Vacation Rentals in Saint Simons Island, Georgia

50 Properties Available

Stunning Rooftop Views. Prime Island Location Villa
Stunning Rooftop Views. Prime Island Location
$1159 / night
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Luxury Coastal Escape: 6BR East beach Estate w\/ Pool & Shuffleboard Private vacation home
Luxury Coastal Escape: 6BR East beach Estate w\/ Pool & Shuffleboard
$1128 / night
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Island Attitude - 6 bed\/5 bath home- Private Pool, Pup Friendly, Fenced! Private vacation home
Island Attitude - 6 bed\/5 bath home- Private Pool, Pup Friendly, Fenced!
$1088 / night
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Immaculate East Beach Home, Private Pool, 50 yards to Beach Access Private vacation home
Immaculate East Beach Home, Private Pool, 50 yards to Beach Access
$1083 / night
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Stunning Marsh Views, 5 Bedroom 6.5 Bath with pool house 2 blocks to the Beach! Private vacation home
Stunning Marsh Views, 5 Bedroom 6.5 Bath with pool house 2 blocks to the Beach!
$1040 / night
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East Beach Dream Home, Ocean Views and a Pool! Sleeps 14 Private vacation home
East Beach Dream Home, Ocean Views and a Pool! Sleeps 14
$1018 / night
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Magnificent Ocean Views, Private Heated Pool, Billards on East Beach! Private vacation home
Magnificent Ocean Views, Private Heated Pool, Billards on East Beach!
$985 / night
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Incredible Vacation Home Near Village with POOL Private vacation home
Incredible Vacation Home Near Village with POOL
$925 / night
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Salt Life Beach Cottage Upper and lower Deck duplex Private vacation home
Salt Life Beach Cottage Upper and lower Deck duplex
$921 / night
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Immaculate Custom Home | 2.5 blocks to Beach | Heated Pool + Spa | Dog Friendly Private vacation home
Immaculate Custom Home | 2.5 blocks to Beach | Heated Pool + Spa | Dog Friendly
$872 / night
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Ocean Views from this Beautiful Home with Swimming Pool. Great for Small Families! Private vacation home
Ocean Views from this Beautiful Home with Swimming Pool. Great for Small Families!
$844 / night
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Day Dream Cottage - Coast Cottages #21 Private vacation home
Day Dream Cottage - Coast Cottages #21
$801 / night
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Four Bedrooms with heated pool! Private vacation home
Four Bedrooms with heated pool!
$783 / night
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Indigo Cottage: Stylish Island Retreat | Walkable to Everything | Pool + Spa | Dogs Welcome Private vacation home
Indigo Cottage: Stylish Island Retreat | Walkable to Everything | Pool + Spa | Dogs Welcome
$765 / night
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Updated Family Home, Steps to Beach, Private Heated Pool Private vacation home
Updated Family Home, Steps to Beach, Private Heated Pool
$760 / night
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NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village Private vacation home
NEW LISTING! Seabreeze Cottage | Charming St. Simons Island Beach Cottage Near Pier Village
$760 / night
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Heated Private Pool! Steps to Village and Beaches! Family Home Private vacation home
Heated Private Pool! Steps to Village and Beaches! Family Home
$747 / night
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Second Floor, Oceanfront Condo, Concierge Service! Condo
Second Floor, Oceanfront Condo, Concierge Service!
$732 / night
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Enchanted Getaway: Coastal Escape | Private Pool | Easy Walk to Beach + Village Private vacation home
Enchanted Getaway: Coastal Escape | Private Pool | Easy Walk to Beach + Village
$716 / night
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Oceanfront Complex, St Simons Grand. Pool, Hot tub, Private Beach Access Condo
Oceanfront Complex, St Simons Grand. Pool, Hot tub, Private Beach Access
$696 / night
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Big East Beach Home with Pool Private vacation home
Big East Beach Home with Pool
$694 / night
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NEW 5 bed\/3 bath Home with Heated Saltwater Pool - Great Location! Private vacation home
NEW 5 bed\/3 bath Home with Heated Saltwater Pool - Great Location!
$693 / night
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Hamilton Cottage - Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING! Private vacation home
Hamilton Cottage - Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!
$680 / night
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Private Heated Pool & Spa | Close to Beaches, Restaurants & Shopping! Private vacation home
Private Heated Pool & Spa | Close to Beaches, Restaurants & Shopping!
