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Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very Good, (1,143 reviews)
"Clean room, beautiful view, responsive staff."
United States
TRACIE
$209 nightly
The price is $234
Jan 19 - Jan 20
Total with taxes and fees
The Villas of Amelia Island

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (602 reviews)
"We booked an ocean view room with balcony, and checked in to a standard room with the view being a house on 2nd street. Easy check in & out with a clean & quiet stay."
United States
Michael
$229 nightly
The price is $266
Jan 12 - Jan 13
Total with taxes and fees
The Sea Gate

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very Good, (338 reviews)
"Great location "
United States
Debra
$132 nightly
The price is $155
Feb 5 - Feb 6
Total with taxes and fees
Ocean Lodge Resort

Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (133 reviews)
"Outstanding location and property, clean andwell equipped with four star amenities."
United States
Stephen P.
$239 nightly
The price is $273
Feb 1 - Feb 2
Total with taxes and fees
Water View - optional BIKES - Walk 2 Pier Village

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (81 reviews)
"Excellent location, property and host, highly recommended, will be back...thx..."
United States
Paul C.
$161 nightly
The price is $186
Jan 12 - Jan 13
Total with taxes and fees
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
8.8 out of 10, Excellent, (3 reviews)
"Wonderful place to stay. Had everything we needed. Clean and fresh on arrival. "
United States
Lydia R.
$161 nightly
The price is $186
Jan 12 - Jan 13
Total with taxes and fees
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (147 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
$166 nightly
The price is $191
Jan 18 - Jan 19
Total with taxes and fees
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (16 reviews)
"Nice place to stay close to all"
United States
Clay W.
$181 nightly
The price is $209
Jan 21 - Jan 22
Total with taxes and fees
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center
3.0 star property
Jekyll Island
8.4 out of 10, Very Good, (1,099 reviews)
"Room was nice for the price "
United States
Derrick
$149 nightly
The price is $174
Jan 12 - Jan 13
Total with taxes and fees
Villas By the Sea Resort & Conference Center

Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (138 reviews)
"It was a awesome place to stay "
United States
Dilara L.
$165 nightly
The price is $190
Jan 21 - Jan 22
Total with taxes and fees
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Coastal Comfort

Coastal Comfort
Saint Simons Heights
10.0 out of 10, Exceptional, (5 reviews)
$269 nightly
The price is $306
Jan 12 - Jan 13
Total with taxes and fees
Coastal Comfort

Pool View - optional BIKES - Walk 2 Pier Village

Pool View - optional BIKES - Walk 2 Pier Village
St Simons
9.8 out of 10, Exceptional, (87 reviews)
"Great location, clean property. Host was very responsive. "
United States
Heather H.
$156 nightly
The price is $180
Jan 14 - Jan 15
Total with taxes and fees
Pool View - optional BIKES - Walk 2 Pier Village

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool
St. Simons Island
10.0 out of 10, Exceptional, (4 reviews)
"I had a wonderful stay at this lovely and spotless unit—everything was just as expected. The owners were incredibly helpful and a pleasure to work with; I would definitely stay here again!"
United States
Robert B.
$219 nightly
The price is $246
Jan 12 - Jan 13
Total with taxes and fees
The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.8 out of 10, Exceptional, (12 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
$213 nightly
The price is $245
Jan 12 - Jan 13
Total with taxes and fees
Apartment near downtown.

Nice 2 Bedroom Duplex Great For Contractors

Nice 2 Bedroom Duplex Great For Contractors
Saint Mary's
10.0 out of 10, Exceptional, (1 review)
$291 nightly
The price is $330
Jan 21 - Jan 22
Total with taxes and fees
Nice 2 Bedroom Duplex Great For Contractors

Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC
2.0 star property
O'Neil
10.0 out of 10, Exceptional, (22 reviews)
"Everything was perfect!"
United States
Waldron
$320 nightly
The price is $340
Jan 14 - Jan 15
Total with taxes and fees
Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
St. Simons Island
10.0 out of 10, Exceptional, (22 reviews)
"The property was very nice and we enjoyed the easy walk into the village. Would definitely stay here again! "
United States
Michelle W.
$329 nightly
The price is $374
Jan 12 - Jan 13
Total with taxes and fees
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Cheerful 2-bedroom 2 bath

Cheerful 2-bedroom 2 bath
2.0 star property
Saint Mary's
8.0 out of 10, Very Good, (3 reviews)
"Great location, great communication"
United States
Anthony C.
$291 nightly
The price is $330
Jan 21 - Jan 22
Total with taxes and fees
Cheerful 2-bedroom 2 bath

Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (129 reviews)
"Very clean and great location. We were attending a function at Epworth By The Sea and the commute was great! Would stay here again. "
United States
Karen L.
$245 nightly
The price is $280
Jan 24 - Jan 25
Total with taxes and fees
Beach House -optional BIKES - Walk 2 Shops & Fun

Tiny House 20 Mins from Beach

Tiny House 20 Mins from Beach
2.0 star property
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Perfect little place to stay. Seemed a little sketchy at first. But after the first night that feeling went away. It was simplistic and had everything you needed for the little time you will actually spend there. "
United States
james s.
Tiny House 20 Mins from Beach
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 Cumberland Island Hotel Reviews

Find out more about Cumberland Island

Everything you need to know about Cumberland Island 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 Cumberland Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Cumberland Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland Island rentals

At Expedia, we put the best Cumberland Island 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 Cumberland Island 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 Cumberland Island 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 Cumberland Island. 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 Cumberland Island?

Yes, we have vacation rentals near the most popular local attractions in Cumberland Island, or you can go with a more remote option if you want a relaxing place to stay. Cumberland Island is known for its beaches and shopping. Make sure you have time to check out the restaurants and museums during your trip.

What are some of the best vacation rentals in Cumberland Island?

The Villas of Amelia Island: This vacation home rental outside of Cumberland Island is located on the beach and has an indoor pool, a furnished balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Cumberland Island?

Explore the area and family-friendly sights such as Fernandina Beach Main Beach Park, or get out into nature at a spot like Crooked River State Park. Other places in town to visit include Plum Orchard Mansion and First African Baptist Church.

What’s a vacation rental in Cumberland Island like?

Vacation rentals are private properties you can stay in for short or long periods in Cumberland Island. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.