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Holiday Rentals in Cumberland Island

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Holiday Rentals in Cumberland Island

Our top choices for Cumberland Island holiday rentals

The Villas of Amelia Island

4.0 star property
8.4 out of 10, Very good, (1073)
"Staff was wonderful and pools were amazing "
The price is €191
includes taxes & fees
4 Sept - 5 Sept
The Villas of Amelia Island

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very good, (1047)
"Excellent stay!"
Villas By the Sea Resort & Conference Center

Ocean Lodge Resort

4.0 star property
8.4 out of 10, Very good, (318)
"Its always the best the rooms are clean. The staff is great. The rooftop restaurant the best food the steak is on point has well has the shrimp and grits i will definitely be comong back in may "
Ocean Lodge Resort

Vintage Amelia Island Apartments

3.5 star property
7.6 out of 10, Good, (52)
"The apartment was, clean, comfortable and well equipped. The guest support staff was extremely helpful and responsive. Would definitely recommend "
Vintage Amelia Island Apartments

Beach 5 Villas - Immaculate 300 steps from the Ocean

4.5 star property
9.6 out of 10, Exceptional, (15)
"Perfect location and room for our 2 day stay."
The price is €244
includes taxes & fees
21 Sept - 22 Sept
Beach 5 Villas - Immaculate 300 steps from the Ocean

East Beach Bungalow • Dog Friendly • Best Deal on St. Simons

9.0 out of 10, Wonderful, (128)
"Great walking access to the beach, only couple of blocks away. Vehicle access to property is best if compact vehicles only. It is true, parking for two, but…if two vehicles, turning around to get back out is somewhat challenging. I submitted a few suggestions to help improve stay for next visitors, but we definitely enjoyed this small two bedroom, two bath property. Nothing fancy, I would visit again for sure!"
East Beach Bungalow • Dog Friendly • Best Deal on St. Simons

The Sea Gate

4.0 star property
9.6 out of 10, Exceptional, (589)
"Wonderful area across the street from the beach. Walkable to restaurants in both directions. Fun biking area and especially biking on the beach. Nice balcony. "
The price is €247
includes taxes & fees
4 Sept - 5 Sept
The Sea Gate

905 Seaside ~ History, Luxury, Pet, Pool, King Bds

9.8 out of 10, Exceptional, (17)
"Great beds. "
The price is €440
includes taxes & fees
8 Sept - 9 Sept
905 Seaside ~ History, Luxury, Pet, Pool, King Bds

Oceanfront Oasis!

9.8 out of 10, Exceptional, (120)
"Comfortable bed. Ocean view. Nice pool. Great host."
Oceanfront Oasis!

Ocean Views and Private Pool: Classic 1950’s Beach Gem

9.6 out of 10, Exceptional, (62)
"Great location and a cute little beach house! Ashley was so accommodating and did everything she could to make our stay the best it could be. Would definitely stay here again! "
The price is €535
includes taxes & fees
14 Sept - 15 Sept
Ocean Views and Private Pool: Classic 1950’s Beach Gem

Amelia Island Plantation Spectacular ocean front

9.8 out of 10, Exceptional, (140)
"Wonderful location, communication with owner, and unit! It was extremely well stocked with household and beach items. No need to bring chairs, toys, boards, or towels. We loved having the adult bikes, and biked over to the playground, putt putt, nature center and shops several times. The only "FYI" I would give is that the pool and main beach is not stroller / cart friendly. A lot of stairs. However, there is a side access to the beach that we used which was fine, but if you have several...
Amelia Island Plantation Spectacular ocean front

The Terraces #305-Ocean View! | 1 Bed, 1 Bath

9.0 out of 10, Wonderful, (105)
"I was very impressed with the location & comfort. It is compact but it worked perfectly for our family of 3 for a couple of days. We would stay again and for longer. "
The Terraces #305-Ocean View! | 1 Bed, 1 Bath

Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach

9.2 out of 10, Wonderful, (100)
"Great weather helped to make this a very pleasant trip"
Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach

Relaxing 3 Bedroom Home With Hot Tub

2.5 star property
9.4 out of 10, Exceptional, (3)
"Excellent space and wonderful hospitality! Wish we could have stayed longer! "
The price is €154
includes taxes & fees
8 Sept - 9 Sept
Relaxing 3 Bedroom Home With Hot Tub

Fall Early Booking Discounts! Large Oceanfront Condo with Private Balcony

10.0 out of 10, Exceptional, (322)
"This property had it all- quick access to beach, great view, comfy bed, and all the amenities! We really enjoyed our stay."
The price is €424
includes taxes & fees
4 Sept - 5 Sept
Fall Early Booking Discounts! Large Oceanfront Condo with Private Balcony

Beach front cottage - don't let the outside fool you - check out the photos!

9.2 out of 10, Wonderful, (49)
"Our family had a great week at Fernandina! "
The price is €441
includes taxes & fees
4 Sept - 5 Sept
Beach front cottage - don't let the outside fool you - check out the photos!

Steps to East Beach & Pet Friendly w/ 2 King Beds

9.4 out of 10, Exceptional, (16)
"Quiet location 5 minutes from the beach!Our host was responsive to any questions or concerns. Restaurants a plenty nearby!"
The price is €317
includes taxes & fees
5 Sept - 6 Sept
Steps to East Beach & Pet Friendly w/ 2 King Beds

Spacious family retreat! Fun and relaxation just two blocks from the beach!

9.8 out of 10, Exceptional, (39)
"Beautiful location and great access to amenities."
Spacious family retreat! Fun and relaxation just two blocks from the beach!

Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower Close to Sea Island

10.0 out of 10, Exceptional, (279)
"We enjoyed our stay. Good access to places in the city and nearby that we wanted to visit. Hosts provided a good list of places to eat and visit. We had good long beach walks on St Simons and on Driftwood Beach, Jekyll Island. "
Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower Close to Sea Island

Oceans of Amelia | End Unit!

9.6 out of 10, Exceptional, (131)
"Property was great, the views we beautiful. I loved sitting on the balcony watching the waves and walking on the beach. Property manager was very responsive. "
Oceans of Amelia | End Unit!
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

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 €154 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.