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Holiday Rentals with Pools in Harbor Island

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    Travellers to Harbor Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in Harbor IslandView all 31 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Luxury 4 BR Home in Gated Harbor Island with Amazing Panoramic Ocean/Marsh Views1 / 21
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    Our stay: July 15th-22nd 2017Let me start by saying that this review covers both the house and the Island. World of difference in our feelings between the two.The House...
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    About this property
    Breathtaking panoramic views of Johnson Creek Marsh and the Atlantic Ocean. We fell in love with our Harbor Island home the very first time we visited this charming community, and hope you will, too. There are so many things to do on the gated community of Harbor Island including: 3 miles of...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Porch
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy our Eagle's Nest get-away. We love sitting on our back porch watching the ospreys and other birds fly over as they come from the ocean. The Eagle comes from our total committment to Georgis Souhern Eagle football! This house is located in the Nautical Watch subdivision on Harbor Island....
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR + Loft / 2BA - K, K, 2S in loft - Wow! You might be tempted to spend your vacation on the screen porch ~ the views! You have an outstanding view of the Plantation Golf Course, along with Big Bay Creek views and the shade of a large oak. Easy access to the walking gate out to the marina and...
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    Harbor Island, South Carolina 29438
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harbor Haven - Premium Ocean Villa on Private Island1 / 20
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2018
    very well stocked two bedroom two bath condo.has every kitchen utensil and appliance you need.view from living room.tv in liv rm, and each bedroom.beds comfortable, a/c works...
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    Harbor Haven is the perfect getaway in a perfect location. For those seeking a quiet, restful vacation, this is the place! The furnishings are cozy and comfortable just like home. The property is currently managed and maintained by the owner to ensure cleanliness. Fresh paint and...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated in 2017! Admire views of the beach and the blissful sound of palm trees blowing in the breeze in Seaside Simplicity. Sleeping twelve, this five-bedroom, three-bath home is perfect for a family reunion or a group getaway. Choose to get a good night’s sleep in the king-sized...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Grill
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Ridge 1 Bedroom Booking Code = [propertyid] 21 Ocean Ridge Ocean Ridge is surrounded by 300 acres of dazzling South Carolina island beauty on Edisto Island. No matter what the occasion, adults and children of all ages will be able to find something to enjoy. Take pleasure in some...
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    Harbor Island, South Carolina 29438
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Ridge Ocean Ridge is surrounded by 300 acres of dazzling South Carolina island beauty on Edisto Island. No matter what the occasion, adults and children of all ages will be able to find something to enjoy. Take pleasure in some tee time at Ocean Ridge's on-site 18-hole golf course or spend...
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    Harbor Island, South Carolina 29438
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Children's Pool
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Family friendly 4 bedroom with upstairs loft/game/bedroom that sleeps up to 13. It is a short walk to the beach. Enjoy quiet Harbor Island or take a day trip to Savannah or Charleston. which are approximately between 1 and 1 1/2 hous away. Visit historic Beaufort and take a horse and buggy ride...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR + Loft / 2BA - Sleeps 7 - King, Queen, 2 Singles, Single Sleeper - Located in the Wyndham Ocean Ridge Resort within walking distance to the marina gate. The cottage has an outstanding furnished screen porch that greets you as you enter the villa. As you enter the home, the laundry closet and...
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    Harbor Island, South Carolina 29438
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Ridge 1 Bedroom Booking Code = [propertyid] 21 Ocean Ridge Ocean Ridge is surrounded by 300 acres of dazzling South Carolina island beauty on Edisto Island. No matter what the occasion, adults and children of all ages will be able to find something to enjoy. Take pleasure in some...
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    Harbor Island, South Carolina 29438
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Children's Pool
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the private gated community of Harbor Island, Buried Treasure is the perfect vacation for your family’s low country getaway. Harbor Island is conveniently located just 3 miles from the scenic Hunting Island State Park and fifteen miles from the historic Beaufort. Buried Treasure is a...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***Repairs to the condo from damage caused by Hurricane Matthew were completed this spring. However, the balcony is unusable until further notice. We will keep you up to date on the refurbishment projected. Discounts may be applied for summer stays, please inquiry on availability.*** Reach...
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    Harbor Island, South Carolina 29920
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4BR /5BA - Sleeps 12 - D,S / D,S / 2S / 2S SS in LR - This Townhome is overlooking the Wyndham Ocean Ridge Golf Course with underneath parking. Perfect home for golfing groups with lots of beds and close to the Pro Shop and 'Ella & Ollie's' restaurant. On the 1st Floor you will find the Living...
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    Harbor Island, South Carolina 29438
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR + Sleeping Loft / 2BA - (3 Queen, SS) - Facing the Plantation Golf Course with views across Docksite Road to Big Bay Creek is a very comfortable villas. Summerwind villas are located in the back of the resort, within walking distance to the marina and restaurants. The main level has the great...
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    Harbor Island, South Carolina 29438
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4BR /5BA - Sleeps 12 - D,S / D,S / 2S / 2S SS in LR - This Townhome is overlooking the Wyndham Ocean Ridge Golf Course with underneath parking. Perfect home for golfing groups with lots of beds and close to the Pro Shop and 'Ella & Ollie's' restaurant. On the 1st Floor you will find the Living...
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    Location Information
    Harbor Island, South Carolina 29438
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Ridge Ocean Ridge is surrounded by 300 acres of dazzling South Carolina island beauty on Edisto Island. No matter what the occasion, adults and children of all ages will be able to find something to enjoy. Take pleasure in some tee time at Ocean Ridge's on-site 18-hole golf course or spend...
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    Location Information
    Harbor Island, South Carolina 29438
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a gated community on Harbor Island, Sea the Light is ideally situated steps from the beach and offers stunning ocean and marsh views. Sleeping 8, guests can choose from one of four bedrooms (all on the 2nd floor); two with double beds, one with two twin beds, and the spacious master...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your fabulous St. Helena Island vacation in Clamelot, a gorgeous and unique home, tucked in the historic Coffin Point Plantation. Sleeping eight, this Four bedroom, two bath home offers stunning sea views, has a seasonal private pool, and provides guests all the comforts of home. Choose to...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Washer
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your new-found coastal paradise in Harbor Island’s Greatveiw II. True to its name, this spacious beach home offers spectacular ocean views and can comfortably accommodate 12 guests. Complete with six bedrooms, and five baths, Greatview II provides two master bedrooms with king-sized sleeping...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Washer
    • Central Heating
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete with a pastel blue exterior, ocean views, and surrounded by Carolina palms, Harbor Island’s Charleston Charm is the perfect retreat for your Sea Islands escape. This three-bedroom, two-and-a-half-bath home sleeps six, offering guests a king-sized accommodation and 2 queen beds. The...
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    Harbor Island, South Carolina 29920
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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