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St. Simons Island Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for St. Simons Island holiday rentals

1 bedroom, iron/ironing board, free WiFi, bed sheets

1. Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (152 reviews)
"Well appointed, clean, quiet, great value….thank you!"
United States
Carol K.
The price is NZ$364
includes taxes & fees
8 Sept - 9 Sept
Beach Air -optional BIKES-Pool-Walk 2 Pier Village
Smart TV

2. Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
9.4 out of 10, Exceptional, (6 reviews)
"Chris and Hayden were excellent hosts. This stay is a guest house behind the main house that is very private. It was very clean with fun nautical decor that features a one bedroom, couch with television, and a small kitchen. The hosts were responsive if needed and easy parking. We loved staying here as it was perfect for a weekend getaway."
United States
Amanda
The price is NZ$391
includes taxes & fees
11 Sept - 12 Sept
Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Premium Villa, Ocean View | Terrace/patio

3. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (623 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is NZ$659
includes taxes & fees
17 Aug - 18 Aug
The Sea Gate
Beach

4. Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (132 reviews)
"Great host and place to stay!"
United States
Alex V.
The price is NZ$298
includes taxes & fees
24 Aug - 25 Aug
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Property grounds

5. Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Saint Simons Island
9.8 out of 10, Exceptional, (156 reviews)
"Fantastic location, lots of activities, very near multiple restaurants, ocean, and shops"
United States
DAVID M.
The price is NZ$347
includes taxes & fees
17 Aug - 18 Aug
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
Coffee/tea maker, fridge, microwave, oven

6. Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (147 reviews)
"Great place, great location. Ideal for a family and close to everything. Would highly recommend."
United States
Bill M.
The price is NZ$308
includes taxes & fees
16 Aug - 17 Aug
Beach House -optional BIKES - Walk 2 Shops & Fun
Property grounds

7. Water View - optional BIKES - Walk 2 Pier Village

Water View - optional BIKES - Walk 2 Pier Village
St. Simons Island
10.0 out of 10, Exceptional, (148 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
The price is NZ$467
includes taxes & fees
18 Aug - 19 Aug
Water View - optional BIKES - Walk 2 Pier Village
Sun-loungers

8. ♥ of SSI Bungalow 2, Quick walk to beach and food ☼

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (33 reviews)
"Great property, great location!"
United States
Jessica O.
The price is NZ$371
includes taxes & fees
19 Aug - 20 Aug
♥ of SSI Bungalow 2, Quick walk to beach and food ☼
TV

9. Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
St. Simons Island
9.8 out of 10, Exceptional, (46 reviews)
"Property was nicely maintained and stocked. Loved the bikes which we used everyday. Great area accessible to everything by short car ride, walking or biking."
United States
Allison C.
The price is NZ$578
includes taxes & fees
17 Aug - 18 Aug
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included
Beach

10. One Bedroom just across the street from the Beach!

One Bedroom just across the street from the Beach!
Saint Simons Island
10.0 out of 10, Exceptional, (9 reviews)
"It was a great stay. Perfect location - walkable to EVERYTHING! The only thing missing was ceiling fans, especially in the bedroom."
United States
Marikay B.
The price is NZ$492
includes taxes & fees
19 Aug - 20 Aug
One Bedroom just across the street from the Beach!
Exterior detail

11. Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach
St Simons
9.8 out of 10, Exceptional, (78 reviews)
"Loved the location, nice private location and very walkable to the pier and beach. Comfortable place, would definitely stay here again. "
United States
Dana S.
The price is NZ$804
includes taxes & fees
16 Aug - 17 Aug
Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach
Property grounds

12. Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
10.0 out of 10, Exceptional, (7 reviews)
"Nice place very pretty convenient location "
United States
Walter P.
The price is NZ$336
includes taxes & fees
16 Aug - 17 Aug
Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Property grounds

13. La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is NZ$336
includes taxes & fees
16 Aug - 17 Aug
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Interior

14. Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (94 reviews)
"We enjoyed our stay. Everything was as described! Would stay again! Very roomy. "
United States
Jessica A.
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Outdoor dining

15. Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (31 reviews)
"The description of the unit was accurate, and we had a wonderful time."
United States
Julia
The price is NZ$579
includes taxes & fees
15 Aug - 16 Aug
Summer Special! Steps to Village & Pier
Property grounds

16. Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis

Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis
Saint Simons Heights
9.8 out of 10, Exceptional, (23 reviews)
"Everything was nice!! Great place to stay. We will definitely rent this place again. "
United States
Kasey M.
The price is NZ$655
includes taxes & fees
11 Sept - 12 Sept
Newly remodeled Spacious quiet all ground floor gated condo. Large pool tennis
Property grounds

17. Summer Special – Condo Steps to Pier & Shops

Summer Special – Condo Steps to Pier & Shops
St Simons Island
9.4 out of 10, Exceptional, (19 reviews)
"Everything was absolutely perfect "
United States
Christina H.
The price is NZ$548
includes taxes & fees
18 Aug - 19 Aug
Summer Special – Condo Steps to Pier & Shops
Smart TV

18. Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.4 out of 10, Exceptional, (13 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
Apartment near downtown.
Interior

19. The Salty Seahorse | Barnes Plantation Condo on St. Simons

The Salty Seahorse | Barnes Plantation Condo on St. Simons
Saint Simons Heights
The price is NZ$1,024
includes taxes & fees
11 Sept - 12 Sept
The Salty Seahorse | Barnes Plantation Condo on St. Simons
Property grounds

20. Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
St. Simons Island
9.6 out of 10, Exceptional, (66 reviews)
"Adorable place on St. Simons"
United States
Stephanie L.
The price is NZ$627
includes taxes & fees
13 Sept - 14 Sept
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Simons Island Hotel Reviews

Hampton Inn St. Simons Island

Hampton Inn St. Simons Island

10/10 Excellent
"The staff was very polite and helpful."
Mark 7-night trip
Posted 1 hour ago
Hampton Inn St. Simons Island

Find out more about St. Simons Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Simons Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Simons Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. Simons Island. Seeing all the best attractions is bound to make you fall in love with St. Simons Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. Simons Island short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in St. Simons Island?

Yes, there are holiday rentals in St. Simons Island close to Neptune Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to St. Simons Island speak positively about the popular beaches and top-notch restaurants in this destination. Make sure you have time to check out the churches and golf courses during your trip.

What are some of the best holiday rentals that St. Simons Island has to offer?

Abundant Amenities! Pool, Bikes, Near to beach!: This highly rated holiday home rental in St. Simons Island offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a selection of games. Some other homes for rent in St. Simons Island include Short walk to East beach on St Simons Island. and ♥ of SSI Bungalow 2, Quick walk to beach and food ☼.

How many holiday rentals are there in St. Simons Island?

With 781 Expedia holiday rentals, you're guaranteed to find just the right place for your St. Simons Island stay.

What’s there to see and do in St. Simons Island?

Enjoy the outdoors at East Beach and Demere Park, or simply take in cultural attractions like St. Simons Lighthouse Museum and Mildred Huie Museum at Mediterranean House. Sea Island Golf Club and Shops at Sea Island are other places to visit while you're in town.

What’s a holiday rental in St. Simons Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Simons Island. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.