Holiday Rentals in Windward Acres

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Holiday Rentals in Windward Acres

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
The price is €133
includes taxes & fees
1 Jan - 2 Jan 2026
Villas By the Sea Resort & Conference Center

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

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
The Sea Gate

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

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

Jekyll Island
10.0 out of 10, Exceptional, (106)
"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.

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

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!

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'

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

Saint Simons Island
10.0 out of 10, Exceptional, (242)
"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!

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

Jekyll Island
9.6 out of 10, Exceptional, (52)
"We enjoyed the condo and location. "
United States
Olivia W.
Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!

Private hot tub and seasonally heated pool.

Brunswick
9.2 out of 10, Wonderful, (77)
"Wonderful weekend stay with wife, Apartment was clean was close to everything. The neighborhood was quiet and relaxing. Pool was great and so was the spa, overall great stay "
United States
Felix M.
The price is €170
includes taxes & fees
7 Dec - 8 Dec
Private hot tub and seasonally heated pool.

Driftwood beach adjacent, POOLSIDE, Off season rate, 20% off weekly,

Jekyll Island
9.8 out of 10, Exceptional, (83)
"nice place, good food on property, pool was clean, close to the beach"
United States
Tracy H.
Driftwood beach adjacent, POOLSIDE, Off season rate, 20% off weekly,

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

Pet friendly coastal getaway! Steps from beach and dining!

St. Simons Island
9.4 out of 10, Exceptional, (39)
"Super clean and enjoyable! Very convenient location. "
United States
Sabrina S.
Pet friendly coastal getaway! Steps from beach and dining!

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

East End
9.6 out of 10, Exceptional, (241)
"Excellent stay. Loved the condo and the area is beautiful. "
United States
John R.
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

Villas By The Sea Resort - Oceanfront

Jekyll Island
9.4 out of 10, Exceptional, (21)
"Great location. Very clean and quiet. I would stay here again."
United States
v j.
Villas By The Sea Resort - Oceanfront

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!

Beach House -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
9.8 out of 10, Exceptional, (125)
"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.
The price is €212
includes taxes & fees
29 Dec - 30 Dec
Beach House -optional BIKES - Walk 2 Shops & Fun

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.
The price is €727
includes taxes & fees
7 Dec - 8 Dec
Free Golf Cart! Heated Pool! 2 Kings, 1Queen, 2 Doubles- Walk to Beach & Village

Best Location NO STEPS All Ground Level Gated Condo Pool Just Remodeled Quiet

4.0 star property
Saint Simons Heights
9.8 out of 10, Exceptional, (159)
"Check-in was easy, the place was well equipped, very clean, and a great location"
United States
Janine Y.
Best Location NO STEPS All Ground Level Gated Condo Pool Just Remodeled Quiet
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Acres holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windward Acres holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windward Acres holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windward Acres holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windward Acres rentals

At Expedia, we put the best Windward Acres holiday 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 holiday.

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 holiday rental in Windward Acres?

Yes, there are holiday rentals in Windward Acres close to Captain Scott Owens, or you can select a more secluded option if you're looking for a relaxing stay.

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

Abundant Amenities! Pool, Bikes, Near to beach!: This holiday home rental outside of Windward Acres offers an outdoor pool, a fireplace and a BBQ 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 that 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 wider area, you’ll find Glynn Place Mall and Sea Palms Resort Golf Course.

What are holiday rentals like in Windward Acres?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windward Acres. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.