Windward Acres Vacation Rentals

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Vacation Rentals in Windward Acres

Our top choices for Windward Acres vacation rentals

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very good, (1048)
"Excellent stay!"
Villas By the Sea Resort & Conference Center

Ocean Lodge Resort

4.0 star property
8.4 out of 10, Very good, (318)
"Great customer service. Beautiful resort and roo."
Ocean Lodge Resort

The Sea Gate

4.0 star property
9.6 out of 10, Exceptional, (589)
"Wonderful area across the street from the beach. Walkable to restaurants in both directions. Fun biking area and especially biking on the beach. Nice balcony. "
The price is CA $192
CA $399 total
includes taxes & fees
Sep 14 - Sep 15
The Sea Gate

East Beach Bungalow • Dog Friendly • Best Deal on St. Simons

9.0 out of 10, Wonderful, (128)
"Great walking access to the beach, only couple of blocks away. Vehicle access to property is best if compact vehicles only. It is true, parking for two, but…if two vehicles, turning around to get back out is somewhat challenging. I submitted a few suggestions to help improve stay for next visitors, but we definitely enjoyed this small two bedroom, two bath property. Nothing fancy, I would visit again for sure!"
East Beach Bungalow • Dog Friendly • Best Deal on St. Simons

905 Seaside ~ History, Luxury, Pet, Pool, King Bds

9.8 out of 10, Exceptional, (17)
"Great beds. "
The price is CA $304
CA $681 total
includes taxes & fees
Sep 7 - Sep 8
905 Seaside ~ History, Luxury, Pet, Pool, King Bds

Steps to East Beach & Pet Friendly w/ 2 King Beds

9.6 out of 10, Exceptional, (17)
"Quiet location 5 minutes from the beach!Our host was responsive to any questions or concerns. Restaurants a plenty nearby!"
The price is CA $228
CA $541 total
includes taxes & fees
Sep 21 - Sep 22
Steps to East Beach & Pet Friendly w/ 2 King Beds

Spacious family retreat! Fun and relaxation just two blocks from the beach!

9.8 out of 10, Exceptional, (39)
"Beautiful location and great access to amenities."
Spacious family retreat! Fun and relaxation just two blocks from the beach!

On The Beach With 2 Bikes And Pool

9.4 out of 10, Exceptional, (126)
"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."
On The Beach With 2 Bikes And Pool

Beach House -optional BIKES - Walk 2 Shops & Fun

9.8 out of 10, Exceptional, (120)
"Nice place to stay in a good area. "
Beach House -optional BIKES - Walk 2 Shops & Fun

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

9.6 out of 10, Exceptional, (47)
"We enjoyed our stay in this lovely condo. We loved Jekyll Island"
Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

9.6 out of 10, Exceptional, (232)
"We will certainly be back! Enjoyed our stay Charles!!!"
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower Close to Sea Island

10.0 out of 10, Exceptional, (279)
"We enjoyed our stay. Good access to places in the city and nearby that we wanted to visit. Hosts provided a good list of places to eat and visit. We had good long beach walks on St Simons and on Driftwood Beach, Jekyll Island. "
Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower Close to Sea Island

Shipwatch #207 - 2 bed/2 bath St. Simons Island

9.4 out of 10, Exceptional, (13)
"Nice and quiet with a straightforward walk to the beach"
Shipwatch #207 - 2 bed/2 bath St. Simons Island

Stunning Rooftop Views. Prime Island Location

9.6 out of 10, Exceptional, (172)
"We love this property! Great house and the location is perfect!"
Stunning Rooftop Views. Prime Island Location

Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

10.0 out of 10, Exceptional, (173)
"Great location, walked grandkids down to water and plenty of room for our family. "
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

10.0 out of 10, Exceptional, (93)
"This house is in a great location, close to the beach and has a wonderful backyard for entertainment. We thoroughly enjoyed our stay. "
The price is CA $754
CA $1,654 total
includes taxes & fees
Sep 6 - Sep 7
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

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

10.0 out of 10, Exceptional, (176)
"We thoroughly enjoyed our stay this past weekend. The house appeared exactly as described on the app. It was beautiful and very clean. "
Newer Construction - Short Walk to Beach - Hot Tub/Large Pool - 16' x 32'

Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach

9.2 out of 10, Wonderful, (101)
"Great weather helped to make this a very pleasant trip"
Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach

3BR/2BA, Sleeps 6 and Pet Friendly. Short walk to the Beach and Pier Village!

10.0 out of 10, Exceptional, (10)
"Just a short walk to everthing."
3BR/2BA, Sleeps 6 and Pet Friendly. Short walk to the Beach and Pier Village!

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

4.0 star property
9.8 out of 10, Exceptional, (153)
"Loved the place, quiet easy access to the pier and places of interest.Great little island retreat.Thanks so much for allowing us to stay!"
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

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windward Acres vacation rentals we have selected for you start as low as CA $192 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 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 close to top points of interest in Windward Acres, or you can select a secluded option if you'd like a relaxing place to stay.

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

Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!: 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 5 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 balcony and a selection of games.

What can I see and do in Windward Acres?

Explore the area and family-friendly sights such as Summer Waves Water Park, or get out into nature at a spot like Mary Ross Waterfront Park. 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.