Beachside Vacations would like to welcome our friends up north, as well as across the country, to one of Charleston’s best islands for the winter. The Isle of Palms and Sullivan’s Island are an excellent destination to escape the cold of winter! We are proud to offer you the best rates of the year! Winter monthly rentals actually start in October and are available in certain properties through March. Winter rental rates are based on 90 day stays over these available seasonal months.    

Please contact our reservation manager, Chad Timmons, at chad@beachsidevacations.com or by telephone at 888-722-4847 to inquire about rates and availability. Beachside Vacations is the perfect escape from old man winter, relaxing in a seaside paradise!
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35 properties were found meeting your search criteria.
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Amazing Brand New Oceanfront IOP w/ Heat-able Pool, Pool Table, Incredible Rooftop Exterior Living Area!
“The Tree House” 3206 Palm Boulevard“The world is full of nice, ordinary people who live in nice, ordinary houses on the ground.  But didn’t you ever dream of a house up on a tree top?” Father Robinson, Swiss Family Robinson.“The Tree House”  at 3206 Palm Boulevard has everything your family would w...
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  • Location: Isle of Palms Oceanfront
  • Property Type: House
  • Sleeps: 12
  • Bedrooms: 7
  • Beds: 5K, Q, Sleeper Sofa
  • Baths: 6
  • Half: 1
  • 3/4 (w/Shower): 6
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 5

20% off Sport Summer Weeks(And we will heat the pool, if interested))! Oceanfront Newly Renovated Spectacular Rental! Over $2800 in Savings!
The Sweet SpotBrand new Isle of Palms Beach Home with One of a Kind Ocean Views on the best section of beach on IOP.. This home has been designed for vacation and relaxation. This open and sunny 6 bedroom, 5.5 bathroom home is perfect for family vacations or couples retreats. There are 5 master bedr...
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  • Location: Isle of Palms Oceanfront
  • Property Type: House
  • Sleeps: 14
  • Bedrooms: 6
  • Beds: 5K, 2 Twins
  • Baths: 5
  • Half: 1
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 5

4006 Hartnett Boulevard,” A Wave From It All” When it is time for your next vacation, you can get “A Wave From It All” at this beautiful and spacious home located at 4006 Hartnett Boulevard on the Isle of Palms. “A Wave From It All” is perfectly located just two blocks from the ocean and two blocks ...
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  • Location: Isle of Palms Ocean Area
  • Property Type: House
  • Sleeps: 12
  • Bedrooms: 5
  • Beds: 2K, 2Q, 4T
  • Baths: 4
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 5

20% Off May Weeks! Book Now for Special.
The Carolina Cottage: Totally Renovated Beach House with Private Salt Water Pool.Located at 717 Carolina Boulevard, the Carolina Cottage is located on a LARGE, corner lot at the corner of Carolina Blvd. and 8th Avenue. Because of the corner lot, you have views of the ocean from the second floor.This...
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  • Location: Isle of Palms Ocean Area
  • Property Type: House
  • Sleeps: 10
  • Bedrooms: 5
  • Beds: 2K, 2Q, 2T, Sleeper Sofa
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 3

12 Dunecrest LaneSunshine we’ve got, crystal clear private pool is ready, and one the best beaches on the Island is set – now all we have to add is you and your family to this much sought after vacation getaway!  12 Dunecrest Lane is the perfect destination for your next vacation, offering beautiful...
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  • Location: Wild Dunes Ocean Area
  • Property Type: House
  • Sleeps: 11
  • Bedrooms: 4
  • Beds: 2K,1F,3T,Daybed Trundle
  • Baths: 3
  • Half: 1
  • 3/4 (w/Shower): 3
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 4

Sullivan's Island Monthly Rental!
Treasured memories of the sea, sun, and sand on Sullivan’s Island will begin at the oceanfront home at 3019 Marshall Boulevard.   As you pull into the garage for the first time for your month at the beach, your family will be amazed of the architecture of this incredible home.   Designed to capture ...
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  • Location: Sullivan's Island Oceanfront
  • Property Type: House
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: 3K, 2BB
  • Baths: 4
  • Half: 1
  • 3/4 (w/Shower): 4
  • Private Pool: No
  • Community Pool: No
  • Parking Spots: 4

