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Cumberland Island Vacation Rentals

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Vacation Rentals in Cumberland Island

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

The Villas of Amelia Island

4.0 star property
8.4 out of 10, Very Good, (1086)
"Really nice stay! "
The price is ￥24,397
￥34,022 total
includes taxes & fees
Oct 1 - Oct 2
The Villas of Amelia Island
Villas By the Sea Resort & Conference Center
BBQ/picnic area

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very Good, (1058)
"Excellent stay!"
Villas By the Sea Resort & Conference Center
Ocean Lodge Resort
Breakfast area

Ocean Lodge Resort

4.0 star property
8.4 out of 10, Very Good, (325)
"Came for a weekend getaway with my husband and we had a great time! The staff at the restaurant upstairs was super nice and they made really good drinks!"
Ocean Lodge Resort
Beach 5 Villas - Immaculate 300 steps from the Ocean
Beach nearby, beach umbrellas, beach towels, surfing

Beach 5 Villas - Immaculate 300 steps from the Ocean

4.5 star property
9.4 out of 10, Exceptional, (16)
"Perfect location and room for our 2 day stay."
The price is ￥18,810
￥44,827 total
includes taxes & fees
Oct 9 - Oct 10
Beach 5 Villas - Immaculate 300 steps from the Ocean
Vintage Amelia Island Apartments
Seasonal outdoor pool

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
The Sea Gate
Premium Villa, 2 Queen Beds, Ocean View | Balcony view

The Sea Gate

4.0 star property
9.6 out of 10, Exceptional, (590)
"This rental is one of the best on the market. If you have not stayed at The Seagate, you should really look at it for your next trip to St. Simons. Everything that you need is within walking distance with a beautiful beach with access point right at your front door. The view from our room of the ocean was amazing to wake up to everyday and listen to the ocean waves every night. The evenings were spectacular to watch the sun set over the water. "
The price is ￥20,815
￥43,258 total
includes taxes & fees
Oct 2 - Oct 3
The Sea Gate
East Beach Bungalow • Dog Friendly • Best Deal on St. Simons
Fridge, microwave, oven, stovetop

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
Oceanfront Oasis!
Outdoor pool

Oceanfront Oasis!

9.8 out of 10, Exceptional, (121)
"Perfect location with beach access and a nice pool. This stay had plenty of amenities offered to make your experience enjoyable . "
Oceanfront Oasis!
905 Seaside ~ History, Luxury, Pet, Pool, King Bds
TV, books

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

9.8 out of 10, Exceptional, (18)
"Absolutely perfect house on idyllic street! Plenty to do in area and amazing beach nearby, but the you will want to keep time free just to enjoy this beautiful house. "
The price is ￥33,394
￥74,276 total
includes taxes & fees
Sep 28 - Sep 29
905 Seaside ~ History, Luxury, Pet, Pool, King Bds
Gorgeous Oceanfront Home~Private Boardwalk and "Crow's Nest" with Amazing Views!
On the beach, sun loungers, beach towels

Gorgeous Oceanfront Home~Private Boardwalk and "Crow's Nest" with Amazing Views!

10.0 out of 10, Exceptional, (81)
"Enjoyed the stay! Appreciated the amenities and location. Amy was very responsive. "
Gorgeous Oceanfront Home~Private Boardwalk and "Crow's Nest" with Amazing Views!
Relaxing 3 Bedroom Home With Hot Tub
Exterior

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 ￥18,567
￥29,282 total
includes taxes & fees
Oct 9 - Oct 10
Relaxing 3 Bedroom Home With Hot Tub
Beach front cottage - don't let the outside fool you - check out the photos!
Terrace/patio

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

9.0 out of 10, Wonderful, (51)
"Our family had a great week at Fernandina! "
The price is ￥29,800
￥75,456 total
includes taxes & fees
Oct 15 - Oct 16
Beach front cottage - don't let the outside fool you - check out the photos!
Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House
Fridge, microwave, oven, stovetop

Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House

9.6 out of 10, Exceptional, (38)
"Great location and well maintained property "
Pet Friendly | Ocean Views | Across the Road from the Beach | The Round House
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
On the beach

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

9.6 out of 10, Exceptional, (236)
"We will certainly be back! Enjoyed our stay Charles!!!"
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
Amelia Island Plantation Spectacular ocean front
Fridge, microwave, oven, stovetop

Amelia Island Plantation Spectacular ocean front

9.8 out of 10, Exceptional, (142)
"Place and owner were great in every aspect!!! We will definitely be going back!"
Amelia Island Plantation Spectacular ocean front
2 Bed/2.5 Bath Townhome In Gorgeous Timeless Amelia Island Steps from the Beach
Beach nearby

2 Bed/2.5 Bath Townhome In Gorgeous Timeless Amelia Island Steps from the Beach

10.0 out of 10, Exceptional, (68)
"The property was great! Plenty of room, cute patio, and AMAZING location to walk to the beach! Would definitely stay here again!"
2 Bed/2.5 Bath Townhome In Gorgeous Timeless Amelia Island Steps from the Beach
Relaxing Oceanfront Condo -Seaglass Spectacular Ocean Views from every room
Interior

Relaxing Oceanfront Condo -Seaglass Spectacular Ocean Views from every room

10.0 out of 10, Exceptional, (430)
"very clean & host was very attentive "
Relaxing Oceanfront Condo -Seaglass Spectacular Ocean Views from every room
'Sandpiper' Ocean Front Townhouse
Smart TV, books, offices

'Sandpiper' Ocean Front Townhouse

9.6 out of 10, Exceptional, (171)
"The place was nice. It was a little dated and could use some updating but had everything we needed to enjoy our weekend away "
'Sandpiper' Ocean Front Townhouse
"Amelia On My Mind" Beach house with backyard and screened porch - sleeps 8
Interior

"Amelia On My Mind" Beach house with backyard and screened porch - sleeps 8

10.0 out of 10, Exceptional, (112)
"Perfect stay! Close to beach, very clean, close to several great restaurants!!"
"Amelia On My Mind" Beach house with backyard and screened porch - sleeps 8
Spacious family retreat! Fun and relaxation just two blocks from the beach!
Smart TV, books

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!
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

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

10/10 Excellent
"Fabulous resort. We had an excellent time! "
Shawn 3-night trip
Posted 18 hours ago
Omni Amelia Island Resort & Spa

Find out more about Cumberland Island

Find out more about Cumberland Island

Search for holiday rentals in Cumberland Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland Island using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland Island
  • Use the map to find apartments and other holiday homes in the Cumberland Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland Island while they last

Look no further and take a look at our great range of rental properties in Cumberland Island!

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.