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Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

Old Bay Cottage - 505 Beach Dr

Old Bay Cottage - 505 Beach Dr
St Simons Island
The price is CA $270
CA $971 total
includes taxes & fees
Aug 9 - Aug 10
Old Bay Cottage - 505 Beach Dr

Coastal Escape | Near Historic Amelia Museum

Coastal Escape | Near Historic Amelia Museum
American Beach
10.0 out of 10, Exceptional, (5 reviews)
"I really enjoyed this place. Perfect set up, clean, quiet, great location for what I needed. I will be a returninf customer!"
United States
Sonia S.
The price is CA $122
CA $437 total
includes taxes & fees
Jul 14 - Jul 15
Coastal Escape | Near Historic Amelia Museum

Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"The owner was wonderful, the room was beautiful and the bed was heavenly. Will definitely be back again."
United States
Antinette
The price is CA $63
CA $108 total
includes taxes & fees
Jul 15 - Jul 16
Beach GO BO-HO

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, (144 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
The price is CA $109
CA $368 total
includes taxes & fees
Jul 16 - Jul 17
Water View - optional BIKES - Walk 2 Pier Village

Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"It was nice and cozy"
United States
Cory S.
The price is CA $149
CA $341 total
includes taxes & fees
Jul 21 - Jul 22
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach
St Simons
9.8 out of 10, Exceptional, (77 reviews)
"Loved the location, nice private location and very walkable to the pier and beach. Comfortable place, would definitely stay here again. "
United States
Dana S.
The price is CA $120
CA $658 total
includes taxes & fees
Jul 14 - Jul 15
Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.8 out of 10, Exceptional, (33 reviews)
"A convenient location across the street from the beach. A great place for a couple and a nice kitchen area for an extended stay"
United States
Robert
The price is CA $207
CA $438 total
includes taxes & fees
Jul 20 - Jul 21
Beach 5 Villas - Immaculate 300 steps from the Ocean

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (57 reviews)
"Everything was great and the host was very nice"
United States
Rose T.
The price is CA $256
CA $610 total
includes taxes & fees
Jul 14 - Jul 15
Island getaway

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, (154 reviews)
"Fantastic location, lots of activities, very near multiple restaurants, ocean, and shops"
United States
DAVID M.
The price is CA $81
CA $303 total
includes taxes & fees
Jul 27 - Jul 28
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Completely renovated oceanfront condo w/washer/dryer & shared pool/tennis

Completely renovated oceanfront condo w/washer/dryer & shared pool/tennis
Amelia City
9.8 out of 10, Exceptional, (157 reviews)
"The kitchen was fully stocked, beautiful view. "
United States
Anita M.
The price is CA $156
CA $565 total
includes taxes & fees
Aug 2 - Aug 3
Completely renovated oceanfront condo w/washer/dryer & shared pool/tennis

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (171 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is CA $178
CA $600 total
includes taxes & fees
Jul 30 - Jul 31
Abundant Amenities! Pool, Bikes, Near to beach!

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, (150 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is CA $81
CA $303 total
includes taxes & fees
Jul 16 - Jul 17
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access

Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access
2.0 star property
Fernandina Beach
10.0 out of 10, Exceptional, (1 review)
"Very clean and enough space for everyone"
United States
Misty
The price is CA $365
CA $823 total
includes taxes & fees
Jul 14 - Jul 15
Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village
St. Simons
9.6 out of 10, Exceptional, (18 reviews)
"Our stay was great, great location, walked to everything! Condo was clean and comfy. Thank you "
United States
melinda
The price is CA $126
CA $701 total
includes taxes & fees
Jul 15 - Jul 16
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (91 reviews)
"We enjoyed our stay. Everything was as described! Would stay again! Very roomy. "
United States
Jessica A.
The price is CA $81
CA $314 total
includes taxes & fees
Jul 16 - Jul 17
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Cozy beach unit setup for vacations with kids or Couples!

Cozy beach unit setup for vacations with kids or Couples!
East End
9.6 out of 10, Exceptional, (109 reviews)
"The property was well kept and had all described amenities. "
United States
Meredith T.
The price is CA $269
CA $625 total
includes taxes & fees
Jul 25 - Jul 26
Cozy beach unit setup for vacations with kids or Couples!

Updated 1/1 Pool, Walk to Beach and Golf course!

Updated 1/1 Pool, Walk to Beach and Golf course!
Fernandina Beach
10.0 out of 10, Exceptional, (35 reviews)
"The condo was very nice and the resort area was beautiful! The only complaint is the lack of rugs. It was cold when we were there and a few area rugs would have helped to make it cozier."
United States
Anne W.
The price is CA $233
CA $546 total
includes taxes & fees
Jul 20 - Jul 21
Updated 1/1 Pool, Walk to Beach and Golf course!

Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (29 reviews)
"The description of the unit was accurate, and we had a wonderful time."
United States
Julia
The price is CA $157
CA $469 total
includes taxes & fees
Aug 3 - Aug 4
Summer Special! Steps to Village & Pier

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, (144 reviews)
"Great location and close to everything. "
United States
Erin W.
The price is CA $140
CA $378 total
includes taxes & fees
Jul 27 - Jul 28
Beach House -optional BIKES - Walk 2 Shops & Fun

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, (131 reviews)
"Great host and place to stay!"
United States
Alex V.
The price is CA $84
CA $280 total
includes taxes & fees
Jul 20 - Jul 21
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.