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  • Kiawah Seascape Villa fully renovated
    From $311 per night (USD)

    VRBO

    Kiawah Seascape Villa fully renovated

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our villa is located on the second (top) floor of the quiet, secluded Seascape Villas. Perfectly situated in Kiawah's W ...

    From $311 per night (USD)

    VRBO

    Details
  • Gorgeous lagoon view, easy beach access, 2 masters
    From $842 per night (USD)

    Expedia

    Gorgeous lagoon view, easy beach access, 2 masters

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    This spacious three-bedroom, 3.5 bathroom contemporary home sleeps eight guests and is situated at the end of a quiet cu ...

    From $842 per night (USD)

    Expedia

    Details
  • New to rentals, great location!
    From $916 per night (USD)

    VRBO

    New to rentals, great location!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    New wood floors throughout the living areas and new carpeting in master! Nestled among beautiful Magnolias, Live Oaks ...

    From $916 per night (USD)

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  • New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach
    From $1838 per night (USD)

    Expedia

    New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Fully renovated in both 2020 and 2023 to include many customized and handmade European touches (too many pics to fit on ...

    From $1838 per night (USD)

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  • Stunning remodeled cottage, central location!
    From $687 per night (USD)

    VRBO

    Stunning remodeled cottage, central location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This gorgeous 3 bedroom, 2 bathroom completely renovated, cottage is the ideal property for your next stay at Kiawah Isl ...

    From $687 per night (USD)

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    Details
  • New reno, Boho-style \treehouse\ at the beach!
    From $410 per night (USD)

    Expedia

    New reno, Boho-style \"treehouse\" at the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    3569 Shipwatch Road is a unique, bright Boho-style "treehouse" one-bedroom villa, located on the 2nd floor in the very p ...

    From $410 per night (USD)

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  • Kiawah Exclusives | 1023 Sparrow Pond Cottage
    From $432 per night (USD)

    VRBO

    Kiawah Exclusives | 1023 Sparrow Pond Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This bright and beachy 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 7 guests in comfort and style. A tr ...

    From $432 per night (USD)

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    Details
  • Kiawah Exclusives | 4466 Windswept Villa
    From $366 per night (USD)

    Expedia

    Kiawah Exclusives | 4466 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This 1 bedroom, 1 bathroom 2nd floor Kiawah villa is located in the Windswept Villa complex in popular East Beach, an ea ...

    From $366 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4308 Windswept Villa
    From $698 per night (USD)

    VRBO

    Kiawah Exclusives | 4308 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to 4308 Windswept, a spacious second floor Kiawah Island oceanfront villa located in the popular East Beach Vill ...

    From $698 per night (USD)

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    Details
  • Kiawah Exclusives | 4973 Turtle Point Villa
    From $558 per night (USD)

    Expedia

    Kiawah Exclusives | 4973 Turtle Point Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2 bedroom, 2 bathroom Turtle Point Villa boasts a prime location on Kiawah Island overlooking the 17th fairway of t ...

    From $558 per night (USD)

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    Details
  • Kiawah Exclusives | 192 Ryder Cup
    From $909 per night (USD)

    VRBO

    Kiawah Exclusives | 192 Ryder Cup

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    192 Ryder Cup is our newest Kiawah house rental in the sought after Vanderhorst community. This spacious 4 bedroom, 3 ba ...

    From $909 per night (USD)

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    Details
  • Kiawah Exclusives | 411 Ocean Oaks
    From $1034 per night (USD)

    Expedia

    Kiawah Exclusives | 411 Ocean Oaks

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    411 Ocean Oaks is a charming 5 bedroom, 4.5 bathroom Vanderhorst Plantation rental home located in the desirable back is ...

    From $1034 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4140 Night Heron Cottage
    From $787 per night (USD)

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    Kiawah Exclusives | 4140 Night Heron Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom, 3 bathroom luxury Kiawah Island rental is a one of a kind, completely remodeled beach cottage in the Nig ...

    From $787 per night (USD)

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    Details
  • Kiawah Exclusives | 105 Inlet Cove Cottage
    From $454 per night (USD)

    Expedia

    Kiawah Exclusives | 105 Inlet Cove Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Just prior to the first guard gate is a quiet Kiawah neighborhood, literally off the beaten path. As you take a right pa ...

