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Cumberland Island Vacation Rentals

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Vacation Rentals in Cumberland Island

The Villas of Amelia Island

4.0 star property
8.4 out of 10, Very good, (1071)
"Staff was wonderful and pools were amazing "
The price is CA $219
CA $307 total
includes taxes & fees
Sep 3 - Sep 4
The Villas of Amelia Island

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very good, (1042)
"Excellent stay!"
Villas By the Sea Resort & Conference Center

Ocean Lodge Resort

4.0 star property
8.4 out of 10, Very good, (317)
"Great customer service. Beautiful resort and roo."
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 "
The price is CA $100
CA $215 total
includes taxes & fees
Sep 8 - Sep 9
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 CA $159
CA $393 total
includes taxes & fees
Sep 14 - Sep 15
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

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

9.8 out of 10, Exceptional, (17)
"Great beds. "
The price is CA $303
CA $679 total
includes taxes & fees
Sep 3 - Sep 4
905 Seaside ~ History, Luxury, Pet, Pool, King Bds

Private Oceanfront, Pet Friendly, One Bedroom

9.8 out of 10, Exceptional, (285)
"Everything was great for our trip"
Private Oceanfront, Pet Friendly, One Bedroom

The Sea Gate

4.0 star property
9.6 out of 10, Exceptional, (588)
"Liked everything"
The price is CA $191
CA $397 total
includes taxes & fees
Sep 1 - Sep 2
The Sea Gate

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 CA $198
CA $505 total
includes taxes & fees
Sep 5 - Sep 6
Steps to East Beach & Pet Friendly w/ 2 King Beds

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

9.2 out of 10, Wonderful, (49)
"We had a great stay"
Beach front cottage - don't let the outside fool you - check out the photos!

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

Fall Early Booking Discounts! Large Oceanfront Condo with Private Balcony

10.0 out of 10, Exceptional, (321)
"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 CA $307
CA $675 total
includes taxes & fees
Aug 31 - Sep 1
Fall Early Booking Discounts! Large Oceanfront Condo with Private Balcony

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

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

9.6 out of 10, Exceptional, (61)
"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 CA $448
CA $995 total
includes taxes & fees
Sep 14 - Sep 15
Ocean Views and Private Pool: Classic 1950’s Beach Gem

Amelia Island Plantation Spectacular ocean front

9.8 out of 10, Exceptional, (140)
"We had a fantastic stay. Highly recommend."
Amelia Island Plantation Spectacular ocean front

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

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!

Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

10.0 out of 10, Exceptional, (234)
"We enjoyed our time."
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!

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 vacation rentals

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

Cumberland Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland Island vacation rentals we have selected for you start as low as CA $100 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 vacation 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 vacation.

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 vacation rental in Cumberland Island?

Yes, we have vacation rentals near the most popular local attractions in Cumberland Island, or you can go with a more remote option if you want a relaxing place to 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 vacation rentals in Cumberland Island?

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

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 vacation rental in Cumberland Island like?

Vacation rentals are private properties you can stay in for short or long periods in Cumberland Island. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.