Cumberland Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Cumberland Island vacation rentals

TV

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
9.6 out of 10, Exceptional, (35 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is ￥18,329
￥53,794 total
includes taxes & fees
May 7 - May 8
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
Exterior detail

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 ￥14,743
￥78,145 total
includes taxes & fees
May 3 - May 4
Cowboy Studio, Pet Friendly, Walk to Village
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 ￥5,796
￥29,455 total
includes taxes & fees
May 5 - May 6
Beach Air -optional BIKES-Pool-Walk 2 Pier Village
Fridge, microwave, oven, stovetop

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, (138 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 ￥5,809
￥29,700 total
includes taxes & fees
May 3 - May 4
Beach House -optional BIKES - Walk 2 Shops & Fun
Beach nearby

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 ￥22,421
￥69,143 total
includes taxes & fees
May 7 - May 8
Charming Villa Just Steps to Beach & Shared Pool W/central AC, Private WD, Wifi
Property grounds

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, (152 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
The price is ￥13,943
￥39,704 total
includes taxes & fees
May 18 - May 19
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Property grounds

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
9.6 out of 10, Exceptional, (20 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is ￥7,676
￥32,983 total
includes taxes & fees
May 5 - May 6
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
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, (54 reviews)
"It was convient and relaxing for a short weekend"
United States
Damon C.
The price is ￥21,149
￥57,478 total
includes taxes & fees
May 4 - May 5
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
Outdoor dining

Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (27 reviews)
"Great communication from host, very clean place, great neighborhood, perfect location!"
United States
natalie h.
The price is ￥17,359
￥51,713 total
includes taxes & fees
May 6 - May 7
Summer Special! Steps to Village & Pier
Beach nearby

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 ￥17,805
￥49,292 total
includes taxes & fees
May 7 - May 8
NEW- Discount! POOL - near beach and golf course!
3 bedrooms, free WiFi

Island getaway

Island getaway
Fernandina Beach
9.4 out of 10, Exceptional, (53 reviews)
"House was clean and worked well for our weekend trip."
United States
Adrienne L.
The price is ￥28,199
￥66,393 total
includes taxes & fees
May 4 - May 5
Island getaway
Property grounds

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, (138 reviews)
"The place was very clean, and the host was was communicative and helpful. "
United States
Steven & Vicki S.
The price is ￥8,950
￥35,965 total
includes taxes & fees
May 4 - May 5
Water View - optional BIKES - Walk 2 Pier Village
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, (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 ￥21,856
￥47,340 total
includes taxes & fees
May 4 - May 5
Beach 5 Villas - Immaculate 300 steps from the Ocean
Smart TV

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 ￥15,904
￥44,889 total
includes taxes & fees
May 4 - May 5
Apartment near downtown.
Beach

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 ￥21,339
￥44,988 total
includes taxes & fees
May 3 - May 4
One Bedroom just across the street from the Beach!
1 bedroom, iron/ironing board, bed sheets

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Fernandina Beach
10.0 out of 10, Exceptional, (8 reviews)
The price is ￥22,520
￥53,359 total
includes taxes & fees
May 4 - May 5
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Beach nearby, sun loungers, beach towels

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 ￥24,909
￥69,864 total
includes taxes & fees
May 4 - May 5
ISLAND VIBE ~ Close to Beach, Downtown, Egan’s Creek with Fire Pit! KQQ~2Ba
Books, stereo

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, (168 reviews)
"Great location, great space."
United States
Cindy K.
The price is ￥39,253
￥70,498 total
includes taxes & fees
May 6 - May 7
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
Fridge, microwave, oven, stovetop

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (165 reviews)
"Host was welcoming and amenities were great. Location was also great."
United States
Randy and Jackie P.
The price is ￥13,974
￥58,323 total
includes taxes & fees
May 17 - May 18
Abundant Amenities! Pool, Bikes, Near to beach!
Beach

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, (130 reviews)
"The location was close to the Saint Simons Village and it was an easy drive on and off the Island. "
United States
Zane S.
The price is ￥5,796
￥26,954 total
includes taxes & fees
May 20 - May 21
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Island Hotel Reviews

Microtel Inn & Suites by Wyndham Kingsland Naval Base I-95

Microtel Inn & Suites by Wyndham Kingsland Naval Base I-95

6/10 Okay
"We have stayed in this hotel many times and have been very happy with everything, however, we were disappointed this time. I will begin with the positive though, the staff was amazing, as usual. Especially the young man working the counter, he was so nice and helpful! The property looks good, an overall clean. It seems they have started remodeling the rooms for a more modern look, but less amenities in the room. Either that or our room was maybe meant for pets. There was no carpet, which I can understand on a cleanliness level, so maybe that's good, but not cozy. There was no closet, now they have these pegs sticking out from the redesigned TV armour/ cabinet to hang items, and no where to put your luggage, separate from the window seat area or in the bed. The bathroom was the same issue. Now there is a fancy lit mirror, and modern looking sink with one open shelf below, but no where to place your toiletries. You only have the space around the edge of the sink or on the toilet lid. Our shower had no water pressure, the AC was not at its coldest, and they have downgraded to the most basic cable, so not many options for a decent movie or show in the evening time when getting ready for bed or are just taking a break between outings. The breakfast has also changed. They used to offer omelette wraps, this was a nice, hot, grab and go breakfast, and is now fake (powdered) scrambled eggs. They no longer offer the evening chips & cheese, only fresh baked cookies. "
Salena 2-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Kingsland Naval Base I-95

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:

  • View our selection of featured holiday rentals in Cumberland Island
  • Use the map to find apartments and other holiday homes in the Cumberland Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cumberland Island while they last

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

Frequently asked questions

Can I find a vacation rental in Cumberland Island?

Yes, we have vacation rentals near the most popular local attractions in Cumberland Island, or you can go with a more remote option if you want a relaxing place to 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 vacation rentals in Cumberland Island?

The Villas of Amelia Island: This vacation 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 you can immerse yourself in your vacation.

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 vacation rental in Cumberland Island like?

Vacation rentals are private properties you can stay in for short or long periods in Cumberland Island. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.