A coastal landscape with clear blue ocean, green hills, and palm trees.

Windy Hill Holiday Rentals

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Our top choices for Windy Hill holiday rentals

1. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.6 out of 10, Good, (532 reviews)
"It was an amazing place ."
United States
Sylvester
The price is NZ$132
includes taxes & fees
25 Sept - 26 Sept
Ocean Spray Apartments

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 NZ$156
includes taxes & fees
23 Sept - 24 Sept
Malfranza Apartments

3. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (231 reviews)
"A DELIGHTFUL STAY! Can’t wait to return!"
United States
Zoe
The price is NZ$210
includes taxes & fees
27 Aug - 28 Aug
The Palms Resort

4. 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
The price is NZ$259
includes taxes & fees
27 Aug - 28 Aug
Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking

5. 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 NZ$142
includes taxes & fees
25 Sept - 26 Sept
BEYOND IMAGINATION

6. Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (103 reviews)
"Host was great, I enjoyed my stay "
United States
STEPHIAN
The price is NZ$173
includes taxes & fees
25 Sept - 26 Sept
Manderley Villas

7. Classic One-Bedroom Apartment W King bed

Classic One-Bedroom Apartment W King bed
2.0 star property
St. Lawrence Gap
The price is NZ$196
includes taxes & fees
25 Sept - 26 Sept
Classic One-Bedroom Apartment W King bed

8. 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 NZ$163
includes taxes & fees
25 Sept - 26 Sept
The Terraces at Mangrove

9. All Seasons Resort - Europa

All Seasons Resort - Europa
3.0 star property
Holetown
8.6 out of 10, Excellent, (92 reviews)
"Staff amazing Property amazing Rooms amazingly clean Location location access to everything"
United States
Tessa
The price is NZ$293
includes taxes & fees
28 Aug - 29 Aug
All Seasons Resort - Europa

10. Condo in Bridgetown

Condo in Bridgetown
Bridgetown
The price is NZ$239
includes taxes & fees
25 Sept - 26 Sept
Condo in Bridgetown

11. Melrose Beach Apartments

Melrose Beach Apartments
2.5 star property
Worthing
8.0 out of 10, Very good, (126 reviews)
"Ideal location, very central to everything in Oistins."
United States
Danielle
The price is NZ$144
includes taxes & fees
26 Sept - 27 Sept
Melrose Beach Apartments

12. Adulo Apartments

Adulo Apartments
2.5 star property
Rockley
8.8 out of 10, Excellent, (271 reviews)
"Lovely staff. Great location."
United States
Marsha
The price is NZ$209
includes taxes & fees
16 Sept - 17 Sept
Adulo Apartments

13. 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 NZ$117
includes taxes & fees
25 Sept - 26 Sept
Jem Gems

14. 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 NZ$226
includes taxes & fees
22 Sept - 23 Sept
Cozy 1-bedroom apartment in delightful St. George with WiFi

15. Welcome to your home while in Paradise.

Welcome to your home while in Paradise.
Bridgetown
The price is NZ$114
includes taxes & fees
25 Sept - 26 Sept
Welcome to your home while in Paradise.

16. Plum Tree Club

Plum Tree Club
3.0 star property
Rockley
8.8 out of 10, Excellent, (288 reviews)
"Second time stay here and loved every moment."
United States
Jamila
The price is NZ$172
includes taxes & fees
31 Aug - 1 Sept
Plum Tree Club

17. Blue Topaz

Blue Topaz
Bridgetown
9.0 out of 10, Wonderful, (2 reviews)
"I'm so glad I stayed at Marcia's apartment. It's a very welcoming place with all the amenities, and Marcia helped me throughout my stay. She was very attentive and caring. The apartment is close to malls and restaurants. I will definitely return to Barbados and stay here again. I recommend it 1000000%!"
United States
Kristian H.
The price is NZ$301
includes taxes & fees
25 Sept - 26 Sept
Blue Topaz

18. Worthing Court Apartment Hotel

Worthing Court Apartment Hotel
3.0 star property
Worthing
8.4 out of 10, Very good, (554 reviews)
"While this isn’t a new or luxury hotel, it was very clean, comfortable, and well maintained. The staff were incredibly friendly, helpful, and always willing to assist, providing excellent service throughout our stay. Great value, and we’d happily stay here again."
Canada
Rositsa
The price is NZ$194
includes taxes & fees
25 Sept - 26 Sept
Worthing Court Apartment Hotel

19. BLR Villas Dover Beach

BLR Villas Dover Beach
4.0 star property
St. Lawrence Gap
7.6 out of 10, Good, (60 reviews)
"The room was clean and the location convenient for exploring."
United Kingdom
Michelangelo
The price is NZ$125
includes taxes & fees
27 Aug - 28 Aug
BLR Villas Dover Beach

20. Ocean View Rockley by BLR

Ocean View Rockley by BLR
3.0 star property
Rockley
8.0 out of 10, Very good, (3 reviews)
"It was okay it was clean and very handy for the beach and the shops, welcome"
United Kingdom
Stacia Roxanne Ward John William
The price is NZ$138
includes taxes & fees
28 Aug - 29 Aug
Ocean View Rockley by BLR
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

Find out more about Windy Hill

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windy Hill holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windy Hill. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windy Hill. Seeing all the best attractions is bound to make you fall in love with Windy Hill. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windy Hill short-term rentals, that won’t be hard to do.

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?

The Gem - by Zenbreak: This holiday home rental outside Windy Hill comes with free WiFi so that 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 wider area, you’ll find Harrison's Cave and Royal Westmoreland Golf Course.

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.