Vacation rentals with a pool in Jekyll Island

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Popular amenities for Jekyll Island rentals with a pool

House rentals with a pool

Top guest favorite
Home in St. Simons Island
5 out of 5 average rating, 66 reviews

Great Island Location!

GregRating, 5 stars1 month ago
Beautiful home. Very clean and updated. Loved all the conveniences of home. Pool right across the street was a treat. Very quiet and peaceful.
Top guest favorite
Home in St. Simons Island
5 out of 5 average rating, 51 reviews

Tabby Shack SSI - heated POOL, 3b/2ba, allows dogs

MikeRating, 5 stars2 weeks ago
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.
Superhost
Home in St. Simons Island
4.86 out of 5 average rating, 7 reviews

Coastal Farmhouse, Private Pool! Walk to Redfern

MatthewRating, 5 stars8 months ago
Beautiful house! Very nice spacious kitchen and living area. Biggest surprise was the larger than expected size of the pool. The photos of the pool on the listing kind of somehow undersize it. The photos don’t do the pool justice. Very nice pool and private backyard. Absolutely a great find vacation find.
Guest favorite
Home in St. Simons Island
4.92 out of 5 average rating, 26 reviews

Rivera Retreat - Private Pool in SSI

EmilyRating, 5 stars5 months ago
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!
Superhost
Home in St. Simons Island
4.71 out of 5 average rating, 222 reviews

The BIG Peach on the Beach @ Linda's Way

LeticiaRating, 5 stars1 month ago
Loved our stay on St Simon’s! Than you for your hospitality and for sharing your home in paradise with us!
Top guest favorite
Home in St. Simons Island
4.98 out of 5 average rating, 61 reviews

SSI Beach House + Private Pool & Hot Tub w/Bikes!

KarenRating, 5 stars1 month ago
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!
Guest favorite
Home in St. Simons Island
4.87 out of 5 average rating, 142 reviews

Renovated Beach House Rental on St. Simons Island

MeredithRating, 5 stars1 week ago
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!
Guest favorite
Home in St. Simons Island
4.89 out of 5 average rating, 18 reviews

Three little birds oasis

BridgetteRating, 5 stars1 month ago
A beautiful weekend on St. Simon. Went to celebrate our daughter and her fiancé. Great location, plenty of room for our family and friends. Beautiful screened in porch where we ate breakfast and were able to visit with everyone. Thank you for a great Easter weekend!

Condo rentals with a pool

Top guest favorite
Condo in St. Simons Island
4.99 out of 5 average rating, 88 reviews

Oceanfront Condo w/view! | Free Bikes! | Updated!

JudyRating, 5 stars3 weeks ago
We loved the condo. Host was very nice and answered our questions in a reasonable amount of time.the whole condo had been updated and very clean. Kitchen was very nice with lots of dishes and essentials. Walk to the beach was a little long but overall I would definitely stay here again.
Guest favorite
Condo in St. Simons Island
4.93 out of 5 average rating, 91 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

JoleenRating, 5 stars1 month ago
We had a good time. Location is a short drive/walk to the Pier. Very responsive host. Thank you.
Guest favorite
Condo in St. Simons Island
4.88 out of 5 average rating, 78 reviews

Cheery 2 BD/2BA Near Village!

DawnielleRating, 5 stars1 week ago
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!
Guest favorite
Condo in St. Simons Island
4.88 out of 5 average rating, 180 reviews

St Simons Townhouse Close to Beach and Village

SarahRating, 5 stars2 weeks ago
Our stay was great. This place is in a great location with lots of things to do close by. Would definitely recommend.
Top guest favorite
Condo in St. Simons Island
4.92 out of 5 average rating, 101 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

MorganRating, 5 stars6 days ago
We had a great stay in SSI at this condo! We have stayed in other condos in this complex but particularly loved how open and spacious this condo was! The complex is quiet but has plenty to do and is a short walk to the pier and many great restaurants! Jeff was proactive with check-in info and was super friendly! We hope to stay here again soon!
Top guest favorite
Condo in St. Simons Island
4.96 out of 5 average rating, 134 reviews

Condo of Curiosity - Unique, cozy, fun and clean!

Justin Rating, 5 stars1 week ago
My son and I stayed here for 2 nights on our way down to Disney and let me tell you this is one is the sickest airbnbs I’ve ever booked! Your just minutes from all the main attractions and walking distance to Starbucks/ stores if need be (although we door dashed) . Paul is so kind and helpful and takes a true interests in his guests to ensure we had the best stay possible! 11/10 RECOMMEND!!
Top guest favorite
Condo in St. Simons Island
4.98 out of 5 average rating, 202 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

KindellRating, 5 stars1 week ago
The Beach Club condo is as described: great location, beautiful surroundings, and easy beach access. Laurel was an excellent host. Great communication. Highly recommend this listing. We definitely stay here again during our next trip to SSI.
Guest favorite
Condo in St. Simons Island
4.95 out of 5 average rating, 58 reviews

Charming Island Getaway on St. Simons Island!!

JohnRating, 5 stars1 month ago
great place, clean excellent amenities easy check in and out would stay here again

Quick stats about vacation rentals with a pool in Jekyll Island

  • Total rentals

    290 properties

  • Nightly prices starting at

    G$23,080 GYD before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    250 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore