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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, (7 reviews)
"Good location "
United States
James F.
$293 nightly
The price is $334
Jul 14 - Jul 15
Total with taxes and fees
Coastal House Near FLETC, St Simon's & Jekyll Island

Old Bay Cottage - 505 Beach Dr

Old Bay Cottage - 505 Beach Dr
St Simons Island
$570 nightly
The price is $647
Aug 11 - Aug 12
Total with taxes and fees
Old Bay Cottage - 505 Beach Dr

Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
$68 nightly
The price is $80
Jul 22 - Jul 23
Total with taxes and fees
Beach GO BO-HO

Great One Room with Full Bath Guest House!

Great One Room with Full Bath Guest House!
Darien
10.0 out of 10, Exceptional, (36 reviews)
"We needed a place to stay on our drive down the coast. Happy to find this super cute and clean little farmhouse room. It was easy access off the highway in a little town with a couple restaurants and shops within walking distance. Beds were very comfortable and host was very responsive and easy to communicate with."
United States
Tamara Y.
$134 nightly
The price is $154
Jul 14 - Jul 15
Total with taxes and fees
Great One Room with Full Bath Guest House!

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.
$213 nightly
The price is $244
Jul 27 - Jul 28
Total with taxes and fees
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach
St Simons
9.8 out of 10, Exceptional, (77 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.
$447 nightly
The price is $488
Jul 12 - Jul 13
Total with taxes and fees
Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

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, (41 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
$374 nightly
The price is $425
Jul 12 - Jul 13
Total with taxes and fees
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (171 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
$374 nightly
The price is $425
Jul 30 - Jul 31
Total with taxes and fees
Abundant Amenities! Pool, Bikes, Near to beach!

Private hot tub and seasonally heated pool.

Private hot tub and seasonally heated pool.
Brunswick
9.2 out of 10, Wonderful, (100 reviews)
"Great little place- wish we had more time to enjoy it . "
United States
Erika H.
$168 nightly
The price is $194
Aug 2 - Aug 3
Total with taxes and fees
Private hot tub and seasonally heated pool.

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.
$207 nightly
The price is $238
Jul 27 - Jul 28
Total with taxes and fees
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach
Downtown St. Simons Island
9.2 out of 10, Wonderful, (77 reviews)
"Terrific property! Great location, right in town. He parked the car and walked everywhere for our stay. Would love to stay again!"
United States
Barbara R.
$561 nightly
The price is $611
Jul 31 - Aug 1
Total with taxes and fees
Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Cozy beach unit setup for vacations with kids or Couples!

Cozy beach unit setup for vacations with kids or Couples!
East End
9.6 out of 10, Exceptional, (109 reviews)
"The property was well kept and had all described amenities. "
United States
Meredith T.
$393 nightly
The price is $446
Jul 25 - Jul 26
Total with taxes and fees
Cozy beach unit setup for vacations with kids or Couples!

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village
St. Simons
9.6 out of 10, Exceptional, (18 reviews)
"Our stay was great, great location, walked to everything! Condo was clean and comfy. Thank you "
United States
melinda
$492 nightly
The price is $536
Jul 15 - Jul 16
Total with taxes and fees
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

King & Prince Oceanfront South Villa

King & Prince Oceanfront South Villa
St Simons Island
9.8 out of 10, Exceptional, (149 reviews)
"Ocean view from deck was wonderful. "
United States
Cindy H.
$410 nightly
The price is $465
Jul 13 - Jul 14
Total with taxes and fees
King & Prince Oceanfront South Villa

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, (5 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.
$281 nightly
The price is $307
Aug 10 - Aug 11
Total with taxes and fees
One Bedroom just across the street from the Beach!

Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (144 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
$223 nightly
The price is $256
Jul 16 - Jul 17
Total with taxes and fees
Water View - optional BIKES - Walk 2 Pier Village

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, (149 reviews)
"It was a awesome place to stay "
United States
Dilara L.
$205 nightly
The price is $236
Aug 3 - Aug 4
Total with taxes and fees
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Waterfront Vacation Rental in Darien, GA | Private Hot Tub & Dock

Waterfront Vacation Rental in Darien, GA | Private Hot Tub & Dock
Darien
10.0 out of 10, Exceptional, (25 reviews)
"Views of the marsh are beautiful! Home is well appointed, quality furnishings and comfortable beds."
United States
Sharon T.
$803 nightly
The price is $841
Jul 15 - Jul 16
Total with taxes and fees
Waterfront Vacation Rental in Darien, GA | Private Hot Tub & Dock

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (62 reviews)
"It was convient and relaxing for a short weekend"
United States
Damon C.
$343 nightly
The price is $390
Jul 19 - Jul 20
Total with taxes and fees
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

#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, (53 reviews)
"Host was very helpful and prompt in answering any questions. The amenities were nice and lovely decorated. The back screened porch was a bonus! Overall -- Excellent VRBO!"
United States
Carole S.
$254 nightly
The price is $290
Jul 13 - Jul 14
Total with taxes and fees
#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!
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 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 $265 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 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?

3 Bed 2 bath house sleeps 14, mins from beach and pier.: This vacation home rental outside of Windward Acres is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 games.

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 Driftwood 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.