Photo by Michael Schuier

Search Vacation Homes in Cumberland Island

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

Compare 1293 Vacation Homes in Cumberland Island with updated reviews, rates, and availability.

Exterior
Studio Unit
9.4 out of 10, Exceptional, (222)
"We loved the accommodation, our only complaint was a distinct smell of someone having smoked in the room. We are ex smokers so I told management we were OK with it, but wanted to make them aware we weren’t the culprits, and not to charge us the $250 fine for smoking, but now I’m home I realize our clothes smell of smoke. Other than that minor problem it was a perfect little getaway place"
The price is SAR 559
SAR 701 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Studio Unit
Fire pit with seating for six
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
10.0 out of 10, Exceptional, (95)
"This property was beautiful. It was also especially nice for two couples because each has their own living area. We plan to go back again."
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
Beautiful & spacious living room - all furniture is BRAND NEW!
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!
9.8 out of 10, Exceptional, (56)
"I loved the property! It seemed to be centered on the island. It was very easy to get to everything. Place was clean, bed was comfortable. Check in was easy and communication was GREAT! Thank you guys! If i make it back to that area, I'll reach out to stay again!"
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!
Save an average of 15% on thousands of hotels when you're signed in
View from the Balcony
Beautiful Oceanfront Sailmaker, Pool, Amazing Views - Dog friendly!
9.4 out of 10, Exceptional, (132)
"Great location and views."
Beautiful Oceanfront Sailmaker, Pool, Amazing Views - Dog friendly!
Ocean Lookout #3 | Heated Pool | Beachfront Deck | Stunning Ocean Views
Ocean Lookout #3 | Heated Pool | Beachfront Deck | Stunning Ocean Views
Beautiful home with modern conveniences - close to the beach, dogs welcome
9.4 out of 10, Exceptional, (94)
"The house comfortably accommodated our group of 6 and was perfectly situated within the town. Just a couple minute walk to the beach and shops. Not all of the bathrooms were perfectly cleaned but overall everything was very nice and tidy. Would definitely recommend this place if you’re looking for a great spot to stay in St. Simons!"
Beautiful home with modern conveniences - close to the beach, dogs welcome
Pool
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
10.0 out of 10, Exceptional, (68)
"Short stay, excellent price. Overall good."
The price is SAR 521
SAR 1,142 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
A private pool welcomes you to Casa de Playa!
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
10.0 out of 10, Exceptional, (92)
"We had 5 generations of family stay/meet up at this gorgeous home. The pool area is a huge highlight, and the kitchen has all the essentials you will need. We went around the island, but honestly didn’t feel the need to leave the house as we cooked out and enjoyed the heated pool. The layout of the home is great also (shaped like a U) with 3 bedrooms on one side (two kings and two twins with a trundle) and 1 bedroom on the other side (queen with its own bath), and the kitchen and living area in...
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
9.2 out of 10, Wonderful, (56)
"Location is so close to beach! Clean with a large living room area. Kitchen is large and great for cooking!! Loved the big window that opens to pool. Hot tub and pool were amazing for a big crowd. Our only issue was hot tub and pool were cold for two days even though we paid for heat. Great vacation!"
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
Pool
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
9.8 out of 10, Exceptional, (52)
"The place is awesome and looks like it does in the pictures. Sweet little street and great location close to two nice beaches. It’s an easy walk to East Beach. It was perfect for the six of us, would have been tight for 8. I rated it four stars because there was major construction going on next door that woke us up at 7:30 a.m. and impeded our ability to enjoy the space. Given the owners’ notes inside about being quiet to avoid disturbing neighbors, I would have appreciated a heads up. The...
The price is SAR 1,984
SAR 3,908 total
includes taxes & fees
18 Jum. II - 19 Jum. II
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
Exterior
Salty Paws for You & your pups
10.0 out of 10, Exceptional, (5)
"Our host thought of everything for our beach stay at St. Simons Island. From a wonderful welcome basket to brand new beach chairs for the whole family, there were plenty of thoughtful niceties that the owner certainly did not have to include, but went above and beyond to do so. The condo is located in a great area that is a short drive to the beach and to restaurants/shopping. The condo itself is beautiful! Very clean and welcoming for our family. We enjoyed our stay and would highly recommend!"
Salty Paws for You & your pups
Cozy and quiet.
Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island
10.0 out of 10, Exceptional, (185)
"This is a very nice little house - clean, cute, and very nicely decorated. We wish we could have stayed longer - maybe next time. Also, the town is great, with good food."
Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island
Beautifully Furnished Living Space with 2 Chairs and a Sleeper Sofa Situated around a Large Flat Screen Smart TV (Fireplace not Functional)
Pet Friendly | Beautifully Furnished 2nd Floor SailmakerTownhome | 2.5 Minute Walk to the Beach
9.8 out of 10, Exceptional, (7)
"We had a wonderful three night stay. The unit was exactly as described and was very clean and the kitchen was fully equipped. Loved the huge tv in the living room. Three unexpected bonuses: 1) the short walk on the beach to the Ritz Carlton where we went for lunch and drinks 2) The unit was two stories which really gave us a lot of extra room. The bedrooms were on the second floor on opposite ends of the floor for extra privacy. Each bedroom had its own bathroom. 3) All the turtles we saw on the...
Pet Friendly | Beautifully Furnished 2nd Floor SailmakerTownhome | 2.5 Minute Walk to the Beach
Living area
Totally updated townhome 2 blocks from beach. pool and tennis courts
10.0 out of 10, Exceptional, (41)
"We were very impressed with the condo. It was clean, modern, quiet, and well located within walking distance to the beach and less than a 5-minute drive to downtown. We'll be using it again on future visits."
Totally updated townhome 2 blocks from beach. pool and tennis courts
Exterior of 633 Dellwood
Cozy Coastal Cottage! Dog Friendly, Walk to Beaches, Village, Restaurants and Shopping!
10.0 out of 10, Exceptional, (6)
"Perfect house for us, clean, modern and lots of space. Thank you!"
Cozy Coastal Cottage! Dog Friendly, Walk to Beaches, Village, Restaurants and Shopping!
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
10.0 out of 10, Exceptional, (18)
"Our family loved the darling accommodations, the quiet private street, and the pool!!! We lived in the water. It was a short drive or bike ride to countless restaurants and shops and the house had everything you could need."
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
Interior
Ocean Walk M3 in St Simons Island
10.0 out of 10, Exceptional, (10)
"Beautiful condo and very clean! Our host Shannon was really great and responded very quickly to any questions I had!"
Ocean Walk M3 in St Simons Island
Living area
AMAZING VIEW OF THE RED MAPLE RIVER, OMNI GOLF COURSE -- PET FRIENDLY
9.8 out of 10, Exceptional, (18)
"Happy with the villa - clean, nicely appointed, & well stocked. Property management was outstanding with communication. Recommend"
AMAZING VIEW OF THE RED MAPLE RIVER, OMNI GOLF COURSE -- PET FRIENDLY
Property grounds
Ocean Cottage 114 Box Turtle Cottage THE COTTAGES AT JEKYLL ISLAND ...
9.8 out of 10, Exceptional, (17)
"The cottage was a great getaway for us to meet our friends! The 2nd floor balcony views are amazing and the furniture is comfortable enough to sit up there for hours looking out to the water and also for stargazing!! Definitely recommend this cottage!!!"
Ocean Cottage 114 Box Turtle Cottage THE COTTAGES AT JEKYLL ISLAND ...
Gorgeous Open Great Room with Beautiful Pool Views and a Large Flat Screen Smart TV
Gorgeous 2nd Floor Sailmaker Villa | Private Patio Overlooking Pool | Summer Beach Club Access
9.8 out of 10, Exceptional, (10)
"Very nice condo. Close to the beach. The pool is not heated but the weather was a little cool in April for a swim. We were seniors and the stairs are a little steep with two different step down that can be tricky. Just take your time and be careful. The back deck is wonderful. We really enjoyed it."
Gorgeous 2nd Floor Sailmaker Villa | Private Patio Overlooking Pool | Summer Beach Club Access
Don't see what you're looking for?
See all available properties in Cumberland Island
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.

