1 Jan 2026
3 Bedroom 2 Bathroom Apartment. Sleeps family of 6.<br>Very comfortable and safe <br>
Outdoor pool
Regent Apartments

Aparthotel in Holetown

Regent Apartments
3.0 star property
8.2 out of 10, Very good, (87)
"excellent pool excellent hosting nice and quiet ambient close to nice beaches"
Mexico
Yogui
The price is HK$1,068
HK$1,192 total
includes taxes & fees
29 Dec - 30 Dec
Regent Apartments
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

Hotel Le Roy

Hotel Le Roy

10/10 Excellent
"It was a wonderful trip from beginning to end. My first time here and the hotel staff was friendly and helpful, the room was clean and quiet, garden view was nice. I was close to the beach with chairs and beach towels included. Beachfront bar with service on the beach was a nice touch. Food menu was original and good."
DEBORAH YVONNE 7-night trip
Posted 6 days ago
Hotel Le Roy

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 holiday rental in Windy Hill?

Yes, there are holiday rentals close to the most popular sights in Windy Hill, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Windy Hill has to offer?

Cliffside house with stunning sea view w/ private pool 10 min walk to the beach!: This holiday home rental outside of Windy Hill is located by the ocean, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Royal Westmoreland Golf Course and Mullins Beach.

What’s a holiday rental in Windy Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windy Hill. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.