Vacation rentals with a pool in Saint Simons Island

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Popular amenities for Saint Simons Island rentals with a pool

House rentals with a pool

Top guest favorite
The outdoor space features a well-maintained pool surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, and a small seating area offers a place to relax. The space is bordered by a wooden fence, providing privacy and a tranquil atmosphere.
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.
Guest favorite
A large swimming pool is framed by a spacious deck and surrounded by greenery. Several lounge chairs are positioned nearby. Sunny skies with few clouds enhance the outdoor setting, providing a calm and open area for relaxation.
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!
Top guest favorite
A modern kitchen is showcased with sleek cabinetry and stainless steel appliances. A large window offers views of the green space outside, bringing natural light into the area. The countertops are spacious, and cooking utensils are visible, emphasizing an inviting cooking environment.
Home in St. Simons Island
5 out of 5 average rating, 13 reviews

Newly Renovated Home with Golf Course Views

BriggessRating, 5 stars2 months ago
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!
Superhost
A backyard space features a private pool surrounded by a concrete patio. A covered seating area with several chairs is positioned nearby, offering a shaded spot. Lush greenery borders the area, while decorative elements include a potted plant with small oranges, adding a touch of natural beauty.
Home in St. Simons Island
4.92 out of 5 average rating, 12 reviews

Private Pool! Walk to Village & Ocean

JessicaRating, 5 stars2 days ago
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!
Top guest favorite
A private pool is surrounded by a spacious deck, featuring two floating pool toys. The area is shaded by a large, centuries-old oak tree. A cozy seating area is visible in the background, bordered by greenery and privacy fencing.
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
A dining area features a large table with neutral-toned placemats, surrounded by wooden chairs. A stylish chandelier hangs above the table. In the background, a comfortable living space with a sectional sofa and a entertainment unit is visible, complemented by natural light from nearby windows.
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
4.97 out of 5 average rating, 76 reviews

Heated Pool, Family friendly, Great Location

KaylaRating, 5 stars2 weeks ago
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.
Guest favorite
A private splash pool is surrounded by lush greenery and garden beds, providing a tranquil setting. Two lounge chairs sit by the water under a pink umbrella. The exterior of the cottage features large windows, allowing natural light to fill the inviting space.
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

Superhost
The image captures a view of the Seascape Serenity condo complex, showcasing a symmetrical layout with two buildings on either side. A manicured courtyard with greenery leads the eye to the ocean in the distance under a bright blue sky.
Condo in St. Simons Island
4.81 out of 5 average rating, 27 reviews

Seascape Serenity in the Beach Club Resort

CatherineRating, 5 stars2 months ago
Beautiful spot on the beach and lovely complex with two hot tubs and lots of chairs tables around the pool. Also underground parking and lots of luggage carts available to use for loading and unloading
Superhost
A community pool is surrounded by a wooden deck featuring several lounge chairs. The clear blue water is seen invitingly under bright daylight, with pool accessories floating on the surface.
Condo in St. Simons Island
4.83 out of 5 average rating, 114 reviews

Turtle Cottage: Great location and Turtles too!

ChristinaRating, 5 stars3 weeks ago
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.
Superhost
The living area is characterized by a spacious layout, featuring a large flat-screen TV mounted on a white media console. Soft gray sofas and black wicker chairs provide comfortable seating, with decorative pillows adding subtle color. Natural light filters in through sliding glass doors that open to a private balcony.
Condo in St. Simons Island

1 bedroom Ocean Walk condo with washer/dryer

KathrynRating, 5 stars1 month ago
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.😊
Top guest favorite
A tranquil outdoor area features a large swimming pool surrounded by lounge chairs, with palm trees dotting the landscape. Beyond the pool, a sandy beach and the ocean are visible under a clear blue sky, creating a serene setting for relaxation.
Condo in St. Simons Island
4.94 out of 5 average rating, 31 reviews

Oceanfront. SSI, Ga Beach Club

VijuRating, 5 stars3 weeks ago
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.
Guest favorite
A clear blue pool is surrounded by lounge chairs and shaded seating areas. Lush greenery and trees create a serene atmosphere. A building with large windows and a blue awning is visible, offering additional relaxation space nearby.
Condo in St. Simons Island
4.93 out of 5 average rating, 57 reviews

Spacious Condo in the Heart of St. Simons

MelanieRating, 5 stars1 month ago
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.
Top guest favorite
A well-maintained outdoor pool area features a large swimming pool surrounded by lush greenery. Bright umbrellas provide shade over white tables and chairs situated around the pool. A small building offers restroom facilities and additional amenities for guests.
Condo in St. Simons Island
5 out of 5 average rating, 47 reviews

Ocean Walk 2BR, Heated Pool! Updated, F7

AnnetteRating, 5 stars1 week ago
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
Guest favorite
A well-lit pool area is showcased at night, with clear blue water inviting relaxation. Tables and chairs surround the pool, with green umbrellas providing shade. Lush landscaping is visible, enhancing the outdoor experience. Nearby structures are illuminated, contributing to a welcoming atmosphere.
Condo in St. Simons Island
4.88 out of 5 average rating, 42 reviews

C2 Pet-friendly, 1 BR, 1 BA, sleeps 5

JustinRating, 5 stars1 month ago
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.
Top guest favorite
A refreshing pool area is surrounded by lush greenery and mature trees. Lounge chairs are neatly arranged beside the clear water. A clubhouse stands nearby, featuring a covered seating area. The tranquil setting is enhanced by sunlight filtering through the trees.
Condo in St. Simons Island
4.98 out of 5 average rating, 62 reviews

Beach Escape: Bikes, Pool, King Bed-Walk to Shore!

PetraRating, 5 stars1 week ago
We had a wonderful stay at Michelle and Bill's place. The house was clean, spacious, and had everything we needed for a comfortable stay. The backyard, right by the pool, was perfect for enjoying quality time with our grandkids. The beach was just a few minutes away, making it easy to spend time by the ocean. We truly enjoyed our visit and would love to stay here again.

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