
Cumberland Island vacation rentals
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Top-rated vacation rentals in Cumberland Island
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Popular amenities for Cumberland Island vacation rentals
Cumberland Island beach vacation rentals

Jacksonville Beach Front Paradise
This place was AMAZING!!!!! The views of the beach were beautiful. We would definitely love to stay again, hopefully that will be soon. I came to visit my Navy son and his wife. It was our first time meeting her and they visited us and loved the place as well. It was so peaceful and quiet....HOME AWAY FROM HOME đź’ś

Beach Please!Top Floor|Balcony Ocean View|Pool
We loved staying here! The property is beautiful, and access to the pool/hot tub and the beach was so nice for our family of 5. Parents traveling with a baby in a pack and play, it will fit perfectly in the master closet - fyi 🥰. Loved walking to Barrier Island Brewery and Fiddlers. Our kids took their scooters and both were super kid friendly. We got ice cream almost every night at The Cottage, which has a castle playground. Thank you for everything! Can’t wait to come back to Saint Simons .

Casa Ramona - At The Beach!
My sister got married nearby so we stayed at the place for the week. It was amazing from start to finish. Firstly, the beds were so comfortable. Secondly, this place is really private and quiet. It was so relaxing to sit outside in the enclosed porch. This place looks even better in person. Very well maintained and probably one of the nicest houses on the street. I would definitely stay here again, and I highly recommend this place to other people.

Fernandina Beach Getaway
I had a fantastic experience. The host was very welcoming and communication with them was easy. The space was clean, comfortable, and exactly as described in the listing. The location was convenient and close to everything I needed. I would highly recommend this Airbnb to anyone looking for a cozy and affordable place to stay. I will definitely be booking with them again in the future.

Cozy Beach House 1 block to beach
This was a great find. Jeanne's place was clean and comfortable. The area is quite and peaceful. There is a lot of places to eat in the area. There is quite a bit of shopping centers near as well. The beach only took a couple of minutes to walk to. Jeanne was prompt and responsive to my questions. I enjoyed my stay here.

Amelia Island, 2 bedroom beach front condo
The condo size & location was perfect for our getaway and 1st visit to Amelia Island. But the view and balcony was the best part! We would for sure stay here again.

200 ft to toes in the sand! Restaurants! Shopping!
Amazing return visit! This was our second time at Elizabeth’s place and it was fantastic. The townhome was spotless and Elizabeth is easy to get ahold of if anything is needed. The location is perfect- walkable to beach, shops and restaurants. Kitchen is updated and well appointed. Thanks for a lovely stay!

Beachcomber Oceanfront 180* panoramic view
This was a very cozy place to stay. It had everything we needed. Beautiful view of the ocean. We would stay here again
Cumberland Island house rentals

Yorktown
He is a very nice guy nice house peaceful neighborhood

Comfortable Temporary Stay
We are very thankful for Sammy and all that he did for us! We had some issues with our travel orders and he was very understanding and extremely helpful. The house is perfect for those traveling for work and with small kids. We LOVED being able to utilize the pool also.

The Hothouse-Couples Escape: Play-Relax-Reconnect
I decided to book this place to celebrate my boyfriends 25th birthday. It looks like a page from magazine. This was a spectacular sensual mini staycation. It’s exactly what we both needed. Directions for utilization were precise & clear. I adored all of the sexy decor, sleek appliances and supplied amenities. The bed felt as if we were sleeping in the clouds. The space is absolutely spotless and smells wonderful. The time went by too quick ! We will definitely be back! Thank you Juliana & Mike.

3bdrms 4bds 2 bthrm Modern home
The host is very responsive and welcoming. The neighborhood and amenities is beautiful. The place felt like home. I was extremely comfortable.

Adorable Cottage, Close to the Beach
We've stayed in vacation rentals in St. Simons a number of times. This one was by far the best we've found. It was clean, spacious, welcoming, and comfortable. Next time we go we'll look to book here first.

30+day Rental, minutes from Beach, Mayo, Downtown
Comfortable home, clean and easy access to to hwy and parks nearby.

