Cumberland Island Holiday Rentals from NZ$294: Search Short-Term Rentals

Q: 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.

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Our top choices for Cumberland Island holiday rentals

1. Comfort Meets Southern Charm

St. Marys

Sarah R.

includes taxes & fees

29 Nov - 30 Nov

A patio area with a stone floor, a wooden table, and a small tree.

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

St. Marys

Jessica W.

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a balcony and a wooden staircase.

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

St. Marys

Evelyn F.

includes taxes & fees

14 Nov - 15 Nov

A covered outdoor area with blue metal chairs, a wooden deck, and ceiling fans.

4. #B Loft Downtown! Huge 2-Bedroom

St. Marys

Gail E.

includes taxes & fees

16 Nov - 17 Nov

A hammock chair with a cushion labeled "GEORGIA" in a room with a white wall, a small white table, and a framed peach artwork.

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

St. Marys

Andrea J.

includes taxes & fees

15 Nov - 16 Nov

A wooden boardwalk leading to a beach with waves and people in the distance.

6. Beach 5 Villas - Immaculate 300 steps from the Ocean

Fernandina Beach

Chris

includes taxes & fees

15 Nov - 16 Nov

A coastal area with a row of modern buildings along a sandy beach, surrounded by dense forest.

7. Villas By the Sea Resort & Conference Center

Jekyll Island

Don

includes taxes & fees

16 Nov - 17 Nov

A balcony with wooden chairs and a table, a potted plant with flowers, and a view of the sea and buildings.

8. Ocean Lodge Resort

St. Simons Island

Sean

includes taxes & fees

23 Nov - 24 Nov

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

Fernandina Beach

Tom B.

includes taxes & fees

6 Dec - 7 Dec

10. Entire Townhome Minutes from Beach and Airport

Yulee

colleen l.

includes taxes & fees

3 Dec - 4 Dec

A living room with a fireplace, a round mirror, a glass coffee table, and a colorful rug.

11. Beach GO BO-HO

Brunswick

Antinette

includes taxes & fees

18 Nov - 19 Nov

A white SUV parked on a sandy beach with a sunset in the background.

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

Fernandina Beach

Linda B.

includes taxes & fees

15 Nov - 16 Nov

A kitchen with teal cabinets, a stainless steel range, and a bar area with metal chairs.

13. Coastal Tranquility

Waverly

Riley B.

includes taxes & fees

30 Nov - 1 Dec

A compact kitchen with white cabinets, a built-in oven, and a white refrigerator.

14. Tiny House 20 Mins from Beach

Brunswick

james s.

includes taxes & fees

15 Nov - 16 Nov

A balcony with a view of the ocean, a white house in the background, and a sign indicating a smoke-free property.

15. The Sea Gate

St. Simons Island

Matthew

includes taxes & fees

22 Nov - 23 Nov

A water play area with multiple fountains and a gazebo in the background.

16. Visit Amelia Island Florida

Yulee

Joan H.

includes taxes & fees

12 Dec - 13 Dec

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.

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

Fernandina Beach

Tammi C.

includes taxes & fees

17 Nov - 18 Nov

18. La Vie Insulaire -optional BIKES

Saint Simons Heights

V

includes taxes & fees

16 Nov - 17 Nov

19. Beach Air -optional BIKES-Pool-Walk 2 Pier Village

St Simons

Sharon T.

includes taxes & fees

23 Nov - 24 Nov

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Top Cumberland Island Hotel Reviews

SpringHill Suites by Marriott Amelia Island

10/10 Excellent

"Perfect stay for a family. Our 9 and 12 year old children were delighted with how much space they had in the room, and the facilities like the heated pool and hot tub were perfect. Staff were beyond friendly and helpful. Breakfast was great. No complaints and excellent value for money"

Saint Simons Inn by the Lighthouse

10/10 Excellent

"We loved the location of the Inn, which is right across from the beautiful historic lighthouse and museum, and a very short walk to the beach, a number of lovely parks, and shopping. We very rarely needed our car during our visit. We enjoyed the breakfast, which had a variety of continental breakfast offerings -- bagels, yogurt, egg bites to be microwaved, cold cereal, instant grits, apples, and bananas. There were excellent coffees available. The hotel staff were all friendly and helpful. They gave us excellent advice on things to do and places to eat. We really enjoyed our interactions. There is plenty of parking available, and an elevator. The pool area looked inviting but we visited during cool weather. The room was quite spacious and beautiful but had a few minor maintenance issues, which the staff will address, and we could easily hear our neighbors in the next room. Soundproofing was missing. Shower worked well and toiletries provided were nice. Overall, we would stay there again, because we really loved the area and the staff was excellent."

The Westin Jekyll Island Beach Resort

8/10 Good

"Everything was perfect and I would give this hotel 5 stars if it wasn’t for the loud wedding in the courtyard. I was looking forward to enjoying the sounds of the ocean from our balcony, but instead got a loud DJ vibrating the room. It ended by 10pm, which was decent, but still ruined the evening. I get that weddings are important to hotels like this, but if you’re going to allow a DJ please do it in a room somewhere - or the side courtyard by the businesses- and not in the middle courtyard facing all the ocean view/front rooms where everyone is subjected to it."

Home2 Suites by Hilton Jekyll Island

10/10 Excellent

"The hotel is located only minutes from the beach. Surroundings are well kept. Breakfast is good with many choices. Receptionists are very friendly. Room service every other day which means the floor gets and stays sandy until then. Rooms are nice. Kitchen nicely equipped."

Find out more about Cumberland Island

Everything you need to know about Cumberland Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland Island holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland Island holiday rentals we have selected for you start as low as NZ$294 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland Island rentals

At Expedia, we put the best Cumberland Island holiday 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 holiday.

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.

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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.

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Check prices for these dates

Our top choices for Cumberland Island holiday rentals

1. Comfort Meets Southern Charm

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

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

4. #B Loft Downtown! Huge 2-Bedroom

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

6. Beach 5 Villas - Immaculate 300 steps from the Ocean

7. Villas By the Sea Resort & Conference Center

8. Ocean Lodge Resort

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

10. Entire Townhome Minutes from Beach and Airport

11. Beach GO BO-HO

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

13. Coastal Tranquility

14. Tiny House 20 Mins from Beach

15. The Sea Gate

16. Visit Amelia Island Florida

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

18. La Vie Insulaire -optional BIKES

19. Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Find holiday rentals that suit your style

Top Cumberland Island Hotel Reviews

SpringHill Suites by Marriott Amelia Island

Amelia Hotel at the Beach

Saint Simons Inn by the Lighthouse

The Westin Jekyll Island Beach Resort

Omni Amelia Island Resort & Spa

Best Western Plus Jekyll Island

Home2 Suites by Hilton Jekyll Island

Find out more about Cumberland Island

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