    From $454 per night (USD)

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    Details
  • Kiawah Exclusives | 5 Avocet
    From $1218 per night (USD)

    VRBO

    Kiawah Exclusives | 5 Avocet

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to 5 Avocet! This 5 bedroom, 5 bathroom Vanderhorst Plantation home offers spacious accommodations, a private po ...

    From $1218 per night (USD)

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    Details
  • Kiawah Exclusives | 3554 Seascape Oceanfront
    From $1105 per night (USD)

    Expedia

    Kiawah Exclusives | 3554 Seascape Oceanfront

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautifully updated interiors, oceanfro ...

    From $1105 per night (USD)

    Expedia

    Details
  • Rare ocean and lagoon view!  Pool and beach access
    From $876 per night (USD)

    VRBO

    Rare ocean and lagoon view! Pool and beach access

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    1010 Thrasher Ct, lovingly known as The Surf Shack, is a charming cottage situated in one of the best locations on the I ...

    From $876 per night (USD)

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    Details
  • Kiawah Exclusives | 119 Surfscoter
    From $768 per night (USD)

    Expedia

    Kiawah Exclusives | 119 Surfscoter

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    This charming 4 bedroom, 4 bathroom Kiawah Island vacation home is located in popular West Beach one block from the beac ...

    From $768 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 2375 Shipwatch Oceanside
    From $488 per night (USD)

    VRBO

    Kiawah Exclusives | 2375 Shipwatch Oceanside

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2375 Shipwatch is a charming 2 bedroom, 2 bathroom oceanside villa on the third floor of Shipwatch Villas in Kiawah Isla ...

    From $488 per night (USD)

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    Details
  • Kiawah Exclusives | 1096 Sparrow Pond Cottage
    From $495 per night (USD)

    Expedia

    Kiawah Exclusives | 1096 Sparrow Pond Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1096 Sparrow Pond is the closest cottage to the beach! Enjoy tranquil lagoon views and the sound of the ocean from this ...

    From $495 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4470 Windswept Villa
    From $402 per night (USD)

    VRBO

    Kiawah Exclusives | 4470 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Islan ...

    From $402 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 478 Oceanwoods Cottage
    From $717 per night (USD)

    Expedia

    Kiawah Exclusives | 478 Oceanwoods Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Oceanwoods is a popular West Beach neighborhood just off Eugenia Ave, the iconic moss draped, oceanfront street on Kiawa ...

    From $717 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 1066 Sparrow Pond Cottage
    From $537 per night (USD)

    VRBO

    Kiawah Exclusives | 1066 Sparrow Pond Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    1066 Sparrow Pond is a 3 bedroom, 2.5 bathroom beach cottage in West Beach Village Kiawah with recent updates including ...

    From $537 per night (USD)

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    Details
  • Kiawah Exclusives | 4741 Tennis Club Villa
    From $288 per night (USD)

    Expedia

    Kiawah Exclusives | 4741 Tennis Club Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The ...

    From $288 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 305 Ocean Oaks
    From $1459 per night (USD)

    VRBO

    Kiawah Exclusives | 305 Ocean Oaks

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    305 Ocean Oaks is a beautifully appointed 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home offering extreme ...

    From $1459 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 5110 Windswept Villa
    From $692 per night (USD)

    Expedia

    Kiawah Exclusives | 5110 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area o ...

    From $692 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4409 Windswept Villa
    From $484 per night (USD)

    VRBO

    Kiawah Exclusives | 4409 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    4409 Windswept Villas is a beautifully renovated 1 bedroom, 2 bathroom oceanfront Kiawah Island villa with a private dec ...

    From $484 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 43 Muirfield Lane
    From $1215 per night (USD)

    Expedia

    Kiawah Exclusives | 43 Muirfield Lane

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    11

    Beautifully renovated in 2021, 43 Muirfield Ln is a 5 bedroom, 5 bathroom home in the popular Atlantic Beach neighborhoo ...

