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Cumberland Island Holiday Rentals

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Holiday Rentals in Cumberland Island

The Villas of Amelia Island

4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1115)
"Beach view and access was superb. Staff was exceptional and privacy was great."
United States
Mary
The price is NZ$394
includes taxes & fees
17 Nov - 18 Nov
The Villas of Amelia Island

The Sea Gate

4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (595)
"Very nice place to stay. Just a little walk to the beach. Nice and quiet area"
United States
Paula
The price is NZ$511
includes taxes & fees
5 Dec - 6 Dec
The Sea Gate

Villas By the Sea Resort & Conference Center

3.0 star property
Jekyll Island
8.4 out of 10, Very good, (1086)
"The room was well appointed and clean"
United States
Lara
The price is NZ$283
includes taxes & fees
20 Nov - 21 Nov
Villas By the Sea Resort & Conference Center

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
9.8 out of 10, Exceptional, (118)
"We had a great stay!"
United States
Benjamin B.
The price is NZ$284
includes taxes & fees
23 Nov - 24 Nov
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Vintage Amelia Island Apartments

3.5 star property
Fernandina Beach
7.6 out of 10, Good, (53)
"The bed was Quicky so I slept on the couch most of the time Other than than everything was excellent "
United States
Donald
Vintage Amelia Island Apartments

Pool View - optional BIKES - Walk 2 Pier Village

St Simons
9.8 out of 10, Exceptional, (87)
"Wonderful stay!! Condo was very clean, accomodating, and close to everything!! Lots to do at the complex!!"
United States
Tamara A.
Pool View - optional BIKES - Walk 2 Pier Village

Amelia Island on the Marsh 8 miles unobstructed views incredible sunrise,sunsets

Yulee
9.8 out of 10, Exceptional, (9)
"Great property and clean."
United States
Joe R.
The price is NZ$423
includes taxes & fees
25 Nov - 26 Nov
Amelia Island on the Marsh 8 miles unobstructed views incredible sunrise,sunsets

Water View - optional BIKES - Walk 2 Pier Village

St. Simons Island
10.0 out of 10, Exceptional, (130)
"The condo was very clean and stocked with all the basic necessities. Would definitely recommend and stay there again! "
United States
Andrew B.
The price is NZ$475
includes taxes & fees
23 Nov - 24 Nov
Water View - optional BIKES - Walk 2 Pier Village

Beach GO BO-HO

3.0 star property
Brunswick
Beach GO BO-HO

Beach House -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
9.8 out of 10, Exceptional, (125)
" Very spacious and equipped with everything that we needed. Very clean and plenty of towels. The location was central to Epworth and the downtown area. Busy road, but noise not noticeable inside and easy to get on and off the road. Great communication with the host. Beds were comfortable. "
United States
Fran K.
The price is NZ$426
includes taxes & fees
25 Nov - 26 Nov
Beach House -optional BIKES - Walk 2 Shops & Fun

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

Saint Simons Heights
10.0 out of 10, Exceptional, (80)
"Good place to stay to enjoy the areas golf courses"
United States
NICHOLAS P.
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

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

2.0 star property
Fernandina Beach
10.0 out of 10, Exceptional, (19)
"House was nice and comfortable. Great towelsClose to Amelia IslandKitchen and bathrooms well equipped Really clean"
United States
Kristin N.
The price is NZ$594
includes taxes & fees
25 Nov - 26 Nov
Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

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

St Simons
10.0 out of 10, Exceptional, (136)
"The check in process was easy! The propertywas easy to find. Very nice place to stay for a quick weekend trip. Would definitely recommend! "
United States
Mallisa F.
The price is NZ$563
includes taxes & fees
20 Nov - 21 Nov
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

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

Saint Simons Heights
9.8 out of 10, Exceptional, (14)
"Close to everything. Condo was perfect for our needs. "
United States
Alan
The price is NZ$410
includes taxes & fees
30 Nov - 1 Dec
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

#F 2-Bedroom Apt DT - Steps from Shops & Dining

St. Marys
10.0 out of 10, Exceptional, (4)
"Always prefer to stay local… rented this sweet 2 bedroom for college aged sons visiting for the holidays. Love the proximity to Firefly, and the historic downtown. "
United States
Donna T.
The price is NZ$433
includes taxes & fees
13 Nov - 14 Nov
#F 2-Bedroom Apt DT - Steps from Shops & Dining

Beach 5 Villas - Immaculate 300 steps from the Ocean

4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (17)
"I now know why it’s named The Beach 5 Villas. It’s just steps away from Number 5 beach access. It was so easy for us to take a quick walk to the huge, clean, quiet beach. The studio is snug but felt brand new and I’ve never rented a cleaner place! Any question I had was quickly given a reply. Such an easy and enjoyable stay. "
United States
Jill
The price is NZ$492
includes taxes & fees
13 Nov - 14 Nov
Beach 5 Villas - Immaculate 300 steps from the Ocean

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Fernandina Beach
10.0 out of 10, Exceptional, (3)
The price is NZ$559
includes taxes & fees
24 Nov - 25 Nov
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

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

St. Simons Island
10.0 out of 10, Exceptional, (22)
"We just returned from a long holiday weekend in St. Simons "
United States
Karen P.
The price is NZ$657
includes taxes & fees
13 Nov - 14 Nov
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Good Vibes and High Tides

Fernandina Beach
10.0 out of 10, Exceptional, (92)
"The place is cozy and quiet for a small family and well stocked. The area is very nice with direct beach access. We had a small issue which was corrected when Michelle was notified. We would recommend this place for your vacation."
United States
Bobbie W.
Good Vibes and High Tides

Beach Walk Out 1700 SF • 2 Ocean Balconies • Pool

Fernandina Beach
9.6 out of 10, Exceptional, (8)
"BEAUTIFUL AND VERY CLEAN. FULL KITCHEN AND W/D. THE VIEW IS INCREDIBLE AND THE LOCATION IS CLOSE TO DOWNTOWN AMELIA ISLAND. GREAT GETAWAY - HIGHLY RECOMMEND!"
United States
ReneeR
The price is NZ$1,197
includes taxes & fees
8 Dec - 9 Dec
Beach Walk Out 1700 SF • 2 Ocean Balconies • Pool
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland Island holiday rentals we have selected for you start as low as NZ$283 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland Island rentals

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

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 holiday rental in Cumberland Island?

Yes, there are holiday rentals close to the most popular sights in Cumberland Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Cumberland Island has to offer?

The Villas of Amelia Island: This holiday 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 that you can immerse yourself in your holiday.

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 holiday rental in Cumberland Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland Island. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.