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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Cot available
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Dishwasher
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Children's pool
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Pool or snooker table
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Shared indoor pool
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
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Shared outdoor pool (heated)
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Iron
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Staffed property
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Swing set or jungle gym
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Skiing – property near ski resort
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Golf course on site or within 15 min walk
Golf within 30mins drive
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465 condos

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OCEAN VIEW!! ☀ Beach Pool & Bar ✔ Gym ✔ HGTV Designer ✔ KING BED ✔ Netflix!

Hilton Head condo

1 bedroom
1 bathroom

sleeps 4

Match: Rental types Swing set or jungle gym

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Price per night from

$252

Steps to the Beach! Beautiful Resort!

Hilton Head condo

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$202

Walk to beach -2 bedroom- Family owned and managed

Fernandina Beach apartment

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 16 minutes

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Price per night from

$152

2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND

Hilton Head apartment

2 bedrooms
2 bathrooms

sleeps 6

“Super Nice Place” Nice amenities and clean condo. I enjoyed the whirlpool bath and sauna. I really enjoyed my vacation on Hilton Head Island.

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Price per night from

$401

RELAX or HAVE FUN: 2 bed condo (walk to beach)

Hilton Head apartment

2 bedrooms
2 bathrooms

sleeps 6

“Perfect Mother's Day Weekend with my son” The location was only two blocks from the beach and has two pools onsite. The condo has everything you need to make your stay comfortable, there was even an infant float sun canopy that we used for our 18 month old grandson. It is also very conveniently located to multiple excellent shops and restaurants.

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Price per night from

$115

Grand Southern Victorian Home with Courtyard - Near Island Beaches!

Brunswick house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$287

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

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Price per night from

$155

Stunning Family Home One house from the Back River Beach

Tybee Island house

5 bedrooms
3 bathrooms

sleeps 12

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Price per night from

$825

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

Studio
1 bathroom

sleeps 4

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Price per night from

$131

Marsh/pool view secluded resort Island

Fripp Island house

4 bedrooms
2 bathrooms

sleeps 11

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Price per night from

$287

Finn's Island Retreat

Hilton Head villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$149

Belle’s Love Shack, Family Friendly 3 bedroom home

Beaufort house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$258

The Craftsman Cottage in Beaufort, South Carolina

Beaufort house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$287

Location, Location, Location!

Hilton Head villa

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$241

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

Hilton Head villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$180

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$126

Ocean Six *walk to the village sleeps 6 in beds 2 on sleeper sofa

Saint Simons Island house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 18 minutes

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$338

Low Country home In Palmetto Bluff Montage Resort

Bluffton house

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$859

Oceanfront Top Floor Amazing Views

Hilton Head villa

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$516

New designer gated w/lakeview modern near Cecil field

Normandy apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$126

The Inn at Cotton Hall

Yemassee b&b

5 bedrooms
5 bathrooms

sleeps 10

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$2,863

LuxeAmelia Brand NEW 3BR/3BA Amelia Island Resort Beach Villa with TESLA Charger

Fernandina Beach villa

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$487

Finns Island Retreat

Hilton Head apartment

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$155

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

Townsend house

7 bedrooms
4 bathrooms

sleeps 20

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$1,775

2 BEDROOM 2 BATH CONDO RENT ON HILTON HEAD ISLAND

Hilton Head condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$344

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!!!

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Price per night from

$224

Premium Finishes and Amenities

Hilton Head condo

1 bedroom
1 bathroom

sleeps 6

“Nice” Was one of the nicest condos we have rented it was clean and new. The towels were very nice too we will rent again

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Price per night from

$144

Hilton Head Island Villa in Fiddler's Cove

Hilton Head condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$132

Turtle Dunes 1803 Omni AIP

Amelia Island condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$325

Coligny Villas Forest Beach Condo

Hilton Head condo

2 bedrooms
3 bathrooms

sleeps 5

Responds fast! avg. 46 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$229

309 Ocean Dunes Villa Ocean Front Beach Views

Hilton Head condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$321

2 BR/2BA Oceanfront Condominium

Saint Simons Island condo

2 bedrooms
2 bathrooms

sleeps 6

“Great Location! Nice Condo” Condo comfortably housed 4. We were right on the beach and close to all the action. The property was beautiful and the owner stayed in contact to make sure everything was great. We will definitely rent this property from this individual again.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$287

511 BARRINGTON COURT PALMETTO DUNES HH, SC

Hilton Head condo

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic view, incredibly clean, well stocked, comfortable, and a GREAT owner to deal with.” I think the headline says it all, but here's a little more detail. This was absolutely the cleanest condo/hotel/motel/home we've ever stayed in. The owner really, really, gives you a place you can call home for your vacation. It's like you're staying at the home of a good friend who thought of everything for your comfort and enjoyment. If it weren't for Penny, I probably wouldn't write this, because I want to keep this gem to ourselves. But for anyone who works this hard to provide such a wonderful place, well, I had to. How many times have you walked into a condo and see that's it not really dirty, but it's not really clean ? How many times have you run out of toiletries, not even an extra garbage bag left for you, no laundry or dishwasher detergent available ? Every single rental we've had, we had to make a shopping list of all the toiletries we'll need for the week. NOT HERE. Except for the food, obviously, EVERYTHING you could need or want IS PROVIDED. This is a very, very thoughtful owner. With new tv's, appliances, beautiful upgrades, you will not want to leave. The view is absolutely gorgeous. In Palmetto Dunes, the vegetation and trees have really grown, so unless you get an unobstructed view like this 5th floor provides, you'll never see the ocean. At the risk of repeating, the condo smelled great, and was just incredibly clean. I don't know about you, but an unclean rental can just ruin your vacation. The first minute we walked in, we knew we were going to have a great week. Ok, my sales pitch is over, lest I share this secret with everyone. Yes, the 5 star reviews are for real, it's well deserved. Thanks again Penny, and we'll see you on our next trip to the island.

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Price per night from

$410