    From $1215 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4108 Night Heron Cottage
    From $484 per night (USD)

    VRBO

    Kiawah Exclusives | 4108 Night Heron Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    4108 Night Heron is a newly renovated 3 bedroom, 2 bathroom Kiawah Island cottage bordering Night Heron Park and a short ...

    From $484 per night (USD)

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    Details
  • Kiawah Exclusives | 12 Falcon Point
    From $1401 per night (USD)

    Expedia

    Kiawah Exclusives | 12 Falcon Point

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Immerse yourself in the natural beauty of Kiawah Island from 12 Falcon Point Road, a 5 bedroom, 4.5 bathroom luxury Kiaw ...

    From $1401 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4560 Parkside Villa
    From $560 per night (USD)

    VRBO

    Kiawah Exclusives | 4560 Parkside Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    4560 Parkside Villa is a newly updated and tastefully furnished 3 bedroom, 3 bathroom Kiawah Island villa located in the ...

    From $560 per night (USD)

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    Details
  • Kiawah Exclusives | 4286 Mariners Watch Villa
    From $320 per night (USD)

    Expedia

    Kiawah Exclusives | 4286 Mariners Watch Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This recently renovated 1 bedroom, 1 bathroom first floor Mariners Watch villa is conveniently located near Night Heron ...

    From $320 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 1082 Sparrow Pond Cottage
    From $378 per night (USD)

    VRBO

    Kiawah Exclusives | 1082 Sparrow Pond Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    1082 Sparrow Pond is a lovely 3 bedroom 3 bathroom Kiawah Island beach cottage with fabulous modern updates in a prime l ...

    From $378 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 4965 Turtle Point Villa
    From $403 per night (USD)

    Expedia

    Kiawah Exclusives | 4965 Turtle Point Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    4965 Turtle Point Villa is a 2 bedroom, 2 bathroom first floor villa with an expansive deck overlooking the lush fairway ...

    From $403 per night (USD)

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    Details
  • Kiawah Exclusives | 205 Glen Abbey
    From $1160 per night (USD)

    VRBO

    Kiawah Exclusives | 205 Glen Abbey

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    205 Glen Abbey is a newly renovated, expansive 6 bedroom, 4.5 bathroom vacation home in Vanderhorst Plantation with tran ...

    From $1160 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 2476 Shipwatch Oceanfront
    From $458 per night (USD)

    Expedia

    Kiawah Exclusives | 2476 Shipwatch Oceanfront

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    2476 Shipwatch is a 1 bedroom, 1 bathroom oceanfront villa in the popular West Beach neighborhood with inviting interior ...

    From $458 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 104 Surfscoter
    From $677 per night (USD)

    VRBO

    Kiawah Exclusives | 104 Surfscoter

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    104 Surfscoter Lane is a 4 bedroom, 3.5 bathroom two story vacation home in the popular West Beach Kiawah Island area. T ...

    From $677 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 5107 Windswept Villa
    From $712 per night (USD)

    Expedia

    Kiawah Exclusives | 5107 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area o ...

    From $712 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 5133 Windswept Villa
    From $1025 per night (USD)

    VRBO

    Kiawah Exclusives | 5133 Windswept Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area o ...

    From $1025 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 13 Atlantic Beach
    From $1032 per night (USD)

    Expedia

    Kiawah Exclusives | 13 Atlantic Beach

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    13 Atlantic Beach Court is a lovely 5 bedroom, 4 bathroom Kiawah Island vacation home in the popular Atlantic Beach neig ...

    From $1032 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 350 Low Oak
    From $761 per night (USD)

    VRBO

    Kiawah Exclusives | 350 Low Oak

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    350 Low Oak Woods is a spacious 5 bedroom, 3.5 bathroom Kiawah Island vacation home in West Beach Village. This home boa ...

    From $761 per night (USD)

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    Details
  • Kiawah Exclusives | 4262 Mariners Watch Villa
    From $278 per night (USD)

    Expedia

    Kiawah Exclusives | 4262 Mariners Watch Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this lovely 1 bedroom, 1 bathroom Kiawah villa rental located on the first floor of the Mariners Watch villa compl ...

    From $278 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4994 Turtle Point Villa
    From $394 per night (USD)

    VRBO

    Kiawah Exclusives | 4994 Turtle Point Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. Th ...

