Windward Acres Vacation Rentals

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Our top choices for Windward Acres vacation rentals

Coastal House Near FLETC, St Simon's & Jekyll Island

Coastal House Near FLETC, St Simon's & Jekyll Island
Glynco
9.0 out of 10, Wonderful, (6 reviews)
"Good location "
United States
James F.
The price is CA $170
CA $467 total
includes taxes & fees
Jun 17 - Jun 18
Coastal House Near FLETC, St Simon's & Jekyll Island

Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
10.0 out of 10, Exceptional, (2 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 $134 total
includes taxes & fees
Jun 10 - Jun 11
Beach GO BO-HO

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic location, lots of activities, very near multiple restaurants, ocean, and shops"
United States
DAVID M.
The price is CA $82
CA $304 total
includes taxes & fees
Jun 10 - Jun 11
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Private hot tub and seasonally heated pool.

Private hot tub and seasonally heated pool.
Brunswick
9.2 out of 10, Wonderful, (96 reviews)
"Lovely little place. "
United States
patricia c.
The price is CA $152
CA $287 total
includes taxes & fees
Jun 14 - Jun 15
Private hot tub and seasonally heated pool.

Great One Room with Full Bath Guest House!

Great One Room with Full Bath Guest House!
Darien
10.0 out of 10, Exceptional, (35 reviews)
"Clean and comfy!"
United States
Mary H.
The price is CA $107
CA $214 total
includes taxes & fees
Jun 11 - Jun 12
Great One Room with Full Bath Guest House!

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, (142 reviews)
"Great location. Very clean and host was great!!!"
United States
Sean M.
The price is CA $93
CA $318 total
includes taxes & fees
Jun 11 - Jun 12
Beach House -optional BIKES - Walk 2 Shops & Fun

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, (146 reviews)
"Everything met or exceeded our expectations! Husband wanted a closet in the bedroom but there was room to hang clothes in the laundry room so I’m filing this under a “him” issue! Great location - had everything we needed. Would book again…maybe without the closet whiner!! 😜"
United States
Don
The price is CA $124
CA $353 total
includes taxes & fees
Jun 17 - Jun 18
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"It was nice and cozy"
United States
Cory S.
The price is CA $138
CA $325 total
includes taxes & fees
Jun 14 - Jun 15
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

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, (131 reviews)
"Great host and place to stay!"
United States
Alex V.
The price is CA $79
CA $273 total
includes taxes & fees
Jun 11 - Jun 12
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

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.
The price is CA $99
CA $249 total
includes taxes & fees
Jun 8 - Jun 9
Tiny House 20 Mins from Beach

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
9.0 out of 10, Wonderful, (2 reviews)
"Property was awesome and very clean. "
United States
Josh R.
The price is CA $66
CA $289 total
includes taxes & fees
Jun 7 - Jun 8
Beach Square 3 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

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, (89 reviews)
"Host was very communicative and helpful. It was a great place to stay"
United States
Michelle G.
The price is CA $93
CA $325 total
includes taxes & fees
Jun 14 - Jun 15
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Cowboy Studio, Pet Friendly, Walk to Village

Cowboy Studio, Pet Friendly, Walk to Village
St Simons
9.8 out of 10, Exceptional, (78 reviews)
"Loved the location, nice private location and very walkable to the pier and beach. Comfortable place, would definitely stay here again. "
United States
Dana S.
The price is CA $131
CA $661 total
includes taxes & fees
Jun 7 - Jun 8
Cowboy Studio, Pet Friendly, Walk to Village

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, (2 reviews)
"Nice place very pretty convenient location "
United States
Walter P.
The price is CA $93
CA $328 total
includes taxes & fees
Jun 9 - Jun 10
Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

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, (22 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is CA $166
CA $420 total
includes taxes & fees
Jun 21 - Jun 22
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

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
9.0 out of 10, Wonderful, (6 reviews)
"Nice place and location!"
United States
Ryan C.
The price is CA $93
CA $325 total
includes taxes & fees
Jun 14 - Jun 15
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Direct Marshlands Views + Golf. Pool. Restaurant.

Direct Marshlands Views + Golf. Pool. Restaurant.
St. Simons Island
9.4 out of 10, Exceptional, (3 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 $220
CA $352 total
includes taxes & fees
Jun 17 - Jun 18
Direct Marshlands Views + Golf. Pool. Restaurant.

Walk to waterfront dining, shops, wine bar. 2 miles from I-95. No pet fee!

Walk to waterfront dining, shops, wine bar. 2 miles from I-95. No pet fee!
Darien
10.0 out of 10, Exceptional, (41 reviews)
"Super clean, loved the decor, well stocked with coffee and beverages, amazing shower pressure. "
United States
Lisa C.
The price is CA $160
CA $307 total
includes taxes & fees
Jun 7 - Jun 8
Walk to waterfront dining, shops, wine bar. 2 miles from I-95. No pet fee!

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck
St Simons Island
9.8 out of 10, Exceptional, (9 reviews)
"Loved our stay!!"
United States
Teirie T.
The price is CA $170
CA $738 total
includes taxes & fees
Jun 7 - Jun 8
3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..

2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..
King City
9.6 out of 10, Exceptional, (11 reviews)
"Property was clean and comfortable."
United States
Karen
The price is CA $199
CA $518 total
includes taxes & fees
Jun 7 - Jun 8
2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..
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 in Windward Acres close to Captain Scott Owens, or you can select a more secluded option if you want a relaxing stay.

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

Spacious family retreat! Fun and relaxation just two blocks from the beach!: This vacation home rental outside of Windward Acres is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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 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.