Holiday Rentals in Cumberland Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cumberland Island holiday rentals

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (52 reviews)
"House was clean and worked well for our weekend trip."
United States
Adrienne L.
The price is €359
includes taxes & fees
19 Apr - 20 Apr
Island getaway

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.6 out of 10, Exceptional, (24 reviews)
"This was one of the cleanest places we’ve stayed! It smelled lovely and the overall appearance inside and out was excellent. Check-in was easy and it’s in a great spot. The only downside is the view, huge hotel blocking the beach but not a big deal to us!"
United States
Dustin
The price is €252
includes taxes & fees
19 Apr - 20 Apr
Beach 5 Villas - Immaculate 300 steps from the Ocean

East Beach Cottage and Guest House

East Beach Cottage and Guest House
East Beach
10.0 out of 10, Exceptional, (85 reviews)
"House is in a great location and perfect for a nice family vacation. Would highly recommend. "
United States
Dave B.
The price is €928
includes taxes & fees
26 Apr - 27 Apr
East Beach Cottage and Guest House

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.4 out of 10, Exceptional, (3 reviews)
"We love the property because is close to the beach ,restaurants the pier it is only 18 minutes away from the house we loved!! the house was really cozy we had a grate vacation "
United States
Jessica
The price is €378
includes taxes & fees
24 Apr - 25 Apr
Original island cottage 3 bedroom well maintained

Coastal Haven~Shipwatch Villas 1303~oceanfront

Coastal Haven~Shipwatch Villas 1303~oceanfront
Fernandina Beach
10.0 out of 10, Exceptional, (98 reviews)
"We enjoyed our stay in this peaceful haven. The beach walks were delightful. The condo is well stocked with everything you need. We enjoyed going into town and taking advantage of all it had to offer and then coming back to serene surroundings. Thoroughly enjoyed dining at Marche Burchette in the Omni property."
United States
Susan M.
Coastal Haven~Shipwatch Villas 1303~oceanfront

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
East Beach
10.0 out of 10, Exceptional, (104 reviews)
"That house was perfect!"
United States
John S.
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear
St Simons Island
9.4 out of 10, Exceptional, (96 reviews)
"Great little place, clean, comfortable. "
United States
Jenifer
Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views

Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views
Saint Simons Island
10.0 out of 10, Exceptional, (238 reviews)
"We were very pleased with the condo and will be back!"
United States
Natalie W.
Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views

South Beach Cabana Up | Private Front Deck | Pool | Steps from the Beach

South Beach Cabana Up | Private Front Deck | Pool | Steps from the Beach
Fernandina Beach
9.8 out of 10, Exceptional, (83 reviews)
"Great place! Ideal for two couples. Very well priced. Very clean. Would stay there again!"
United States
Melissa R.
The price is €363
includes taxes & fees
23 Apr - 24 Apr
South Beach Cabana Up | Private Front Deck | Pool | Steps from the Beach

Steps to the Sand, 2BR, 2BA Upper Lvl, Beach Gear

Steps to the Sand, 2BR, 2BA Upper Lvl, Beach Gear
St. Simons Island
9.4 out of 10, Exceptional, (114 reviews)
"The view of the ocean from the deck was beautiful! The condo was comfortable. The location was excellent."
United States
Jim S.
Steps to the Sand, 2BR, 2BA Upper Lvl, Beach Gear

Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck

Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck
American Beach
10.0 out of 10, Exceptional, (69 reviews)
"The house was perfect for our size of gathering. The hosts were awesome! Perfect views and well equipped house."
United States
barb t.
Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck

Secluded Riverfront Home w/ Dock Under Mossy Oaks

Secluded Riverfront Home w/ Dock Under Mossy Oaks
3.0 star property
Fernandina Beach
The price is €533
includes taxes & fees
13 May - 14 May
Secluded Riverfront Home w/ Dock Under Mossy Oaks

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
King City
9.8 out of 10, Exceptional, (165 reviews)
"Great location, great space."
United States
Cindy K.
The price is €385
includes taxes & fees
18 Apr - 19 Apr
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!

Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!
St Simons
10.0 out of 10, Exceptional, (179 reviews)
"Our stay was amazing"
United States
Audrie W.
The price is €712
includes taxes & fees
17 May - 18 May
Gorgeous Upscale Villa, 2 minute walk to Beach and short walk to Pier!

Newly Renovated 2 Bedroom Cottage! One block to Beach! Walk to King & Prince!

Newly Renovated 2 Bedroom Cottage! One block to Beach! Walk to King & Prince!
St Simons
10.0 out of 10, Exceptional, (87 reviews)
"Very convenient and easy check in and out!"
United States
Kaitlan N.
Newly Renovated 2 Bedroom Cottage! One block to Beach! Walk to King & Prince!

74 Steps to Sand, Walk to the Village, Sleeps 6!

74 Steps to Sand, Walk to the Village, Sleeps 6!
St Simons Island
9.8 out of 10, Exceptional, (91 reviews)
"We were welcomed and given lots of information to make our stay the best it could be."
United States
Robin P.
The price is €584
includes taxes & fees
8 May - 9 May
74 Steps to Sand, Walk to the Village, Sleeps 6!

Upper Lvl Condo, Steps to Beach, Walk to Village!

Upper Lvl Condo, Steps to Beach, Walk to Village!
saint simons island
9.6 out of 10, Exceptional, (106 reviews)
"Great stay. Easy access across the street from the beach."
United States
Eric J.
Upper Lvl Condo, Steps to Beach, Walk to Village!

Sunkissed Escape with spectacular views

Sunkissed Escape with spectacular views
Fernandina Beach
10.0 out of 10, Exceptional, (112 reviews)
"This was our 2nd stay at this property and our 6th or 7th stay in the Plantation area of Amelia Island. Great place for a secluded beach getaway in Fall/Winter that’s not overly touristed out. The Shipwatch unit is very spacious for our group of 4-5 and is beach-facing. We also like the proximity to the eating/shopping options like Marche Burette."
United States
James A.
Sunkissed Escape with spectacular views

Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront

Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront
St. Marys
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful stay, great property and awesome host! "
United States
Hillary
Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront

Pet Friendly Beach Retreat Fernandina Shores - 6355

Pet Friendly Beach Retreat Fernandina Shores - 6355
3.0 star property
Fernandina Beach
The price is €966
includes taxes & fees
18 Apr - 19 Apr
Pet Friendly Beach Retreat Fernandina Shores - 6355
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.
Save an average of 15% on thousands of hotels when you're signed in

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, apart-hotels, 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 €252 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.