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Windward Acres Vacation Rentals

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Our top choices for Windward Acres vacation rentals

1. Private hot tub and seasonally heated pool.

Private hot tub and seasonally heated pool.
Brunswick
9.2 out of 10, Wonderful, (106 reviews)
"We enjoyed our stay!"
United States
Tijwana F.
The price is CA $111
CA $240 total
includes taxes & fees
Sep 27 - Sep 28
Private hot tub and seasonally heated pool.

2. #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, (55 reviews)
"The place was perfect. Great visit "
United States
Andre r.
The price is CA $128
CA $364 total
includes taxes & fees
Sep 28 - Sep 29
#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!

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

💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️
Brunswick
10.0 out of 10, Exceptional, (17 reviews)
"Very convenient location, beautiful townhouse, clean, safe, restaurants nearby, great host."
United States
Glori B.
The price is CA $206
CA $443 total
includes taxes & fees
Sep 28 - Sep 29
💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️

4. 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, (11 reviews)
"It was nice and cozy"
United States
Cory S.
The price is CA $139
CA $257 total
includes taxes & fees
Sep 30 - Oct 1
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

5. 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, (132 reviews)
"Great Location would stay again"
United States
Jeffrey T.
The price is CA $41
CA $229 total
includes taxes & fees
Oct 4 - Oct 5
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

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
The price is CA $206
CA $464 total
includes taxes & fees
Sep 27 - Sep 28
✅Tranquil & cozy 🌟3 bedroom⚡️Wi-Fi 🔥Gated Community

7. 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, (151 reviews)
"Great location and close to everything. "
United States
Erin W.
The price is CA $41
CA $253 total
includes taxes & fees
Oct 11 - Oct 12
Beach House -optional BIKES - Walk 2 Shops & Fun

8. Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (155 reviews)
"Five-star stay! Super clean, quiet, and so easy to check in. We much preferred this over the local hotel options and would absolutely stay here again."
United States
Rhonne G.
The price is CA $41
CA $251 total
includes taxes & fees
Sep 27 - Sep 28
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

9. 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
The price is CA $62
CA $107 total
includes taxes & fees
Sep 30 - Oct 1
Beach GO BO-HO

10. 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
The price is CA $152
CA $488 total
includes taxes & fees
Sep 24 - Sep 25
Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available

11. 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.
The price is CA $97
CA $332 total
includes taxes & fees
Sep 28 - Sep 29
Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

12. 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.
The price is CA $216
CA $345 total
includes taxes & fees
Sep 27 - Sep 28
Direct Marshlands Views + Golf. Pool. Restaurant.

13. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (624 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is CA $211
CA $447 total
includes taxes & fees
Sep 24 - Sep 25
The Sea Gate

14. 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, (25 reviews)
"Great location and ideal for our family trip."
United States
V
The price is CA $97
CA $315 total
includes taxes & fees
Oct 8 - Oct 9
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

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

Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
10.0 out of 10, Exceptional, (10 reviews)
"Nice place very pretty convenient location "
United States
Walter P.
The price is CA $41
CA $247 total
includes taxes & fees
Oct 8 - Oct 9
Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

16. Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis

Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis
Saint Simons Heights
9.8 out of 10, Exceptional, (23 reviews)
"Everything was nice!! Great place to stay. We will definitely rent this place again. "
United States
Kasey M.
The price is CA $182
CA $542 total
includes taxes & fees
Sep 27 - Sep 28
Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis

17. Pool View - optional BIKES - Walk 2 Pier Village

Pool View - optional BIKES - Walk 2 Pier Village
St Simons
9.8 out of 10, Exceptional, (98 reviews)
"Good island location"
United States
Homer B.
The price is CA $41
CA $253 total
includes taxes & fees
Sep 24 - Sep 25
Pool View - optional BIKES - Walk 2 Pier Village

18. Adorable 1-bedroom apartment with AC in charming Brunswick

Adorable 1-bedroom apartment with AC in charming Brunswick
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely apartment close to downtown Brunswick. Looking forward to our next visit!"
United States
Brian
The price is CA $78
CA $238 total
includes taxes & fees
Sep 24 - Sep 25
Adorable 1-bedroom apartment with AC in charming Brunswick

19. Great One Room with Full Bath Guest House!

Great One Room with Full Bath Guest House!
Darien
10.0 out of 10, Exceptional, (37 reviews)
"Small but nice, clean place to stay!"
United States
gerald
The price is CA $108
CA $216 total
includes taxes & fees
Sep 28 - Sep 29
Great One Room with Full Bath Guest House!

20. 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, (98 reviews)
"Great Place! Clean, wonderful location and great communication! "
United States
Betsy M.
The price is CA $97
CA $315 total
includes taxes & fees
Oct 8 - Oct 9
Beach Square – 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

Find out more about Windward Acres

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 Windward Acres. 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 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 Mary Ross Waterfront Park. 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.