Windy Hill Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Windy Hill vacation rentals

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

Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (271)
"The room was spotless and the staff were very nice "
Canada
Danielle
The price is ￥27,087
￥31,836 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Blue Haven Holiday Apartments
Outdoor pool
THE Cottage, Saint Davids, Christ Church, Barbados

THE Cottage, Saint Davids, Christ Church, Barbados

THE Cottage, Saint Davids, Christ Church, Barbados
3.0 star property
Oistins
9.6 out of 10, Exceptional, (13)
"Excellent place. "
United States
Carlos
The price is ￥29,785
￥35,966 total
includes taxes & fees
Jan 6 - Jan 7, 2026
THE Cottage, Saint Davids, Christ Church, Barbados
Interior
Seacruise Villa

Seacruise Villa

Seacruise Villa
3.5 star property
Fryers Well
9.8 out of 10, Exceptional, (6)
"beautiful property wonderful host!"
United States
Michael
The price is ￥60,220
￥66,242 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Seacruise Villa
Beach nearby, white sand, sun loungers, beach umbrellas
Seabliss Villa

Seabliss Villa

Seabliss Villa
3.0 star property
Fryers Well
8.8 out of 10, Excellent, (8)
"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
Anonymous traveler
Seabliss Villa
Poolside bar
All Seasons Resort - Europa

All Seasons Resort - Europa

All Seasons Resort - Europa
3.0 star property
Holetown
8.6 out of 10, Excellent, (59)
"Loved it"
United States
Irvin
The price is ￥36,069
￥43,919 total
includes taxes & fees
Jan 13 - Jan 14, 2026
All Seasons Resort - Europa
Beach nearby, white sand, beach towels
Melrose Beach Apartments

Melrose Beach Apartments

Melrose Beach Apartments
2.5 star property
Worthing
7.8 out of 10, Good, (114)
"Clean rooms great staff just road noise was bad with the boy racers good location just a couple of minutes to beach I’ve been a lot of times staying all over I would go back again with ear plugs ❤️"
United Kingdom
Lesley
Melrose Beach Apartments
Apartment | Living area
The Terraces at Mangrove

The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
9.6 out of 10, Exceptional, (5)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is ￥13,809
￥16,599 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Terraces at Mangrove
Outdoor pool
Regent Apartments

Regent Apartments

Regent Apartments
3.0 star property
Holetown
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 ￥23,147
￥25,627 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Regent Apartments
Beach nearby, white sand, beach towels
BL Villas Dover Beach

BL Villas Dover Beach

BL Villas Dover Beach
4.0 star property
St. Lawrence Gap
8.4 out of 10, Very Good, (14)
"¡¡ On a 0-10 scale, with 10 being the highest rating, BL Villas Dover Beach is a 9!! Reconciling the cost of taxes on the Expedia application and the hotel/apartments would make BLR Villas Dover Beach a 10--location, cleanliness, and price. When the Longitudinal Ph.D. dissertation writer was homeless (20251216-several days) and thirsty, BLR Villas extended water (free of charge) and allowed the previous renter to use the internet (to attempt to get proper Expedia refunds/reduce homelessness). "
United States
John
The price is ￥19,266
￥23,158 total
includes taxes & fees
Jan 9 - Jan 10, 2026
BL Villas Dover Beach
Garden
Adulo Apartments

Adulo Apartments

Adulo Apartments
2.5 star property
Rockley
8.6 out of 10, Excellent, (254)
"Very friendly staff and easily accessible to transportation and food"
United States
Rhonisha
The price is ￥19,108
￥23,683 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Adulo Apartments
Villa, 5 Bedrooms, Smoking, Private Pool | Pool | Outdoor pool
Marzalea - by Zenbreak

Marzalea - by Zenbreak

Marzalea - by Zenbreak
2.0 star property
Paynes Bay
The price is ￥129,836
￥189,557 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Marzalea - by Zenbreak
Property entrance
Manderley Villas

Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.6 out of 10, Exceptional, (94)
"Spacious living quarters."
United States
Akini
The price is ￥13,413
￥16,095 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Manderley Villas
Free self parking
Jem Gems

Jem Gems

Jem Gems
2.5 star property
Durants
9.4 out of 10, Exceptional, (21)
"Great host"
United States
Eric
The price is ￥8,515
￥10,346 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Jem Gems
Basic Apartment | Private kitchen
Stay a While Guest Apartment

Stay a While Guest Apartment

Stay a While Guest Apartment
2.0 star property
Mangrove
9.2 out of 10, Wonderful, (21)
"I will definitely stay here again "
United States
Karen
The price is ￥12,682
￥15,218 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Stay a While Guest Apartment
View from property
Ocean Spray Apartments

Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.4 out of 10, Good, (442)
"My experience in Barbados was just phenomenal The stay here just wrapped in with everything perfectly 👌 "
United States
Imran
Ocean Spray Apartments
Terrace/patio
Sea Symphony Villa

Sea Symphony Villa

Sea Symphony Villa
3.5 star property
Fryers Well
9.2 out of 10, Wonderful, (9)
"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 ￥84,480
￥96,413 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Sea Symphony Villa
Exterior
Malfranza Apartments

Malfranza Apartments

Malfranza Apartments
3.0 star property
Bridgetown
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
Beach nearby, white sand, sun loungers, beach umbrellas
Worthing Court Apartment Hotel

Worthing Court Apartment Hotel

Worthing Court Apartment Hotel
3.0 star property
Worthing
8.4 out of 10, Very Good, (518)
"Nice room Pool and restaurant/ bar on site were clean and comfortable Grocery store a block away was super convenient "
United States
Robert
The price is ￥26,186
￥29,625 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Worthing Court Apartment Hotel
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

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

10/10 Excellent
"Excellent "
Donaldo 6-night trip
Posted 11 hours ago
Sugar Bay Barbados - All Inclusive

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:

  • View our selection of featured holiday rentals in Windy Hill
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  • Enter your travel dates to view the best deals on holiday rentals in Windy Hill while they last

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?

Cliffside house with stunning sea view w/ private pool 10 min walk to the beach!: This vacation home rental near Windy Hill is located by the ocean and has an outdoor pool, a patio, and a barbecue grill 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 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 larger area, you’ll find Royal Westmoreland Golf Course and Mullins Beach.

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.