Cumberland Island Holiday Rentals

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Our top choices for Cumberland Island holiday rentals

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (19 reviews)
"Everything was spotless. Perfect proximity to the beach. Was stocked with everything we needed, and the host was very attentive will definitely return"
United States
Tiffany
The price is NZ$450
includes taxes & fees
15 Feb - 16 Feb
Beach 5 Villas - Immaculate 300 steps from the Ocean

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (341 reviews)
"Great location "
United States
Debra
The price is NZ$327
includes taxes & fees
23 Feb - 24 Feb
Ocean Lodge Resort

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (607 reviews)
"We booked an ocean view room with balcony, and checked in to a standard room with the view being a house on 2nd street. Easy check in & out with a clean & quiet stay."
United States
Michael
The price is NZ$440
includes taxes & fees
11 Feb - 12 Feb
The Sea Gate

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, (1,105 reviews)
"Great time with great accommodations "
United States
Valerie
The price is NZ$288
includes taxes & fees
11 Feb - 12 Feb
Villas By the Sea Resort & Conference Center

Pool View - optional BIKES - Walk 2 Pier Village

Pool View - optional BIKES - Walk 2 Pier Village
St Simons
9.8 out of 10, Exceptional, (88 reviews)
"Great location, clean property. Host was very responsive. "
United States
Heather H.
The price is NZ$275
includes taxes & fees
12 Feb - 13 Feb
Pool View - optional BIKES - Walk 2 Pier Village

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (82 reviews)
"Excellent location, property and host, highly recommended, will be back...thx..."
United States
Paul C.
The price is NZ$288
includes taxes & fees
17 Feb - 18 Feb
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Island getaway

Island getaway
Fernandina Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great location. "
United States
Greg B.
The price is NZ$694
includes taxes & fees
11 Feb - 12 Feb
Island getaway

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (16 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is NZ$288
includes taxes & fees
17 Feb - 18 Feb
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Short walk to East beach on St Simons Island.

Short walk to East beach on St Simons Island.
East End
9.0 out of 10, Wonderful, (4 reviews)
"Amazing Home, definitely recommend!!"
United States
Kate H.
The price is NZ$430
includes taxes & fees
11 Feb - 12 Feb
Short walk to East beach on St Simons Island.

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, (138 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is NZ$273
includes taxes & fees
15 Feb - 16 Feb
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (121 reviews)
"We had a great stay!"
United States
Benjamin B.
The price is NZ$265
includes taxes & fees
19 Feb - 20 Feb
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Fernandina Beach
10.0 out of 10, Exceptional, (4 reviews)
The price is NZ$505
includes taxes & fees
11 Feb - 12 Feb
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach

Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach
Fernandina Beach
10.0 out of 10, Exceptional, (36 reviews)
"Loved our stay - quiet & relaxing. Very clean, nicely decorated, had everything we needed plus more!! "
United States
Tammy R.
The price is NZ$682
includes taxes & fees
4 Mar - 5 Mar
Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach

Beach Getaway in Amelia! Ocean Views & Room for 8

Beach Getaway in Amelia! Ocean Views & Room for 8
Fernandina Beach
9.6 out of 10, Exceptional, (8 reviews)
"Our family had a wonderful time at this condo…we had a small problem with the plumbing on the first day but the owner took care of it promptly and efficiently… we would definitely recommend this condo to anyone visiting Amelia Island…"
United States
Pam O.
The price is NZ$1,026
includes taxes & fees
17 Feb - 18 Feb
Beach Getaway in Amelia! Ocean Views & Room for 8

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
St. Simons Island
10.0 out of 10, Exceptional, (22 reviews)
"The property was very nice and we enjoyed the easy walk into the village. Would definitely stay here again! "
United States
Michelle W.
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Snowbird Special – Steps to Pier & Shops

Snowbird Special – Steps to Pier & Shops
St Simons Island
9.2 out of 10, Wonderful, (17 reviews)
"Great stay ! Close to p"
United States
Amanda P.
The price is NZ$531
includes taxes & fees
12 Feb - 13 Feb
Snowbird Special – Steps to Pier & Shops

♥ of SSI Bungalow, Quick walk to beach and food ☼

♥ of SSI Bungalow, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (7 reviews)
"Host was very welcoming & always available! "
United States
Teresa W.
The price is NZ$364
includes taxes & fees
16 Feb - 17 Feb
♥ of SSI Bungalow, Quick walk to beach and food ☼

Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (130 reviews)
"Very clean and great location. We were attending a function at Epworth By The Sea and the commute was great! Would stay here again. "
United States
Karen L.
The price is NZ$331
includes taxes & fees
26 Feb - 27 Feb
Beach House -optional BIKES - Walk 2 Shops & Fun

STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!

STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!
Fernandina Beach
9.6 out of 10, Exceptional, (51 reviews)
"We liked the patio. "
United States
Jameson L.
The price is NZ$866
includes taxes & fees
2 Mar - 3 Mar
STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
King City
9.8 out of 10, Exceptional, (160 reviews)
"Great location, great space."
United States
Cindy K.
The price is NZ$734
includes taxes & fees
11 Feb - 12 Feb
Elegant St. Simons Island Honeymoon Beach Cottage near 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

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$288 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. 

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.