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

Windy Hill Vacation Rentals

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Our top choices for Windy Hill vacation rentals

1. 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 CA $135
CA $211 total
includes taxes & fees
Sep 29 - Sep 30
Breezy Vistas, Terrace – Saint James One‑Bedroom, Sea Breeze, WiFi & Parking

2. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (233 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 CA $134
CA $155 total
includes taxes & fees
Sep 6 - Sep 7
The Palms Resort

3. 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 CA $107
CA $129 total
includes taxes & fees
Sep 10 - Sep 11
Malfranza Apartments

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 CA $171
CA $240 total
includes taxes & fees
Sep 6 - Sep 7
All Seasons Resort - Europa

5. Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.4 out of 10, Exceptional, (104 reviews)
"Host was great, I enjoyed my stay "
United States
STEPHIAN
The price is CA $116
CA $140 total
includes taxes & fees
Sep 6 - Sep 7
Manderley Villas

6. 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 CA $442
CA $509 total
includes taxes & fees
Oct 4 - Oct 5
Sea Symphony Villa

7. Ocean Spray Apartments

Ocean Spray Apartments
3.0 star property
Inch Marlowe
7.6 out of 10, Good, (538 reviews)
"Very comfortable very efficient and polite staff great value excellent stay"
United States
Gina
The price is CA $86
CA $109 total
includes taxes & fees
Sep 6 - Sep 7
Ocean Spray Apartments

8. 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 CA $349
CA $384 total
includes taxes & fees
Oct 5 - Oct 6
Seacruise Villa

9. 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 CA $90
CA $117 total
includes taxes & fees
Sep 13 - Sep 14
BEYOND IMAGINATION

10. 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 CA $194
CA $448 total
includes taxes & fees
Sep 22 - Sep 23
Kingsgate #1 - by Zenbreak

11. 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 CA $110
CA $186 total
includes taxes & fees
Sep 13 - Sep 14
Cozy 1-bedroom apartment in delightful St. George with WiFi

12. Condo in Bridgetown

Condo in Bridgetown
Bridgetown
The price is CA $87
CA $197 total
includes taxes & fees
Sep 13 - Sep 14
Condo in Bridgetown

13. 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 CA $110
CA $133 total
includes taxes & fees
Sep 6 - Sep 7
The Terraces at Mangrove

14. 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 CA $152
CA $251 total
includes taxes & fees
Sep 13 - Sep 14
Blue Topaz

15. On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A

On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A
Heywoods Estates
9.0 out of 10, Wonderful, (45 reviews)
"Lovely, light and airy, great value apartment in friendly neighbourhood. Easy walk to beach and into town."
United Kingdom
Ann E.
The price is CA $153
CA $221 total
includes taxes & fees
Sep 7 - Sep 8
On the beautiful West Coast. Douglas, St. Peter, Barbados - Apt A

16. 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 CA $80
CA $96 total
includes taxes & fees
Sep 15 - Sep 16
Jem Gems

17. Welcome to your home while in Paradise.

Welcome to your home while in Paradise.
Bridgetown
The price is CA $66
CA $94 total
includes taxes & fees
Sep 13 - Sep 14
Welcome to your home while in Paradise.

18. 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 CA $138
CA $173 total
includes taxes & fees
Sep 26 - Sep 27
Adulo Apartments

19. 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, (7 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 CA $502
CA $737 total
includes taxes & fees
Sep 19 - Sep 20
Little Diamond Jungle Home, Panoramic Ocean Views, 2 Verandas &Tropical Garden

20. Lantana Sea La Vie - by Zenbreak

Lantana Sea La Vie - by Zenbreak
2.0 star property
Weston
The price is CA $192
CA $544 total
includes taxes & fees
Sep 13 - Sep 14
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

Find out more about Windy Hill

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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 Harrison's Cave. 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.