House holiday rentals in Saint Simons Island

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Popular amenities for Saint Simons Island house rentals

House rentals with a pool

Guest favourite
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 (3 min. Walk)

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!
Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 13 reviews

Beautiful 4 bedroom home with a pool!

CynthiaRating, 5 stars3 weeks ago
Great place and it was nice that it was so close to everything! A small rug inside at the back door (with wet feet coming in from the pool) and one at the front door would be a great little touch. I would recommend putting the Jets and lights in the pool on a timer or something… It would have been nice to have the lights on at night Overall great place!
Top Guest favourite
Home in Brunswick
4.97 out of 5 average rating, 71 reviews

Private Pool | Pet-Friendly | Fenced-in Yard

JaimyRating, 5 stars6 days ago
We loved our stay at kats! Loved her place and we enjoyed the pool so much! She was very responsive to any questions or concerns we had. Would without a doubt stay again at her place.
Guest favourite
Home in St. Simons Island
4.96 out of 5 average rating, 57 reviews

The Mint Julep on beautiful Saint Simons Island

anneRating, 5 stars4 weeks ago
Amazing house! Perfect location. We loved staying at Mint Julep! The house and especially the backyard, pool area was so private and relaxing. The screened in porch was great for our afternoon coffee. We loved being able to walk everywhere; dining, shopping, the beach, and entertainment. Jessica was wonderful to work with. We will definitely stay here again. We love St. Simon’s island and the Mint Julep.
Top Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 25 reviews

Seaside Serenity

SummerRating, 5 stars6 days ago
I cannot say enough as to how wonderful this home was. It was tastefully decorated and comfortable. Every bathroom had soap, shampoo, conditioner and plenty of towels. The beds were comfortable. The kitchen was gorgeous and well equipped. We all enjoyed the pool area/outdoor rec room. It fit our family so well! The beaches nearby were not the best for swimming/building sand castles, but they were great for exploring. We rented bikes and the golf cart and explored all the beach locations. The shops and restaurants were just a short walk away (5ish minutes). Both Derek and Tim were quick to respond anytime we had questions. Upon arrival the house was immaculate. This was just a wow experience for us all, and we hope to return next year.
Top Guest favourite
Home in Brunswick
4.98 out of 5 average rating, 56 reviews

The Golden Isles' #1 Victorian Stay - Bosch Huis

JodiRating, 5 stars3 weeks ago
Jonathan’s home was so nice and such a lovely place to stay while at the beach. So spacious and loved the kitchen and deck areas. Would definitely visit again! It was a great week!
Guest favourite
Home in St. Simons Island
4.97 out of 5 average rating, 77 reviews

Fig, a Boutique Modern Home w/ Swimming Pool

SarahRating, 5 stars2 weeks ago
We really enjoyed our stay. It was so nice to be able to walk to the town area for meals and we loved the pool area! The unit as pictured and everything worked well! We would stay here again.

Weekly house rentals

Top Guest favourite
Home in St. Simons Island
4.96 out of 5 average rating, 45 reviews

Private House w/ Golf, HotTub, 4Bikes, Pets OK

BrendaRating, 5 stars3 weeks ago
Jenifer was an excellent host. The house is in a great location for it was a very quit and peaceful neighborhood. The bikes that she allows you to use were a wonderful thing. From the house it was easy to get to the bike paths and also the neighborhood was a great place to ride also. We hope to return to the island again.
Guest favourite
Home in Brunswick
4.95 out of 5 average rating, 20 reviews

The historic 'Pilot house' at Lovers Oak

AlyRating, 5 stars4 days ago
My boyfriend and I booked Amanda’s place with plans to have a laid-back beach vacation with lots of cooking fresh seafood and relaxing. Her place was perfect for it. Very cozy inside, and the backyard was warm and inviting. Our dog played out there every morning while we sipped coffees. Her place is located next to a great seafood market, City Market, so that was convenient. We enjoyed biking through the neighborhood and found an adorable deli (The Yellow Deli) 1 min away from the house on our bikes. It was perfect.
Top Guest favourite
Home in St. Simons Island
4.95 out of 5 average rating, 20 reviews

Free Golfcart, Kayaks, Fishing Poles, Fire Pit!

PaigeRating, 5 stars2 months ago
We really enjoyed our stay and will always look for her accomidations when looking in the future for more stays and mini vacations. She responded in a timely manner and always answered my questions when I needed her. She also tried to save me a dollar when she could.
Guest favourite
Home in Brunswick
5 out of 5 average rating, 31 reviews

Twelve Palms Cottage-Downtown near golf+beaches!