Beautiful 3 bedroom house with game room!
A complete, comfortable house, close to the market, pharmacy and convenience stores. I will definitely want to stay in the same house when I return to Jacksonville.

Redfern Retreat
We had such a great time! Adam's place is comfy, has such a wonderful vibe and we made some fun family memories. We love staying in this area and this home is just so relaxing. The street is lovely to walk the dogs, and the house is so nicely stocked. Adam is great at communicating and it was a breeze! Thank you so much, we will be back soon!
Beach house rentals in Cumberland Island

ONE BLOCK FROM BEACH, 150 YARDS TO 4 RESTAURANTS!!
A return trip, and we will be back again! Terrific accommodations, excellent communication, Great place to stay and enjoy all St Simon's had to offer. Excellent value for the amazing location.

Renovated Beach House w/ Pool and Outdoor Oasis
Leslie and Joe were so welcoming and friendly and helpful. Their home was perfect for us. The house is a true beach house just a quick drive across the street from the ocean. The back yard is beautiful and the pool and jacuzzi were a nice way to help ease the stress of the storm. We actually came during Milton the Hurricane. We were seeking a safe place from the Tampa Bay Area. They were both able to ease massive anxiety by being so accommodating and we greatly appreciate everything. Can’t wait to visit again for a true vacation.

Short walk to private beach
We have stayed at this house several times and absolutely love it! It’s the most amazing location on a great street with easy access for early morning beach walks. We will most definitely be staying again soon!

Beach Happy Modern Beach House by Guest Cottage
It was new and spacious and lovely. Close to beach. (3 min walk accross main drag) It’s very nice would have loved to see TV’s in all the rooms. It only had one in the living room.

St Simon's Island uncrowded East Beach: 4 BR 2.5 B
Our family had an amazing stay at Jennifer's home! There were 8 of us plus two small dogs, and we never felt crowded at all. The living room felt so open and roomy and had an expansive marsh view. The decor was very tasteful and not overcrowded, which I really appreciated. It felt like someone's actual home and not just a vacation rental staged to remind you that you're at the beach. The teens/ young adults enjoyed having their own space downstairs with a kitchenette to keep snacks and drinks. We thoroughly enjoyed the outdoor spaces - firepit on the marsh side and hammock tucked away in another part of the yard . The walk to the beach was very easy - a quick walk down to the end of the quiet street and then a trail through a wooded area down to East Beach which was gorgeous and uncrowded. This was maybe a 5 minute walk. We all really enjoyed the trail! My kids thought it seemed like a secret path through the forest. Overall, I would highly recommend Jennifer's home on SSI!

The Beach House
Absolutely perfect! We had 2 adults and 3 teenagers and the accommodations were very comfortable. Could see beach access from front yard, a 2 minute walk and you’re on the beach! Outside shower was a plus. There was a front porch with sitting area as well as a back yard patio area that was completely fenced in. Perfect location to stay for all the local restaurants. Margaritaville, Salt Life Food Shack, and many others within 8 minute walk. We will definitely stay here again!!

Beachfront Home - Ponte Vedra/ South Jax Beach
Perfect location, beautiful beach, very comfortable house. Would definitely return!

1940's Vintage Jax Beach Charm 4 Blocks to Ocean
We loved our stay at this Airbnb. Close to great restaurants and to the beach. The house was just what we needed for a family of 4.
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- East Beach
- Driftwood Beach
- Pablo Creek Club
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Sea Island Beach
- Ocean Forest Golf Club
- TIAA Bank Field
- Amelia Island Lugar Lindo
- St. Marys Aquatic Center
- Bent Creek Golf Course
- Adventure Landing Jacksonville Beach
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Little Talbot
- Amelia Island State Park
- The Golf Club at North Hampton
- Dungeness Beach
- Stafford Beach
- St. Simons Public Beach
- Nanny Goat Beach
- Museum of Southern History
- Hanna Park's Dolphin Plaza
- Seminole Beach
- Groot's Beach