St. Simons Island Vacation Rentals
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Our top choices for St. Simons Island vacation rentals
9.6 out of 10, Exceptional, (623 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
Natasha
The price is CA $201
CA $434 total
includes taxes & fees
Aug 27 - Aug 28
2. Water View - optional BIKES - Walk 2 Pier Village
Water View - optional BIKES - Walk 2 Pier VillageSt. Simons Island
10.0 out of 10, Exceptional, (150 reviews)
"Such a lovely property, neighborhood & place to stay. We would definitely stay here again!"
Malloree
The price is CA $68
CA $306 total
includes taxes & fees
Sep 17 - Sep 18
3. Beach Air -optional BIKES-Pool-Walk 2 Pier Village
Beach Air -optional BIKES-Pool-Walk 2 Pier VillageSt Simons
10.0 out of 10, Exceptional, (154 reviews)
"Well appointed, clean, quiet, great value….thank you!"
Carol K.
The price is CA $82
CA $296 total
includes taxes & fees
Sep 8 - Sep 9
4. ♥ 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, (35 reviews)
"Great property, great location!"
Jessica O.
The price is CA $147
CA $298 total
includes taxes & fees
Sep 1 - Sep 2
5. Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Beach Cottage -optional BIKES - Walk 2 Shops & FunSaint Simons Island
9.8 out of 10, Exceptional, (132 reviews)
"Great Location would stay again"
Jeffrey T.
The price is CA $40
CA $226 total
includes taxes & fees
Sep 3 - Sep 4
6. 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 includedSt. 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."
Allison C.
The price is CA $162
CA $479 total
includes taxes & fees
Aug 27 - Aug 28
7. Little Live Oak Cottage 1-bedroom cottage on Saint Simons
Little Live Oak Cottage 1-bedroom cottage on Saint SimonsSaint Simons Heights
9.4 out of 10, Exceptional, (9 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."
Amanda
The price is CA $137
CA $320 total
includes taxes & fees
Sep 8 - Sep 9
8. 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)
"Great Place! Clean, wonderful location and great communication! "
Betsy M.
The price is CA $37
CA $254 total
includes taxes & fees
Aug 27 - Aug 28
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
Saint Simons Inn by the Lighthouse
8/10 Good
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.
Explore a world of travel with Expedia
- Kickback & relax Lakefront
- All Inclusive Resorts and in St. Simons Island
- Coastal Comfort nestled under live oaks near the village
- Newly remodeled and a New Rental
- Woodford’s Reserve Estate w/ new Splash & Cowboy pools on Saint Simons Island
- 2225 Bruce Drive by Hodnett Cooper
- East Beach Oasis near Gould's Inlet
- Beautiful
- Large Heated Pool • Walk to Restaurants • 2 King Ensuites • EV Charger
- Stay Salty
- Aparthotels in St. Simons Island
- 2br/2ba Walk to pier/village area. 1/2 mile to beach
- The Sea Gate
- Hodnett Cooper's North Breakers
- Hotels with smoking rooms in St. Simons Island
- The King and Prince Beach & Golf Resort
- Pet-Friendly Hotels in Brunswick
- Apartments in St. Simons Island
- Harbour Oaks Condo • Walk to Village • Pool • First Floor
- Seahorse Villa! Amazing Ocean Views
- Byrd's Nest is located across the street from the beach and sleeps 10
- Lgbt Friendly Hotels in St. Simons Island
- Village Inn and Pub
- Beach Hotel Hotels in St. Simons Island
- Don't Worry Beach Happy
- Family Hotels in St. Simons Island
- Gorgeous 4 bed/3.5 bath Home with Private Pool
- Shore am Happy located at the 8th Street Beach Entrance
- Hotel Simone
- Sandy Paws
- Ocean Oasis
- Luxury Beachfront Home with Guesthouse
- Oceanfront Hotels in St. Simons Island
- Hotels with Balconies in St. Simons Island
- Private Heated Pool & Spa
- Cheap Hotels in St. Simons Island
- Condo Rentals in St. Simons Island
- The Grey Owl Inn
- Ocean Walk H
- Harbour Oaks near the Village/Pier
- Ocean Inn and Suites
- Resorts in St. Simons Island
- St. Simons Island Hotels
- K1 Ocean Walk Resort Townhome sleeps 7
- Pet-Friendly Hotels in St. Simons Island
- Ocean Front Beach Club Saint Simons Island
- Queens Court
- Ocean Walk
- Steps from the pool and ocean! Four
- Stanton Apartment B
- Sea Island Resorts
- Luxury St. Simons Getaway
- Cottages in St. Simons Island
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