Vacation Rentals & Apartments in St. Simons Island

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95 apartments

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 Golf course on site or within 15 min walk

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Price per night from

$115

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Large Island Style One Story Home 5 bds / 3 Full Bath Sleeps 9 Duck Pond

Saint Simons Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$402

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Serenity Sleeps

Hinesville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$98

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

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

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Price per night from

$98

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$224

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$98

Enjoy the Ocean View - Just steps from the Pool & Beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$446

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$131

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

An Oasis of Relaxation

Saint Simons Island condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$127

Cheerful Modern Family Friendly Home

Jacksonville townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$128

Best South Island Location Gated Luxury Condo sleeps 5 pool fitness 75 mgbs WIFI

Saint Simons Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$155

Relax in a Happy Place

Edisto Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$257

Completely Remodeled Coastal Condo

Saint Simons Island townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“nice place” The Condo was very nice & very clean, we enjoyed our stay and the owner was very nice and also gave us details on good places to eat and things to see. St Simon Island was beautiful. The only thing was we thought we could fish on the place but was told we could not by another owner.The owner did give us a place on a pier just 1/2 mild from were we stayed to fish and it was beautiful. It would have been a little more convenient if there had be a TV up stairs since we did not care to watch most of the things our husbands watch, but other than these two things it was great.

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$155

Entire Beach Bungalow - Near Jax Beach Pier - 10 min from Mayo Clinic!

Jacksonville Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$247

2115 Seacrest- Oceanfront Complex, Steps to the Sand

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

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Price per night from

$220

Shorewood 207- 3 Bedroom Ocean Front

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

1 of 2 filters match

Price per night from

$466

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

1 of 2 filters match

Price per night from

$225

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$180

Magical Beach Condo: Walk to Beach, Washer/Dryer in Condo, Free WIFI

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice Location” Great location, We enjoyed our stay. A little bit of a walk to the beach. I wish Cocos would have been open.

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$148

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$803

{Hidden Gem} Beach Home Blocks from Ocean +6 Bikes

Jacksonville Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$230

Black Pearl Cove a Luxury Nature Resort- Explore your own Private Island

Townsend house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,778

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$241

Saltwater Solace - Frippin Out On Fripp Island

Fripp Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$338

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$252

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

NEW LISTING! Introducing Your Dream Getaway in Sea Pines, Hilton Head

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$510

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$484

2219 Villamare - 2 Bedroom Oceanfront Condo Complex, 2023 Renovation

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

1 of 2 filters match

Price per night from

$180

Beautiful Ocean Walk Villa!

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

1 of 2 filters match

Price per night from

$285

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

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Private indoor pool

1 of 2 filters match

Price per night from

$281

Spacious 2 BR condo w/ Free Tennis! Palmetto Dunes

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Roomy” A girlfriend and I stayed in this condo for a week. It was well furnished, clean, but in need of a paint job. Here are some pros and cons... Pros: dual air conditioning controls, great beds, bathroom downstairs, flat screen TV, free bikes, free tennis, nice pool, plenty of dishes, glasses, etc, plenty of room Cons: no ceiling fans, low lights/dark, masterbath shower slow to drain, had to pay for parking pass (+$15) Being of a certain age, we decided that we really need ceiling fans! Who knew! Kevin was very good to deal with, responded promptly, and had an excellent cancellation policy (did not have to use but have an 88 year old father-in-law...). We did not use bikes (rained daily), pool, or tennis since all we wanted to do was sit on beach and shop. However, it was nice to have that option. Would be a good place for people with children.

1 of 2 match: Private indoor pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$224

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