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St. Simons Island Vacation Rentals

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Our top choices for St. Simons Island vacation rentals

Blue Haven - Boutique Coastal Retreat with Private Patio & Minutes to the Beach

Blue Haven - Boutique Coastal Retreat with Private Patio & Minutes to the Beach
Saint Simons Heights
The price is CA $191
CA $407 total
includes taxes & fees
Jul 15 - Jul 16
Blue Haven - Boutique Coastal Retreat with Private Patio & Minutes to the Beach

Old Bay Cottage - 505 Beach Dr

Old Bay Cottage - 505 Beach Dr
St Simons Island
The price is CA $233
CA $916 total
includes taxes & fees
Aug 11 - Aug 12
Old Bay Cottage - 505 Beach Dr

Little Live Oak Cottage 1-bedroom cottage on Saint Simons

Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Saint Simons Heights
10.0 out of 10, Exceptional, (1 review)
"It was nice and cozy"
United States
Cory S.
The price is CA $150
CA $344 total
includes taxes & fees
Jul 27 - Jul 28
Little Live Oak Cottage 1-bedroom cottage on Saint Simons

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, (77 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 CA $134
CA $680 total
includes taxes & fees
Jul 13 - Jul 14
Clyde's Beach Bunkhouse | Pet-Friendly Studio Near Pier Village & Beach

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
St. Simons Island
10.0 out of 10, Exceptional, (24 reviews)
"The property was very clean and quiet. The beds were comfortable, great water pressure in the showers and a kitchen with all the essentials. We also appreciated the location to the village and the beach. "
United States
Susan F.
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

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, (41 reviews)
"Excellent communication with host regarding check-in. Incredibly comfortable beds. Great stay!"
United States
Melissa
The price is CA $251
CA $602 total
includes taxes & fees
Jul 16 - Jul 17
Swim, bike, relax: South Side Condo near East Beach with 4 bikes included

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach
Downtown St. Simons Island
9.2 out of 10, Wonderful, (77 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 CA $223
CA $879 total
includes taxes & fees
Jul 31 - Aug 1
Ocean Tabby | St. Simons Island Village Condo Near Pier & Beach

Original island cottage 3 bedroom well maintained

Original island cottage 3 bedroom well maintained
Kings Terrace
9.0 out of 10, Wonderful, (4 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 CA $357
CA $637 total
includes taxes & fees
Jul 19 - Jul 20
Original island cottage 3 bedroom well maintained

Abundant Amenities! Pool, Bikes, Near to beach!

Abundant Amenities! Pool, Bikes, Near to beach!
Saint Simons Island
9.8 out of 10, Exceptional, (171 reviews)
"Perfect place for a family vacation, very clean, close to many attractions, responsive hosts, highly recommend!"
United States
Kim A.
The price is CA $180
CA $602 total
includes taxes & fees
Jul 30 - Jul 31
Abundant Amenities! Pool, Bikes, Near to beach!

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, (154 reviews)
"Fantastic location, lots of activities, very near multiple restaurants, ocean, and shops"
United States
DAVID M.
The price is CA $112
CA $344 total
includes taxes & fees
Jul 27 - Jul 28
Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

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, (6 reviews)
"Nice place very pretty convenient location "
United States
Walter P.
The price is CA $109
CA $350 total
includes taxes & fees
Jul 30 - Jul 31
Beach Square 2 –optional BIKES – Walk 2 Redfern Village, shops, and restaurants!

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, (144 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
United States
Malloree
The price is CA $109
CA $368 total
includes taxes & fees
Jul 16 - Jul 17
Water View - optional BIKES - Walk 2 Pier Village

King & Prince Oceanfront South Villa

King & Prince Oceanfront South Villa
St Simons Island
9.8 out of 10, Exceptional, (149 reviews)
"Ocean view from deck was wonderful. "
United States
Cindy H.
The price is CA $296
CA $659 total
includes taxes & fees
Jul 13 - Jul 14
King & Prince Oceanfront South Villa

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village
St. Simons
9.6 out of 10, Exceptional, (18 reviews)
"Our stay was great, great location, walked to everything! Condo was clean and comfy. Thank you "
United States
melinda
The price is CA $154
CA $740 total
includes taxes & fees
Jul 15 - Jul 16
Demere House Condo #2 | Walk-to-Beach 2BR St. Simons Island Vacation Rental Near Pier Village

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (619 reviews)
"Love the place but was a hassle adding a night stay with out paying a cleaning fee"
United States
Kevin
The price is CA $304
CA $532 total
includes taxes & fees
Jul 16 - Jul 17
The Sea Gate

Summer Time Cottage sleeps 6 near the beach and village

Summer Time Cottage sleeps 6 near the beach and village
St Simons Island
The price is CA $158
CA $819 total
includes taxes & fees
Aug 3 - Aug 4
Summer Time Cottage sleeps 6 near the beach and village

Summer Special! Steps to Village & Pier

Summer Special! Steps to Village & Pier
St. Simons Island
9.2 out of 10, Wonderful, (29 reviews)
"The description of the unit was accurate, and we had a wonderful time."
United States
Julia
The price is CA $157
CA $475 total
includes taxes & fees
Aug 3 - Aug 4
Summer Special! Steps to Village & Pier

Summertimes' Easy -4 bedrooms on the south end of SSI

Summertimes' Easy -4 bedrooms on the south end of SSI
St Simons Island
The price is CA $300
CA $1,361 total
includes taxes & fees
Jul 29 - Jul 30
Summertimes' Easy -4 bedrooms on the south end of SSI

NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental
Saint Simons Island
The price is CA $191
CA $917 total
includes taxes & fees
Aug 4 - Aug 5
NEW LISTING! Sea Palms Golf Course Home | 3BR St. Simons Island Vacation Rental

Large Beach Home 300 Steps to Ocean +Rooftop Patio

Large Beach Home 300 Steps to Ocean +Rooftop Patio
St Simons Island
8.8 out of 10, Excellent, (3 reviews)
"Fantastic house right by the beach with great access to the downtown area of St Simon’s!"
United States
lawrence n.
The price is CA $482
CA $1,063 total
includes taxes & fees
Jul 15 - Jul 16
Large Beach Home 300 Steps to Ocean +Rooftop Patio
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in St. Simons Island?

Yes, we have vacation rentals in St. Simons Island near Neptune Park, or you can go with 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 vacation rentals in St. Simons Island?

♥ of SSI Bungalow 2, Quick walk to beach and food ☼: Visitors give good reviews to this St. Simons Island vacation home rental, which offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to St. Simons Island is New Listing! Summer 2026 -Stunning 6BR Dog-Friendly home with pool and a short walk to the village.

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

With 778 Expedia vacation rentals, you're sure 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 vacation rental in St. Simons Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in St. Simons Island. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.