    From $394 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 4365 Windswept Lakeside
    From $447 per night (USD)

    Expedia

    Kiawah Exclusives | 4365 Windswept Lakeside

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across fr ...

    From $447 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 3536 Seascape Villa
    From $286 per night (USD)

    VRBO

    Kiawah Exclusives | 3536 Seascape Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sip morning coffee from your screened porch while overlooking serene views of Kiawah's subtropical forest in this 1 bedr ...

    From $286 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 2473 Shipwatch Oceanfront
    From $868 per night (USD)

    Expedia

    Kiawah Exclusives | 2473 Shipwatch Oceanfront

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Majestic ocean views from every room await you in this beautifully-renovated , 2 bedroom, 2 bathroom oceanfront Shipwatc ...

    From $868 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4303 Windswept Villa
    From $512 per night (USD)

    VRBO

    Kiawah Exclusives | 4303 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the m ...

    From $512 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 99 Surfscoter Lane
    From $521 per night (USD)

    Expedia

    Kiawah Exclusives | 99 Surfscoter Lane

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, ju ...

    From $521 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 23 Marsh Cottage
    From $1148 per night (USD)

    VRBO

    Kiawah Exclusives | 23 Marsh Cottage

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    23 Marsh Cottage Lane is a luxury 3 bedroom, 3.5 bathroom private Kiawah Island vacation home located in Vanderhorst Pla ...

    From $1148 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 17 Surfsong
    From $1306 per night (USD)

    Expedia

    Kiawah Exclusives | 17 Surfsong

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    17 Surfsong is a 5 bedroom, 3.5 bathroom luxury Kiawah Island pool home across the street from the beach in the Vanderho ...

    From $1306 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 193 Ryder Cup
    From $1116 per night (USD)

    VRBO

    Kiawah Exclusives | 193 Ryder Cup

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Renovated in 2021, this private home offers exceptional indoor and outdoor living spaces with 4 bedrooms, 4 bathrooms. L ...

    From $1116 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 4418 Windswept Villa
    From $518 per night (USD)

    Expedia

    Kiawah Exclusives | 4418 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4418 Windswept is a 1 bedroom, 1 bathroom villa in Kiawah Island’s East Beach with gorgeous views of the ocean and dunes ...

    From $518 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 1104 Duneside Oceanfront
    From $1756 per night (USD)

    VRBO

    Kiawah Exclusives | 1104 Duneside Oceanfront

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    1104 Duneside is a former 3BR unit newly renovated into an upscale 4 bedroom, 4.5 bathroom oceanfront villa boasting a p ...

    From $1756 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 4138 Night Heron Cottage
    From $562 per night (USD)

    Expedia

    Kiawah Exclusives | 4138 Night Heron Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom, 2 bathroom Kiawah vacation rental is conveniently located on a private cul de sac in the popular Night H ...

    From $562 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 83 Inlet Cove
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    Kiawah Exclusives | 83 Inlet Cove

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This one of a kind, 2 bedroom, 2 bathroom (plus den) cottage is tucked away in a private cul-du-sac boasting tranquil ri ...

    Click For Pricing

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    Details
  • Kiawah Exclusives | 15 Ocean Green
    From $447 per night (USD)

    Expedia

    Kiawah Exclusives | 15 Ocean Green

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    15 Ocean Green is a lovely 3 bedroom, 3 bathroom Kiawah Island vacation home overlooking the Turtle Point Golf Course in ...

    From $447 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4300 Windswept Villa
    From $898 per night (USD)

    VRBO

    Kiawah Exclusives | 4300 Windswept Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    4300 Windswept Villas is new to Kiawah Exclusives and offers a truly opulent oceanfront experience on Kiawah Island. Thi ...

    From $898 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 595 Piping Plover
    From $1063 per night (USD)

    Expedia

    Kiawah Exclusives | 595 Piping Plover

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Nestled on a quiet cul de sac, in Vanderhorst Plantation, this immaculate 5 bedroom, 5 1/2 bathroom cedar shingle vacati ...

    From $1063 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 4468 Windswept Villa
    From $326 per night (USD)

    VRBO

    Kiawah Exclusives | 4468 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4468 Windswept Villa is a 1 bedroom, 1 bathroom, 2nd floor woodland suite located in the popular East Beach area of Kiaw ...

