Windward Acres Vacation Rentals

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Our top choices for Windward Acres vacation rentals

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, (1091)
"The room was well appointed and clean"
United States
Lara
$131 nightly
The price is $155
Jan 1 - Jan 2, 2026
Total with taxes and fees
Villas By the Sea Resort & Conference Center

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very Good, (335)
"Great location "
United States
Debra
Ocean Lodge Resort

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (598)
"Very nice place to stay. Just a little walk to the beach. Nice and quiet area"
United States
Paula
$229 nightly
The price is $266
Dec 13 - Dec 14
Total with taxes and fees
The Sea Gate

Stunning Rooftop Views. Prime Island Location

Stunning Rooftop Views. Prime Island Location
East End
9.6 out of 10, Exceptional, (180)
"Great spot for family get together!!Cooked in most nights with large family but plenty of room for grands ranging from 25 to 3"
United States
Lynne S.
Stunning Rooftop Views. Prime Island Location

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, (126)
"Very clean and great location. We were attending a function at Epworth By The Sea and the commute was great! Would stay here again. "
United States
Karen L.
$156 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Beach House -optional BIKES - Walk 2 Shops & Fun

3 Bed 2 bath house sleeps 14, mins from beach and pier.

3 Bed 2 bath house sleeps 14, mins from beach and pier.
Jekyll Island
10.0 out of 10, Exceptional, (107)
"Very comfortable, clean, and great location. We had 4 adults and 3 children. Will definitely stay there again!"
United States
Stephanie H.
3 Bed 2 bath house sleeps 14, mins from beach and pier.

Pet friendly coastal getaway! Steps from beach and dining!

Pet friendly coastal getaway! Steps from beach and dining!
St. Simons Island
9.4 out of 10, Exceptional, (40)
"Super clean and enjoyable! Very convenient location. "
United States
Sabrina S.
Pet friendly coastal getaway! Steps from beach and dining!

On The Beach With 2 Bikes And Pool

On The Beach With 2 Bikes And Pool
East End
9.4 out of 10, Exceptional, (132)
"Totally enjoyed our week in this pet-friendly condo. Great location for many reasons….including being at the beach & proximity to multiple wonderful restaurants. Ben was very responsive & helpful before & during our stay."
United States
Gregory Y.
On The Beach With 2 Bikes And Pool

Fall Beach Specials!! SUPER SAVINGS!! Email for Quote!!

Fall Beach Specials!! SUPER SAVINGS!! Email for Quote!!
East End
10.0 out of 10, Exceptional, (220)
"Very pleased with the property, easy access to the beach and pool."
United States
Noah K.
Fall Beach Specials!! SUPER SAVINGS!! Email for Quote!!

Hodnett Cooper's Beach Club

Hodnett Cooper's Beach Club
3.0 star property
East End
8.6 out of 10, Excellent, (108)
"A perfect, quiet, & spacious stay! We will absolutely be back! "
United States
Jaime
Hodnett Cooper's Beach Club

Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!

Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!
Jekyll Island
9.6 out of 10, Exceptional, (52)
"We loved this condo and will be returning. We enjoyed our walks to Drift wood beach. "
United States
Heather B.
Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!

Savannah Cottage SSI-Family Run-Steps to Beach-Heated Pool-Golf Cart Add On+

Savannah Cottage SSI-Family Run-Steps to Beach-Heated Pool-Golf Cart Add On+
East End
10.0 out of 10, Exceptional, (18)
"The property was amazing, well stocked with everything we needed, clean, spacious. Host was amazing throughout! "
United States
morgan C.
$1,015 nightly
The price is $1,146
Dec 15 - Dec 16
Total with taxes and fees
Savannah Cottage SSI-Family Run-Steps to Beach-Heated Pool-Golf Cart Add On+

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (149)
"We really enjoyed our stay, loved the townhouse, had everything we needed and more."
United States
Dwight A.
Abundant Amenities! Pool, Bikes, Near to beach!

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
East End
9.6 out of 10, Exceptional, (242)
"Excellent stay. Loved the condo and the area is beautiful. "
United States
John R.
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

Classic Marshfront Sea Island Cottage! Huge Game Room! Steps to The Beach! BIKES

Classic Marshfront Sea Island Cottage! Huge Game Room! Steps to The Beach! BIKES
Sea Island
10.0 out of 10, Exceptional, (110)
"Great cottage for a family trip!"
United States
christopher h.
Classic Marshfront Sea Island Cottage! Huge Game Room! Steps to The Beach! BIKES

Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
Saint Simons Island
10.0 out of 10, Exceptional, (243)
"Great for large groups who want a quiet space. Close to everything in town. "
United States
Stevie T.
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

Pet friendly, beautiful mid island cottage only 3 miles from the beach!

Pet friendly, beautiful mid island cottage only 3 miles from the beach!
St. Simons Island
10.0 out of 10, Exceptional, (62)
"It was lovely! Would stay again! "
United States
Danny R.
Pet friendly, beautiful mid island cottage only 3 miles from the beach!

Free Golf Cart! Heated Pool! 2 Kings, 1Queen, 2 Doubles- Walk to Beach & Village

Free Golf Cart! Heated Pool! 2 Kings, 1Queen, 2 Doubles- Walk to Beach & Village
St. Simons Island
9.8 out of 10, Exceptional, (58)
"The house was everything we needed and more! The location was fantastic and the golf cart was so convenient! We WILL stay here again! Thank you Darlene for sharing your lovely property!"
United States
Sarah R.
$730 nightly
The price is $826
Dec 14 - Dec 15
Total with taxes and fees
Free Golf Cart! Heated Pool! 2 Kings, 1Queen, 2 Doubles- Walk to Beach & Village

Newer Construction - Short Walk to Beach - Hot Tub/Large Pool - 16' x 32'

Newer Construction - Short Walk to Beach - Hot Tub/Large Pool - 16' x 32'
Saint Simons Island
10.0 out of 10, Exceptional, (183)
"We had a wonderful stay at this home. It was very clean and well stocked. The pool and pool furniture was fantastic."
United States
Scotty L.
Newer Construction - Short Walk to Beach - Hot Tub/Large Pool - 16' x 32'

Bike to Beach, Pier & Hotspots! Fenced Yard, Geat Location!

Bike to Beach, Pier & Hotspots! Fenced Yard, Geat Location!
Druid Oaks
9.8 out of 10, Exceptional, (86)
"Pet friendly, lots of light, spacious, large living room/dining room, great for walking among the love oaks, friendly host, clean house, convenient location."
United States
Stephanie T.
Bike to Beach, Pier & Hotspots! Fenced Yard, Geat Location!
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 $155 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?

Abundant Amenities! Pool, Bikes, Near to beach!: This vacation home rental outside of Windward Acres offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a patio and 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.