Holiday Rentals in Saint Simons Island
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79 rentals in Saint Simons Island.
Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
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Best LOCATION!! Adjacent to King and Prince Resort!! Sleeps 6-8
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6 Bedroom home with Pool located at the East Beach 9th Street Entrance
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Family Friendly, King & Prince South Villa with Beach and Resort Amenities
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King one-bedroom condo w/ pool in the SSI Village area Unit 2205
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Pet Friendly, Updated 1 Bedroom Getaway at Ocean Suites
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Sunny Dayz Unit A - newly updated townhome close to Myrtle Street Beach Entrance
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Wade's Retreat
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D7 screened porch, welcoming, clean and cozy
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~Charming Island Getaway ~ SSI~
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E13 Build family memories, comfortable, clean
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Family Friendly Condo at Oceanfront Complex with Pool
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Beautiful, Immaculate Condo with pool access and minutes to the beach!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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H6 Complete renovation, 2nd floor 2 BD/2 bath, close to pool, village and beach
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G2 great extra glassed in dining area, 3bed 2.5 b
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King & Prince Oceanfront South Villa with Beach and Resort Amenities
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Perch in Paradise on St Simons Island
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Make Memories - hot tub, pool, beaches, putting green, fire pit…
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Beautiful Beach House -Steps from king and prince!
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Escape to the beach at SeaHaven 1529, sleeps 9
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Charming 4-bedroom house walking distance to beach and 5 popular restaurants.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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105 Gascoigne Ave #104
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Coastal Canopy Cottage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Toddy Cottage located on East Beach, sleeps 10
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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310 Brockinton Marsh
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Beachy townhome steps to beach - Sleeps 13!
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Newly Available 3BR Townhouse | Pool | Fishing Poles | Beach Gear | Patio | St
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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South End St. Simons Island townhome in Pier Village
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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ALL NEW: Beachfront Cottage in SSI
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private paradise with modern comforts, relaxing spaces, and dog-friendly perks
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 2/2 condo close to the beach and shopping! WiFi, fitness, tennis,pool.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy condo with sunroom, pool, tennis & modern kitchen near beaches & dining
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Coastal Home w/pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Pet Friendly! Beautiful with Pool! Steps from the beach!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Island Time - Newly Renovated in Ocean Walk
Condo/Apartment
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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The Iconic Round House
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful St Simons Island 2 bedroom Condo - A Magical, Peaceful Escape!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy 2-bedroom townhome in enjoyable St. Simons Island with Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming 3-bedroom cottage located on the Southend of Saint Simons Island.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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2 BR/1.5 BA condo in Gascoigne - easy access on/off the island!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ebb Tide Cottage, Steps from the Beach & Community Pool
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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1035 Beachview Dr in Saint Simons Island
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A-Frame Beach House DIRECTLY on the Ocean!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 4 BR, 3.5 BA East Beach home with double decker porch
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Spacious East Beach home with heated pool and game room!
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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NEW 3 bdrm cottage in SSI with private pool/hot tub…walking distance to beach!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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King and Prince Villa
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 bedroom 3 bath home just steps away from the beach.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Townhome 300 steps to the Beach!
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Oversized Studio with Community Pool and Walk to Beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 79
Frequently Asked Questions about Saint Simons Island
- Yes, here are some popular holiday rentals in Saint Simons Island that have a pool:
- Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
- Best LOCATION!! Adjacent to King and Prince Resort!! Sleeps 6-8
- 6 Bedroom home with Pool located at the East Beach 9th Street Entrance
- Yes, here are some popular holiday rentals in Saint Simons Island that have internet access:
- Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
- Best LOCATION!! Adjacent to King and Prince Resort!! Sleeps 6-8
- 6 Bedroom home with Pool located at the East Beach 9th Street Entrance
- The best pet friendly rentals in Saint Simons Island are:
- Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
- 6 Bedroom home with Pool located at the East Beach 9th Street Entrance
- King one-bedroom condo w/ pool in the SSI Village area Unit 2205
- Some of the most popular kid friendly rentals in Saint Simons Island are:
- Amazing Pool on East Beach, SPA, Short Walk to Beach, 3 Kings plus, Dog Friendly
- Best LOCATION!! Adjacent to King and Prince Resort!! Sleeps 6-8
- 6 Bedroom home with Pool located at the East Beach 9th Street Entrance
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