Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very Good, (1,153 reviews)
"Clean room, beautiful view, responsive staff."
United States
TRACIE
$209 nightly
The price is $234
Jan 31 - Feb 1
Total with taxes and fees
The Villas of Amelia Island

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (18 reviews)
"Everything was spotless. Perfect proximity to the beach. Was stocked with everything we needed, and the host was very attentive will definitely return"
United States
Tiffany
$220 nightly
The price is $247
Feb 1 - Feb 2
Total with taxes and fees
Beach 5 Villas - Immaculate 300 steps from the Ocean

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very Good, (340 reviews)
"Great location "
United States
Debra
$169 nightly
The price is $198
Feb 1 - Feb 2
Total with taxes and fees
Ocean Lodge Resort

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (603 reviews)
"We booked an ocean view room with balcony, and checked in to a standard room with the view being a house on 2nd street. Easy check in & out with a clean & quiet stay."
United States
Michael
$229 nightly
The price is $266
Jan 30 - Jan 31
Total with taxes and fees
The Sea Gate

Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center
3.0 star property
Jekyll Island
8.4 out of 10, Very Good, (1,103 reviews)
"Great time with great accommodations "
United States
Valerie
$143 nightly
The price is $168
Feb 26 - Feb 27
Total with taxes and fees
Villas By the Sea Resort & Conference Center

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, (16 reviews)
"Nice place to stay close to all"
United States
Clay W.
$149 nightly
The price is $172
Feb 12 - Feb 13
Total with taxes and fees
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

Short walk to East beach on St Simons Island.

Short walk to East beach on St Simons Island.
East End
9.0 out of 10, Wonderful, (4 reviews)
"Amazing Home, definitely recommend!!"
United States
Kate H.
$231 nightly
The price is $264
Jan 30 - Jan 31
Total with taxes and fees
Short walk to East beach on St Simons Island.

Island getaway

Island getaway
Fernandina Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great location. "
United States
Greg B.
$357 nightly
The price is $396
Jan 31 - Feb 1
Total with taxes and fees
Island getaway

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, (130 reviews)
"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
Feb 18 - Feb 19
Total with taxes and fees
Beach House -optional BIKES - Walk 2 Shops & Fun

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

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool
St. Simons Island
10.0 out of 10, Exceptional, (4 reviews)
"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.
$218 nightly
The price is $245
Jan 30 - Jan 31
Total with taxes and fees
The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

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
$292 nightly
The price is $332
Jan 30 - Jan 31
Total with taxes and fees
Original island cottage 3 bedroom well maintained

Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.8 out of 10, Exceptional, (12 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
Apartment near downtown.

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
St. Simons Island
10.0 out of 10, Exceptional, (22 reviews)
"The property was very nice and we enjoyed the easy walk into the village. Would definitely stay here again! "
United States
Michelle W.
$326 nightly
The price is $371
Jan 30 - Jan 31
Total with taxes and fees
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

0.2 miles to the Beach! | New Retro Duplex

0.2 miles to the Beach! | New Retro Duplex
Saint Simons Island
10.0 out of 10, Exceptional, (13 reviews)
"Really enjoyed our stay!"
United States
Andrea P.
$471 nightly
The price is $515
Jan 30 - Jan 31
Total with taxes and fees
0.2 miles to the Beach! | New Retro Duplex

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Fernandina Beach
10.0 out of 10, Exceptional, (4 reviews)
$295 nightly
The price is $311
Feb 1 - Feb 2
Total with taxes and fees
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

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, (48 reviews)
"Nice place and would definitely stay there again "
United States
Rick Stone M.
$322 nightly
The price is $367
Jan 30 - Jan 31
Total with taxes and fees
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

♥ of SSI Bungalow 2, 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, (10 reviews)
"The thing we loved most about this bungalow was the location. It was so close to the beach and we were able to walk to dinner too! The place was cute and comfortable and perfect for a friends’ getaway."
United States
Sarah K.
$186 nightly
The price is $214
Feb 1 - Feb 2
Total with taxes and fees
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

Snowbird Special! Steps to Village & Pier

Snowbird Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (26 reviews)
"Great location- Very Nice Condo"
United States
Tom D.
$308 nightly
The price is $346
Jan 30 - Jan 31
Total with taxes and fees
Snowbird Special! Steps to Village & Pier

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

Steps to East Beach & Pet Friendly w/ 2 King Beds
East End
9.0 out of 10, Wonderful, (28 reviews)
"We enjoyed the property!! Very clean and slept comfortably. Beach access was tricky but everything else was fantastic!!!"
United States
Michelle L.
$297 nightly
The price is $339
Jan 31 - Feb 1
Total with taxes and fees
Steps to East Beach & Pet Friendly w/ 2 King Beds

1st Floor Condo w/ 2 pools! 1 mi from beach/shops!

1st Floor Condo w/ 2 pools! 1 mi from beach/shops!
St Simons Island
10.0 out of 10, Exceptional, (54 reviews)
"The property was very clean, beds were comfortable. The complex is very well maintained."
United States
Diane D.
$493 nightly
The price is $537
Jan 30 - Jan 31
Total with taxes and fees
1st Floor Condo w/ 2 pools! 1 mi from beach/shops!
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 $168 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.