
Holiday rentals with a pool in St. Simons Island
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Top-rated rentals with a pool in St. Simons Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for St. Simons Island rentals with a pool
House rentals with a pool

Great Island Location!
We felt comfortable and enjoyed our stay!

Tabby Shack SSI - heated POOL, 3b/2ba, allows dogs
Great stay at TabbyShack. It was clean and tidy but has all the basic supplies you need. The family loves the backyard and pool and outdoor shower. The couch was also a great spot to get out of the heat and relax. Great hosts who were easy to communicate with and offered up a ton of local suggestions we used.

Rivera Retreat - Private Pool in SSI
We enjoyed our stay at Nicole’s home on St Simons! It was close to everything was nice and clean. We appreciated her quick replies and her kindness. Many thanks!

Newly Renovated Home with Golf Course Views
Mackenzie was great. She was very good about communication via email. The location was perfect, 20 mins or less from great eateries and several beaches. The house was spacious with a beautiful view. My 6 and 7 year olds loved the bathrooms (specifically the shower) and my 10 month old loved the floor-length mirror! The sliding doors in the living room and bedroom provided beautiful natural light and we really appreciated the board games- Candyland and UNO! I highly recommend!

Private Pool! Walk to Village & Ocean
Came down to drop our daughter off at college and stayed 8 days. The house was amazing, lots of space, great room for entertaining and relaxing. Also all beach and pool stuff included which we were not aware of up front. The location was great. Close to restaurants and a private beach access as well as a short drive to a more popular beach location. The company was responsive and helpful when we needed to add some days as well! We will definitely bring our family back to this house in the near future!

SSI Beach House + Private Pool & Hot Tub w/Bikes!
We had a great experience at 411 Oak St. The location can’t be beat; short walk to excellent restaurants, shops and the public beach access points. Our teens loved the independence this gave them to go explore and do what they wanted without needing us to drive them. The house was clean and well thought out. Plenty of room for our family of 5. The hosts are generous with the little things like dishwasher detergent, coffee pods, and tissues. It makes arrival feel so much more welcoming and low stress when you don’t have to immediately take inventory and run to the store. The beds were very comfortable. Our favorite part was the backyard. The tree canopy, pool, and hot tub made for a private-feeling peaceful environment. This was our first visit to SSI so we had a lot of questions. Alyson and team were very helpful with recommendations for fishing, eco tours and golf. Thanks for making our first trip to SSI absolutely perfect!

Renovated Beach House Rental on St. Simons Island
Madia’s home was perfect for our short trip to SSI. She had all the amenities we hoped for and then didn’t have to back for our toddler. We would stay here again!

Heated Pool, Family friendly, Great Location
This airbnb was perfect for our bachelorette weekend! It’s even more stunning in person. You can’t beat the location either. Would definitely reccommend staying here.
Condo rentals with a pool

Oceanfront Condo w/view! | Free Bikes! | Updated!
Great place to stay and location was perfect! Thank you!

Turtle Cottage: Great location and Turtles too!
We were here for the graduation of our granddaughter. What a wonderful experience. Home was just right and host is above expectations and so kind. You will have an amazing trip on Saint Simon island. Lots to do and great restaurants. Close to shops, and the beach. Don’t miss the World War II museum and lighthouse. Top of lighthouse you can see forever.

1 bedroom Ocean Walk condo with washer/dryer
My boyfriend and I stayed here to attend a wedding. We had such a good time and it was the perfect place just for us two.😊

Cheery 2 BD/2BA Near Village!
Cynthia’s place is a great stay! Would definitely come back. They have a pool right across the street that has a smaller pool for babies and has a grill. Plenty of space in the house. The beds are a little hard but got the job done! Cynthia was a great host!

Oceanfront. SSI, Ga Beach Club
Most items met or exceeded our expectations. My wife and grown son were super-thrilled. The host's response was very late, and I didn't get help in time at all. Everything else is good.

St Simons Townhouse Close to Beach and Village
I definitely WILL return!! I felt so at home in Ryan's place!! Clean and fully stocked! we had an issue with the upstairs cable access, but it didn't take away from the great, comfortable stay we had!!!

Ocean Walk 2BR, Heated Pool! Updated, F7
We had such a good time at your condo! It was well stocked, comfy and a great location! We used the grill and sat outside, and it was just lovely. I left you a citronella candle on the table :-) Thank you so much for a lovey vacation. We'd definitely like to come back! P.S. i have the comforter set that's in the master bedroom so I definitely felt like I was at home! LOL

C2 Pet-friendly, 1 BR, 1 BA, sleeps 5
Theresa was a great host and her place is very nice and clean with a great view of the pool. Everything you need is within 4-6 mins away, the village/lighthouse/beach. The island is beautiful! We highly recommend staying at Theresa’s place, will not disappoint.
Home rentals with a private pool

The Salty Sol
Nice home with very well equipped master bedroom. Great view from the balcony

Great Dunes Cottage
It was a great place. Great location, beds were comfortable, pool fantastic. We will be back.

Newmans Beachview
Nice home with great location.

Turtle Dunes

Kisses Cottage

Austin Mermaid

Sweetpeas Cottage

A Lifelong Dream
Quick stats about holiday rentals with a pool in St. Simons Island
Total rentals
920 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
830 properties are a good fit for families
Pet-friendly rentals
310 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
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- Boneyard Beach
- Sea Island Beach
- Amelia Island State Park
- East Beach
- Driftwood Beach
- Dungeness Beach
- St. Marys Aquatic Center
- Ocean Forest Golf Club
- Amelia Island Lugar Lindo
- St. Simons Public Beach
- Little Talbot
- Stafford Beach
- The Golf Club at North Hampton
- Groot's Beach
- St Simons Surf Sailors
- Fernandina Beach Golf Club