Cumberland Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cumberland Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A newly constructed swimming pool is surrounded by soft lighting and a well-maintained fence. Its inviting blue water glistens under the evening sky. Several lounge chairs are arranged nearby, providing a relaxing spot to enjoy the serene outdoor space.

Vacation home in St. Simons Island

4.97 out of 5 average rating, 35 reviews

Gorgeous home with pool, in the heart of St Simons

Large 3 LARGE bedrooms and 3 full baths, Beautifully appointed in every room. LUXURIOUS AND COMFORTABLE!! With new SWIMMING POOL and firepit in the back makes for great family memories and fun. Quiet, residential neighborhood in lovely surroundings. Fireplace in great room, and large 60 inch tv all open to kitchen and dining. Fully equipped kitchen. 3 bikes included Double master upstairs both with king beds and en-suites. Main level bedroom with queen and bath. NO PETS, NO SMOKING inside.

Guest favorite

An oceanfront pool area is showcased, with lounge chairs arranged around the inviting blue water. A sandy beach is visible in the background, and shimmering waves can be seen meeting the shore under a clear blue sky.

Condo in Jacksonville Beach

4.85 out of 5 average rating, 105 reviews

Our Hawaiian Bliss just steps from the Beach!

Enjoy this small, gated, oceanfront condo community just steps from the Ocean w/oceanfront pool, oceanfront communal deck with outdoor furniture for you to enjoy w/private beach access. Our 1 BR condo sleeps 5 comfortably w/queen bed & twin trundle bed upstairs, full size sleeper sofa downstairs. 2 full baths, one upstairs w/walk-in shower and one downstairs w/tub/shower. Slight view of the ocean from upstairs balcony & there is a nice downstairs patio area in front of condo for your enjoyment!

Top guest favorite

A covered patio area includes comfortable seating and a dining table. Lush greenery surrounds the outdoor space, with palm trees and various plants adding to the inviting atmosphere. The space is sheltered from the elements, providing a relaxing area for dining and leisure.

Home in St. Simons Island

4.98 out of 5 average rating, 263 reviews

My Ocean Getaway Yards from beach! Pets! Location!

Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more! Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen. Great outdoor space private yard . Beach Restaurants Markets shopping in Popular Beach Community !

Superhost

A well-lit hallway is presented, featuring a smooth wooden floor leading towards a door at the end. To the right, a kitchen area is visible, showcasing granite countertops and modern appliances. Soft gray walls create a soothing backdrop, complemented by subtle wall decor.

Condo in St. Simons Island

4.85 out of 5 average rating, 240 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

Top guest favorite

A contemporary living area is showcased, featuring a comfortable sofa, two accent chairs, and a coffee table. Natural light enters through large windows, illuminating the space. A piece of artwork is displayed on the wall, and a neutral-colored area rug is laid on the floor.

Condo in St. Simons Island

4.98 out of 5 average rating, 107 reviews

Ocean Vibes Retreat (dog friendly)

This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

Guest favorite

Villa in Jacksonville

4.88 out of 5 average rating, 101 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.

Top guest favorite

A comfortable sleeping area features a spacious bed adorned with a light blue quilt and decorative pillows. A chaise lounge is positioned nearby, with natural light streaming through sliding doors that lead to a deck overlooking the serene surroundings.

Cottage in St. Simons Island

4.9 out of 5 average rating, 117 reviews

Fairway Villas

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

Guest favorite

The exterior of Green House Cottage is showcased, featuring a light green brick facade with a black door and window with white shutters. Flower beds with red roses are planted in front, surrounded by well-maintained landscaping. A wooden gate and fence provide privacy.

Cottage in St. Marys

4.93 out of 5 average rating, 103 reviews

The Green House Cottage Pets OK Walk 2 Waterfront

There are many wonderful AirBnb and VRBO properties in beautiful St. Marys Here are a few things that set our property apart from other local properties. - Value - Affordable family Home Away from Home - Pet Friendly - See Pet Policy. Low pet fees per pup. Sorry, No cats. - Located in Historic District in walking distance to waterfront - All the bells and whistles to make your stay relaxing. Please see more information below. Your will enjoy your stay.

Guest favorite

A spacious bedroom is featured, showcasing a large wooden bed with a neutral-toned comforter. Decorative lamps are placed on matching nightstands. Elegant wall art and mirrors accentuate the room, while a doorway leads to an attached bathroom, visible in the background.

Townhouse in St. Simons Island

4.89 out of 5 average rating, 152 reviews

Abundant Amenities! Pool, Bikes, Near to beach!

