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Search Vacation Homes in Cumberland Island

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Compare 1434 Vacation Homes in Cumberland Island with updated reviews, rates, and availability.

HOT TUB Home across from the Beach!

9.8 out of 10, Exceptional, (48)
"We stayed a week with our adult children and it was wonderful. Very close to the public beach access. Had all the comforts of home. We enjoyed the pool and spa. The beach bathroom was very convenient for use while out at the pool or lounging on the covered patio. We actually appointed the boys to accommodate the bathroom. While we had a couple rainy days it was nice having the covered patio and covered side porch to utilize during the rain and still able to enjoy the outside. The home was...
HOT TUB Home across from the Beach!

Studio Unit

9.4 out of 10, Exceptional, (281)
"Really neat set up and close to shops and restaurants"
The price is AED 474
AED 604 total
includes taxes & fees
2 Jan - 3 January 2025
Studio Unit

Garden Cottage 01 Sand, Sun and Summertime... THE COTTAGES AT JEKYLL ISLAND...

9.8 out of 10, Exceptional, (32)
"It was relaxing and had everything we needed! It was spacious, comfortable and beautiful! "
Garden Cottage 01 Sand, Sun and Summertime... THE COTTAGES AT JEKYLL ISLAND...

Beautiful home with modern conveniences - close to the beach, dogs welcome

9.2 out of 10, Wonderful, (106)
"Very nice place to stay. "
Beautiful home with modern conveniences - close to the beach, dogs welcome

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

10.0 out of 10, Exceptional, (218)
"Our group of longtime friends chose the Sassy Peach Cottage as our destination this fall. The property was so well situated within the village, and it fit all of us with ease. We had three young children with us, and they absolutely loved the pool, the games and puzzles available for us to use, and the spiral staircase! If we return to St. Simon's in the future, we'll return to the Sassy Peach as well."
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

Abundant Amenities! Pool, Bikes, Near to beach!

9.8 out of 10, Exceptional, (122)
"Wonderful stay!"
Abundant Amenities! Pool, Bikes, Near to beach!

4 BED 4 BATH BEACH HOUSE WITH BEAUTIFUL VIEWS AND A NEW OUTDOOR KITCHEN!

10.0 out of 10, Exceptional, (131)
"We had an amazing stay and the property was exactly as described—very clean, well-maintained and equipped with everything we needed for our stay. There were 8 of us girls and we especially liked having 4 bedrooms & 4 bathrooms. The house is on the beach so we walked along the shore & collected shells and we especially enjoyed the outside deck sitting around the fire pit. The location was close to restaurants, shopping and was a short drive to downtown Fernandina. Amy was very responsive to...
4 BED 4 BATH BEACH HOUSE WITH BEAUTIFUL VIEWS AND A NEW OUTDOOR KITCHEN!

Pet Friendly | Ground Level Sailmaker Villa | Private Covered Patio | Close to Pool

9.6 out of 10, Exceptional, (73)
"Really nice 3 bedroom condo with all necessary amenities for 6 or 7 people, 1 more if you have a couple kids as they could sleep on the trundle or comfy couch. Clean and comfortable with really close access to the pool and a short walk up to the beach!"
Pet Friendly | Ground Level Sailmaker Villa | Private Covered Patio | Close to Pool

The Captain's Quarters

10.0 out of 10, Exceptional, (98)
"One of the best vacation spots and accommodating hosts."
The Captain's Quarters

Beach front cottage - don't let the outside fool you - check out the photos!

9.2 out of 10, Wonderful, (41)
"We had a great stay"
Beach front cottage - don't let the outside fool you - check out the photos!

Coastal Cottage 214 | Large Ocean View Deck | Gas Grill

9.8 out of 10, Exceptional, (65)
"Comfortable and conveniently located cottage right on the beach. Great place! "
Coastal Cottage 214 | Large Ocean View Deck | Gas Grill

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

10.0 out of 10, Exceptional, (165)
"We ended up with five women all going to a convention on Jekyll Island. We stayed on St Simons because they have better restaurants and amenities. This house was perfect for us. We we’re all able to pile up on the couch and watch the Georgia Bulldogs game Saturday night. We felt like we were at home. Beautiful big house. Great location."
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

1/10th Mile to Beach. Fully Modernized 1930's Cottage. Dog Friendly

9.6 out of 10, Exceptional, (8)
"Beautiful house with plenty of space and walking distance from the beach and restaurants."
1/10th Mile to Beach. Fully Modernized 1930's Cottage. Dog Friendly

Great Location-Close to Everything. 3 BD/3 Bath Cottage with Heated Pool!

10.0 out of 10, Exceptional, (140)
"Booking, checking in and out was a breeze. Our questions were answered swiftly and accommodations were pleasant. We enjoyed our family vacation for the Thanksgiving weekend and everyone agreed we would be back! "
Great Location-Close to Everything. 3 BD/3 Bath Cottage with Heated Pool!

The Terraces #305-Ocean View! | 1 Bed, 1 Bath

9.0 out of 10, Wonderful, (92)
"Everything was great in the room, just the right size for a couple. Only problem was the elevator was not working. "
The Terraces #305-Ocean View! | 1 Bed, 1 Bath

Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

8.8 out of 10, Excellent, (67)
"Great home with plenty of space. Fantastic outdoor space with nice dipping pool. Would definitely stay at again!"
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!

9.8 out of 10, Exceptional, (70)
"It was great. No problems. Easy check in and very responsive! It was clean and very convenient to shopping and beach! Very comfortable. Would definitely sray again!"
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!

Coastal Tranquility

9.6 out of 10, Exceptional, (36)
"Overall it was so quiet and peaceful. Only negative was the front porch light, Laundry light and outside yard lights did not work. I think bulbs needing changing, the ceiling fans had dust on them and there was a huge spill in one of the kitchen cabinets where someone spilled something on the island. Overall would most defiantly stay here again. "
The price is AED 588
AED 1,682 total
includes taxes & fees
1 Jan - 2 January 2025
Coastal Tranquility

Oceanfront! A Guest Favorite! Dog Friendly!

9.0 out of 10, Wonderful, (136)
"Amazing Location for sunrises, walks on the beach with the dogs, beautiful views and comfortable house. Worked great for two couples and dog loved it."
Oceanfront! A Guest Favorite! Dog Friendly!

Quiet Neighborhood Family Retreat | Marsh Views

10.0 out of 10, Exceptional, (37)
"Great time to have time with Family. "
Quiet Neighborhood Family Retreat | Marsh Views
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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Other property types in Cumberland Island

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very Good, (956)
"Loved my stay during the off season. It was quiet and relaxing. The property is well maintained. It's right next to Driftwood Beach which was nice when catching the sunrise on the beach. Your can also watch the sunrise from the deck chairs on the pavilion. I would stay at this location again."
Villas By the Sea Resort & Conference Center

Vintage Amelia Island Apartments

3.5 star property
7.8 out of 10, Good, (26)
"Nice place to stay ,clean,comfy beds,great location ,highly recommended definitely we will comeback soon! Thanks"
The price is AED 423
AED 782 total
includes taxes & fees
2 Jan - 3 January 2025
Vintage Amelia Island Apartments

Studio Unit

9.4 out of 10, Exceptional, (281)
"Really neat set up and close to shops and restaurants"
The price is AED 474
AED 604 total
includes taxes & fees
2 Jan - 3 January 2025
Studio Unit
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.