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Our top choices for Cumberland Island holiday rentals

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (52 reviews)
"House was clean and worked well for our weekend trip."
United States
Adrienne L.
The price is £312
includes taxes & fees
26 Apr - 27 Apr
Island getaway

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, (34 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is £251
includes taxes & fees
26 Apr - 27 Apr
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

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, (25 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 £232
includes taxes & fees
12 May - 13 May
Beach 5 Villas - Immaculate 300 steps from the Ocean

♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.6 out of 10, Exceptional, (20 reviews)
"Great location, so close to the beach and so many restaurants! Great, helpful hosts! The house was also well furnished with comfortable funirture, beds."
United States
Callum R.
The price is £165
includes taxes & fees
26 Apr - 27 Apr
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

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 £227
includes taxes & fees
28 Apr - 29 Apr
NEW- Discount! POOL - near beach and golf course!

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, (166 reviews)
"Great location, great space."
United States
Cindy K.
The price is £335
includes taxes & fees
6 May - 7 May
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (26 reviews)
"Great communication from host, very clean place, great neighborhood, perfect location!"
United States
natalie h.
The price is £258
includes taxes & fees
27 Apr - 28 Apr
Summer Special! Steps to Village & Pier

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.4 out of 10, Exceptional, (3 reviews)
"We love the property because is close to the beach ,restaurants the pier it is only 18 minutes away from the house we loved!! the house was really cozy we had a grate vacation "
United States
Jessica
The price is £329
includes taxes & fees
1 May - 2 May
Original island cottage 3 bedroom well maintained

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, (54 reviews)
"Wonderful!"
United States
Toni G.
The price is £270
includes taxes & fees
26 Apr - 27 Apr
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck
3.5 star property
St. Simons Island
8.0 out of 10, Very good, (2 reviews)
"Very easy to communicate with the property manager. A delightful visit."
United States
Josephine
The price is £394
includes taxes & fees
26 Apr - 27 Apr
3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

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, (140 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is £169
includes taxes & fees
17 May - 18 May
Beach Air -optional BIKES-Pool-Walk 2 Pier Village

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, (136 reviews)
"The host was most welcoming and communicated with us well. The house was cleaned and well arranged. We had all we need to make our stay pleasant"
United States
Judeen R.
The price is £134
includes taxes & fees
26 Apr - 27 Apr
Beach House -optional BIKES - Walk 2 Shops & Fun

ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba

ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba
Fernandina Beach
10.0 out of 10, Exceptional, (29 reviews)
"One of the best kept secrets in around Amelia Island. We were there for the auction at Goodings and I was impressed at how clean quiet and how close everything was to the home. I can’t express enough how much we enjoyed our stay."
United States
Traci
The price is £357
includes taxes & fees
3 May - 4 May
ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba

One Bedroom just across the street from the Beach!

One Bedroom just across the street from the Beach!
Saint Simons Island
10.0 out of 10, Exceptional, (3 reviews)
"It was a great stay. Perfect location - walkable to EVERYTHING! The only thing missing was ceiling fans, especially in the bedroom."
United States
Marikay B.
The price is £216
includes taxes & fees
26 Apr - 27 Apr
One Bedroom just across the street from the Beach!

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, (30 reviews)
"Easy access to Amelia Island. Clean "
United States
Brett
The price is £252
includes taxes & fees
6 May - 7 May
Charming 3-bedroom house in peaceful Fernandina Beach with WiFi, AC

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear
St Simons Island
9.4 out of 10, Exceptional, (96 reviews)
"Great little place, clean, comfortable. "
United States
Jenifer
Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

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, (151 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
The price is £171
includes taxes & fees
6 May - 7 May
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Fernandina Beach
10.0 out of 10, Exceptional, (7 reviews)
The price is £242
includes taxes & fees
26 Apr - 27 Apr
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.4 out of 10, Exceptional, (13 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
The price is £215
includes taxes & fees
3 May - 4 May
Apartment near downtown.

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, (18 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is £155
includes taxes & fees
26 Apr - 27 Apr
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
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 £232 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.