Other property types in Cumberland Island

Private kitchen
Villas By the Sea Resort & Conference Center
3.0 star property
8.2 out of 10, Very Good, (922)
"perfect for a little weekend getaway! we stayed in a studio room which was perfect for the 2 of us, the room was clean and stocked with what we might need. Pool was large with plenty of seating but we wished the pool bar was open! "
Villas By the Sea Resort & Conference Center
Exterior
Studio Unit
9.4 out of 10, Exceptional, (222)
"We loved the accommodation, our only complaint was a distinct smell of someone having smoked in the room. We are ex smokers so I told management we were OK with it, but wanted to make them aware we weren’t the culprits, and not to charge us the $250 fine for smoking, but now I’m home I realize our clothes smell of smoke. Other than that minor problem it was a perfect little getaway place"
The price is SAR 559
SAR 701 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Studio Unit
Pool
Vintage Amelia Island Apartments
3.0 star property
6.0 out of 10, (10)
"Very close to historical downtown and other shopping. What I didn’t like was dusty inside and the disposing of our trash was not super clear. Overall, I would not hesitate to stay there again or any other Tucker Stay property."
The price is SAR 473
SAR 1,046 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Vintage Amelia Island Apartments
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.

Recent reviews of Cumberland Island hotels
Expedia verified reviews