Vacation Rentals & Cabins in Waleska

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10,029 Houses

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 outdoor pool (heated) Horse riding Parking

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Price per night from

$114

Sea Pines home with private pool. Light filled and open floor plan.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$354

BEST BEACH OCEANFRONT VIEWS! 5-STAR AMENITIES! Rated #1 Travel review SPECIALS!!

Orange Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Wonderful beach condo with amazing ocean views” I stayed at Audrey and Eric's condo during Hangout Music Fest, and it was a comfortable place to sleep, eat, get work done, and enjoy the view of the ocean. Checking in and out was hassle-free, as was communicating with the owners. Definitely a great spot for anyone looking to enjoy some time on the beach.

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$570

Oceanfront, Sea Pines, 22 Black Skimmer Ln.

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$1,637

North Cape beach front home, great ocean views, private pool, hot tub

Cape San Blas house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 6 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$859

Once Upon a Tide

Cape San Blas house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$707

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$343

Ravens Nest Destin Florida - Solar Heated Pool

Miramar Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$441

Luxury Beach Home | Sleeps 22 in Beds | 1/2 block to beach | Private Pool

Miramar Beach house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 24

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Price per night from

$698

Tides-N-Tunes

Cape San Blas house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$1,210

Be Beautiful

Cape San Blas house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$887

Stargazer

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$898

Watersong

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$891

A Rosemary Cottage ~ The Zen Den ~ Heated Pool Spa, Fireplace, Outdoor Space

Rosemary Beach house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,832

Southern Charm of Holden Beach, NC

Ocean Isle Beach house

  • 16 bedrooms
  • 16 bathrooms
  • sleeps 50

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Price per night from

$1,832

New Construction 3 bdrm 3 bath North Cape Amazing Gulf and Bay views

Cape San Blas house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$433

Brand NEW Gulf Front w Pool elevator 6 bdrm, North Cape San Blas

Cape San Blas house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$799

Fish Lips has been completed 4 bdrm 4 half bath gulf front with huge pool

Port Saint Joe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$818

Off the Hook

Cape San Blas house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$1,281

Dolphin Lookout

Cape San Blas house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$561

Ormond by Seas Beach Home! Heated Pool and Hot Tub! 3 Min Walk to Beach

Ormond Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$201

Cape San Blas w/ Gulf View, Private Pool, Wrap Around Porches, Bikes, Pets Ok

Cape San Blas house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$1,140

Sandy Bottom

Cape San Blas house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$561

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$602

4 BR home with private pool, garage playroom and

Pensacola house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 32 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$373

Sea View Place

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$468

Cinnamon Cove Luxury Pool Home by the Ocean

Palm Coast house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$515

Carolina Elegance Beach House 6br/5ba

Isle of Palms house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 34 minutes

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$1,824

Golf Cart, Pets OK, End Aug, Early Sept Discounts Available

Miramar Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Horse riding Parking

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Price per night from

$573

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Black Bear Tracks

Gatlinburg log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$413

The Dreamy 5BR Atlanta Haven with Heated Pool

Conyers private room

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$453

Archer Dunes

Seagrove Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 25 minutes

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$799

Emerald View Brand New | Beach Views | Private Pool

Inlet Beach house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$1,780

Carolina Moon

Surfside Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 38 minutes

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$229

Sunset Grace | 7bd/6BA | Private Heated Salt Pool

Destin house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 25

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$1,718

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$514

Heated POOL walk to DT less than 10 mins to 2 beaches, foosball, pets ok 4BR/3BA

St. Augustine house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$599

Great Location in Seagrove Beach - Approx 300 steps from beach

Seagrove Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Horse riding, Private outdoor pool (heated), Parking

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Price per night from

$485

Viewing 38 of 10,029
rentals in Waleska

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