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Windward Acres Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (104 reviews)
"We enjoyed our stay!"
United States
Tijwana F.
The price is ￥15,470
￥30,271 total
includes taxes & fees
Sep 27 - Sep 28
Private hot tub and seasonally heated pool.
A modern apartment with a living room, dining area, kitchen, and balcony.

2. 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, (1,159 reviews)
"Had an inital issue with the reservation via expedia, but the staff at the front desk helped us out in the end and we had a great stay. Love the location. The 3 bed we stayed was very nice and had everything we needed."
United States
Elisabeth
The price is ￥20,954
￥28,848 total
includes taxes & fees
Sep 8 - Sep 9
Villas By the Sea Resort & Conference Center
A balcony with two chairs and a small table, overlooking a beach and a white house.

3. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (623 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is ￥23,458
￥49,790 total
includes taxes & fees
Sep 8 - Sep 9
The Sea Gate
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, (55 reviews)
"The place was perfect. Great visit "
United States
Andre r.
The price is ￥14,485
￥42,712 total
includes taxes & fees
Sep 14 - Sep 15
#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!
A modern kitchen with white cabinets, a stainless steel refrigerator, an oven, and a sink.

5. ✅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 ￥22,970
￥51,670 total
includes taxes & fees
Sep 8 - Sep 9
✅Tranquil & cozy 🌟3 bedroom⚡️Wi-Fi 🔥Gated Community
A modern kitchen with white cabinets, stainless steel appliances, and a grey floor.

6. 💥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 ￥22,970
￥51,670 total
includes taxes & fees
Sep 8 - Sep 9
💥Gated community 🌟3 bedroom 🧘🏽Serenity & Comfort⚡️
A wooden boardwalk leading to a beach with palm trees on either side.

7. 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 ￥24,048
￥38,997 total
includes taxes & fees
Sep 10 - Sep 11
Direct Marshlands Views + Golf. Pool. Restaurant.
A bedroom with two beds, a TV, a dresser, and a bathroom visible through an open door.

8. NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental
Saint Simons Island
10.0 out of 10, Exceptional, (1 review)
"Great location on the golf course"
United States
Sean M.
The price is ￥18,306
￥96,247 total
includes taxes & fees
Sep 15 - Sep 16
NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

9. Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (180 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is ￥12,188
￥56,241 total
includes taxes & fees
Sep 28 - Sep 29
Abundant Amenities! Pool, Bikes, Near to beach!
A sign for 'Island Retreat' with a palm tree logo, surrounded by lush greenery and trees.

10. 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 ￥20,314
￥60,629 total
includes taxes & fees
Sep 8 - Sep 9
Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis
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.

11. 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 ￥16,032
￥29,308 total
includes taxes & fees
Sep 13 - Sep 14
Little Live Oak Cottage 1-bedroom cottage on Saint Simons
A living room with two grey sofas, a white TV stand, a coffee table, and a large window with curtains.

12. Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
St. Simons Island
9.8 out of 10, Exceptional, (47 reviews)
"Property was nicely maintained and stocked. Loved the bikes which we used everyday. Great area accessible to everything by short car ride, walking or biking."
United States
Allison C.
The price is ￥18,282
￥54,125 total
includes taxes & fees
Sep 8 - Sep 9
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
A beach with a wooden post labeled "MOUNT ELLIOTT ROAD" in the foreground.

13. ♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (36 reviews)
"Great property, great location!"
United States
Jessica O.
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
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, (8 reviews)
"The apartment looked exactly like the pictures. We had a wonderful weekend."
United States
Alicia
The price is ￥16,876
￥54,303 total
includes taxes & fees
Sep 8 - Sep 9
Sandy Toes. Cozy 2 Bedroom 2 Full bath. Sleeps 6. 30 day rental rates available
A sunset view from a beachside location with palm trees and a patio area.

15. Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (67 reviews)
"We've stayed here numerous years and it never disappoints. The place is clean and well supplied for beach or pool days. Definitely recommend for a relaxing vacation getaway."
United States
toteclipse69
The price is ￥27,346
￥65,395 total
includes taxes & fees
Sep 8 - Sep 9
Cozy condo sleeps 4-5. Convenient to beach, shopping and all restaurants.
A wooden pier leading to a beach with a cloudy sky.

16. One Bedroom just across the street from the Beach!

One Bedroom just across the street from the Beach!
Saint Simons Island
10.0 out of 10, Exceptional, (9 reviews)
"It was a great stay. Perfect location - walkable to EVERYTHING! The only thing missing was ceiling fans, especially in the bedroom."
United States
Marikay B.
The price is ￥22,298
￥46,500 total
includes taxes & fees
Sep 8 - Sep 9
One Bedroom just across the street from the Beach!
A modern kitchen with a central island, white cabinetry, and a dishwasher.

17. Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island

Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island
Saint Simons Island
10.0 out of 10, Exceptional, (14 reviews)
"Really enjoyed our stay!"
United States
Andrea P.
Luxury Beach Retreat Near Pier Village | The Black Pearl on St. Simons Island
A playground with a slide and a climbing structure, surrounded by a white fence and trees.

18. Coastal Comfort

Coastal Comfort
Saint Simons Heights
10.0 out of 10, Exceptional, (20 reviews)
"Great location, lots of room for our family, and fully equipped with everything we needed and more!"
United States
DeAnn S.
The price is ￥21,095
￥57,332 total
includes taxes & fees
Sep 13 - Sep 14
Coastal Comfort

19. 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 ￥2,969
￥23,680 total
includes taxes & fees
Sep 8 - Sep 9
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
A bedroom with a large bed, a blue armchair, and a balcony with a view of greenery.

20. 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, (154 reviews)
"Well appointed, clean, quiet, great value….thank you!"
United States
Carol K.
The price is ￥12,345
￥37,487 total
includes taxes & fees
Sep 21 - Sep 22
Beach Air -optional BIKES-Pool-Walk 2 Pier Village
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
"The staff was friendly, our room was clean, and the breakfast was good."
Jimmy 1-night trip
Posted 3 hours ago
Days Inn & Suites by Wyndham Jekyll Island

Find out more about Windward Acres

Search for holiday rentals in Windward Acres on Expedia! You can easily find your home rentals, villas, holiday apartments in Windward Acres using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windward Acres!

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?

Summer Wind: Poolside Retreat Near the Beach & Village: This vacation home rental outside of Windward Acres is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What can I see and do in Windward Acres?

Explore the area and family-friendly sights such as Neptune 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.