  Someone once said “A real friend is someone who takes a vacation on a sun-drenched beach and does not send a card”. You might not have any friends after a vacation at “Suncatcher” at 7 on 41st Ave, since you will want to let everyone know what a wonderful time you are having on the Isle of Palms a...
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  • Location: Isle of Palms Ocean Area
  • Property Type: House
  • Sleeps: 11
  • Bedrooms: 4
  • Beds: K, 3Q, D, T
  • Baths: 3
  • Half: 1
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 5

The owners of “Beach’burgh” at 71 Grand Pavilion might be from Pittsburgh, but their home is full of Southern Charm. The black and gold colors of Steelers are absent in this home, that is beautiful with bright colors that grace this four bedroom home. Located in the Grand Pavilion and just four narr...
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  • Location: Wild Dunes Ocean Area
  • Property Type: House
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: K, 2Q, Trundle
  • Baths: 4
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 3

Enjoy the world class amenities of Wild Dunes Resort and the Grand Pavilion from this wonderful, spacious, four bedroom, Victorian-style Seaside Cottage Lane home. Seaside Cottage Lane is a quiet, tree-lined street in the most sought after area of the resort. The Grand Pavilion area, with its distin...
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  • Location: Wild Dunes Ocean Area
  • Property Type: House
  • Sleeps: 10
  • Bedrooms: 4
  • Beds: 2K, 3Q, 2F
  • Baths: 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

Huge Last Minute and New Listing Discounts for August!
Memories of vacations by the sea stay with you forever, especially after your holiday at Shipwatch 119D. With wonderful views of the ocean from both the living room and master bedroom, your family memories of the Isle of Palms will not be forgotten. As the end unit in this renovated condominium, S...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: 2K, 2T
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

Huge 20% Late/Sport Summer Weekly Discount in Incredible Home w/ Wild Dunes Sportscard
With stunning lagoon and golf views and an easy stroll to the ocean, you’ll be sure to be loving life at 15 Lake Village Lane.   Recently remodeled, this wonderful 3 bedroom, 2 bath offers luxurious amenities and one of the best views on the island, off of the beach!   Don’t let the location fool yo...
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  • Location: Wild Dunes Ocean Area
  • Property Type: House
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K,4F, SS
  • Baths: 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

2 Linkside Villa is a truly unique property in the Wild Dunes Resort that puts wildlife into the name Wild Dunes. This wonderful property offers truly amazing views of the tidal marsh, tidal forest, and views of Dewees Inlet, from its very own deck! All sort of wildlife can be seen from the vantage ...
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  • Location: Wild Dunes Intercoastal
  • Property Type: Villa
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: K, Q, Q
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: No
  • Community Pool: Yes

Aug 26th Week Open - Big Discount! Book Now! Cozy Beach Cottage, Perfect For Your Family! Includes Wild Dunes Sports Card!
A sign on the porch of 23 Sand Crab Court says it all: “Sit Back and Relax”. During your next vacation to the Isle of Palms, you must choose this charming three bedroom cottage as the perfect destination to relax in paradise! You can see how special this cottage is from past guest comments, “Your ...
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  • Location: Wild Dunes Ocean Area
  • Property Type: Cottage
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: 2Q, 2T
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 3

Whatever your heart’s desire, you’ll find it at “Hi Tide”. Beautifully designed and appointed, “Hi Tide” is striking as you enter this wonderful home. Your heart will skip a beat as you look out at the oceanfront view. The kitchen has bold wall coverings, stainless steel appliances and hard surfaces...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 2K, 2T, SS
  • Baths: 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

If you have ever dreamed of having the perfect family vacation at the beach, you will find it at “Banana Pancakes”. During your search for the perfect family vacation you will start by driving to “Banana Pancakes” through a community founded in a portion of an old marine forest. This forest once dom...
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  • Location: Wild Dunes Ocean Area
  • Property Type: Cottage
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: K, Q, D, T
  • Baths: 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 3

