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Saint Simons Island Rentals with Pools

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50 rentals in Saint Simons Island.
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View from 3 bedroom balcony
King & Prince South Beach Villa
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Living Room
Inside the front entrance
Perfect Family Vacation Bi-Level Townhouse
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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4 Level Luxury Cottage on East Beach, Private Pool, Roofdeck, Game Room, Bikes
Rental Home
7 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Mermaid Cottage Private Heated Pool - Booking Fall!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Beautiful condo close to beach & village!!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1BR Ground Floor Condo with Screened-in Porch! Steps away from Pool!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Oceanwalk 1 BR - Kick Back..Relax...and Enjoy !
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Adorable 3 Bed/3 Bath Remodeled Townhouse In the heart of Historic Pier Village
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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The Oasis - a 3 Bed/2 Bath Condo - Just Remodeled and Newly Available on VRBO !
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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King & Price Resort Oceanfront Beachfront Condo- Close as It Gets to the Beach!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Save time - get the best Saint Simons Island rentals sent straight to your email!
Special!!! Save Big on Stays in the Month of May!!! Call/Email for Special Rate!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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St. Simons Island Getaway (2bed 2bath sleeps 6)
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Newly Renovated!-3 Bed Family-Friendly by Pier and beach Walk / Bike Everywhere!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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St. Simons Island Cottage 3 Br 2.5 Bath - Near Village, Beach and Golf Course
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Gorgeous 2bed/2.5bath -Walking Distance to the Village & Beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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RELAX in End Unit Townhouse w/Golf Course View, Pool, Bikes, Beach Gear, Kayak
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Cute, cozy, convenient, clean! 1 mile from the beach & 1 mile from the village!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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King & Prince Oceanfront South Villa
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Expansive Ocean Views in Secluded Neighborhood with Pool, Short Walk to Village
Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Best View In The Resort. End Unit With Complete Ocean/Beach/Pool View.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Completely converted coastal apartment
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Rewind on Eleventh Classic East Beach 4 houses up from the Ocean with Pool
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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King & Prince South Ocean Villa 22
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Our Place At St. Simons Island
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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King & Prince Oceanfront North Villa
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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SSI, East Beach cottage w/ large pool. Pet friendly. Bikes. Putting green
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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East Beach Cottage with Pool
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Strollin' to the Beach! Walk to the Village! 0.7 Miles to Beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Pet Friendly Ocean Walk With Free Bicycles
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beach Front Condo at Historic King and Prince Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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On The Beach With 2 Bikes And Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Cozy beach unit setup for vacations with kids or Couples! Booking Fall/Winter 20
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beautifully decorated, updated, spacious townhome Oceanwalk, 2 Bedroom 1.5
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sea Palms Villa w/ Views Of Lagoon & Newly Redesigned 18th Fairway
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Immaculate 2 Bedroom 2 Bath condo with private patio across street from pool
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Immaculate, Conveniently Located Gated Community With Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private Pool Home- 3 BR- Located Close to Beach & Village
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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St Simons Island vacation rental, MARSHFRONT VIEW, pool, Pond, Near Beach, FLETC
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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June Bookings! Book Now for $125 per night. You save $25 per night!!!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Best South Island Location Gated Luxury Condo sleeps 5 pool fitness 75 mgbs WIFI
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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Ocean Six *walk to the village sleeps 6 in beds 2 on sleeper sofa
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Coastal Comfort Island Townhouse--near East Beach and Pier Village!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
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St. Simons Island Secret
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beach Crew Cottage - 206 Ashantilly Avenue
Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Welcome to Turtle Cove, a Condo Overlooking the Pond (#63)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Completely Remodeled Coastal Condo
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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An Oasis of Relaxation
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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A 2022 MUST SEE CHARM... LOCATION LOCATION!! BE THE FIRST TO STAY IN CONDO 113
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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NEW LUXURIOUS CONDO 2022!! THAT HAS IT ALL !! #10
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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St Simons Island Marshfront Condo with Pool
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Saint Simons Island Vacation Rentals
Enveloped by expansive beaches, moss-draped oaks, and salt marshes, Saint Simons Island, part of the Golden Isles chain near Brunswick, is a nearly 18 square mile island, once dominated by rice and cotton plantations. Today, it’s a recreation wonderland with superb championship golf courses, miles of bicycle paths, great fishing, historic sites, and excellent restaurants.
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Saint Simons Island Vacation Rentals
Enveloped by expansive beaches, moss-draped oaks, and salt marshes, Saint Simons Island, part of the Golden Isles chain near Brunswick, is a nearly 18 square mile island, once dominated by rice and cotton plantations. Today, it’s a recreation wonderland with superb championship golf courses, miles of bicycle paths, great fishing, historic sites, and excellent restaurants.
Saint Simons Island attractions and activities
If you love golf, you’ll love Saint Simons Island, which is home to the 18-hole King and Prince Golf Course and 27-hole Sea Palms Golf & Tennis Resort. Nearby are 234 more holes of golf at popular spots like the 63-hole Jekyll Island Golf Club and 36-hole Sea Island Golf Club.
Vacation rentals for families
Saint Simons Island, with its many nature trails and easily accessible historic sites, is a terrific place for kids to explore, learn, and have fun. With extra space and amenities like swimming pools, large screen televisions, and high-speed Internet connections, vacation rentals are great for kids and a better value than a traditional hotel. Moreover, the fully equipped kitchen in a vacation rental allows you to avoid pricey restaurants and prepare your own delicious meals.
Deals on Saint Simons vacation rentals
Regardless of what part of the island or setting you desire, we have an extensive list of vacation rental properties in all price ranges. We have special deals and discounts available on all types of properties, from luxury to economical, and you’ll be amazed at how affordable a vacation rental is on Saint Simons Island.