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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.
The price is CA $181
CA $485 total
includes taxes & fees
Jul 9 - Jul 10
Coastal House Near FLETC, St Simon's & Jekyll Island

East Beach Cottage with Private Pool | Walk to Beach | Sleeps 9

East Beach Cottage with Private Pool | Walk to Beach | Sleeps 9
East Beach
9.8 out of 10, Exceptional, (41 reviews)
"The house was great! Plenty of room for my family, very clean and a great location! "
United States
Jane P.
The price is CA $1,089
CA $2,173 total
includes taxes & fees
Jul 17 - Jul 18
East Beach Cottage with Private Pool | Walk to Beach | Sleeps 9

Driftwood Cottage | Luxury 3BR Pool Home Steps to East Beach St. Simons Island

Driftwood Cottage | Luxury 3BR Pool Home Steps to East Beach St. Simons Island
East Beach
9.6 out of 10, Exceptional, (9 reviews)
"Overall had a great time. The house is in a great location, spacious, and an added bonus to have a pool "
United States
Ryan D.
The price is CA $676
CA $1,627 total
includes taxes & fees
Jul 22 - Jul 23
Driftwood Cottage | Luxury 3BR Pool Home Steps to East Beach St. Simons Island

Upscale East Beach & Pool

Upscale East Beach & Pool
East Beach
The price is CA $1,055
CA $2,321 total
includes taxes & fees
Jun 28 - Jun 29
Upscale East Beach & Pool

2 Bedrrom Oceanfront Condo with Pool!

2 Bedrrom Oceanfront Condo with Pool!
East End
2 Bedrrom Oceanfront Condo with Pool!

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
The price is CA $233
CA $975 total
includes taxes & fees
Jun 28 - Jun 29
NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

*New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"

*New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"
East End
10.0 out of 10, Exceptional, (3 reviews)
"Condo was very clean and very nice. The communication with the host, was excellent. Will be back."
United States
Roger K.
The price is CA $525
CA $967 total
includes taxes & fees
Jul 2 - Jul 3
*New Listing* Oceanfront Gem - 3BD/3BA "Sea-renity"

Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills

Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills
East End
The price is CA $234
CA $869 total
includes taxes & fees
Jul 1 - Jul 2
Coastal Condo with Partial Ocean View | Walk to East Beach | Pool + Grills

Summer Special | Oceanfront Condo with pool!

Summer Special | Oceanfront Condo with pool!
East End
9.6 out of 10, Exceptional, (11 reviews)
"We thought the condo was beautiful. We enjoyed our weekend there!"
United States
Anonymous traveller
Summer Special | Oceanfront Condo with pool!

King & Prince Oceanfront North Villa

King & Prince Oceanfront North Villa
St Simons Island
9.6 out of 10, Exceptional, (185 reviews)
"Lovely place to stay and beautiful views. Nice beach and everything you need to cook. Lovely shops and restaurants super close by also."
United States
Suzanne B.
The price is CA $426
CA $827 total
includes taxes & fees
Jul 7 - Jul 8
King & Prince Oceanfront North Villa

Large Beach Home 300 Steps to Ocean +Rooftop Patio

Large Beach Home 300 Steps to Ocean +Rooftop Patio
St Simons Island
8.8 out of 10, Excellent, (3 reviews)
"Fantastic house right by the beach with great access to the downtown area of St Simon’s!"
United States
lawrence n.
The price is CA $484
CA $1,053 total
includes taxes & fees
Jul 8 - Jul 9
Large Beach Home 300 Steps to Ocean +Rooftop Patio

Coastal St. Simons Retreat | Private Patio + Bonus Suite

Coastal St. Simons Retreat | Private Patio + Bonus Suite
Saint Simons Island
The price is CA $180
CA $940 total
includes taxes & fees
Jun 28 - Jun 29
Coastal St. Simons Retreat | Private Patio + Bonus Suite

King & Prince South Ocean Villa 22

King & Prince South Ocean Villa 22
Saint Simons Island
9.8 out of 10, Exceptional, (149 reviews)
"Property was just what we needed and location was perfect. The best was communication with host through the whole process, stay and post stay!! Thank you, Erin"
United States
Randal
The price is CA $426
CA $827 total
includes taxes & fees
Jul 10 - Jul 11
King & Prince South Ocean Villa 22

Direct Golf Course Access + Pool. Dining. Shuttle.

Direct Golf Course Access + Pool. Dining. Shuttle.
St. Simons Island
The price is CA $172
CA $292 total
includes taxes & fees
Jul 26 - Jul 27
Direct Golf Course Access + Pool. Dining. Shuttle.

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

♥ of SSI Bungalow, Quick walk to beach and food ☼
St. Simons Island
10.0 out of 10, Exceptional, (13 reviews)
"Very nice place and location"
United States
Brian H.
The price is CA $287
CA $485 total
includes taxes & fees
Jun 30 - Jul 1
♥ of SSI Bungalow, Quick walk to beach and food ☼

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, (60 reviews)
"It was convient and relaxing for a short weekend"
United States
Damon C.
The price is CA $214
CA $555 total
includes taxes & fees
Jul 19 - Jul 20
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

♥ 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, (26 reviews)
"Great location, very clean and comfortable!"
United States
Charles F.
The price is CA $256
CA $444 total
includes taxes & fees
Jun 28 - Jun 29
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

"At Ease" Beach Condo

"At Ease" Beach Condo
St. Simons Island
9.4 out of 10, Exceptional, (3 reviews)
"We had a great time during our stay at the condo. The condo was clean and orderly; we had everything we needed. We would definitely stay here again."
United States
John S.
"At Ease" Beach Condo

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, (38 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is CA $301
CA $668 total
includes taxes & fees
Jul 2 - Jul 3
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Coastal Luxury with Heated Pool, Putting Green & Game Room

Coastal Luxury with Heated Pool, Putting Green & Game Room
Saint Simons Heights
10.0 out of 10, Exceptional, (34 reviews)
"I was a wonderfully cute and clean place!!"
United States
ERIKA M.
The price is CA $856
CA $2,122 total
includes taxes & fees
Jul 17 - Jul 18
Coastal Luxury with Heated Pool, Putting Green & Game Room
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?

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 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.