$676 / night
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Beachy Island Retreat | Minutes to East Beach, Pier Village & Golf Condo
Beachy Island Retreat | Minutes to East Beach, Pier Village & Golf
$669 / night
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Oceanfront Complex, St Simons Grand. Pool, Hot tub, Private Beach Access Condo
Oceanfront Complex, St Simons Grand. Pool, Hot tub, Private Beach Access
$666 / night
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Satilla Cottage - 4 Bedrooms in Coast Cottages Private vacation home
Satilla Cottage - 4 Bedrooms in Coast Cottages
$660 / night
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A-Frame Beach House DIRECTLY on the Ocean! Private vacation home
A-Frame Beach House DIRECTLY on the Ocean!
$652 / night
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Ocean Views | Private Beach Access | Heated Pool Condo
Ocean Views | Private Beach Access | Heated Pool
$639 / night
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Moss & Marsh | Marshfront Views, Pool & Island Charm Condo
Moss & Marsh | Marshfront Views, Pool & Island Charm
$636 / night
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Stunning views overlooking the Atlantic Ocean and King & Prince resort grounds. Condo
Stunning views overlooking the Atlantic Ocean and King & Prince resort grounds.
$631 / night
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Coastal Retreat on Beachview | Walk to Beach, Village + Family-Friendly Stay Condo
Coastal Retreat on Beachview | Walk to Beach, Village + Family-Friendly Stay
$630 / night
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Southern Living Cottage in the Village Private vacation home
Southern Living Cottage in the Village
$618 / night
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3 Kings+ on East Beach with Pool Private vacation home
3 Kings+ on East Beach with Pool
$618 / night
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Walk to Pier Village, 2 bed\/2 bath cottage in the park Private vacation home
Walk to Pier Village, 2 bed\/2 bath cottage in the park
$617 / night
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High Tide - BREATHTAKING Marsh and Ocean Views! Private Pool, Fire Pit Private vacation home
High Tide - BREATHTAKING Marsh and Ocean Views! Private Pool, Fire Pit
$615 / night
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Stunning views overlooking the Atlantic Ocean and King & Prince resort grounds. Condo
Stunning views overlooking the Atlantic Ocean and King & Prince resort grounds.
$612 / night
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King & Price Resort Oceanfront Beachfront Condo- Close as It Gets to the Beach!! Condo
King & Price Resort Oceanfront Beachfront Condo- Close as It Gets to the Beach!!
$612 / night
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Newly remodeled and a New Rental, 3 bedroom Ocean View at the St. Simons Grand Condo
Newly remodeled and a New Rental, 3 bedroom Ocean View at the St. Simons Grand
$580 / night
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Spacious East Beach home with heated pool and game room! Private vacation home
Spacious East Beach home with heated pool and game room!
$575 / night
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Perfect Beachfront Condo with Direct Ocean View Condo
Perfect Beachfront Condo with Direct Ocean View
$558 / night
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Big Open remodeled Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Peaceful Private vacation home
Big Open remodeled Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Peaceful
$550 / night
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Heron Cottage w\/ Pool Private vacation home
Heron Cottage w\/ Pool
$541 / night
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Sleeps 10, Private Pool, Walk to Village! Private vacation home
Sleeps 10, Private Pool, Walk to Village!
$534 / night
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Recently updated cottage with pool within yards to the beach! Private vacation home
Recently updated cottage with pool within yards to the beach!
$533 / night
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Demere Landing 135: 4 bed\/3.5 bath, Elevator, Pool Condo
Demere Landing 135: 4 bed\/3.5 bath, Elevator, Pool
$527 / night
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The Beach House! Renovated Island Classic with Heated Pool | Dog Friendly Private vacation home
The Beach House! Renovated Island Classic with Heated Pool | Dog Friendly
$517 / night
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Spacious and Beachfront Condominium Condo
Spacious and Beachfront Condominium
$511 / night
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East Beach Family Friendly Home, sleeps 9 Private vacation home
East Beach Family Friendly Home, sleeps 9
$504 / night
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This Home is the Definition of Classic Seaside Style with Coastal Features Throughout Private vacation home
This Home is the Definition of Classic Seaside Style with Coastal Features Throughout
$500 / night
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