Search Holiday Rentals in St. Simons Island

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Top Holiday Rentals in St. Simons Island

Beach
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
10.0 out of 10, Exceptional, (209)
"Home had lovely decor, well appointed, provided coffee, etc. for you. Bed was comfortable, easy access to the beach just a few miles away, centrally located."
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
1BR Ground Floor Condo with Screened-in Porch! Steps away from Pool!
10.0 out of 10, Exceptional, (252)
"We are seniors and found this first floor, 1 bedroom condo with a screened in porch perfect in every way for our 29 day stay. An attractive layout with comfortable furniture; especially the king size bed! Enjoyed the pool, the beautiful beaches and wonderful restaurants. We truly appreciated the exceptional communications the owner Ken provided. We will return!"
1BR Ground Floor Condo with Screened-in Porch! Steps away from Pool!
Living area | TV, DVD player, books
Great Location Unique Luxury Cottage- Free WiFi Sleeps 3
10.0 out of 10, Exceptional, (254)
"Wonderful place for our stay. Nicely decorated, super clean and well stocked."
Great Location Unique Luxury Cottage- Free WiFi Sleeps 3
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Property grounds
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!
10.0 out of 10, Exceptional, (30)
"We love to be able to walk everywhere and this place allows us to walk to all the stores. The pier is only a short walk. Live music at a few places on Friday and Saturday nights. Also a couple minute walk. Went to the market at the park. Found a great used book store. The only place we drive to was the beach. Only a five minute drive to the park (With bathrooms), where you can park and walk to the beach. The cottage was great. Room for two. Washer dryer, big shower great water pressure and heat...
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!
Fridge, microwave, oven, stovetop
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
10.0 out of 10, Exceptional, (94)
"Overall was a pleasant stay, the home is beautiful and well kept . We were very happy and look forward to booking again."
Blue Skies Cottage! Fun South Island Beach Cottage, Fire Pit, Private Backyard Close to EVERYTHING!
Fridge, microwave, oven, stovetop
Pet Friendly! High End Remodel! Great pool! Walk to the Village and Beach.
10.0 out of 10, Exceptional, (8)
"Great place. Very clean. Equipped with everything I needed. Loved the outside space to relax and enjoy the great weather I had while there."
Pet Friendly! High End Remodel! Great pool! Walk to the Village and Beach.
Exterior
St Simons Island Condo on Golf Course: Near Beach!
10.0 out of 10, Exceptional, (1)
"Very clean and spacious unit. On the golf course. Would definitely rent again."
St Simons Island Condo on Golf Course: Near Beach!
Exterior
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
10.0 out of 10, Exceptional, (17)
"We had an amazing family vacation at this property! The house is modern and clean, well decorated and stocked with everything you could need. The neighborhood is quaint and a few miles from the beach or downtown, but a quick golf cart ride to everything. We loved the private pool area with lush palm trees, big well furnished screened in porch and grill. It was a huge plus to be able to heat the pool, which our kids lived in all week. The beds were very comfortable. We loved being able to use the...
Heated Pool! Quiet Neighborhood Location | Bike to Beach and Close to Shopping & Restaurants
Private kitchen
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
10.0 out of 10, Exceptional, (64)
"Ok"
The price is £127
per night
5 May - 6 May
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!
Outdoor pool, a heated pool
Ocean Walk 1Bd/1Ba Condo Close to the Village Pier Area
10.0 out of 10, Exceptional, (78)
"The location was excellent and the owner was so accommodating as well as easy to reach! We really enjoyed the beautiful pool too!"
Ocean Walk 1Bd/1Ba Condo Close to the Village Pier Area
Outdoor pool, a heated pool
Water View -optional BIKES- Walk 2 Pier Village, shops, & restaurants! RENOVATED
10.0 out of 10, Exceptional, (93)
"Property owner is great! good communication. loved all the things that came with the stay!"
The price is £192
per night
6 May - 7 May
Water View -optional BIKES- Walk 2 Pier Village, shops, & restaurants! RENOVATED
Golf
Sandy Shores Retreat - Pet Friendly!
10.0 out of 10, Exceptional, (2)
"The home was beautiful and perfect for our stay"
Sandy Shores Retreat - Pet Friendly!
Beach nearby, beach towels
Coastal Bliss: Your Perfect St. Simons Island Beach Getaway Awaits!
9.8 out of 10, Exceptional, (42)
"Immaculate, location is great, and Sharon was an outstanding property manager/owner. We had a great stay!"
Coastal Bliss: Your Perfect St. Simons Island Beach Getaway Awaits!
Fridge, microwave, oven, stovetop
74 Steps to Sand, Walk to the Village, Sleeps 6!
9.8 out of 10, Exceptional, (65)
"We enjoyed our stay and intend to visit again! The place itself was clean and exactly what we needed for our family of four. Very close to the beach and within walking distance of the pier and all the restaurants there and also a walk, just a little further, to the restaurants near the King and Prince resort. We would definitely stay here again!"
The price is £482
per night
23 May - 24 May
74 Steps to Sand, Walk to the Village, Sleeps 6!
Outdoor pool, a heated pool
Beach Walk - optional BIKES - Walk 2 Pier Village, shops, and restaurants!
9.8 out of 10, Exceptional, (123)
"Nice and clean, all necessary kitchen items"
The price is £161
per night
16 May - 17 May
Beach Walk - optional BIKES - Walk 2 Pier Village, shops, and restaurants!
Pool
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
9.8 out of 10, Exceptional, (52)
"The place is awesome and looks like it does in the pictures. Sweet little street and great location close to two nice beaches. It’s an easy walk to East Beach. It was perfect for the six of us, would have been tight for 8. I rated it four stars because there was major construction going on next door that woke us up at 7:30 a.m. and impeded our ability to enjoy the space. Given the owners’ notes inside about being quiet to avoid disturbing neighbors, I would have appreciated a heads up. The...
3 Bedroom 3 Bath Cottage | Sleeps 8 | Private Pool | Short Walk to East Beach!
Outdoor pool
St. Simons Island Getaway (2bed 2bath sleeps 6)
9.8 out of 10, Exceptional, (188)
"Location is close to redfern village and is an easy drive to Mallery Street and the pier. Condo was clean, quiet, and the landscaping was attractive. Plenty of parking. "
The price is £216
per night
8 May - 9 May
St. Simons Island Getaway (2bed 2bath sleeps 6)
Fridge, microwave, oven, stovetop
St Simons Villa - Golf Cart and Bikes included!
9.8 out of 10, Exceptional, (36)
"We took a quick last minute trip to SSI and this condo was perfect for our family of 4! Ashley was great! The golf cart was a huge hit with my boys! I would definitely stay here again!"
The price is £339
per night
5 May - 6 May
St Simons Villa - Golf Cart and Bikes included!
A heated pool
Pool View - optional BIKES - Walk 2 Pier Village, shops, and restaurants!
9.8 out of 10, Exceptional, (64)
"Pleasant, well-located place. Quiet neighbors. Short walk to the restaurants downtown. Bike paths are abundant. Always nice to get back to St. Simons."
The price is £191
per night
13 May - 14 May
Pool View - optional BIKES - Walk 2 Pier Village, shops, and restaurants!
Fridge, microwave, stovetop, dishwasher
Sea Gate Inn
4.0 star property
9.6 out of 10, Exceptional, (516)
"Close to beach. Views and location on the he island"
The price is £267
per night
13 May - 14 May
Sea Gate Inn
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See all available properties in St. Simons Island
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.

