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Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

1. 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.
The price is ¥19,772
¥38,785 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Meets Southern Charm

2. #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, (14 reviews)
"Great stay "
United States
Jessica W.
The price is ¥17,589
¥38,418 total
includes taxes & fees
Nov 15 - Nov 16
#F 2-Bedroom Apt DT - Steps from Shops & Dining

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

#I Stylish Bungalow Loft - DT Near to Waterfront
St. Marys
10.0 out of 10, Exceptional, (7 reviews)
"A very nice spot for an overnight stay."
United States
Evelyn F.
The price is ¥19,156
¥34,235 total
includes taxes & fees
Nov 14 - Nov 15
#I Stylish Bungalow Loft - DT Near to Waterfront

4. #B Loft Downtown! Huge 2-Bedroom

#B Loft Downtown! Huge 2-Bedroom
St. Marys
10.0 out of 10, Exceptional, (21 reviews)
"Very nice and clean with great proximity to surrounding areas. This was our second stay here and wonderful as usual."
United States
Gail E.
The price is ¥19,868
¥41,535 total
includes taxes & fees
Nov 16 - Nov 17
#B Loft Downtown! Huge 2-Bedroom

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

Stylish, Spacious 3 Bedroom Home - FREE BIKES-
St. Marys
9.8 out of 10, Exceptional, (65 reviews)
"Great place as usual! Have been going for years and never disappointed!"
United States
Andrea J.
The price is ¥21,139
¥61,526 total
includes taxes & fees
Nov 19 - Nov 20
Stylish, Spacious 3 Bedroom Home - FREE BIKES-

6. 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, (40 reviews)
"Everything was fantastic at this property!!!"
United States
Chris
The price is ¥18,866
¥44,393 total
includes taxes & fees
Nov 17 - Nov 18
Beach 5 Villas - Immaculate 300 steps from the Ocean

7. 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, (1,178 reviews)
"Really enjoyed our stay."
United States
Don
The price is ¥20,706
¥28,677 total
includes taxes & fees
Nov 16 - Nov 17
Villas By the Sea Resort & Conference Center

8. Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (430 reviews)
"Very attentive staff and the rooftop bar was amazing"
United States
Sean
The price is ¥15,817
¥26,117 total
includes taxes & fees
Nov 23 - Nov 24
Ocean Lodge Resort

9. King Bed • Pool • Chic • Kitchenette • Patio • FB 9 Min Walk • Beach 3 Min Drive

King Bed • Pool • Chic • Kitchenette • Patio • FB 9 Min Walk • Beach 3 Min Drive
Fernandina Beach
10.0 out of 10, Exceptional, (25 reviews)
"Everything was as advertised!"
United States
Tom B.
The price is ¥30,205
¥55,557 total
includes taxes & fees
Nov 22 - Nov 23
King Bed • Pool • Chic • Kitchenette • Patio • FB 9 Min Walk • Beach 3 Min Drive

10. Entire Townhome Minutes from Beach and Airport

Entire Townhome Minutes from Beach and Airport
Yulee
9.8 out of 10, Exceptional, (8 reviews)
"Everything was great! "
United States
colleen l.
The price is ¥17,255
¥47,301 total
includes taxes & fees
Dec 3 - Dec 4
Entire Townhome Minutes from Beach and Airport

11. Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
7.4 out of 10, Good, (3 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 ¥7,116
¥12,146 total
includes taxes & fees
Nov 18 - Nov 19
Beach GO BO-HO

12. The Nest 2BR/2BA condo + Pool & short walk to the beach

The Nest 2BR/2BA condo + Pool & short walk to the beach
Fernandina Beach
10.0 out of 10, Exceptional, (106 reviews)
"This was a perfect getaway for my sister, mom and I. Very clean and close to everything"
United States
Linda B.
The price is ¥23,007
¥51,651 total
includes taxes & fees
Nov 16 - Nov 17
The Nest 2BR/2BA condo + Pool & short walk to the beach

13. Coastal Tranquility

Coastal Tranquility
Waverly
9.6 out of 10, Exceptional, (73 reviews)
"Such a fun and nice place! We loved our stay and would absolutely stay again!"
United States
Riley B.
The price is ¥27,181
¥69,728 total
includes taxes & fees
Dec 14 - Dec 15
Coastal Tranquility

14. 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.
The price is ¥11,344
¥26,842 total
includes taxes & fees
Nov 15 - Nov 16
Tiny House 20 Mins from Beach

15. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (640 reviews)
"Great place to stay"
United States
Matthew
The price is ¥30,900
¥58,792 total
includes taxes & fees
Dec 14 - Dec 15
The Sea Gate

16. Visit Amelia Island Florida

Visit Amelia Island Florida
Yulee
9.8 out of 10, Exceptional, (59 reviews)
"Clean and comfortable with all the amenities you would need. Our favorite place to stay in Yulee, FL"
United States
Joan H.
The price is ¥19,971
¥50,367 total
includes taxes & fees
Nov 14 - Nov 15
Visit Amelia Island Florida

17. 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, (51 reviews)
"We loved our stay! The property is beautiful and well stocked with everything we needed. It was right next to the pool and a short walk to the beach, shopping and restaurants. We will definitely stay again when we return to Amelia Island!"
United States
Tammi C.
The price is ¥20,146
¥47,251 total
includes taxes & fees
Nov 17 - Nov 18
Quick Beach Access- Beautiful Screened in Deck and POOL

18. La Vie Insulaire -optional BIKES

La Vie Insulaire -optional BIKES
Saint Simons Heights
9.8 out of 10, Exceptional, (28 reviews)
"Great location and ideal for our family trip."
United States
V
The price is ¥10,566
¥36,753 total
includes taxes & fees
Nov 16 - Nov 17
La Vie Insulaire -optional BIKES

19. 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, (159 reviews)
"The property was clean and convenient to restaurants, shopping, and the beach. I would definitely stay here again!"
United States
Sharon T.
The price is ¥8,775
¥34,162 total
includes taxes & fees
Nov 23 - Nov 24
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

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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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.