MariaRating, 5 stars1 week ago
Beautiful home! Would definitely stay again!
Superhost
Home in St. Simons Island
5 out of 5 average rating, 4 reviews

Private Retreat: Hot Tub | Fire Pit | Screen Porch

JoshuaRating, 5 stars7 months ago
We had the most amazing stay! This place was exactly what we were looking for, and everything matched the description perfectly. The location was fantastic—right near DeMere and Frederica Road, with many great restaurants just steps away or a short drive away. Nights were incredibly peaceful, and we couldn’t have asked for better hosts! This week was all about relaxation, and it exceeded our expectations. We can’t wait to come back! Thank you for being such gracious hosts and allowing us to stay at your beautiful home.
Guest favourite
Home in St. Simons Island
4.97 out of 5 average rating, 58 reviews

June Deal! Sleeps 14 + Guesthouse Near Beach

LoganRating, 5 stars2 months ago
Zero complaints! Amazing communication, easy check-in, and the house was even better than it looks on the site! Thank you for a great stay.
Guest favourite
Home in St. Simons Island
4.91 out of 5 average rating, 75 reviews

Saint Simons Island Cottage

HaileyRating, 5 stars1 month ago
This was our second time staying at Lauren’s place. Everything was clean and perfect just like last time! Our pups enjoyed the fenced backyard. Lauren is always super responsive and super friendly! She was able to accommodate our need for a late check out. We look forward to staying here again!
Top Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 22 reviews

Stellas Hideaway '47 Beach House Heated Pool

JimRating, 5 stars2 months ago
What an adorable house! It was much bigger than I expected. There was room for everyone, plenty of parking, and the pool was fantastic!

Private house rentals

Top Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 5 reviews

Walking distance to beach, dog friendly, hot tub

RyanRating, 5 stars2 weeks ago
The house was perfect. I actually think the photos don’t do it justice. If you’re considering staying here, just go ahead and book it! My family will definitely be returning.
Guest favourite
Home in St. Simons Island
4.98 out of 5 average rating, 41 reviews

St. Simons Sanctuary - 2BR, Walk to the Beach

KathrynRating, 5 stars3 days ago
Thank you for such an amazing stay! This was a wonderful beach cottage with beautiful private landscaping and koi pond that made drinking my tea and reading books in the early mornings completely peaceful. The bed was extremely comfortable, and the shower was very nice! It is an easy walk to the beach or downtown for restaurants! This was a perfect get away for our anniversary and I highly recommend this property for anyone wanting a great experience at St. Simons Island.
Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 7 reviews

The Peachy Palm

TwylaRating, 5 stars1 month ago
The Peachy Palm was everything as described. There were a lot of restaurants nearby that we were able to walk to along with a park on the coast that was beautiful. The host was very nice and gave clear instructions. They were able to accommodate us last minute due to our other place getting canceled..needless to say it worked out for the best! We will book here again in the future!
Top Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 5 reviews

Relaxing Lakeview Stay – Near Beach + Pool

CaylaRating, 5 stars5 days ago
We had a wonderful stay! The home was exactly as listed - clean, comfortable, and easy to settle into. Access to the property was seamless, and overall, everything was smooth and enjoyable. Matt was proactive in reaching out before we arrived to ensure we had instructions upfront on entry and access and an immediate way to reach him if needed. Upon arrival, more detailed information/instructions were readily available (which is how we found out there were beach chairs we could borrow! Definitely saved us a trip to the store) and nothing overbearing for checkout - basic courtesy asks. The house had a small collection of books and puzzles that were perfect for relaxing during downtime. Location was ideal - a short drive to the beach, plenty of sidewalks to walk/jog, and lots of restaurants and shops nearby. We’d definitely stay here again!
Home in St. Simons Island
New place to stay

Poolside Cottage Near Village

MarenaRating, 5 stars3 weeks ago
Such a beautiful house with a wonderful pool and backyard! It was so clean and had lovely decor!
Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 9 reviews

3BR Golf course-view home near beaches w/grill

BrandiRating, 5 stars2 months ago
Simply amazing!!!! Breathtaking sunrise and dreamy sunset. Very spacious and relaxing, so airy! The porch is beautiful and great for naps!
Top Guest favourite
Home in St. Simons Island
5 out of 5 average rating, 11 reviews

Savannah Cottage SSI- *Golf Cart Add-On Available!

KatieRating, 5 stars6 days ago
Easy, luxury beach living for the entire family! This home is stunning. Even better than the pictures. From beautifully tiled showers, comfortable bedding, a fully stocked kitchen, games/bikes/beach toys for all ages…this house has it all! Our favorite part were the wrap around porches on every floor- loved having our morning coffee & quiet time out there. Another perk was they already have beach towels and chairs there waiting on you! This home seriously has it all and Laurel/ Kevin were such great hosts! Thank you for an amazing family vacation!
Top Guest favourite
Home in St. Simons Island
4.94 out of 5 average rating, 77 reviews

Wonderful South End Beach Cottage! Major Upgrades!

MikeRating, 5 stars2 weeks ago
This was our second time at Jake's place and it will not be our last. The neighborhood is charming and the beach is a short walk away (and an even faster golf cart ride!). The house is clean and has everything we need. The little backyard is super convenient for our dogs. Highly recommend! Carla and Mike

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