Your family vacation will bloom at the charming and newly renovated Oleander Cottage. This traditional beach cottage, a beloved family home, is located at the corner of Carolina Boulevard and 5th Avenue and is a short, one block stroll to one of Isle of Palms most beautiful stretches of beach. For e...
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  • Location: Isle of Palms Ocean Area
  • Property Type: House
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: 1K, 1Q, 1F, 1T, SS
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: Yes
  • Community Pool: No
  • Parking Spots: 3

20% off Sport Summer Weeks in Fairway Dunes Vila w/ Wild Dunes Sportscard
“Fore Island Fun” brings together the best of what Wild Dunes Resort has to offer in a beautiful setting. Location is everything during your vacation to the Island, and Fairway Dunes is in a perfect location, close to the beach, adjacent to the golf course and steps away from tennis courts and swimm...
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  • Location: Wild Dunes Ocean Area
  • Property Type: Villa
  • Sleeps: 6
  • Bedrooms: 3
  • Beds: 2K, 1Q
  • Baths: 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

“In every curving beach, in every grain of sand there is the story of the earth” wrote Rachel Carson. Your family will have stories about the beach, sand, ocean, and salt marsh that will last a lifetime after spending a week in Seascape 513. The stories of your stay on the Island will not be limited...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 7
  • Bedrooms: 3
  • Beds: K, K, TT, T Sleeper
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

There is a Swedish proverb that says “life without love is like a year without summer”. After your visit to “Just Add Sun” at 519 Seascape, you might say “a year without summer, is like a vacation without renting “Just Add Sun”. It is difficult in words to describe this amazing condominium located n...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 3K 1SS
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

Renovations are Underway, Winter 2016! Take a break from the real world and regain your senses with a vacation on “Top of the Dune” at The Wild Dunes Resort. Newly renovated (Winter 2016) #6 Fairway Dunes is uniquely positioned on top of an ancient sand dune in the spectacular Resort Community at th...
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  • Location: Wild Dunes Ocean Area
  • Property Type: Villa
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K,Q,TT, Sleeper
  • Baths: 3
  • 3/4 (w/Shower): 3
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

20% Discount on All Winter Dates! Monthly Rates Also Available through February
Let your worries float away with the tide at “A Place-N-The Sun”. Located in one of the newest condominium buildings built in Wild Dunes, your family will love the oceanfront views and easy access to the beach from the deck of this wonderful condominium. There are two spacious bedrooms, one featurin...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K Q Daybed with Trundle
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

Some Fall Dates/Holidays Still Available in this Beautiful Lagoon Villa w/ Sportscard Book Now!
Show Me Eleven!  11 Lagoon VillaOnce you visit “Show Me Eleven!” your family will shout to come back year after year to this beautiful two bedroom villa in Wild Dunes Resort. “Show Me Eleven!” has been completely renovated and now features wonderful amenities including upgraded bathrooms, granite co...
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  • Location: Wild Dunes Ocean Area
  • Property Type: Villa
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K, 2Q
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

It’s the reason we are called to the Island…Time Away at 12 A Mariner’s Walk!   Make it memorable in this impressive, well-appointed condominium, located oceanfront with unbelievable views!  Featuring two bedrooms (King, Queen, Sleeper Sofa), two full bathrooms, and a spacious deck, Time Away is per...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: K,Q,Sleeper
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

If ocean views and a wonderful swimming pool are to the top of your vacation wish list, you can’t beat 201 H Tidewater!  Located in the premier Wild Dunes Resort community, you’ll have a hard time deciding whether to stroll down to the ocean first, or spend a little time lounging by the pool, which ...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: K, 2T
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2

This is one indulgence that you’ll never regret, 310 B Shipwatch in Wild Dunes Resort. Yield to your whims and spoil yourself in this amazing condominium that is one of the best on the Island.  Featuring two bedrooms and two full baths, your family will be spoiled with outstanding ocean views, a wid...
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  • Location: Wild Dunes Oceanfront
  • Property Type: Condo
  • Sleeps: 4
  • Bedrooms: 2
  • Beds: 1K, 2T
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Private Pool: No
  • Community Pool: Yes
  • Parking Spots: 2
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