Vacation rentals in Cumberland Island

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Top-rated vacation rentals in Cumberland Island

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Top guest favorite

A serene waterfront scene is captured at sunset, showcasing a sailboat docked alongside a gazebo. The sky is filled with soft hues of purple, pink, and orange, reflecting in the calm water. Silhouettes of the boat and gazebo create a peaceful ambiance.

Apartment in St. Marys

5 out of 5 average rating, 178 reviews

Kimblehouse on the River

Enjoy beautiful sunsets from a great garden apartment overlooking the deep water of the North River. Two hundred year old live oaks greet you as you enter the neighborhood and arrive at this grand low country tabby home. Visit nearby historic downtown St. Marys, catch the ferry and spend a day on Cumberland Island, go hiking or biking ( bikes provided) in local area parks, enjoy golf at three beautiful nearby courses. Dock your boat at our 36' floating dock with easy access to the big water.

Guest favorite

A gravel driveway leads into a spacious, wooded area surrounded by tall trees. The cabin is visible in the background, nestled among the greenery. Soft light filters through the leaves, creating an inviting and serene atmosphere.

Cabin in Nahunta

4.9 out of 5 average rating, 299 reviews

Stars Aligned River Retreat. Grill. Firepit.

Looking to explore Coastal Georgia? Need a quiet place to unplug, relax, and recharge? This rustic cabin offers luxury and amenities and is perfect for a romantic getaway or weekend adventure. It is located on 9 scenic acres that offers trees with hooting owls nestled in them, a tall bluff that meanders down to a long boardwalk that takes you through a cypress forest that ends at the Satilla River. At the river you can relax, watch nature or read a book. We are a quick drive to great fishing.

Guest favorite

Bungalow in Jacksonville

4.98 out of 5 average rating, 399 reviews

❤️Private Pool Couples Getaway- Downtown

Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect - Valentine's Day is coming! The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

Guest favorite

An inviting outdoor living area features a comfortable couch adorned with red pillows. Rocking chairs are placed nearby, and a decorative rug adds warmth to the wood deck. A bicycle leans against the wall, while ceiling fans provide a gentle breeze in the shaded space.

Cottage in St. Marys

4.84 out of 5 average rating, 108 reviews

Cottage on Norris Unit B DOWNTOWN and PET FRIENDLY

Welcome to Norris Cottage Unit B.... Unit B is the rear portion of a duplex unit. The property is located on a charming street in the heart of downtown St. Mary's. St. Mary's, Georgia is a picturesque coastal village at the southern most point of the state. The cottage is walking and biking distance to shops, dining and access to the Cumberland Island ferry. The home has two lovely bedrooms, a cozy living area, kitchen and bathroom. Norris Cottage is small, but welcoming and efficient.

Top guest favorite

The exterior of The Boho Surf Shack is surrounded by lush tropical plants and greenery. A welcoming porch extends along the front, offering a shaded area with string lights above. Pathways line the garden, connecting to the inviting entrance of the property.

Home in Fernandina Beach

4.97 out of 5 average rating, 120 reviews

Boho Surf Shack - Amelia Island

Welcome to The Boho Surf Shack and our dream of an art and nature inspired tropical oasis. Located just moments away from the quaint downtown historic district of old Fernandina and white sandy beaches of our beautiful Island paradise. Enjoy cool breezes throughout the property, laying in the sun and relaxing on the shaded porches. Lush gardens, windswept oaks, outdoor shower under the stars, private parking and lightning fast internet service. We look forward to your visit!

Top guest favorite

A well-maintained porch is seen, featuring white railings and rounded posts. The wooden steps lead up to the entrance, and greenery is visible in the background, offering a serene outdoor view.

Home in St. Marys

4.89 out of 5 average rating, 180 reviews

Sea Glass Cottage

Nestled in downtown St. Marys, this cozy cottage is perfect for a getaway. Steps from dining and sunrise strolls. The ocean breeze awaits you in this historic downtown getaway. Our cottage has all the amenities of home. The bedroom has a full sized bed and a queen sleeper sofa in the living area. Fully equipped kitchen with dishes, utensils and appliances. Take a very short stroll to one of the many delicious restaurants or bars in the area. Enjoy the beauty of St. Marys!

Top guest favorite

An enclosed yard features a circular fire pit surrounded by four Adirondack chairs, set on a gravel base. The backdrop includes a gray detached studio with windows, accented by lush greenery and blooming shrubs, under a clear blue sky.