    From $326 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives | 130 Turnberry
    From $473 per night (USD)

    Expedia

    Kiawah Exclusives | 130 Turnberry

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    130 Turnberry Drive is a spacious 3 bedroom, 3 bath Vanderhorst Plantation vacation home offering expansive views of the ...

    From $473 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives | 5121 Windswept Villa
    From $1138 per night (USD)

    VRBO

    Kiawah Exclusives | 5121 Windswept Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Please Note: From January through early April 2025, the Windswept complex will undergo construction in the common area o ...

    From $1138 per night (USD)

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  • Kiawah Exclusives | 1063 Sparrow Pond Cottage
    From $657 per night (USD)

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    Kiawah Exclusives | 1063 Sparrow Pond Cottage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled ...

    From $657 per night (USD)

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  • Kiawah Exclusives | 81 Surfsong Road
    From $2038 per night (USD)

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    Kiawah Exclusives | 81 Surfsong Road

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    81 Surfsong Road is a 5 bedroom, 4.5 bathroom Kiawah Island vacation home with only a short walk down scenic Surfsong Rd ...

    From $2038 per night (USD)

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  • Kiawah Exclusives | 363 Red Bay
    From $827 per night (USD)

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    Kiawah Exclusives | 363 Red Bay

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    363 Red Bay is a 4 bedroom, 3.5 bathroom Kiawah Island vacation home nestled in a quiet cul de sac overlooking a tranqui ...

    From $827 per night (USD)

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  • Kiawah Exclusives | 594 Piping Plover
    From $802 per night (USD)

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    Kiawah Exclusives | 594 Piping Plover

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    9

    594 Piping Plover is a custom 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home overlooking the 12th fairway ...

    From $802 per night (USD)

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  • Kiawah Exclusives | 4942 Turtle Point Villa
    From $562 per night (USD)

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    Kiawah Exclusives | 4942 Turtle Point Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This tastefully furnished and completely renovated second floor Turtle Point villa in the East Beach area offers an expa ...

    From $562 per night (USD)

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  • Kiawah Exclusives | 9 Greensward Road
    From $742 per night (USD)

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    Kiawah Exclusives | 9 Greensward Road

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    This cute and stylish 3 bedroom, 2.5 bathroom West Beach vacation home is nestled in the trees overlooking a tranquil la ...

    From $742 per night (USD)

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  • Kiawah Exclusives | 4438 Windswept Villa
    From $417 per night (USD)

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    Kiawah Exclusives | 4438 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This comfortable 1 bedroom, 1 bathroom first floor villa is located in the oceanfront Windswept Villa complex in the pop ...

    From $417 per night (USD)

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  • Kiawah Exclusives | 328 Moon Tide
    From $2152 per night (USD)

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    Kiawah Exclusives | 328 Moon Tide

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    328 Moon Tide Lane is a secluded, private retreat on 2.36-acres of Kiawah riverfront. This luxury 5 bedroom, 4.5 bathroo ...

    From $2152 per night (USD)

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  • Kiawah Exclusives | 21 Surfsong
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    Kiawah Exclusives | 21 Surfsong

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    21 Surfsong is a single story 3 Bedroom, 3 Bathroom private vacation home in the Vanderhorst Plantation on Kiawah Island ...

    Click For Pricing

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  • Kiawah Exclusives | 4426 Windswept Villa
    From $562 per night (USD)

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    Kiawah Exclusives | 4426 Windswept Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    4426 Windswept is a comfortable 1 bedroom, 1 bathroom 3rd floor ocean view villa beautifully remodeled and updated for a ...

    From $562 per night (USD)

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  • Kiawah Exclusives | 87 Jackstay Court
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    Kiawah Exclusives | 87 Jackstay Court

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Nestled below a canopy of live oaks, this immaculately maintained 5 bedroom, 5.5 bathroom Vanderhorst Plantation home is ...

    Click For Pricing

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  • Kiawah Exclusives | 4953 Turtle Point Villa
    From $545 per night (USD)

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    Kiawah Exclusives | 4953 Turtle Point Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    4953 Turtle Point Villa is a 3 bedroom, 3 bathroom two-story villa rental located along the 18th tee of the Turtle Point ...

