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Cumberland Island Holiday Rentals

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Our top choices for Cumberland Island holiday rentals

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, (254 reviews)
"Cozy, charming and conveniently located to downtown. Dogs loved the backyard. We would definitely stay on our next visit."
United States
Kevin
The price is NZ$406
includes taxes & fees
29 Sept - 30 Sept
Mermaid Cottage in Beautiful Downtown St Marys GA- Gateway to Cumberland Island

2. 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 to stay! Clean, comfortable, and peaceful. Would recommend to anyone coming in town. "
United States
Precious B.
The price is NZ$610
includes taxes & fees
29 Sept - 30 Sept
Stylish, Spacious 3 Bedroom Home - FREE BIKES-

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, (6 reviews)
"A very nice spot for an overnight stay."
United States
Evelyn F.
The price is NZ$418
includes taxes & fees
12 Oct - 13 Oct
#I Stylish Bungalow Loft - DT Near to Waterfront

4. 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, (37 reviews)
"Great property for a short stay."
United States
Lovely
The price is NZ$464
includes taxes & fees
30 Sept - 1 Oct
Beach 5 Villas - Immaculate 300 steps from the Ocean

5. 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, (1,163 reviews)
"Really enjoyed our stay."
United States
Don
The price is NZ$326
includes taxes & fees
29 Sept - 30 Sept
Villas By the Sea Resort & Conference Center

6. 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 NZ$445
includes taxes & fees
16 Oct - 17 Oct
Comfort Meets Southern Charm

7. #B Loft Downtown! Huge 2-Bedroom

#B Loft Downtown! Huge 2-Bedroom
St. Marys
9.8 out of 10, Exceptional, (19 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.
The price is NZ$504
includes taxes & fees
4 Oct - 5 Oct
#B Loft Downtown! Huge 2-Bedroom

8. Coastal Tranquility

Coastal Tranquility
Waverly
9.6 out of 10, Exceptional, (71 reviews)
"Such a fun and nice place! We loved our stay and would absolutely stay again!"
United States
Riley B.
The price is NZ$787
includes taxes & fees
29 Sept - 30 Sept
Coastal Tranquility

9. 4 Bedroom, 4 Bath with view in St. Mary's Georgia

4 Bedroom, 4 Bath with view in St. Mary's Georgia
Saint Marys
9.6 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay and would recommend this property. "
United States
Paula C.
The price is NZ$861
includes taxes & fees
29 Sept - 30 Sept
4 Bedroom, 4 Bath with view in St. Mary's Georgia

10. 3-Min Walk to Beach! Quiet Coastal Style End Unit w/Renovated Pool & Tennis,

3-Min Walk to Beach! Quiet Coastal Style End Unit w/Renovated Pool & Tennis,
Fernandina Beach
10.0 out of 10, Exceptional, (35 reviews)
"Tanya was so accommodating and the place is so cute. It met our needs perfectly and has everything you need for a wonderful stay at the beach. Would definitely recommend this stay to others. "
United States
Laurie K.
The price is NZ$721
includes taxes & fees
25 Oct - 26 Oct
3-Min Walk to Beach! Quiet Coastal Style End Unit w/Renovated Pool & Tennis,

11. The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1,262 reviews)
"Clean property, quiet setting, polite staff and guests."
United States
John B
The price is NZ$502
includes taxes & fees
27 Oct - 28 Oct
The Villas of Amelia Island

12. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (625 reviews)
"Very beautiful unit!"
United States
Denise
The price is NZ$526
includes taxes & fees
20 Oct - 21 Oct
The Sea Gate

13. Visit Fernandina Beach/Amelia Island and surrounding areas

Visit Fernandina Beach/Amelia Island and surrounding areas
Yulee
9.6 out of 10, Exceptional, (38 reviews)
"The property was clean and very quiet. It has everything on site for a comfortable stay. I was in town for work for a week and staying here was much more pleasant and less expensive than staying in a local hotel for a week. "
United States
Jonathan L.
The price is NZ$490
includes taxes & fees
3 Oct - 4 Oct
Visit Fernandina Beach/Amelia Island and surrounding areas

14. 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, (82 reviews)
"Immaculate, comfortable, and perfect for a weekend getaway. We would definitely stay again. "
United States
Lisa H.
The price is NZ$734
includes taxes & fees
29 Sept - 30 Sept
2 Bedroom/2 Bath Condo on 1ST FLOOR AMELIA LANDINGS

15. 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)
"First time in Amelia Island, location was great close to everything. Host has a lot of information on the location, things to do and places to eat.Also, host very quick to get back with any questions."
United States
Robert C.
The price is NZ$422
includes taxes & fees
1 Oct - 2 Oct
Quick Beach Access- Beautiful Screened in Deck and POOL

16. Freshly Renovated Beachfront First Floor Condo With Covered Deck

Freshly Renovated Beachfront First Floor Condo With Covered Deck
Fernandina Beach
10.0 out of 10, Exceptional, (145 reviews)
"Lovely stay at a wonderful place in a great location!"
United States
Nancy A.
Freshly Renovated Beachfront First Floor Condo With Covered Deck

17. Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC
O'Neil
10.0 out of 10, Exceptional, (39 reviews)
"Clean and spacious property. Owner was great to work with. Would stay there again if in Fernandina Beach."
United States
Amelia S.
The price is NZ$583
includes taxes & fees
4 Oct - 5 Oct
Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

18. 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.
The price is NZ$689
includes taxes & fees
6 Oct - 7 Oct
Coastal Cottage 214 | Large Ocean View Deck | Gas Grill

19. Beautiful Beach view condo

Beautiful Beach view condo
Fernandina Beach
9.8 out of 10, Exceptional, (99 reviews)
"Master suite was spacious and accommodating. Loved that each bedroom had a bath. Location is perfect for beach, dining and downtown. Would definitely stay there again. "
United States
Kathryn M.
The price is NZ$1,083
includes taxes & fees
29 Sept - 30 Sept
Beautiful Beach view condo
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland Island. 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 Cumberland Island. 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 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 holiday 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 Cumberland Island short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a holiday rental in Cumberland Island?

Yes, there are holiday rentals close to the most popular sights in Cumberland Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Cumberland Island has to offer?

The Villas of Amelia Island: This holiday 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 that you can immerse yourself in your holiday.

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 holiday rental in Cumberland Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland Island. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.