Guesthouse in St. Marys

4.99 out of 5 average rating, 223 reviews

Beautiful detached apt. in Downtown St. Marys, GA

Retreat to southern coastal Georgia in this beautiful and clean vacation rental close to downtown St. Marys. Located a few blocks from the ferry to visit Cumberland Island National Seashore. Enjoy easy access to downtown restaurants, shops and the St. Mary's waterfront area. This detached studio apartment shares a driveway with the owners' residential home, but you'll have privacy with a separate entrance and an enclosed yard with chairs and a firepit.

Top guest favorite

A cozy studio interior is highlighted by a functional kitchenette with modern appliances. The seating area features a comfortable couch adorned with decorative pillows. Natural light enters through double doors, while a mirror and wall-mounted TV add to the space's functionality.

Guest suite in Yulee

4.98 out of 5 average rating, 102 reviews

A cozy studio in the beautiful Pirates Woods.

Take a break and unwind at this peaceful oasis. Private entrance to studio with private bathroom and kitchenette with a full size corner bed suitable for a single person or couple. Please note, no additional sleeping arrangements are available. No extra guests can be accommodated. The studio is private but attached to the house where other people live. One of our residents has a severe allergy so even though we love pets we cannot allow any animals.

Top guest favorite

A light switch cover, decorated with a vintage map design featuring a reptile illustration, is mounted on a heart-pine wall. The texture of the wood is visible, highlighting the rustic charm of the cabin.

Cabin in Kingsland

4.99 out of 5 average rating, 233 reviews

Tranquil river cabin with a 1950’s vibe

Watch evening sunsets, have cocktails on the dock or around the fire pit, enjoy boating the St Mary’s River, or bird-watching from the river room of this secluded space. Stargaze from the backyard (no light pollution here!). A boat ramp is nearby for boat launching. (Tie your boat up at our dock during your stay) 45 min. from Jacksonville Fl 45 min. from Fernandina Beach Fl 20 miles to Cumberland Island Ferry 25 miles to Okefenokee Swamp

Top guest favorite

Home in St. Marys

4.96 out of 5 average rating, 196 reviews

Peyton’s Place

Enjoy this 3-bedroom/2bath home in a quaint neighborhood nestled in historical St. Marys, Georgia. Screened back porch, ceiling fans, sitting and a dining table sits 6-8 people. Porch overlooks a great back yard, with a gas grill. IN 3 blocks you find the Howard Gilman waterfront Park. Transportation to Cumberland Island,hiking, tours, swimming & beachcombing, biking, camping, Kayaking, fishing, and other activities.

Top guest favorite

A hen rests on a nest of hay, with a chick nestled closely on her back. The hen's feather pattern features a combination of white and black, while the environment is warmly lit, highlighting the natural textures of the straw.

Farm stay in Brantley County

4.98 out of 5 average rating, 705 reviews

The Cabin at The Old Parrott Place

The Cabin at The Old Parrott Place is ideal for one or two people to stay overnight or for a week. It's rustic, but clean and comfortable, has a king bed, a claw-foot tub, an outdoor shower, a microwave, toaster, small fridge and complementary coffee and tea. Rocking chairs on the porch allow you to spend a little time outdoors enjoying the country air or listening to the birds. *Please Note * There is NO WIFI.

Top guest favorite

A compact kitchenette features rustic wooden cabinetry and a stone wall backdrop. A forest mural adds a natural element, while a stainless-steel sink and essential appliances are visible. Utensils are neatly arranged, enhancing the workspace with a warm, inviting ambiance.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 250 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

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Popular amenities for Cumberland Island vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Cumberland Island

Top guest favorite

A modern shower space is highlighted by white hexagonal tiles and a glass enclosure. Natural light pours in through a nearby window, illuminating the clean lines of the design. A green towel rack holds neatly stacked towels, adding a touch of color to the space.

Guesthouse in St. Simons Island

5 out of 5 average rating, 32 reviews

Golden Lane Cottage

BrandonRating, 5 stars1 day ago

My wife and I absolutely loved visiting here. the room was a perfect size for two people and everything was clean and tidy. The bed also was very comfortable. The location couldn't be beat- right by the historic fort and a short drive from all the main restaurants and beach. Highly recommend!!!

