A coastal dune landscape with a clear sky.

Cumberland Island Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cumberland Island vacation rentals

A room with a wooden sliding door, a white door leading to a closet, and a patterned throw on a chair.

1. Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island

Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island
St Marys
9.8 out of 10, Exceptional, (255 reviews)
"Cozy, charming and conveniently located to downtown. Dogs loved the backyard. We would definitely stay on our next visit."
United States
Kevin
$206 nightly
The price is $234
Oct 17 - Oct 18
Total with taxes and fees
Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island
Interior

2. Comfort Meets Southern Charm

Comfort Meets Southern Charm
St. Marys
8.0 out of 10, Very good, (16 reviews)
"This will be my primary place to rent when visiting Kingsland or St. Mary’s!"
United States
Sarah R.
$255 nightly
The price is $255
Oct 30 - Oct 31
Total with taxes and fees
Comfort Meets Southern Charm
A modern kitchen with a central island, stainless steel appliances, and a wooden floor.

3. Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront

Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront
St. Marys
10.0 out of 10, Exceptional, (47 reviews)
"Best Vrbo in area"
United States
Anonymous traveler
$235 nightly
The price is $267
Oct 19 - Oct 20
Total with taxes and fees
Twin Oaks Cottage in charming downtown St. Marys, walking distance to waterfront
A two-story building with a balcony and a wooden staircase.

4. #I Stylish Bungalow Loft - DT Near to Waterfront

#I Stylish Bungalow Loft - DT Near to Waterfront
St. Marys
10.0 out of 10, Exceptional, (6 reviews)
"A very nice spot for an overnight stay."
United States
Evelyn F.
$205 nightly
The price is $233
Oct 18 - Oct 19
Total with taxes and fees
#I Stylish Bungalow Loft - DT Near to Waterfront
A bedroom with a bed, a window, a mirror, and a wardrobe.

5. #F 2-Bedroom Apt DT - Steps from Shops & Dining

#F 2-Bedroom Apt DT - Steps from Shops & Dining
St. Marys
10.0 out of 10, Exceptional, (12 reviews)
"Nice place located conveniently. "
United States
Brian D.
$228 nightly
The price is $259
Oct 17 - Oct 18
Total with taxes and fees
#F 2-Bedroom Apt DT - Steps from Shops & Dining
A modern living room with a grey sofa, a white coffee table, and a painting on the wall.

6. Stylish, Spacious 3 Bedroom Home - FREE BIKES-

Stylish, Spacious 3 Bedroom Home - FREE BIKES-
St. Marys
9.8 out of 10, Exceptional, (65 reviews)
"Such a charming home in St. Mary’s! We stayed for one night and enjoyed the home and area so much that we plan to return in the spring. St. Mary’s is truly a hidden gem, and our stay though short was certainly sweet!"
United States
John R.
$320 nightly
The price is $361
Oct 18 - Oct 19
Total with taxes and fees
Stylish, Spacious 3 Bedroom Home - FREE BIKES-
A bedroom with a bed, a TV, a ceiling fan, and a window.

7. #B Loft Downtown! Huge 2-Bedroom

#B Loft Downtown! Huge 2-Bedroom
St. Marys
9.8 out of 10, Exceptional, (20 reviews)
"Condo was very spacious and clean. Great location and St. Mary’s is a beautiful town to visit. Enjoyed our vacation!!"
United States
Dana J.
$249 nightly
The price is $283
Oct 19 - Oct 20
Total with taxes and fees
#B Loft Downtown! Huge 2-Bedroom
A wooden boardwalk leading to a beach with waves and people in the distance.

8. 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, (38 reviews)
"Great property for a short stay."
United States
Lovely
$256 nightly
The price is $287
Oct 19 - Oct 20
Total with taxes and fees
Beach 5 Villas - Immaculate 300 steps from the Ocean
A modern apartment with a living room, dining area, kitchen, and balcony.

9. Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center
3.0 star property
Jekyll Island
8.4 out of 10, Very good, (1,170 reviews)
"Really enjoyed our stay."
United States
Don
$153 nightly
The price is $179
Nov 2 - Nov 3
Total with taxes and fees
Villas By the Sea Resort & Conference Center
A balcony with wooden chairs and a table, a potted plant with flowers, and a view of the sea and buildings.

10. Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (419 reviews)
"The view was amazing the staff was the best"
United States
tracy
$139 nightly
The price is $163
Oct 28 - Oct 29
Total with taxes and fees
Ocean Lodge Resort
A balcony with a view of the ocean, a white house in the background, and a sign indicating a smoke-free property.

11. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (628 reviews)
"Very beautiful unit!"
United States
Denise
$273 nightly
The price is $316
Oct 18 - Oct 19
Total with taxes and fees
The Sea Gate
A living room with two sofas, a coffee table, and patterned armchairs.

