Cumberland Island Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Cumberland Island holiday rentals

Indoor pool, 2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1,178 reviews)
"Great location Great dining Friendly staff "
United States
BEATRIZ
The Villas of Amelia Island
Terrace/patio

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (356 reviews)
"Location is fantastic, within walking distance of downtown. The shower in the front did not drain well but overall the place was nice! "
United States
Megan
Ocean Lodge Resort
3 bedrooms, free WiFi

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (51 reviews)
"Nice house, great location. Privacy fence is very secure. I wasn’t nervous letting my dog run around. Up-to-date appliances and very clean."
United States
Kelly F.
The price is HK$1,407
HK$3,274 total
includes taxes & fees
1 Apr - 2 Apr
Island getaway
Exterior

East Beach Cottage and Guest House

East Beach Cottage and Guest House
East Beach
10.0 out of 10, Exceptional, (85 reviews)
"House is in a great location and perfect for a nice family vacation. Would highly recommend. "
United States
Dave B.
The price is HK$3,956
HK$8,325 total
includes taxes & fees
31 Mar - 1 Apr
East Beach Cottage and Guest House
Smart TV, books, offices

Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck

Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck
American Beach
10.0 out of 10, Exceptional, (69 reviews)
"Great location on the beach! Everyone had their own individual areas to have their own space or mingle with others. View was beautiful. "
United States
Kelli C.
Mermaid Castle | Oceanfront Luxury Beach House | Rooftop Deck
Beach nearby, beach umbrellas, beach towels, surfing

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, (23 reviews)
"Condo was clean and well appointed!"
United States
Charles
The price is HK$1,415
HK$2,725 total
includes taxes & fees
12 Apr - 13 Apr
Beach 5 Villas - Immaculate 300 steps from the Ocean
Outdoor dining

King & Prince Oceanfront North Villa

King & Prince Oceanfront North Villa
St Simons Island
9.6 out of 10, Exceptional, (180 reviews)
"Lovely place to stay and beautiful views. Nice beach and everything you need to cook. Lovely shops and restaurants super close by also."
United States
Suzanne B.
The price is HK$2,103
HK$4,243 total
includes taxes & fees
28 Mar - 29 Mar
King & Prince Oceanfront North Villa
Interior

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 HK$1,064
HK$4,172 total
includes taxes & fees
29 Mar - 30 Mar
3 Mi to St Simons Beach: Gem w/ Pool Access & Deck
Outdoor dining

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.0 out of 10, Wonderful, (2 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 HK$1,970
HK$3,497 total
includes taxes & fees
18 Apr - 19 Apr
Original island cottage 3 bedroom well maintained
Exterior

Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views

Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views
Saint Simons Island
10.0 out of 10, Exceptional, (238 reviews)
"Had an amazing stay at High Tide! Gorgeous views, comfy beds, well appointed, walkable to great restaurants, and to the village. Property manager Ryan is so wonderful- attentive and helpful. "
United States
Sarah K.
Newly Renovated Oceanfront Condo • Right on the Beach • Beachfront • Great Views
Dining

74 Steps to Sand, Walk to the Village, Sleeps 6!

74 Steps to Sand, Walk to the Village, Sleeps 6!
St Simons Island
9.8 out of 10, Exceptional, (91 reviews)
"The house was large and beautiful."
United States
susam t.
The price is HK$1,676
HK$4,948 total
includes taxes & fees
28 Mar - 29 Mar
74 Steps to Sand, Walk to the Village, Sleeps 6!
Property grounds

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, (164 reviews)
"Great location, great space."
United States
Cindy K.
The price is HK$1,759
HK$3,272 total
includes taxes & fees
29 Mar - 30 Mar
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
Outdoor pool

AMAZING OCEANFRONT AMELIA ISLAND POPULAR LOCATIONSEA GLASS COTTAGE*

AMAZING OCEANFRONT AMELIA ISLAND POPULAR LOCATIONSEA GLASS COTTAGE*
Fernandina Beach
9.8 out of 10, Exceptional, (131 reviews)
"Easy walk to beach, great family friendly unit and location. "
United States
Crystal C.
The price is HK$2,426
HK$4,517 total
includes taxes & fees
31 Mar - 1 Apr
AMAZING OCEANFRONT AMELIA ISLAND POPULAR LOCATIONSEA GLASS COTTAGE*
Beach nearby

Sunkissed Escape with spectacular views

Sunkissed Escape with spectacular views
Fernandina Beach
10.0 out of 10, Exceptional, (109 reviews)
"Great visit had a great time, "
United States
Harry H.
The price is HK$1,998
HK$4,381 total
includes taxes & fees
30 Mar - 31 Mar
Sunkissed Escape with spectacular views
Beach nearby

Coastal Haven~Shipwatch Villas 1303~oceanfront

Coastal Haven~Shipwatch Villas 1303~oceanfront
Fernandina Beach
10.0 out of 10, Exceptional, (97 reviews)
"We enjoyed our stay in this peaceful haven. The beach walks were delightful. The condo is well stocked with everything you need. We enjoyed going into town and taking advantage of all it had to offer and then coming back to serene surroundings. Thoroughly enjoyed dining at Marche Burchette in the Omni property."
United States
Susan M.
The price is HK$1,950
HK$4,344 total
includes taxes & fees
1 Apr - 2 Apr
Coastal Haven~Shipwatch Villas 1303~oceanfront
Property grounds

Balcony Paradise -pool closure notice, please read description

Balcony Paradise -pool closure notice, please read description
Amelia City
10.0 out of 10, Exceptional, (104 reviews)
"Excellent host comm and very clean and excellent location "
United States
Kevin A.
The price is HK$3,699
HK$7,044 total
includes taxes & fees
2 Apr - 3 Apr
Balcony Paradise -pool closure notice, please read description
Beach

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
The price is HK$1,724
HK$5,182 total
includes taxes & fees
2 Apr - 3 Apr
Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear
Beach nearby, sun-loungers

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, (51 reviews)
"Nice place and would definitely stay there again "
United States
Rick Stone M.
The price is HK$1,173
HK$3,010 total
includes taxes & fees
12 Apr - 13 Apr
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
Interior

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
East Beach
10.0 out of 10, Exceptional, (104 reviews)
"That house was perfect!"
United States
John S.
The price is HK$7,004
HK$12,987 total
includes taxes & fees
19 Apr - 20 Apr
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
Sun-loungers

♥ 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, (17 reviews)
"Loved the location, easy walk to the beach. House was cozy, had everything we needed. "
United States
Candice C.
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
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

Extended Stay America Premier Suites - Jacksonville - Airport

Extended Stay America Premier Suites - Jacksonville - Airport

10/10 Excellent
"Corine checked me in and was extremely courteous & helpful. The room is spacious and spotless, with a full kitchen. The kitchen is not set up with plates and utensils but i was able to get some at the front desk. The breakfast is very light continental style. "
Wandaliz 1-night trip
Posted 5 hours ago
Extended Stay America Premier Suites - Jacksonville - Airport

Find out more about Cumberland Island

Search for holiday rentals in Cumberland Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cumberland Island!

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.