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Windward Acres Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Windward Acres vacation rentals

A pool with clear water reflecting trees and a gazebo in the background.

1. Private hot tub and seasonally heated pool.

Private hot tub and seasonally heated pool.
Brunswick
9.2 out of 10, Wonderful, (109 reviews)
"We enjoyed our stay!"
United States
Tijwana F.
$148 nightly
The price is $171
Oct 19 - Oct 20
Total with taxes and fees
Private hot tub and seasonally heated pool.
A balcony with a view of the ocean, a white house in the background, and a sign indicating a smoke-free property.

2. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (626 reviews)
"Very beautiful unit!"
United States
Denise
$262 nightly
The price is $303
Oct 18 - Oct 19
Total with taxes and fees
The Sea Gate
A balcony with wooden chairs and a table, a potted plant with flowers, and a view of the sea and buildings.

3. Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (418 reviews)
"The view was amazing the staff was the best"
United States
tracy
$169 nightly
The price is $198
Oct 22 - Oct 23
Total with taxes and fees
Ocean Lodge Resort
A beach with waves and a sunset.

4. #Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!

#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!
Brunswick
9.4 out of 10, Exceptional, (56 reviews)
"The place was perfect. Great visit "
United States
Andre r.
$237 nightly
The price is $271
Oct 13 - Oct 14
Total with taxes and fees
#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!
A modern apartment with a living room, dining area, kitchen, and balcony.

5. Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center
3.0 star property
Jekyll Island
8.4 out of 10, Very good, (1,169 reviews)
"Really enjoyed our stay."
United States
Don
$153 nightly
The price is $179
Nov 2 - Nov 3
Total with taxes and fees
Villas By the Sea Resort & Conference Center
A modern kitchen with white cabinets, a stainless steel refrigerator, an oven, and a sink.

6. ✅Tranquil & cozy 🌟3 bedroom⚡️Wi-Fi 🔥Gated Community

✅Tranquil & cozy 🌟3 bedroom⚡️Wi-Fi 🔥Gated Community
Brunswick
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay in Georgia. The house felt like the perfect home away from home. "
United States
Neuza
$307 nightly
The price is $331
Oct 14 - Oct 15
Total with taxes and fees
✅Tranquil & cozy 🌟3 bedroom⚡️Wi-Fi 🔥Gated Community
Beach

7. Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (133 reviews)
"The accommodations were very good and clean"
United States
Brenda
$139 nightly
The price is $161
Oct 12 - Oct 13
Total with taxes and fees
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
A wooden boardwalk leading to a beach with palm trees on either side.

8. Direct Marshlands Views + Golf. Pool. Restaurant.

Direct Marshlands Views + Golf. Pool. Restaurant.
St. Simons Island
9.6 out of 10, Exceptional, (4 reviews)
"Very welcoming, beau beautifully appointed. Breathtaking view of the marshes and a screened in porch. One of my favorite things in the world is a screened-in porch. The wall to wall carpeting, the linens and the mattress, all of the appointments just say luxury. The dogs and I had a couple of nice walks around the grounds. Wish we had more time to stay there."
United States
Laura D.
$213 nightly
The price is $241
Nov 1 - Nov 2
Total with taxes and fees
Direct Marshlands Views + Golf. Pool. Restaurant.
A living room with a sofa, a wicker chair, a table with candles, a painting of a bird, and a TV mounted on the wall.

9. Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
9.4 out of 10, Exceptional, (12 reviews)
"It was nice and cozy"
United States
Cory S.
$159 nightly
The price is $183
Oct 18 - Oct 19
Total with taxes and fees
Little Live Oak Cottage 1-bedroom cottage on Saint Simons
A modern kitchen with white cabinets, stainless steel appliances, and a grey floor.

10. 💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️

💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️
Brunswick
10.0 out of 10, Exceptional, (18 reviews)
"Very convenient location, beautiful townhouse, clean, safe, restaurants nearby, great host."
United States
Glori B.
$307 nightly
The price is $331
Oct 14 - Oct 15
Total with taxes and fees
💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️
A wooden table with a 'Beach' sign, a potted plant, and a ceiling fan in a living room with a blue sofa and wooden flooring.

11. Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (99 reviews)
"Great Place! Clean, wonderful location and great communication! "
United States
Betsy M.
$195 nightly
The price is $224
Oct 19 - Oct 20
Total with taxes and fees
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
A coffee station with a coffee maker, mugs, and a coffee bar sign.

12. Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
7.4 out of 10, Good, (3 reviews)
"The owner was wonderful, the room was beautiful and the bed was heavenly. Will definitely be back again."
United States
Antinette
$69 nightly
The price is $81
Oct 14 - Oct 15
Total with taxes and fees
Beach GO BO-HO
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

13. Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (152 reviews)
"Great location and close to everything. "
United States
Erin W.
$166 nightly
The price is $191
Oct 19 - Oct 20
Total with taxes and fees
Beach House -optional BIKES - Walk 2 Shops & Fun
A compact kitchen with wooden cabinets, a stainless steel sink, a black refrigerator, a microwave, and a stove.

14. Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available

Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available
Saint Simons Heights
10.0 out of 10, Exceptional, (9 reviews)
"The apartment looked exactly like the pictures. We had a wonderful weekend."
United States
Alicia
$321 nightly
The price is $365
Oct 12 - Oct 13
Total with taxes and fees
Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available
A lush garden with a sign reading "Island Square 2400".

15. La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (26 reviews)
"Great location and ideal for our family trip."
United States
V
$183 nightly
The price is $211
Oct 19 - Oct 20
Total with taxes and fees
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
A compact kitchen with white cabinets, a built-in oven, and a white refrigerator.

16. Tiny House 20 Mins from Beach

Tiny House 20 Mins from Beach
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Perfect little place to stay. Seemed a little sketchy at first. But after the first night that feeling went away. It was simplistic and had everything you needed for the little time you will actually spend there. "
United States
james s.
$176 nightly
The price is $176
Oct 11 - Oct 12
Total with taxes and fees
Tiny House 20 Mins from Beach
A covered outdoor seating area with a wicker sofa, two round tables, and a hanging chair.

17. Private Cottage Oasis w Pretty Porch + Splash Pool

Private Cottage Oasis w Pretty Porch + Splash Pool
St Simons Island
10.0 out of 10, Exceptional, (1 review)
"Great house! LOVE the back porch. Kids really enjoyed the b"
United States
Jessica J.
$438 nightly
The price is $489
Nov 3 - Nov 4
Total with taxes and fees
Private Cottage Oasis w Pretty Porch + Splash Pool
A spacious living room with a wooden floor, a round coffee table, a grey sofa, and a dining area with a table and chairs.

18. Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.6 out of 10, Exceptional, (5 reviews)
"Property was awesome and very clean. "
United States
Josh R.
$183 nightly
The price is $211
Oct 19 - Oct 20
Total with taxes and fees
Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
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

Days Inn & Suites by Wyndham Jekyll Island

Days Inn & Suites by Wyndham Jekyll Island

10/10 Excellent
"gooood every thing"
dana 3-night trip
Posted 7 hours ago
Days Inn & Suites by Wyndham Jekyll Island

Find out more about Windward Acres

Everything you need to know about Windward Acres vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Acres vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windward Acres vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windward Acres in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $179 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windward Acres rentals

At Expedia, we put the best Windward Acres vacation 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 vacation.

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 vacation rental in Windward Acres?

Yes, we offer vacation rentals close to top points of interest in Windward Acres, or you can select a secluded option if you'd like a relaxing place to stay.

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

Beach House -optional BIKES - Walk 2 Shops & Fun: This vacation 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 Summer Waves Water Park, or get out into nature at a spot like Sea Island Beach. In the larger area, you’ll find Glynn Place Mall and Sea Palms Resort Golf Course.

What are vacation rentals like in Windward Acres?

Vacation rentals are private properties you can book for several days or longer in Windward Acres. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.