Vacation Rentals & Apartments in St. Simons Island

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Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

Match: Private indoor pool Swimming pool

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Price per night from

$115

Responds fast! avg. 3 hours 19 minutes

Match: Private indoor pool Swimming pool

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Price per night from

$225

Shorewood 207- 3 Bedroom Ocean Front

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$469

Beautifully Decorated, Cozy, Warm And Inviting 1st Floor Retreat!

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$98

2219 Villamare - 2 Bedroom Oceanfront Condo Complex, 2023 Renovation

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$180

2115 Seacrest- Oceanfront Complex, Steps to the Sand

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$220

Beautifully Furnished 2BR/2Bath Unit 5th Floor Gem - 1 Block from the Beach

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Swimming pool

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Price per night from

$281

Beautiful Ocean Walk Villa!

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$285

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590-19 King Cotton Villas - Wyndham Ocean Ridge

Harbor Island villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$183

Tropical Oasis w /pool, playground, and dog park

Jacksonville townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$218

Urban Oasis

Pooler apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$115

590 King Cotton Rd - King Cotton #6-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$183

780 Summerwind Villa - "Going Coastal" Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Awesome!” We had the best vacation ever! The Condo was fabulous and beautiful! Edisto Realty was great to work with. Everything was ready on time and very clean.

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$156

518-B Oristo Ridge - "2FAR2FLA" - Ocean Ridge

Edisto Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$116

428 Oristo Lodge Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$59

251 Driftwood Villa -Wyndham Ocean Ridge

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$88

857 Oak Grove Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$142

590 King Cotton Rd - King Cotton #4-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$183

3331 Myrtle St - Fleur de Lis

Edisto Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$133

420 Oristo Lodge Villa -"Eddy’s Stowaway"-Wyndham

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$84

845 Club Cottage Villa "Turle Siesta" - Wyndham

Edisto Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$142

176 The Greens

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$184

Great Resort - Close to the Beach Sleeps 6

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 22 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$195

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$114

Deluxe Ocean Dunes Oceanfront Luxury

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$315

779 Summerwind Villa - Wyndham Ocean Ridge

Harbor Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$156

Remodeled Villa on Golf Course Close to Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$235

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$172

3 Bedroom Villa in Evian

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$328

233 Driftwood Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$159

Luxury Stay near St John Center

Jacksonville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$109

Mayo Luxury condo

Jacksonville apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$144

Enchanting Sandcastles Villa-Ocean Front-Amelia

Fernandina Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$453

Dazzling Sandcastles Ocean Front Condo-Amelia Isle

Fernandina Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$344

Ravishing Boxwood Condo-Amelia Island Plantation

Fernandina Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

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Price per night from

$453

Lavish Living With Mediterranean Riviera Décor

Jacksonville apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$172

Lucky Charm

Savannah house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$219

Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location” Super close to beach, restaurants & shopping. Very clean - no complaints! Would definitely stay again.

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Private indoor pool, Swimming pool

1 of 2 filters match

Price per night from

$172

Viewing 38 of 1,014
rentals in St. Simons Island

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