1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

Top guest favorite

A wide sandy beach is shown under a clear blue sky, featuring two beach umbrellas and loungers positioned in the foreground. A person walks a dog along the shoreline, with gentle waves lapping at the sand in the background.

Condo in St. Simons Island

4.91 out of 5 average rating, 45 reviews

Beautiful Vacation Villa - Beach, Parks, Village

Newly renovated, new furniture, beds, etc...Located "south island” for an ez walk or bike (2 are incl) to Village (restaurants & shops) or Beach (King & Prince)...less than a mile to either; in a very quiet community w/ pool. Walk to beautiful park for tennis, pickelball, basketball, baseball, etc. Fully equipped to sleep 4, laundry & stocked kitchen. Pets welcome (small, well-trained dogs) upon approval and nonrefundable pet deposit. Beach gear incl."

Guest favorite

Home in Jacksonville Beach

4.94 out of 5 average rating, 249 reviews

2 Kings 2 bunks - Premium Beach House- $0 Host fee

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.

Guest favorite

A modern living area showcases a comfortable seating arrangement with a light-colored sofa and armchair. A wooden coffee table sits in the center. The open kitchen features sleek appliances and bar stools, while natural light flows through the large windows, illuminating the space.

Bungalow in Jacksonville Beach

4.84 out of 5 average rating, 146 reviews

Palm Bungalow no pets 2/1 FIBER no car in garage

Completely renovated fresh décor and clean! King bed in Master! Garage for storage only Walk to pier and beach. Short walk to restaurants and bars. Less than 5 miles from Mayo Clinic. Quiet neighborhood area - respect neighbors. ( next door resident has outdoor Camera- ) No grill but walking distance to awesome local food Roku TV and internet to stream favorite apps-

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What guests are saying

St. Simons Getaway - King Bed, Pool, Bikes, Golf!

4.97 out of 5 average rating, 37 reviews10 months ago

We loved this house and it was perfect for our summer vacation. The screened in porch was my favorite space, the host was kind enough to let us use their beach items/bikes, and the pool was walkable! Comfortable beds, clean and spacious kitchen, and peaceful neighborhood. I would definitely recommend it and I would stay here again. Nathan was very responsive and helpful when we reached out to him.

Townhouse in St. Simons Island

What guests are saying

Family Beach Getaway w/ Pool & Sports Playground

5 out of 5 average rating, 5 reviews2 weeks ago

This property was perfect for our family and friends spring break trip. The backyard is amazing and kept the kids entertained for hours. The house was well equipped and the beds were comfortable. The walk to the beach is about 10 minutes and the property has tons of really nice beach chairs and a wagon. The property is also minutes away from tons of restaurants and things to do. I only had one high maintenance request (squeaky doors waking my toddler up) while we were there and they had someone out within an hour to help which I appreciated so much. We would definitely stay here again!

Home in Jacksonville Beach

What guests are saying

Elegant Historic District Cottage

4.74 out of 5 average rating, 88 reviews17 months ago

Rose & Stacie, are fantastic AirB&B hosts. The Carriage House on 1200 Union was better than advertised. Clean, comfy, peaceful, and excellent proximity to beautiful Old Town Brunswick. The downtown shopping & Yellow Deli were a few blocks from the house. Proximity to the school and churches also made things feel very safe. Thank you for allowing me to stay at your wonderful property during the holidays. I'll be back again when I come to Brunswick to visit my family. Sincerely, Sean

Guesthouse in Brunswick

What guests are saying

Ranch House w/ docks, pool, & private firepit

5 out of 5 average rating, 6 reviews6 months ago

This place exceeded our expectations. It was clean. The property was perfectly situated and sized. The amenities were amazing. It allowed our family to have an actual vacation. We relaxed and had fun. Most everything was provided, from fishing equipment to firewood. We enjoyed the pool, the piers, the bikes... In short, we will be returning.

Home in Darien

What guests are saying

Magnificent Coastal Retreat close to the beach!

4.89 out of 5 average rating, 18 reviews1 week ago

We booked this home many months in advance for a wedding on St. Simons Island. We got more and more excited as the weekend approach. Still, this house (especially its location) to the wedding site exceeded our expectations. For our family, it was a perfect fit and very comfortable!

Home in St. Simons Island

What guests are saying

Walk to Beach from Amelia Island Townhouse!

4.7 out of 5 average rating, 20 reviews4 months ago

Perfect location! Host was very responsive. Only negative is it did not have a well stocked kitchen which proved to be a challenge when cooking thanksgiving dinner! Listing indicated there would at least be olive oil, salt, pepper, and there wasn’t any. Would rent again, but would be more prepared and bring basic kitchen supplies and utensils.

Townhouse in Fernandina Beach