Holiday Rentals in St. Simons Island

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Our top choices for St. Simons Island holiday rentals

Cowboy Studio, Pet Friendly, Walk to Village

Cowboy Studio, Pet Friendly, Walk to Village
St Simons
9.8 out of 10, Exceptional, (77 reviews)
"Fantastic location, across from a gorgeous park and just a couple of blocks from all that downtown has to offer! "
United States
Barbara R.
The price is €440
includes taxes & fees
26 Mar - 27 Mar
Cowboy Studio, Pet Friendly, Walk to Village

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

3 Mi to St Simons Beach: Gem w/ Pool Access & Deck
3.5 star property
St. Simons Island
8.0 out of 10, Very good, (2 reviews)
"Very easy to communicate with the property manager. A delightful visit."
United States
Josephine
The price is €417
includes taxes & fees
26 Mar - 27 Mar
3 Mi to St Simons Beach: Gem w/ Pool Access & Deck

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

♥ of SSI Bungalow 2, Quick walk to beach and food ☼
St. Simons Island
9.6 out of 10, Exceptional, (17 reviews)
"Loved the location, easy walk to the beach. House was cozy, had everything we needed. "
United States
Candice C.
The price is €207
includes taxes & fees
26 Mar - 27 Mar
♥ of SSI Bungalow 2, Quick walk to beach and food ☼

Close Beach Access, Walk to Lighthouse & Village!

Close Beach Access, Walk to Lighthouse & Village!
St. Simons
9.4 out of 10, Exceptional, (16 reviews)
"Excellent location and the management company was very responsive and informative. "
United States
Olivia Y.
The price is €440
includes taxes & fees
26 Mar - 27 Mar
Close Beach Access, Walk to Lighthouse & Village!

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
King City
9.8 out of 10, Exceptional, (164 reviews)
"Great location, great space."
United States
Cindy K.
The price is €360
includes taxes & fees
29 Mar - 30 Mar
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Snowbird Special! Steps to Village & Pier

Snowbird Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (26 reviews)
"Great communication from host, very clean place, great neighborhood, perfect location!"
United States
natalie h.
The price is €302
includes taxes & fees
26 Mar - 27 Mar
Snowbird Special! Steps to Village & Pier

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, (2 reviews)
"Great location and very nice condo. Unit was clean and stocked with everything you need to start your stay. It could use some painting and freshening up. I would definitely stay here again."
United States
Jean
One Bedroom just across the street from the Beach!

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, (50 reviews)
"Nice place and would definitely stay there again "
United States
Rick Stone M.
The price is €320
includes taxes & fees
26 Mar - 27 Mar
Cozy condo sleeps 6! Convenient to beach, shopping and all restaurants.

Apartment near downtown.

Apartment near downtown.
St. Simons Island
9.8 out of 10, Exceptional, (12 reviews)
"Nice place, nice hood, nice time."
United States
mark w.
The price is €272
includes taxes & fees
19 Apr - 20 Apr
Apartment near downtown.

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool
St. Simons Island
10.0 out of 10, Exceptional, (5 reviews)
"I had a wonderful stay at this lovely and spotless unit—everything was just as expected. The owners were incredibly helpful and a pleasure to work with; I would definitely stay here again!"
United States
Robert B.
The price is €239
includes taxes & fees
27 Mar - 28 Mar
The Angel`s Share: Hideaway in the treetops w/ Cowboy Pool

2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..

2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..
King City
9.6 out of 10, Exceptional, (5 reviews)
"This was the first time we had rented a Condo using Expedia and we were a little nervous. There was no need here! The entire process was smooth and pain free! Payment went fine. Check in direction arrived in a timely manner. Getting in to the unit was simple and easy. Our stay was really enjoyable. Check out instructions arrived and was seamless. This was the second time we had stayed at this property, but the first time with this host in this unit. Security at the property is very good. This...
United States
Jeff
The price is €365
includes taxes & fees
26 Mar - 27 Mar
2-bedroom Condo on St. Simons Island. Pool/Parking/Beach/Food/Bars/Stores, etc..

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (355 reviews)
"Location is fantastic, within walking distance of downtown. The shower in the front did not drain well but overall the place was nice! "
United States
Megan
The price is €207
includes taxes & fees
26 Mar - 27 Mar
Ocean Lodge Resort

74 Steps to Sand, Walk to the Village, Sleeps 6!

74 Steps to Sand, Walk to the Village, Sleeps 6!
St Simons Island
9.8 out of 10, Exceptional, (90 reviews)
"The house was large and beautiful."
United States
susam t.
The price is €553
includes taxes & fees
26 Mar - 27 Mar
74 Steps to Sand, Walk to the Village, Sleeps 6!

IN the Village | 2 story condo | Pet Friendly

IN the Village | 2 story condo | Pet Friendly
Downtown St. Simons Island
9.4 out of 10, Exceptional, (76 reviews)
"Terrific property! Great location, right in town. He parked the car and walked everywhere for our stay. Would love to stay again!"
United States
Barbara R.
The price is €497
includes taxes & fees
2 Apr - 3 Apr
IN the Village | 2 story condo | Pet Friendly

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.0 out of 10, Wonderful, (2 reviews)
"We love the property because is close to the beach ,restaurants the pier it is only 18 minutes away from the house we loved!! the house was really cozy we had a grate vacation "
United States
Jessica
The price is €382
includes taxes & fees
17 Apr - 18 Apr
Original island cottage 3 bedroom well maintained

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear
St Simons Island
9.4 out of 10, Exceptional, (96 reviews)
"Great little place, clean, comfortable. "
United States
Jenifer
The price is €590
includes taxes & fees
2 Apr - 3 Apr
Steps to the Sand! 2BR/2BA, 1st Level, Beach Gear

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, (125 reviews)
"Everything was great and as advertised!! "
United States
Robert G.
The price is €162
includes taxes & fees
6 Apr - 7 Apr
Beach Cottage -optional BIKES - Walk 2 Shops & Fun

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, (149 reviews)
"Such a nice quiet nice neighborhood. Excellent stay for the price."
United States
Heather
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

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

♥ of SSI Bungalow, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (9 reviews)
"Great place for a great weekend! Super clean and close to some great restaurants. "
United States
JT M.
The price is €209
includes taxes & fees
26 Mar - 27 Mar
♥ of SSI Bungalow, Quick walk to beach and food ☼

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, (133 reviews)
"The house was cozy and comfy. Clean and a great set up. We were in for a weekend wedding, and the beach house was perfect "
United States
Stacy M.
The price is €199
includes taxes & fees
13 Apr - 14 Apr
Beach House -optional BIKES - Walk 2 Shops & Fun
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

Find out more about St. Simons Island

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 €199 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 Massengale 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?

Beautiful home with modern conveniences - close to the beach, dogs welcome: This highly rated holiday home rental in St. Simons Island offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in St. Simons Island include Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati and Beach House -optional BIKES - Walk 2 Shops & Fun.

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

With 762 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. Bloody Marsh Battle Site and Sea Island Golf Club 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.