Photo by Michael Schuier

Cumberland Island Holiday Rentals

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Our top choices for Cumberland Island holiday rentals

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1131)
"Great as always"
United States
Mary
The price is NZ$382
includes taxes & fees
6 Jan - 7 Jan 2026
The Villas of Amelia Island

Beach GO BO-HO

Beach GO BO-HO
3.0 star property
Brunswick
10.0 out of 10, Exceptional, (2)
"The owner was wonderful, the room was beautiful and the bed was heavenly. Will definitely be back again."
United States
Antinette
The price is NZ$174
includes taxes & fees
29 Dec - 30 Dec
Beach GO BO-HO

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, (1093)
"Clean room"
United States
Celine
The price is NZ$216
includes taxes & fees
8 Jan - 9 Jan 2026
Villas By the Sea Resort & Conference Center

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, (15)
"Nice place to stay close to all"
United States
Clay W.
The price is NZ$357
includes taxes & fees
7 Jan - 8 Jan 2026
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (600)
"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
The Sea Gate

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (335)
"Great location "
United States
Debra
The price is NZ$339
includes taxes & fees
28 Dec - 29 Dec
Ocean Lodge Resort

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, (126)
"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.
The price is NZ$348
includes taxes & fees
6 Jan - 7 Jan 2026
Beach House -optional BIKES - Walk 2 Shops & Fun

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)
"Condo was really nice. Really taken care of and clean. Located close to alot of good restaurants. Loved going sightseeing and just loafing. Would definitely stay there again. Host was very good at supplying all the information about the house, the area, and good places to eat. Thanks for a great time!!"
United States
Rhonda L.
The price is NZ$361
includes taxes & fees
7 Jan - 8 Jan 2026
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Nice 2 Bedroom Duplex Great For Contractors

Nice 2 Bedroom Duplex Great For Contractors
Saint Mary's
10.0 out of 10, Exceptional, (1)
The price is NZ$561
includes taxes & fees
4 Jan - 5 Jan 2026
Nice 2 Bedroom Duplex Great For Contractors

Visit Fernandina Beach/Amelia Island and surrounding areas

Visit Fernandina Beach/Amelia Island and surrounding areas
Yulee
9.6 out of 10, Exceptional, (33)
"Nice little place. Spent every day at the beach in Fernandina. "
United States
Kimberly P.
The price is NZ$476
includes taxes & fees
9 Jan - 10 Jan 2026
Visit Fernandina Beach/Amelia Island and surrounding areas

Tiny House 20 Mins from Beach

Tiny House 20 Mins from Beach
2.0 star property
Brunswick
10.0 out of 10, Exceptional, (1)
"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.
The price is NZ$394
includes taxes & fees
28 Dec - 29 Dec
Tiny House 20 Mins from Beach

Island getaway

Island getaway
Fernandina Beach
9.6 out of 10, Exceptional, (44)
"Great location. "
United States
Greg B.
The price is NZ$678
includes taxes & fees
2 Jan - 3 Jan 2026
Island getaway

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)
"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$390
includes taxes & fees
28 Dec - 29 Dec
Water View - optional BIKES - Walk 2 Pier Village

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)
"Great location, great communication"
United States
Anthony C.
The price is NZ$562
includes taxes & fees
8 Jan - 9 Jan 2026
Cheerful 2-bedroom 2 bath

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, (21)
"Had a wonderful stay!! Will be booking again next year!"
United States
kristen t.
The price is NZ$577
includes taxes & fees
3 Jan - 4 Jan 2026
Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!

#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!
Brunswick
9.2 out of 10, Wonderful, (44)
"We enjoyed staying here. It was a comfortable place and had everything we needed. It was close enough for us to get to the beach and the turtle research center without any issues. We would stay here again!"
United States
Craig C.
The price is NZ$400
includes taxes & fees
29 Dec - 30 Dec
#Butterfly to the Beach just 16 min. to nearest Beach #Sleeps up to 8 guests!

Coastal Comfort

Coastal Comfort
Saint Simons Heights
10.0 out of 10, Exceptional, (4)
"We had a great stay, only 7 minutes to the beach!"
United States
Stacy M.
The price is NZ$525
includes taxes & fees
3 Jan - 4 Jan 2026
Coastal Comfort

NEW- Discount! POOL - near beach and golf course!

NEW- Discount! POOL - near beach and golf course!
Fernandina Beach
9.2 out of 10, Wonderful, (12)
"Great weekend getaway for my husband, daughter and I! We loved that the pool was right there!"
United States
Diana W.
NEW- Discount! POOL - near beach and golf course!

Visit Amelia Island Florida

Visit Amelia Island Florida
Yulee
9.8 out of 10, Exceptional, (49)
"Nice place excellent location "
United States
luis m.
The price is NZ$514
includes taxes & fees
8 Jan - 9 Jan 2026
Visit Amelia Island Florida

Vintage Amelia Island Apartments

Vintage Amelia Island Apartments
3.5 star property
Fernandina Beach
7.6 out of 10, Good, (55)
"cleaner than most. great pricing."
United States
Ronni
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.
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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$216 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.