Other types of properties in St. Simons Island you may be interested in

Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, cots/infant beds
Hampton Inn St. Simons Island
2.5 star property
9.2 out of 10, Wonderful, (528)
"Very nice property and clean rooms! Beautiful area and convenient to a lot of restaurants and shops."
The price is £151
per night
28 May - 29 May
Hampton Inn St. Simons Island
Front of property
Saint Simons Inn by the Lighthouse
3.0 star property
9.0 out of 10, Wonderful, (1000)
"The location was great! Our room was nice, but the building itself, public areas, and hallways could use some updating and improvements. "
The price is £155
per night
5 May - 6 May
Saint Simons Inn by the Lighthouse
5 outdoor pools, pool umbrellas, sun loungers
The King and Prince Beach & Golf Resort
3.5 star property
8.8 out of 10, Excellent, (1000)
"The resort is lovely. The lobby is large and opens up to the large bar area which faces the ocean along with the restaurant and adjacent to the pool. The shuttle to the golf and the golf course were lovely."
The price is £280
per night
8 May - 9 May
The King and Prince Beach & Golf Resort
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.

Everything you need to know about St. Simons Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Simons Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Simons Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Simons Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Simons Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Simons Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Simons Island holiday rentals we have selected for you start as low as £127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Simons Island rentals

At Expedia, we put the best St. Simons Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Simons Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Simons Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Simons Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 scenic seaside 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?

Beach House - optional BIKES - Walk 2 Shops & Fun shops and entertainment: This highly rated holiday home rental in St. Simons Island offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind. Some other homes for rent in St. Simons Island include Townhome w/ 6 bikes & pool! Walk or bike to the beach! Great location! and Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi.

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

With 783 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 Demere Park and East Beach, 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.

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