12. Spacious 4 bedroom home - Big Yard!

Spacious 4 bedroom home - Big Yard!
Kingsland
9.6 out of 10, Exceptional, (14 reviews)
"My family and I had a great time at this property. Generous space for everyone to have their own personal space. Communication with the manager was easy and the issue with the sink drain was handled quickly and efficiently."
United States
Mikki W.
$457 nightly
The price is $514
Oct 18 - Oct 19
Total with taxes and fees
Spacious 4 bedroom home - Big Yard!
A beach with waves and a clear sky.

13. Quiet, Cozy End-Unit Retreat: 2 Kings, Walk to Dining & Beach + Pet Friendly

Quiet, Cozy End-Unit Retreat: 2 Kings, Walk to Dining & Beach + Pet Friendly
Fernandina Beach
10.0 out of 10, Exceptional, (37 reviews)
"We stayed for the month of June and fell in love with the place. The location was perfect and we highly recommend this townhome."
United States
Erin H.
$381 nightly
The price is $422
Nov 2 - Nov 3
Total with taxes and fees
Quiet, Cozy End-Unit Retreat: 2 Kings, Walk to Dining & Beach + Pet Friendly
A covered outdoor seating area with white chairs and a table, a sign reading "Sail Away", and a view of the outdoors through glass doors.

14. Quick Beach Access- Beautiful Screened in Deck and POOL

Quick Beach Access- Beautiful Screened in Deck and POOL
Fernandina Beach
9.6 out of 10, Exceptional, (49 reviews)
"The condo was perfect for a quick girls weekend."
United States
L P.
$217 nightly
The price is $240
Oct 21 - Oct 22
Total with taxes and fees
Quick Beach Access- Beautiful Screened in Deck and POOL
A resort with a large pool, sun loungers, palm trees, and a view of the ocean.

15. The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1,278 reviews)
"Deidra at the front desk remembered us and made us feel so welcome, we love coming back for special occasions but also just for a weekend getaway and enjoy the amazing hospitality!"
United States
Violet
$209 nightly
The price is $234
Nov 14 - Nov 15
Total with taxes and fees
The Villas of Amelia Island
A compact kitchen with white cabinets, a built-in oven, and a white refrigerator.

16. Tiny House 20 Mins from Beach

Tiny House 20 Mins from Beach
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Perfect little place to stay. Seemed a little sketchy at first. But after the first night that feeling went away. It was simplistic and had everything you needed for the little time you will actually spend there. "
United States
james s.
$178 nightly
The price is $178
Oct 19 - Oct 20
Total with taxes and fees
Tiny House 20 Mins from Beach
A wooden deck with outdoor seating, a table with bottles, and a view of the beach.

17. Coastal Cottage 214 | Large Ocean View Deck | Gas Grill

Coastal Cottage 214 | Large Ocean View Deck | Gas Grill
Fernandina Beach
9.8 out of 10, Exceptional, (93 reviews)
"Perfect rental for a long weekend getaway! Home was clean and located right next to beach access, that was convenient. Also close to downtown Fernandina cute downtown area-a very short drive"
United States
Jodi R.
Coastal Cottage 214 | Large Ocean View Deck | Gas Grill
A kitchen with a stainless steel refrigerator, a built-in oven, a sink, and white cabinetry.

18. 2 Bedroom/2 Bath Condo on 1ST FLOOR AMELIA LANDINGS

2 Bedroom/2 Bath Condo on 1ST FLOOR AMELIA LANDINGS
Fernandina Beach
10.0 out of 10, Exceptional, (84 reviews)
"Immaculate, comfortable, and perfect for a weekend getaway. We would definitely stay again. "
United States
Lisa H.
$377 nightly
The price is $417
Oct 17 - Oct 18
Total with taxes and fees
2 Bedroom/2 Bath Condo on 1ST FLOOR AMELIA LANDINGS
A beach with a clear sky, palm trees, and a parking area.

19. Private Farmhouse Suite • Hot Tub, Firepit • Dog-Friendly

Private Farmhouse Suite • Hot Tub, Firepit • Dog-Friendly
Fernandina Beach
10.0 out of 10, Exceptional, (7 reviews)
"great spot, quiet neighborhood..met all my expectations..fenced yard for my hounds and great area for walking."
United States
Chris L.
$223 nightly
The price is $237
Oct 19 - Oct 20
Total with taxes and fees
Private Farmhouse Suite • Hot Tub, Firepit • Dog-Friendly
A bedroom with a large bed, a blue armchair, and a balcony with a view of greenery.

20. 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, (158 reviews)
"Five-star stay! Super clean, quiet, and so easy to check in. We much preferred this over the local hotel options and would absolutely stay here again."
United States
Rhonne G.
$155 nightly
The price is $179
Oct 18 - Oct 19
Total with taxes and fees
Beach Air -optional BIKES-Pool-Walk 2 Pier Village
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

Best Western Plus Jekyll Island

Best Western Plus Jekyll Island

10/10 Excellent
"The place was clean, the staff was really nice and friendly, and the breakfast was delicious every single day!"
Gabriella 3-night trip
Posted 1 hour ago
Best Western Plus Jekyll 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $163 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.