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
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 1466 Vacation Homes in Cumberland Island with updated reviews, rates, and availability.

Studio Unit

9.4 out of 10, Exceptional, (304)
"Large towels"
The price is SAR 484
SAR 617 total
includes taxes & fees
24 Mar - 25 Mar
Studio Unit

Classic coastal home with game room & private hot tub - walk to beaches

7.8 out of 10, Good, (28)
"We loved the house and the location. There was plenty of space/beds making it a comfortable stay. The hot tub was a great! I had difficulty getting a hold of the management company. And there was a bag of trash left in the kitchen and not enough toilet paper. Other than those minuscule things, I highly recommend staying here. It was lovely. "
Classic coastal home with game room & private hot tub - walk to beaches

Sail Away - Best of Jekyll w/ Beach Access!

10.0 out of 10, Exceptional, (19)
"Property exceeded expectations. Very nice duplex. Convenient location. Comfortable beds. Nice appliances. Pleasant decor."
The price is SAR 697
SAR 2,009 total
includes taxes & fees
25 Mar - 26 Mar
Sail Away - Best of Jekyll w/ Beach Access!

New Home - Private Heated Pool, Close to Beaches, Restaurants & Shopping!

10.0 out of 10, Exceptional, (15)
"Back for the second time this month! Another great stay! Would recommend to anyone visiting St. Simons "
New Home - Private Heated Pool, Close to Beaches, Restaurants & Shopping!

Garden Cottage 91- Ocean Oasis - Street Legal Golf Cart included

10.0 out of 10, Exceptional, (22)
"Loved the property. Only issue was a coffee pot that wasn’t working but was taken care by management. Golf cart was a plus to get around!"
Garden Cottage 91- Ocean Oasis - Street Legal Golf Cart included

HEATED optional SWIMMING POOL and DIRECTLY ACROSS FROM PRIVATE BEACH ACCESS!

9.8 out of 10, Exceptional, (41)
"This house, amenities and area … it was perfect. Waking up in the morning sitting on the porch having a cup of coffee with your fur babies and looking at the beach was breathtaking. Again, thank you."
HEATED optional SWIMMING POOL and DIRECTLY ACROSS FROM PRIVATE BEACH ACCESS!

Duke's Beach House | Oceanfront | Huge Deck | Breathtaking Views

10.0 out of 10, Exceptional, (65)
"Awesome gathering place for large family. The place was comfortable and very well appointed."
The price is SAR 2,386
SAR 4,499 total
includes taxes & fees
2 Apr - 3 Apr
Duke's Beach House | Oceanfront | Huge Deck | Breathtaking Views

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

9.2 out of 10, Wonderful, (109)
"Great House for a family "
Beautiful home with modern conveniences - close to the beach, dogs welcome

Captain`s House B2-Ocean Front | 2 Bed, 2 Bath

9.4 out of 10, Exceptional, (70)
"This condo was absolutely beautiful! It was very clean and has everything we needed. The view was stunning. We will be back next year! We loved Amelia Island. "
Captain`s House B2-Ocean Front | 2 Bed, 2 Bath

NEW! Private home with pool on East Beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"Really cute newly renovated home. It was perfect for our family. We loved the large fence to give us privacy. The property managers were great to communicate with. Very responsive. Highly recommend "
The price is SAR 1,864
SAR 4,189 total
includes taxes & fees
9 Apr - 10 Apr
NEW! Private home with pool on East Beach

Abundant Amenities! Pool, Bikes, Near to beach!

9.8 out of 10, Exceptional, (125)
"The visit here was wonderful. The hosts communicated timely and accurately. 5 stars, would stay there again. "
Abundant Amenities! Pool, Bikes, Near to beach!

1 Bedroom Unit

9.2 out of 10, Wonderful, (61)
"We enjoyed our weekend stay. The location is great. It was so nice to be able to walk to the beach. If you want luxury accommodations and high quality linens, this is not the place for you. If, however, you are comfortable with simpler tastes, then the accommodations will meet your expectations. We also appreciated being able to bring our dog!"
The price is SAR 559
SAR 701 total
includes taxes & fees
24 Mar - 25 Mar
1 Bedroom Unit

Totally updated townhome 2 blocks from beach. pool and tennis courts

10.0 out of 10, Exceptional, (51)
"Had an amazing stay. The home was clean and perfect for us. Kitchen was stocked with all we needed to do Thanksgiving. Most comfy beds ever!!!! quiet and in a gorgeous area, short walk to the beach. Great trip and will be back! Loved it!!!! "
Totally updated townhome 2 blocks from beach. pool and tennis courts

Oyster Shell Cottage

9.8 out of 10, Exceptional, (123)
"Great stay, excellent communication!"
Oyster Shell Cottage

Stay Salty: A Spacious 6-Bedroom Home with Marsh Views in Saint Simons Island, GA, Perfect for Family Getaways!

10.0 out of 10, Exceptional, (6)
"The house was great - just perfect for the 12 of us. Very well equipped - pool/hot tub was good, and the location was convenient to the beach and the town."
Stay Salty: A Spacious 6-Bedroom Home with Marsh Views in Saint Simons Island, GA, Perfect for Family Getaways!

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

10.0 out of 10, Exceptional, (144)
"This home was perfect for us - would definitely stay again!"
Great Location-Close to Everything. Adorable 3 BD/3 Bath Cottage with Pool!

Beach House -optional BIKES - Walk 2 Shops & Fun

9.8 out of 10, Exceptional, (108)
"The house was clean and ready for us! It was comfortable and we didn’t have to ask about anything during our stay. Close enough to do lots of exploring around the island! "
The price is SAR 214
SAR 777 total
includes taxes & fees
19 Mar - 20 Mar
Beach House -optional BIKES - Walk 2 Shops & Fun

1921 Osborne Suite 7 B

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is SAR 165
SAR 386 total
includes taxes & fees
11 Apr - 12 Apr
1921 Osborne Suite 7 B

Lemon Tree in Sea Palms. Private Pool, Pet Friendly

9.6 out of 10, Exceptional, (5)
"The property is well maintained and sits in a fantastic location. The furnishings and everything in the house is well done. If we come back to the island, this property will be the top of our list."
Lemon Tree in Sea Palms. Private Pool, Pet Friendly

Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

9.8 out of 10, Exceptional, (58)
"The property was just as advertised. Very convenient to all things on SSI. We would stay again. "
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
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.
Don't see what you're looking for?
See all available properties in Cumberland Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Cumberland Island

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very Good, (961)
"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

Beach 5 Villas - Immaculate 300 steps from the Ocean

4.5 star property
8.8 out of 10, Excellent, (5)
"The 1 bedroom property was modern and very convenient for 1 night or a week or more. "
The price is SAR 546
SAR 1,179 total
includes taxes & fees
16 Mar - 17 Mar
Beach 5 Villas - Immaculate 300 steps from the Ocean

Ocean Lodge Resort

4.0 star property
8.4 out of 10, Very Good, (279)
"The size of the room was great. The decor was nice. Well furnished. Bed linens did not fit the bed, so that was a bit uncomfortable, but not a deal breaker. "
Ocean Lodge Resort
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.