Guest favorite

A spacious bedroom features a large bed adorned with soft white linens. Natural light enters through multiple windows, offering views of the outdoors. A comfortable seating area includes a sofa and an area rug, while a TV is positioned for easy viewing. A dining area is visible in the background.

Home in St. Marys

5 out of 5 average rating, 11 reviews

Admirals Lookout Waterfront Home

LauraRating, 5 stars4 weeks ago

Peaceful, spacious, beautiful views, and fantastic hosts! My friends and I stayed for 6 nights while completing work in the marsh and I’m so glad we found this place! The boat dock was very convenient, the house was extremely comfortable after a long day working in the sun, kitchen had everything we needed plus more, and the outdoor seating on the water provided a great space for taking in the sunset. Would absolutely stay here again!

Top guest favorite

A spacious community pool is surrounded by lush greenery. Lounge chairs are arranged around the pool, providing ample space for relaxation. The area features a few shaded spots with umbrellas, enhancing the inviting atmosphere for guests to unwind.

Condo in Fernandina Beach

4.98 out of 5 average rating, 44 reviews

Stairway to Amelia

CharliRating, 5 stars2 weeks ago

The stay was great. We stayed for our annual girls trip. Brooke had us some snacks and some milk stocked before our arrival which was awesome.the condo is a short walk to the beach. The only downside was that the condo is on the third floor. Other than that it was amazing and would definitely stay again!

Guest favorite

A green door features a ship design carved into the wood, framed by palm tree murals on a light-colored wall. The entrance is complemented by a black wrought-iron railing, inviting visitors into a unique and charming setting.

Home in Brunswick

4.95 out of 5 average rating, 20 reviews

The historic 'Pilot house' at Lovers Oak

AlyRating, 5 stars4 days ago

My boyfriend and I booked Amanda’s place with plans to have a laid-back beach vacation with lots of cooking fresh seafood and relaxing. Her place was perfect for it. Very cozy inside, and the backyard was warm and inviting. Our dog played out there every morning while we sipped coffees. Her place is located next to a great seafood market, City Market, so that was convenient. We enjoyed biking through the neighborhood and found an adorable deli (The Yellow Deli) 1 min away from the house on our bikes. It was perfect.

Top guest favorite

A styled entryway features a round wooden mirror reflecting natural light. A lamp with a textured shade is placed on a wooden table, which displays a magazine and a decorative vase. An orchid plant and a woven basket add soft touches to the space.

Apartment in St. Simons Island

5 out of 5 average rating, 36 reviews

The Nest | Steps to beach and dining

SkylarRating, 5 stars1 week ago

This place was so wonderful! It was perfect for a little weekend getaway and a short walk to the beach and nearby restaurants! The area was safe and quiet. Great host! Wonderful communication throughout our stay!

Guest favorite

Cottage in St. Marys

4.99 out of 5 average rating, 82 reviews

Crooked River Charm: Sabina's Riverside Cottage

MelissaRating, 5 stars1 month ago

We stayed here for four nights and loved this cottage—it's a gem! The views are beautiful, tranquil, and peaceful. The cottage has a perfect layout, making it comfortable for us (a family of four) to spread out, and we had different places to eat. The beds were super comfortable, the bathroom was clean and had all the amenities needed, and we loved the bird cam. The ospreys were a sight to behold! The kitchen was stocked well-- we had everything we needed to cook, and the coffeemaker was easy to use. A bonus about this stay was that it's right next to the Crooked River State Park, which is a great place to check out. Our kids enjoyed the playground, the mini golf (you can rent for $3 per person!), and the trails. The park was well-maintained and it's practically a 5 min walk away. We went to Ferninanda Beach for the day, and we liked that the cottage provided beach chairs-- it made our visit easy and relaxing. When we come back to St. Mary, we definitely will stay here again.

Guest favorite

Home in Fernandina Beach

4.98 out of 5 average rating, 56 reviews

Private Beachfront Lighthouse Just Steps to Ocean

JoeRating, 5 stars2 weeks ago

We stayed with my family of 4 young kids. Love every minute of it. Fun to let the kids run to the beach at any point of the day. The book nook consumed most of our inside the house time. What a cozy little corner. Great memories of the six of us in one location sharing conversations and a watching movies together. We even had some intense Jenga matches that made my heart happy. Thanks for all the fun games that were included at the lighthouse. This place is a real gem and it won’t disappoint. Super comfy beds that allowed all of us the rest we needed during our retreat.

Top guest favorite