Windward Acres Holiday Rentals

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Our top choices for Windward Acres holiday rentals

10.0 out of 10, Exceptional, (81)
"Condo was really nice. Really taken care of and clean. Located close to alot of good restaurants. Loved going sightseeing and just loafing. Would definitely stay there again. Host was very good at supplying all the information about the house, the area, and good places to eat. Thanks for a great time!!"
United States
Rhonda L.
The price is NZ$362
includes taxes & fees
28 Dec - 29 Dec
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
8.8 out of 10, Excellent, (3)
"Wonderful place to stay. Had everything we needed. Clean and fresh on arrival. "
United States
Lydia R.
The price is NZ$362
includes taxes & fees
28 Dec - 29 Dec
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
9.8 out of 10, Exceptional, (15)
"Nice place to stay close to all"
United States
Clay W.
The price is NZ$338
includes taxes & fees
30 Dec - 31 Dec
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
3.0 star property
8.4 out of 10, Very good, (1093)
"Clean room cozy beds very relaxing bar/grill was great "
United States
cindy
The price is NZ$230
includes taxes & fees
22 Jan - 23 Jan 2026
Villas By the Sea Resort & Conference Center
9.6 out of 10, Exceptional, (120)
"We had a great stay!"
United States
Benjamin B.
The price is NZ$259
includes taxes & fees
28 Dec - 29 Dec
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
9.8 out of 10, Exceptional, (87)
"Property was neat, clean and comfortable. Balcony overlooks the pool and was very nice sitting out there in the evening. Condo was centrally located making getting around quick and easy!"
United States
Jill S.
The price is NZ$289
includes taxes & fees
26 Dec - 27 Dec
Pool View - optional BIKES - Walk 2 Pier Village

Condo in St. Simons Island

The Sea Gate
4.0 star property
9.6 out of 10, Exceptional, (600)
"Very nice place to stay. Just a little walk to the beach. Nice and quiet area"
United States
Paula
The Sea Gate

Holiday Home in Saint Simons Island

Beach House -optional BIKES - Walk 2 Shops & Fun
9.8 out of 10, Exceptional, (126)
"Very clean and great location. We were attending a function at Epworth By The Sea and the commute was great! Would stay here again. "
United States
Karen L.
The price is NZ$352
includes taxes & fees
4 Jan - 5 Jan 2026
Beach House -optional BIKES - Walk 2 Shops & Fun

Aparthotel in St. Simons Island

Ocean Lodge Resort
4.0 star property
8.4 out of 10, Very good, (335)
"Great location "
United States
Debra
The price is NZ$343
includes taxes & fees
23 Dec - 24 Dec
Ocean Lodge Resort
The price is NZ$338
includes taxes & fees
30 Dec - 31 Dec
Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

Residence in Brunswick

Beach GO BO-HO
3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean room and lots of beverage options (and breakfast to aid in addition to self supply)"
United States
Matthew
The price is NZ$138
includes taxes & fees
26 Dec - 27 Dec
Beach GO BO-HO

Apartment in St. Simons Island

Apartment near downtown.
9.8 out of 10, Exceptional, (12)
"Nice place, nice hood, nice time."
United States
mark w.
The price is NZ$454
includes taxes & fees
25 Dec - 26 Dec
Apartment near downtown.
10.0 out of 10, Exceptional, (4)
"I had a wonderful stay at this lovely and spotless unit—everything was just as expected. The owners were incredibly helpful and a pleasure to work with; I would definitely stay here again!"
United States
Robert B.
The price is NZ$429
includes taxes & fees
23 Dec - 24 Dec
The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool
9.8 out of 10, Exceptional, (32)
"Perfect for the best girls weekend! "
United States
Roy C.
The price is NZ$588
includes taxes & fees
23 Dec - 24 Dec
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
9.8 out of 10, Exceptional, (7)
"Clean, comfy beds, and walkable to beach, restaurants, etc."
United States
Lindsay A.
The price is NZ$372
includes taxes & fees
23 Dec - 24 Dec
♥ of SSI Bungalow, Quick walk to beach and food ☼
9.8 out of 10, Exceptional, (6)
"Loved the location, easy walk to the beach. House was cozy, had everything we needed. "
United States
Candice C.
The price is NZ$372
includes taxes & fees
23 Dec - 24 Dec
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
8.0 out of 10, Very good, (2)
"X"
United States
Cheryl H.
The price is NZ$452
includes taxes & fees
23 Dec - 24 Dec
Short walk to East beach on St Simons Island.

Condo in Saint Simons Heights

Coastal Comfort
10.0 out of 10, Exceptional, (4)
"We had a great stay, only 7 minutes to the beach!"
United States
Stacy M.
The price is NZ$520
includes taxes & fees
23 Dec - 24 Dec
Coastal Comfort
9.4 out of 10, Exceptional, (16)
"Excellent location and the management company was very responsive and informative. "
United States
Olivia Y.
The price is NZ$862
includes taxes & fees
23 Dec - 24 Dec
Close Beach Access, Walk to Lighthouse & Village!
9.6 out of 10, Exceptional, (17)
"Property was very clean and in a very good spot on the island to get places."
United States
Max G.
The price is NZ$872
includes taxes & fees
23 Dec - 24 Dec
Prime Location! Recently Remodeled! Great Pricing!
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 Windward Acres Hotel Reviews

Find out more about Windward Acres

Everything you need to know about Windward Acres holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Acres holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windward Acres holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windward Acres holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windward Acres. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windward Acres holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windward Acres holiday rentals we have selected for you start as low as NZ$230 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windward Acres rentals

At Expedia, we put the best Windward Acres holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windward Acres rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windward Acres holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windward Acres. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Windward Acres?

Yes, there are holiday rentals in Windward Acres close to Captain Scott Owens, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windward Acres has to offer?

Beach House -optional BIKES - Walk 2 Shops & Fun: This holiday home rental outside of Windward Acres has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Windward Acres?

Explore the area and family-friendly sights such as Captain Scott Owens, or get out into nature at a spot like Sea Island Beach. In the wider area, you’ll find Glynn Place Mall and Sea Palms Resort Golf Course.

What are holiday rentals like in Windward Acres?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windward Acres. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.