    From $545 per night (USD)

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  • Kiawah Exclusives | 79 Bittern
    From $1201 per night (USD)

    Expedia

    Kiawah Exclusives | 79 Bittern

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    79 Bittern Court is a private 4 bedroom, 3.5 bathroom Kiawah vacation home in the West Beach area of Kiawah Island. This ...

    From $1201 per night (USD)

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  • Kiawah Exclusives | 202 Horned Grebe
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    Kiawah Exclusives | 202 Horned Grebe

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    202 Horned Grebe Court is a luxurious 4 bedroom, 5 bathroom hidden gem nestled on a quiet cul-de-sac in the Vanderhorst ...

    Click For Pricing

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  • 150 Yards To The Beach! Book early for 2025! Weekly Discount!
    From $1006 per night (USD)

    Expedia

    150 Yards To The Beach! Book early for 2025! Weekly Discount!

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to our spacious 3,400 square foot rental home located at 78 Bittern Court – Kiawah Island, SC. Our 5 bedroom an ...

    From $1006 per night (USD)

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  • Beach Bikes --New Ultra HDTV 65\  Smart TV -RBL19-005666
    From $235 per night (USD)

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    Beach Bikes --New Ultra HDTV 65\" Smart TV -RBL19-005666

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Kiawah Island East Beach Tennis Club Villa. Redecoration 2020 kitchen with stainless appliances and granite countertops ...

    From $235 per night (USD)

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  • Let's Do Sunset!  Fabulous Screened Porch, Lagoon Views, Adjustable Beds and Dog Friendly!
    From $499 per night (USD)

    Expedia

    Let's Do Sunset! Fabulous Screened Porch, Lagoon Views, Adjustable Beds and Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come on over and Let's Do Sunset! Located a short walk from the beach, Let's Do Sunset puts you in a convenient locatio ...

    From $499 per night (USD)

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  • Perfect cottage in popular Inlet Cove!
    From $642 per night (USD)

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    Perfect cottage in popular Inlet Cove!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Come find rest and relaxation at our cozy cottage on Kiawah Island. Enjoy the breeze and the sound of crashing waves fro ...

    From $642 per night (USD)

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  • Private 3 Bdrm Oceanwoods home_ short walk to the beach_ wifi_ deck and grill.
    From $482 per night (USD)

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    Private 3 Bdrm Oceanwoods home_ short walk to the beach_ wifi_ deck and grill.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    . License# RBL19-006881 Our cottage is located a few houses down from Eugenia that is beach front and has two easy boar ...

    From $482 per night (USD)

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  • 4676 Tennis Club: $150 Beach Gear\/Bike Credit, Lagoon Views, Stylish Design!
    From $374 per night (USD)

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    4676 Tennis Club: $150 Beach Gear\/Bike Credit, Lagoon Views, Stylish Design!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    RBL22-000042 In accordance with the Town of Kiawah Island Short Term Rental Ordinance, all guests understand that the ap ...

    From $374 per night (USD)

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  • Charming villa, private entrance, central location, great views!
    From $541 per night (USD)

    Expedia

    Charming villa, private entrance, central location, great views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    See pictures for updates throughout property! New, neutral, coastal colors and decor, light and airy property with grea ...

    From $541 per night (USD)

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    Details
  • Refurbished Villa with Private Wooded Views, Tennis & Nearby Beach Access
    From $297 per night (USD)

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    Refurbished Villa with Private Wooded Views, Tennis & Nearby Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mariner's Watch 4236 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $297 per night (USD)

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  • First-Floor Seascape Villa with Easy Beach Access - Tennis, Golf Nearby
    From $437 per night (USD)

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    First-Floor Seascape Villa with Easy Beach Access - Tennis, Golf Nearby

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Seascape 3542 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $437 per night (USD)

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  • Spacious Waterfront Home with Lagoon & Golf Course Views - Near Beach
    From $684 per night (USD)

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    Spacious Waterfront Home with Lagoon & Golf Course Views - Near Beach

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    215 Glen Abbey Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $684 per night (USD)

