Search Windward Acres Cottage Rentals from CA $364

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Browse Select Windward Acres Cottages

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

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

9.8 out of 10, Exceptional, (50)
"Loved visiting this cottage. Great location and very dog friendly. Wonderful hosts as well!"
Pet friendly, beautiful mid island cottage only 3 miles from the beach!

Daisy's Cozy Coastal Cottage Located right near the Village -Saint Simons Island

9.6 out of 10, Exceptional, (94)
"Loved this place. It was the perfect location, walking distance to the village and quiet street. We had a wonderful stay. Definitely will look to stay here again in the future. "
Daisy's Cozy Coastal Cottage Located right near the Village -Saint Simons Island

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

9.8 out of 10, Exceptional, (76)
"This coastal home is a great place to stay and is pet friendly! We enjoyed our stay and will most likely stau again. Just lovely."
Bike to Beach, Pier & Hotspots! Fenced Yard, Geat Location!

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

10.0 out of 10, Exceptional, (173)
"This property is great for family gatherings. "
Newer Construction - Short Walk to Beach - Hot Tub/Large Pool - 16' x 32'

Perfect SSI Village location, Beautifully designed, WALK to dinner/shopping/park

10.0 out of 10, Exceptional, (17)
"We had a wonderful stay at the cottage! It was super clean and so convenient to all the shops and restaurants! We would definitely stay here again!! Great communication and super check in and check out!"
Perfect SSI Village location, Beautifully designed, WALK to dinner/shopping/park

Spacious Cottage-Wraparound Deck! One short block to beach-Walk to Pier Village!

9.8 out of 10, Exceptional, (18)
"Wonderful location."
Spacious Cottage-Wraparound Deck! One short block to beach-Walk to Pier Village!

Historic Beach Cottage / Steps to Beach & Dining

9.4 out of 10, Exceptional, (22)
"We were there in January and couldn’t be more pleased."
Historic Beach Cottage / Steps to Beach & Dining

WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!

10.0 out of 10, Exceptional, (67)
"We so enjoyed our stay on SSI. This cottage was a perfect location to shops, restaurants and all our needs. The host was fantastic! We will be back next year around same time and we will definitely book this place again!"
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

9.8 out of 10, Exceptional, (152)
"Property was very clean and comfortable for two in a quiet neighborhood. We loved the ocean view! Location was very convenient and an easy walk to restaurants and shops in the Village. Host communication was excellent."
The price is CA $364
CA $650 total
includes taxes & fees
Aug 9 - Aug 10
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Sandpiper Cottage - Fantastic Beach Front Property on Georgia Coast w/ Elevator!

10.0 out of 10, Exceptional, (17)
"Everything was amazing! From the cleanliness to location to amenities it was awesome!! We are planning on booking this house again!"
Sandpiper Cottage - Fantastic Beach Front Property on Georgia Coast w/ Elevator!

Heart of the SSI studio cottage, fresh design, WALK to shops/dinner/lighthouse

9.8 out of 10, Exceptional, (37)
"We loved staying here, will book again in the future!"
Heart of the SSI studio cottage, fresh design, WALK to shops/dinner/lighthouse

Newly Renovated 2 Bedroom Cottage! One block to Beach! Walk to King & Prince!

10.0 out of 10, Exceptional, (80)
"Great spot. Really well apportioned. Great pillows, sheets, towels etc. Really comfortable stay"
Newly Renovated 2 Bedroom Cottage! One block to Beach! Walk to King & Prince!

Charming Coastal Cottage on St. Simons Island

10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our stay! It is a lovely, comfy, and homey place to stay when at SSI. We can’t wait to visit again. "
Charming Coastal Cottage on St. Simons Island

Princess's Paradise

3.0 star property
9.6 out of 10, Exceptional, (4)
"This condo was very nice. The owner communicated clearly, answered our questions promptly. The location is lovely. I would return here happily!"
Princess's Paradise

Elegant Southern Cottage/Downtown Pied-a-Terre near Island Beaches

9.6 out of 10, Exceptional, (51)
"Good location. Close to the islands located in the safe historical part of Brunswick."
Elegant Southern Cottage/Downtown Pied-a-Terre near Island Beaches

Annie Laurie Cottage! w/ Elevator and heated pool

9.8 out of 10, Exceptional, (8)
"We enjoyed our stay! The house was wonderful and the pools and beach were only a few steps away. We would stay there again."
Annie Laurie Cottage! w/ Elevator and heated pool

Mermaid Cottage Priv Heated Pool! Book Now for Spring and Summer 2025!

10.0 out of 10, Exceptional, (195)
"Our family stayed for a long weekend while celebrating our daughter’s wedding. The cottage is cute, with plenty of space, nice short walk to beach and village area. Loved it! "
Mermaid Cottage Priv Heated Pool! Book Now for Spring and Summer 2025!

Wayfarer cottage with elevator and Heated pool!

9.6 out of 10, Exceptional, (15)
"The location is perfect with the pool area and the boardwalk to the beach. The elevator was a plus for my 92 yr old mother. Fun fall break trip with my mom, daughter and grandkids. We’ll definitely book this property again."
Wayfarer cottage with elevator and Heated pool!

East Beach Cottage and Guest House

10.0 out of 10, Exceptional, (82)
"Great place in a good location at East Beach"
The price is CA $680
CA $1,495 total
includes taxes & fees
Aug 12 - Aug 13
East Beach Cottage and Guest House
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