
Condo vacation rentals in Cumberland Island
Find and book unique condos on Airbnb
Top-rated condo rentals in Cumberland Island
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Cumberland Island condo rentals
Weekly condo rentals

Ocean Walk D-6 Pet Friendly / Recently Renovated
Great condo near the beach and St. Simons village/pier. Several playgrounds are nearby and the pool is across the parking lot. Very friendly and responsive management.

Oceanfront Condo w/view! | Free Bikes! | Updated!
We enjoyed our stay and will be back to visit again! Close to restaurants and plenty of things to do in the area. Very nice place to stay.

Oceanfront Villa: 1st FL, Steps to the Ocean
The place was great! Super clean, on the beach and close to everything. Spent 3 weeks there and never had a problem! Can’t wait to go back again!

Salt and Light - Island Condo with Community Pool
We really enjoyed our stay! This is our second time to St. Simon and it gets better every time. The place was very clean, organized and comfortable. We had everything we needed and more. We had a slight issue with the elevator when we first arrived and the realty company acted swiftly to come out to solve the problem and followed up with us before the end of our stay. Keep in mind the garage entry has a low entrance so some vehicles will not fit, however there is plenty of parking out front. We will definitely recommend to our friends & family and hope to be back again soon!

Amazing Ground-floor Harbour Oaks 3 bed/ 2bath
Great place to stay! Exactly as described. We loved how private the location was while still being within walking distance of everywhere we wanted to go.

Beautiful Beach Condo - just steps to the beach!
Had a great stay. Easy, convenient, perfect for quick access to the beach and the nice shops at Neptune Beach

Cozy Beach Condo - Steps from the Sand!
I highly suggest this cute condo! My family and I came into the area with another Airbnb booked, when it was cancelled at the last minute we scrambled and found Kathleen who was amazingly responsive and got us locked into this condo right away! She literally saved the day! When we got to the condo it easily accommodated my family of 5 and was perfect for the 3 days we spent doing touristy things. The most exciting part of this trip was the walking distance to the beach. Since it is winter we didn't need all the extra gear and just took ourselves and towels that were provided for our days on the beach! It was also a life saver that there was coffee provided. I will say though if you get the opportunity to get 7brew that is right down the street, do it. Sliders chicken sandwich was perfect and then we had salt life the final night which was a perfect way to end the trip. The only con which isn't really because it forced us to be a family, the internet did not work and we had no service.

Large Open 2 Bed 2 bath Condo Overlooks Pool
When the snow and ice storm took out power on most of St. Simons Island - this place was not impacted. The place was clean, comfortable, and convenient ... and the workout room was great (and uncrowded).
Pet-friendly condo rentals

Sandy Shores - Near Redfern
This was our second stay at the condo, we love the location and ease of access to everything. The host is very friendly and welcoming. We look forward to staying again soon.

Serene Oceanfront Condo
Nicholas was a great host! He was very responsive and friendly! The place was beautiful and we loved how it was decorated. Location right on the beach was perfect!

SSI Getaway at Turtle Pond
Barry was a very responsive host. We texted him that the rental was missing a few kitchen items and he supplied us with them in 10 mins. Cute cozy place with a nice deck overlooking a pond. Quiet and private. A relaxing place.

Omni Amelia Island Plantation |Dogs Ok |Pool|Beach
The folks at First Coast did an excellent job in setting up last minute accommodations for us. The unit we rented was perfect. It was clean and well stocked. Communication was easy, although there was really nothing we needed that wasn’t already there. Would definitely rent from First Coast again.

St Simons Townhouse Close to Beach and Village
Great location, quiet neighbors and easy access to local hot spots

Be A Nomad | Rear Bottom | Awesome ocean views
The check-in and locating the place were great. It is steps away from the beach. the place from the outside looked dated but once you stepped inside, they took a lot of care to update everything. The kitchen was fully stocked with everything you need to cook. Having a washer, dryer in unit was a great and they provided detergent. We had a bottom unit and it could be a bit noisy with the upstairs tenants walking around, but nothing that was of concern. Parking was great. We only had a problem on the weekend when there was a lot of beach goers and all the provided unit parking was full. However, we were able to find a spot just up the block. AC worked great and they were very responsive with some minimal questions that we had!

Condo of Curiosity - Unique, cozy, fun and clean!
Not your typical “beach house” but that’s what I loved about this hidden gem! We absolutely loved staying here. Everything was great & the apartment was like a museum all on its own! Everywhere you look was something new & fun! I think my favorite is the mini brands hidden in the cabinets!! Communication was great! My pup even enjoyed the sweet neighbors! Definitely would love staying here again!

Oceanfront Condo with Views, Pool, Park
Michael was an excellent host and I now have a new place to stay when I come to Jacksonville. The beach front views are perfect and relaxing. My wife and I truly enjoyed our stay. Best, Jelani
Condo rentals with a pool

D&G Beach House
this place was perfect for our group of four! walkable to everything and right on the beach. The space was clean and private and exactly what the pictures showed. We couldn't have been happier. Staley was also super nice and responsive and had great recommendations for places to eat in her welcome book. We definitely will stay here again!

Driftwood paradise, near ocean
Had a nice relaxing weekend. The condo was the perfect size for me and my husband. It was right next to drift wood beach. Jekyll Island is a beautiful.

Pickleball on site & walk Mallery Park PB courts
Such a lovely quiet place to stay on SSI. Super comfortable king sized bed, very nice kitchen and good tv. Easy parking and ground floor with a small patio. Heated pool was bonus! Thanks for a great stay Leslie.

Spacious Beachfront Condo with Pool Access
We loved this Airbnb! Ocean views from every window and the patio allowed us to watch the sun rise every morning. Ground floor level, proximity to beach access & pool was convenient. Only good things to say about this little place.

South Beach Cabana Up | Pool | Across from Beach
Very nice little condo! Upstairs was quiet and comfy. Easy parking and has a nice little pool. A short walk to the beach. Very clean and unpopulated beach. The heat and air controls have a little learning curve but pretty easy. Would definitely stay here again!

Spacious Condo in the Heart of St. Simons
Cindy's place was exactly as described. Very comfortable and clean. She provided all of the information that was needed. I did not have to reach out for anything. Highly recommend her place.

Beach Club condo! Pool, Hot Tub and tennis
Carols place was great. It was extremely clean. The bathrooms were a little older but the paint was fresh. The facility was great. A nice pool and multiple jacuzzis. Very easy drive to many resturants.

2min walk to Beach! Dog Friendly! Pool View
Close to the beach and quiet location
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- Driftwood Beach
- Saint Andrew Beach
- Boneyard Beach
- East Beach
- Pablo Creek Club
- Driftwood Beach
- Sea Island Beach
- TIAA Bank Field
- Kathryn Abbey Hanna Park
- Ocean Forest Golf Club
- Bent Creek Golf Course
- Amelia Island State Park
- Amelia Island Lugar Lindo
- St. Marys Aquatic Center
- Dungeness Beach
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Little Talbot
- Adventure Landing Jacksonville Beach
- The Golf Club at North Hampton
- Nanny Goat Beach
- Stafford Beach
- St. Simons Public Beach
- Museum of Southern History
- Hanna Park's Dolphin Plaza