Holiday Rentals in Cumberland Island

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Our top choices for Cumberland Island holiday rentals

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, (145 reviews)
"Everything met or exceeded our expectations! Husband wanted a closet in the bedroom but there was room to hang clothes in the laundry room so I’m filing this under a “him” issue! Great location - had everything we needed. Would book again…maybe without the closet whiner!! 😜"
United States
Don
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Charming Villa Just Steps to Beach & Shared Pool W/central AC, Private WD, Wifi

Charming Villa Just Steps to Beach & Shared Pool W/central AC, Private WD, Wifi
2.0 star property
Fernandina Beach
The price is €414
includes taxes & fees
9 Jun - 10 Jun
Charming Villa Just Steps to Beach & Shared Pool W/central AC, Private WD, Wifi

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (153 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
The price is €210
includes taxes & fees
16 Jun - 17 Jun
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

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, (26 reviews)
"Excellent property with great proximity to the beach. The property is exactly as listed with a well equipped kitchen. "
United States
Marshell
The price is €279
includes taxes & fees
3 Jun - 4 Jun
Beach 5 Villas - Immaculate 300 steps from the Ocean

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (54 reviews)
"our host was great"
United States
Daniel T.
The price is €370
includes taxes & fees
2 Jun - 3 Jun
Island getaway

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (381 reviews)
"Everything about the property was perfect! The location to the beach, to shops and restaurants were all perfect!"
United States
Ashley
Ocean Lodge Resort

Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
10.0 out of 10, Exceptional, (2 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 €82
includes taxes & fees
3 Jun - 4 Jun
Beach GO BO-HO

Cowboy Studio, Pet Friendly, Walk to Village

Cowboy Studio, Pet Friendly, Walk to Village
St Simons
9.8 out of 10, Exceptional, (77 reviews)
"Loved the location, nice private location and very walkable to the pier and beach. Comfortable place, would definitely stay here again. "
United States
Dana S.
The price is €411
includes taxes & fees
2 Jun - 3 Jun
Cowboy Studio, Pet Friendly, Walk to Village

Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
St. Simons Island
9.8 out of 10, Exceptional, (36 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is €293
includes taxes & fees
2 Jun - 3 Jun
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

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, (142 reviews)
"Great location. Very clean and host was great!!!"
United States
Sean M.
The price is €215
includes taxes & fees
5 Jun - 6 Jun
Beach House -optional BIKES - Walk 2 Shops & Fun

Steps to East Beach & Pet Friendly w/ 2 King Beds

Steps to East Beach & Pet Friendly w/ 2 King Beds
East End
9.4 out of 10, Exceptional, (39 reviews)
"Great location and great host. The property was exactly what we needed for a short stay on SSI."
United States
Shawn P.
The price is €462
includes taxes & fees
17 Jun - 18 Jun
Steps to East Beach & Pet Friendly w/ 2 King Beds

Updated 1/1 Pool, Walk to Beach and Golf course!

Updated 1/1 Pool, Walk to Beach and Golf course!
Fernandina Beach
10.0 out of 10, Exceptional, (35 reviews)
"Great location"
United States
Brenda B.
The price is €307
includes taxes & fees
7 Jun - 8 Jun
Updated 1/1 Pool, Walk to Beach and Golf course!

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (59 reviews)
"It was convient and relaxing for a short weekend"
United States
Damon C.
The price is €337
includes taxes & fees
29 Jun - 30 Jun
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

NEW- Discount! POOL - near beach and golf course!

NEW- Discount! POOL - near beach and golf course!
Fernandina Beach
9.2 out of 10, Wonderful, (12 reviews)
"Great weekend getaway for my husband, daughter and I! We loved that the pool was right there!"
United States
Diana W.
The price is €294
includes taxes & fees
8 Jun - 9 Jun
NEW- Discount! POOL - near beach and golf course!

Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (141 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
Water View - optional BIKES - Walk 2 Pier Village

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, (21 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is €235
includes taxes & fees
8 Jun - 9 Jun
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (29 reviews)
"The description of the unit was accurate, and we had a wonderful time."
United States
Julia
The price is €284
includes taxes & fees
3 Jun - 4 Jun
Summer Special! Steps to Village & Pier

Close Beach Access, Walk to Lighthouse & Village!

Close Beach Access, Walk to Lighthouse & Village!
St. Simons
9.6 out of 10, Exceptional, (18 reviews)
"Our stay was great, great location, walked to everything! Condo was clean and comfy. Thank you "
United States
melinda
The price is €427
includes taxes & fees
2 Jun - 3 Jun
Close Beach Access, Walk to Lighthouse & 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, (89 reviews)
"Host was very communicative and helpful. It was a great place to stay"
United States
Michelle G.
The price is €200
includes taxes & fees
14 Jun - 15 Jun
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl

Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl
Saint Simons Island
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful bungalow walking distance from the beach."
United States
Mark k.
Pet-Friendly St. Simons Island Beach Rental | The Blue Pearl
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, apart-hotels, 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 €279 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.