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Cumberland Island Vacation Rentals

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Vacation Rentals in Cumberland Island

The Villas of Amelia Island

4.0 star property
Fernandina Beach
8.4 out of 10, Very Good, (1125)
"Beach view and access was superb. Staff was exceptional and privacy was great."
United States
Mary
$199 nightly
The price is $223
Dec 4 - Dec 5
Total with taxes and fees
The Villas of Amelia Island

Villas By the Sea Resort & Conference Center

3.0 star property
Jekyll Island
8.4 out of 10, Very Good, (1091)
"The room was well appointed and clean"
United States
Lara
$124 nightly
The price is $147
Dec 31 - Jan 1, 2026
Total with taxes and fees
Villas By the Sea Resort & Conference Center

Island getaway

Fernandina Beach
9.6 out of 10, Exceptional, (43)
"Great location. "
United States
Greg B.
$363 nightly
The price is $402
Dec 2 - Dec 3
Total with taxes and fees
Island getaway

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

Saint Simons Heights
10.0 out of 10, Exceptional, (81)
"Condo was really nice. Really taken care of and clean. Located close to alot of good restaurants. Loved going sightseeing and just loafing. Would definitely stay there again. Host was very good at supplying all the information about the house, the area, and good places to eat. Thanks for a great time!!"
United States
Rhonda L.
$173 nightly
The price is $199
Dec 2 - Dec 3
Total with taxes and fees
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

The Sea Gate

4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (598)
"Very nice place to stay. Just a little walk to the beach. Nice and quiet area"
United States
Paula
$249 nightly
The price is $289
Dec 3 - Dec 4
Total with taxes and fees
The Sea Gate

Beach House -optional BIKES - Walk 2 Shops & Fun

Saint Simons Island
9.8 out of 10, Exceptional, (125)
"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.
$156 nightly
The price is $180
Dec 2 - Dec 3
Total with taxes and fees
Beach House -optional BIKES - Walk 2 Shops & Fun

Beach GO BO-HO

3.0 star property
Brunswick
$62 nightly
The price is $73
Dec 9 - Dec 10
Total with taxes and fees
Beach GO BO-HO

Beach 5 Villas - Immaculate 300 steps from the Ocean

4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (17)
"Perfect location and room for our 2 day stay."
United States
Rhonda
$247 nightly
The price is $277
Dec 2 - Dec 3
Total with taxes and fees
Beach 5 Villas - Immaculate 300 steps from the Ocean

Vintage Amelia Island Apartments

3.5 star property
Fernandina Beach
7.6 out of 10, Good, (53)
"The bed was Quicky so I slept on the couch most of the time Other than than everything was excellent "
United States
Donald
$138 nightly
The price is $145
Dec 9 - Dec 10
Total with taxes and fees
Vintage Amelia Island Apartments

Beautiful farmhouse in Fernandina Beach

Fernandina Beach
10.0 out of 10, Exceptional, (2)
"The Farmhouse id beautiful and close to everything. The owners are very nice, we had an amazing trip!"
United States
Tina B.
$281 nightly
The price is $298
Dec 3 - Dec 4
Total with taxes and fees
Beautiful farmhouse in Fernandina Beach

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

Saint Simons Heights
8.8 out of 10, Excellent, (3)
"Wonderful place to stay. Had everything we needed. Clean and fresh on arrival. "
United States
Lydia R.
$171 nightly
The price is $197
Dec 2 - Dec 3
Total with taxes and fees
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Tiny House 20 Mins from Beach

2.0 star property
Brunswick
10.0 out of 10, Exceptional, (1)
"Perfect little place to stay. Seemed a little sketchy at first. But after the first night that feeling went away. It was simplistic and had everything you needed for the little time you will actually spend there. "
United States
james s.
$208 nightly
The price is $231
Dec 3 - Dec 4
Total with taxes and fees
Tiny House 20 Mins from Beach

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

St. Simons Island
10.0 out of 10, Exceptional, (4)
"I had a wonderful stay at this lovely and spotless unit—everything was just as expected. The owners were incredibly helpful and a pleasure to work with; I would definitely stay here again!"
United States
Robert B.
$223 nightly
The price is $250
Dec 2 - Dec 3
Total with taxes and fees
The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

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

Fernandina Beach
9.2 out of 10, Wonderful, (12)
"Great weekend getaway for my husband, daughter and I! We loved that the pool was right there!"
United States
Diana W.
$277 nightly
The price is $310
Dec 3 - Dec 4
Total with taxes and fees
NEW- Discount! POOL - near beach and golf course!

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Fernandina Beach
10.0 out of 10, Exceptional, (3)
$305 nightly
The price is $321
Dec 2 - Dec 3
Total with taxes and fees
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

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

St. Simons Island
9.8 out of 10, Exceptional, (7)
"Clean, comfy beds, and walkable to beach, restaurants, etc."
United States
Lindsay A.
$187 nightly
The price is $215
Dec 2 - Dec 3
Total with taxes and fees
♥ of SSI Bungalow, Quick walk to beach and food ☼

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

St. Simons Island
9.8 out of 10, Exceptional, (6)
"Loved the location, easy walk to the beach. House was cozy, had everything we needed. "
United States
Candice C.
$187 nightly
The price is $215
Dec 2 - Dec 3
Total with taxes and fees
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

Apartment near downtown.

St. Simons Island
9.8 out of 10, Exceptional, (12)
"Nice place, nice hood, nice time."
United States
mark w.
$225 nightly
The price is $259
Dec 2 - Dec 3
Total with taxes and fees
Apartment near downtown.

Amelia Island on the Marsh 8 miles unobstructed views incredible sunrise,sunsets

Yulee
9.8 out of 10, Exceptional, (9)
"Nearby event in Yulee and this location was great with very friendly/helpful hosts. Will stay again. "
United States
Kevin B.
$206 nightly
The price is $219
Dec 2 - Dec 3
Total with taxes and fees
Amelia Island on the Marsh 8 miles unobstructed views incredible sunrise,sunsets

Close Beach Access, Walk to Lighthouse & Village!

St. Simons
9.4 out of 10, Exceptional, (16)
"Excellent location and the management company was very responsive and informative. "
United States
Olivia Y.
$467 nightly
The price is $508
Dec 2 - Dec 3
Total with taxes and fees
Close Beach Access, Walk to Lighthouse & 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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cumberland Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland Island rentals

At Expedia, we put the best Cumberland Island vacation 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 vacation.

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 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.