Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

Short walk to East beach on St Simons Island.

Short walk to East beach on St Simons Island.
East End
9.4 out of 10, Exceptional, (6 reviews)
"X"
United States
Cheryl H.
The price is ¥24,119
¥46,967 total
includes taxes & fees
Apr 11 - Apr 12
Short walk to East beach on St Simons Island.

Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (139 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is ¥7,827
¥32,378 total
includes taxes & fees
Mar 23 - Mar 24
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (16 reviews)
"The thing we loved most about this bungalow was the location. It was so close to the beach and we were able to walk to dinner too! The place was cute and comfortable and perfect for a friends’ getaway."
United States
Sarah K.
The price is ¥22,765
¥41,990 total
includes taxes & fees
Mar 22 - Mar 23
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

Cowboy Studio, Pet Friendly, Walk to Village

Cowboy Studio, Pet Friendly, Walk to Village
St Simons
9.8 out of 10, Exceptional, (77 reviews)
"Fantastic location, across from a gorgeous park and just a couple of blocks from all that downtown has to offer! "
United States
Barbara R.
The price is ¥16,852
¥82,480 total
includes taxes & fees
Mar 19 - Mar 20
Cowboy Studio, Pet Friendly, Walk to Village

Close Beach Access, Walk to Lighthouse & Village!

Close Beach Access, Walk to Lighthouse & Village!
St. Simons
9.4 out of 10, Exceptional, (16 reviews)
"Excellent location and the management company was very responsive and informative. "
United States
Olivia Y.
The price is ¥15,015
¥79,228 total
includes taxes & fees
Mar 18 - Mar 19
Close Beach Access, Walk to Lighthouse & Village!

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, (21 reviews)
"Condo was clean and well appointed!"
United States
Charles
The price is ¥26,302
¥52,716 total
includes taxes & fees
Mar 18 - Mar 19
Beach 5 Villas - Immaculate 300 steps from the Ocean

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very Good, (352 reviews)
"Had wonderful experience, room was nice with large balcony, great location to easily walk to the beach across the street as well as restaurants and shops. Beach chairs and bikes provided. "
United States
Christine
The price is ¥20,529
¥31,457 total
includes taxes & fees
Mar 31 - Apr 1
Ocean Lodge Resort

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (147 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
The price is ¥7,480
¥31,918 total
includes taxes & fees
Apr 8 - Apr 9
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Island getaway

Island getaway
Fernandina Beach
9.6 out of 10, Exceptional, (49 reviews)
"Great location. "
United States
Greg B.
The price is ¥28,645
¥68,080 total
includes taxes & fees
Mar 27 - Mar 28
Island getaway

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (49 reviews)
"Nice place and would definitely stay there again "
United States
Rick Stone M.
The price is ¥21,484
¥58,548 total
includes taxes & fees
Mar 22 - Mar 23
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (134 reviews)
"The place was very clean, and the host was was communicative and helpful. "
United States
Steven & Vicki S.
The price is ¥12,299
¥40,549 total
includes taxes & fees
Mar 22 - Mar 23
Water View - optional BIKES - Walk 2 Pier Village

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is ¥9,424
¥35,131 total
includes taxes & fees
Mar 26 - Mar 27
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.8 out of 10, Exceptional, (12 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
The price is ¥19,148
¥49,751 total
includes taxes & fees
Mar 18 - Mar 19
Apartment near downtown.

Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (132 reviews)
"The accommodations were simple but clean and served our needs perfectly. Good price for what we needed and received. "
United States
Buz A.
The price is ¥9,424
¥34,220 total
includes taxes & fees
Mar 29 - Mar 30
Beach House -optional BIKES - Walk 2 Shops & Fun

ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba

ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba
Fernandina Beach
10.0 out of 10, Exceptional, (29 reviews)
"One of the best kept secrets in around Amelia Island. We were there for the auction at Goodings and I was impressed at how clean quiet and how close everything was to the home. I can’t express enough how much we enjoyed our stay."
United States
Traci
The price is ¥29,759
¥74,847 total
includes taxes & fees
Mar 19 - Mar 20
ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba

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, (163 reviews)
"Great location, great space."
United States
Cindy K.
The price is ¥35,939
¥67,006 total
includes taxes & fees
Mar 29 - Mar 30
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (125 reviews)
"Everything was great and as advertised!! "
United States
Robert G.
The price is ¥4,313
¥25,663 total
includes taxes & fees
Mar 26 - Mar 27
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Amelia Surf & Racquet Club Condo B138 | 4th Floor Oceanfront | Pools| Tennis Courts | Sleeps 4

Amelia Surf & Racquet Club Condo B138 | 4th Floor Oceanfront | Pools| Tennis Courts | Sleeps 4
Amelia City
10.0 out of 10, Exceptional, (64 reviews)
"Amazing host an amenities. Views are phenomenal. Location is very close to all the attractions and local community"
United States
Matt F.
Amelia Surf & Racquet Club Condo B138 | 4th Floor Oceanfront | Pools| Tennis Courts | Sleeps 4

IN the Village | 2 story condo | Pet Friendly

IN the Village | 2 story condo | Pet Friendly
Downtown St. Simons Island
9.4 out of 10, Exceptional, (76 reviews)
"Terrific property! Great location, right in town. He parked the car and walked everywhere for our stay. Would love to stay again!"
United States
Barbara R.
The price is ¥22,362
¥94,514 total
includes taxes & fees
Apr 2 - Apr 3
IN the Village | 2 story condo | Pet Friendly

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very Good, (1,170 reviews)
"Great location Great dining Friendly staff "
United States
BEATRIZ
The price is ¥40,446
¥52,429 total
includes taxes & fees
Mar 26 - Mar 27
The Villas of Amelia Island
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

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:

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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.