Photo by Michael Schuier

Search Holiday Rentals in Cumberland Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Cumberland Island holiday rentals

Indoor pool, 2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas
The Villas of Amelia Island

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1128)
"We have stayed at this property every year for the past decade. We have always enjoyed our time out here with family. Highly recommend catching morning sunrise from the beach. The vibe is very pleasant and accommodating, you will not be disapppointed. "
United States
Harsha
The price is 4.188.285 ₫
5.869.433 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Villas of Amelia Island
Beach nearby, beach umbrellas, beach towels, surfing
Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (17)
"Perfect location and room for our 2 day stay."
United States
Rhonda
The price is 2.975.860 ₫
7.493.894 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Beach 5 Villas - Immaculate 300 steps from the Ocean
Villa, 3 Bedrooms, Ocean View | Beach/ocean view
Villas By the Sea Resort & Conference Center

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, (1091)
"Clean room cozy beds very relaxing bar/grill was great "
United States
cindy
The price is 3.291.006 ₫
4.071.009 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Villas By the Sea Resort & Conference Center
Interior
Vintage Amelia Island Apartments

Vintage Amelia Island Apartments

Vintage Amelia Island Apartments
3.5 star property
Fernandina Beach
7.6 out of 10, Good, (54)
"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
Terrace/patio
Ocean Lodge Resort

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
Ocean Lodge Resort
Premium Villa, Ocean View | Terrace/patio
The Sea Gate

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (598)
"Very nice place to stay. Just a little walk to the beach. Nice and quiet area"
United States
Paula
The Sea Gate
Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers
Luxurious Apartments - Pool Gym Bikes

Luxurious Apartments - Pool Gym Bikes

Luxurious Apartments - Pool Gym Bikes
4.0 star property
Yulee
The price is 13.153.500 ₫
18.020.295 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Luxurious Apartments - Pool Gym Bikes
Exterior
Hodnett Cooper's Beach Club

Hodnett Cooper's Beach Club

Hodnett Cooper's Beach Club
3.0 star property
East End
8.6 out of 10, Excellent, (108)
"A perfect, quiet, & spacious stay! We will absolutely be back! "
United States
Jaime
Hodnett Cooper's Beach Club
Apartment, 3 Bedrooms, Sea View | Living area
Amelia by the South

Amelia by the South

Amelia by the South
4.0 star property
Fernandina Beach
Amelia by the South
Apartment, 3 Bedrooms, Balcony, Sea View | Living area
Amelia by the Sea

Amelia by the Sea

Amelia by the Sea
4.0 star property
Fernandina Beach
Amelia by the Sea
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Island Hotel Reviews

The Westin Jekyll Island Beach Resort

The Westin Jekyll Island Beach Resort

10/10 Excellent
"Excellent facility "
PAULA 1-night trip
Posted 2 days ago
The Westin Jekyll Island Beach Resort

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’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.