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  • Exquisitely Furnished Home Surrounded by Golf Courses, Tennis Courts, & Beaches
    From $395 per night (USD)

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    Exquisitely Furnished Home Surrounded by Golf Courses, Tennis Courts, & Beaches

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Inlet Cove 70 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $395 per night (USD)

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  • Cozy Cottage with Screened Porch, Deck & Views - Near Golf & Beach
    From $445 per night (USD)

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    Cozy Cottage with Screened Porch, Deck & Views - Near Golf & Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Oceanwoods 443 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $445 per night (USD)

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  • Beautiful Home in the Woods with Updated Amenities and Shared Pool
    From $416 per night (USD)

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    Beautiful Home in the Woods with Updated Amenities and Shared Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Inlet Cove 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $416 per night (USD)

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  • 44 Crested Flycatcher: 4BR Home Close to Beach, Credit for Bikes\/Beach Gear
    From $688 per night (USD)

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    44 Crested Flycatcher: 4BR Home Close to Beach, Credit for Bikes\/Beach Gear

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental has been renovated from top to ...

    From $688 per night (USD)

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  • Upscale house with private pool, lagoon views - near beach & tennis
    From $800 per night (USD)

    Expedia

    Upscale house with private pool, lagoon views - near beach & tennis

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Bufflehead 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...

    From $800 per night (USD)

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  • Lagoon View Cabin with Plenty of Space - Moments Away from the Beach
    From $514 per night (USD)

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    Lagoon View Cabin with Plenty of Space - Moments Away from the Beach

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Red Bay 370 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...

    From $514 per night (USD)

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  • Well-equipped Condo with Screened Porch & Lake View - Near Beach, Dogs Welcome
    From $353 per night (USD)

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    Well-equipped Condo with Screened Porch & Lake View - Near Beach, Dogs Welcome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mariner's Watch 4250 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $353 per night (USD)

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  • Beachside Family Home with Outdoor Shower Near Tennis, Golf & Beach
    From $401 per night (USD)

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    Beachside Family Home with Outdoor Shower Near Tennis, Golf & Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Oceanwoods 433 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $401 per night (USD)

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  • Dog-Friendly Renovated Condo with Screened Porch - Tennis, Golf & Beach Nearby
    Click For Pricing

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    Dog-Friendly Renovated Condo with Screened Porch - Tennis, Golf & Beach Nearby

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Tennis Club 4654 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    Click For Pricing

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  • Lakeview Getaway with Shared Pool - Close to Golf Course and Attractions
    From $444 per night (USD)

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    Lakeview Getaway with Shared Pool - Close to Golf Course and Attractions

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Inlet Cove 94 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $444 per night (USD)

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  • Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby
    From $483 per night (USD)

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    Remodeled Home with Deck, Sun Porch & In-Law Suite - Dogs OK, Beach Nearby

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Greensward 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...

    From $483 per night (USD)

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  • Woodsy Home with Peaceful Surroundings & Pool Near Golf & Tennis
    From $785 per night (USD)

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    Woodsy Home with Peaceful Surroundings & Pool Near Golf & Tennis

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Belted Kingfisher 207 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...

    From $785 per night (USD)

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  • Dog-Friendly Waterfront Condo with Furnished Deck & Beach Views
    From $1115 per night (USD)

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    Dog-Friendly Waterfront Condo with Furnished Deck & Beach Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Mariner's Watch 4217 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $1115 per night (USD)

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  • Pristine Townhome with Deck & Peaceful Lagoon View - Near Beach & Golf
    From $170 per night (USD)

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    Pristine Townhome with Deck & Peaceful Lagoon View - Near Beach & Golf

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Windswept 4371 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $170 per night (USD)

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  • Newly Renovated & Comfortably Furnished Villa w\/ a 2 Min. Walk to Beach & Relaxing Screened Porch
    From $424 per night (USD)

    Expedia

    Newly Renovated & Comfortably Furnished Villa w\/ a 2 Min. Walk to Beach & Relaxing Screened Porch

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Brand New Listing! Book this tranquil & serene vacation home now! This clean, airy, comfortably furnished Mariners Watc ...

    From $424 per night (USD)

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