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Cumberland Island Holiday Rentals

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Our top choices for Cumberland Island holiday rentals

1. Chill by The Shores - Pet Friendly - Fernandina Beach

Chill by The Shores - Pet Friendly - Fernandina Beach
3.0 star property
Fernandina Beach
The price is NZ$1,505
includes taxes & fees
22 Aug - 23 Aug
Chill by The Shores - Pet Friendly - Fernandina Beach

2. The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1,239 reviews)
"Good place"
United States
Yamilet
The price is NZ$474
includes taxes & fees
6 Sept - 7 Sept
The Villas of Amelia Island

3. 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, (37 reviews)
"Perfect for a weekend getaway!"
United States
Carl
The price is NZ$505
includes taxes & fees
16 Aug - 17 Aug
Beach 5 Villas - Immaculate 300 steps from the Ocean

4. Beachfront Condo With Outdoor Pool, Patio & Washer/dryer - Dog-friendly

Beachfront Condo With Outdoor Pool, Patio & Washer/dryer - Dog-friendly
2.0 star property
Amelia City
The price is NZ$908
includes taxes & fees
14 Aug - 15 Aug
Beachfront Condo With Outdoor Pool, Patio & Washer/dryer - Dog-friendly

5. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (623 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is NZ$656
includes taxes & fees
17 Aug - 18 Aug
The Sea Gate

6. 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 NZ$129
includes taxes & fees
19 Aug - 20 Aug
Beach GO BO-HO

7. Luxurious Apartments - Pool Gym Bikes

Luxurious Apartments - Pool Gym Bikes
4.0 star property
Yulee
The price is NZ$1,074
includes taxes & fees
14 Aug - 15 Aug
Luxurious Apartments - Pool Gym Bikes

8. Pet Friendly Beach Retreat Fernandina Shores - 6355

Pet Friendly Beach Retreat Fernandina Shores - 6355
3.0 star property
Fernandina Beach
The price is NZ$1,500
includes taxes & fees
22 Aug - 23 Aug
Pet Friendly Beach Retreat Fernandina Shores - 6355

9. 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 NZ$985
includes taxes & fees
14 Aug - 15 Aug
Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access

10. Tranquil 1BR Getaway in Fernandina Beach - Ocean View

Tranquil 1BR Getaway in Fernandina Beach - Ocean View
3.0 star property
Fernandina Beach
The price is NZ$1,486
includes taxes & fees
26 Aug - 27 Aug
Tranquil 1BR Getaway in Fernandina Beach - Ocean View

11. Two-story Townhome With Fast Wifi & Pool - Steps From the Beach

Two-story Townhome With Fast Wifi & Pool - Steps From the Beach
2.0 star property
Amelia City
The price is NZ$864
includes taxes & fees
16 Aug - 17 Aug
Two-story Townhome With Fast Wifi & Pool - Steps From the Beach

12. Fernandina Beach Hidden Gem Amelia Landings - 9F

Fernandina Beach Hidden Gem Amelia Landings - 9F
3.0 star property
Fernandina Beach
The price is NZ$1,382
includes taxes & fees
20 Aug - 21 Aug
Fernandina Beach Hidden Gem Amelia Landings - 9F

13. Beach Wood Wonder With Pool Access - Walk to Ocean

Beach Wood Wonder With Pool Access - Walk to Ocean
2.0 star property
Fernandina Beach
The price is NZ$927
includes taxes & fees
14 Aug - 15 Aug
Beach Wood Wonder With Pool Access - Walk to Ocean

14. Vintage Ocean View Paradise - 1BR - Beachfront

Vintage Ocean View Paradise - 1BR - Beachfront
3.0 star property
Fernandina Beach
The price is NZ$1,459
includes taxes & fees
26 Aug - 27 Aug
Vintage Ocean View Paradise - 1BR - Beachfront

15. Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher

Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher
3.0 star property
Fernandina Beach
The price is NZ$1,668
includes taxes & fees
20 Aug - 21 Aug
Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher

16. Forest Ridge U8 2 Bedroom Condo

Forest Ridge U8 2 Bedroom Condo
3.0 star property
Fernandina Beach
The price is NZ$1,473
includes taxes & fees
22 Aug - 23 Aug
Forest Ridge U8 2 Bedroom Condo

17. Cozy Pet Friendly 2BR - Fernandina Beach

Cozy Pet Friendly 2BR - Fernandina Beach
3.0 star property
Fernandina Beach
The price is NZ$1,500
includes taxes & fees
17 Aug - 18 Aug
Cozy Pet Friendly 2BR - Fernandina Beach

18. Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer

Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer
2.0 star property
Amelia City
Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer

19. Freshly Renovated 2BR Dream Condo Beachfront Stunning Views

Freshly Renovated 2BR Dream Condo Beachfront Stunning Views
3.0 star property
Fernandina Beach
The price is NZ$1,825
includes taxes & fees
26 Aug - 27 Aug
Freshly Renovated 2BR Dream Condo Beachfront Stunning Views

20. Beachwood Residence Nestled in a Canopy of Oak Trees

Beachwood Residence Nestled in a Canopy of Oak Trees
2.0 star property
Fernandina Beach
Beachwood Residence Nestled in a Canopy of Oak Trees
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.