Vacation Rentals & Beach Rentals in Hilton Head

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10,004 beach rentals

***HUGE SALE $110N! Ocean View! Ariel Dunes ll Beach 5 Min Walk GYM/Sauna/GRILL

Miramar Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Great location, beautiful views, and nice accomodations” We had a nice stay here at the Ariel Dunes II. The location is great! It is convenient to the beach (a short, but nice walk), and there are also a couple of good beach-side restaurants nearby. There's also a good grocery store nearby within a very short drive, as well as many other shopping possibilities a traveler might need. The unit was nicely furnished and decorated with contemporary furnishings and was quite comfortable. I, for one, appreciate places near the beach that are not decked out with peach and teal walls or seashell sculptures from the eighties. :) The view was also quite nice from the balcony and I spent some nice mornings out there having breakfast while soaking in the sights and sounds of summer.

Responds fast! avg. 2 hours 19 minutes

Match: Bicycles available Climbing frame Clothes dryer Shared outdoor pool (unheated) Sea view

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Price per night from

$126

“Great Condo!!” We recently stayed here for our family vacation. It was the perfect amount of room for my husband and I with all 4 kids! Our girls loved the bunk room. The Master bedroom bed is one of the most comfortable my husband and I have ever slept in!!! It is also close to all attractions. The beach is a pretty good distance when your carrying things needed for six people. My only concern was the lock on the door. There was no way to lock it from the inside and it was easily opened by our 20 month old. It definitely kept this Mom on her toes! Overall, my family had a fabulous time in a wonderfully decorated condo! We felt at home and will definitely try to stay again.

Responds fast! avg. 2 hours 19 minutes

Match: Bicycles available Climbing frame Clothes dryer Shared outdoor pool (unheated) Sea view

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Price per night from

$146

Holiday Inn Vacations 1 bedrom, private beach access

Port Canaveral villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Bicycles available Climbing frame Clothes dryer Shared outdoor pool (unheated) Sea view

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Price per night from

$251

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Climbing frame Clothes dryer Shared outdoor pool (unheated) Sea view

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Price per night from

$172

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Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

4 of 5 filters match

Price per night from

$178

Luxurious Oceanfront on Amelia Island Plantation

Amelia Island villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$348

LORELEI II Beach & Bay Best of Both

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lorelei II Ocean City MD condo” We would like to thank you for allowing us to rent your Ocean City condo. The drive can be hectic, but we arrived to comfortable, clean and well-appointed living spaces. It was a beautiful and spacious; plenty of room for our family to all gather together or relax in their own bedroom spaces. The kitchen had everything we needed for our stay; complete with the “little things" like salt and pepper, pizza cutter, etc. The unit also had the convenience of getting some much needed laundry done, especially after a few "salty" days at the beach or a dip in the pool. The televisions and WiFi came in handy for that one rainy ‘do activities indoors’ day. The unit is true to the photos and video you have online. Again, we had a wonderful time in Ocean City and your home was an excellent place to stay. We look forward to renting from you again in the future.

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

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Price per night from

$377

“Lovely, spacious and thoughtfully stocked home” Kelly's Beach Retreat is a fantastic place. Steps from the beach, thoughtfully stocked, and with an inviting open kitchen and dining room. The place gets amazing light and is very relaxing. Glenn was great to work with as well. Our only note is that while the home is wonderful for families--and large ones at that!--parents of toddlers should note that there are a lot of steps that are very attractive to little climbers. Had we thought about it, we would have put a mini gate or something in the car with us.

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$196

Beachside Fun on Florida Space Coast Cape Canaveral Beach Resort - holiday inn

Cape Canaveral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$366

Waterfront soundside beach house, 9BR/5BA,100 ft dock, Water Toys, Indoor Slide

Pensacola Beach house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 32 minutes

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$916

Oceanfront Seapointe Village next door to ICONA, Diamond Beach!

Wildwood Crest condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$344

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$297

Chesapeake Bay Beach House in Reedville Virginia

Reedville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$687

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$266

Rookery3 Bllue Pelican 2 pools and Beach Access

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Shared outdoor pool (unheated), Bicycles available, Climbing frame, Clothes dryer, Sea view

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Price per night from

$344

"Sand in my Shoes" Steps to Beach and minutes to Downtown

St. Augustine apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Position, Great Condo, Great Place.” My Husband, 5yr old & I visited St Augustine for the first time & we stayed at Sand In My Shoes for a week to finish off our 3 week vacation. From arriving everyone was very helpful & welcoming, from the beaming smiles & waves from the guards who were manning the entrance to the very helpful staff at reception. On entering the condo there was a wonderful welcome basket from the owners with a some thoughtful necessities & instructions to help us settle in, which we were very gratefully for. The place itself was very clean & welcoming. The home is very spacious with comfy seating and great views over the large pond. The bedrooms are very spacious & everything was beautifully decorated with a beach theme. The place is very well stocked & the owners have thought of everything possible to help make our stay as easy & enjoyable as possible. We visited the beach daily as its only a few mins walk to reach the most beautiful white sanded beach. & Although we visited in August the beach was quiet & we enjoyed the feeling of being on a nearly 'private; beach. St Augustine itself was a great place to visit with lots of local history. We had a wonderful time exploring the fort & pirate museum & strolling through the old town looking in all the little boutiques. My family & I have been visiting Florida every year for the last 15 years & we will definitely be returning to St Augustine sometime in the future as we found it to be the best seaside town we have had the pleasure of visiting in Florida so far. The next time we do visit St Augustine we will definitely return to Sand In My Shoes, & I highly recommend this accommodation to anyone wanting a stress free vacation in a beautiful, well stocked home by the beach, in a beautiful historic town.

4 of 5 match: Sea view, Bicycles available, Climbing frame, Clothes dryer, Shared outdoor pool (unheated)

4 of 5 filters match

Price per night from

$287

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Sea view, Bicycles available, Climbing frame, Clothes dryer, Shared outdoor pool (unheated)

4 of 5 filters match

Price per night from

$287

Responds fast! avg. 56 minutes

4 of 5 match: Sea view, Bicycles available, Climbing frame, Clothes dryer, Shared outdoor pool (unheated)

4 of 5 filters match

Price per night from

$86

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

4 of 5 match: Sea view, Bicycles available, Climbing frame, Clothes dryer, Shared outdoor pool (unheated)

4 of 5 filters match

Price per night from

$205

Tortugas Paradise - Gorgeous Condo near Beach - Sleep 6, spacious

Riviera Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Sea view, Bicycles available, Climbing frame, Clothes dryer, Shared outdoor pool (unheated)

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Price per night from

$195

GREAT OCEAN & POOL VIEW, 2BR, 2 BATH CONDO St. REGIS, N. TOPSAIL BEACH, N.C.

North Topsail Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$228

North Hutchinson Island, Penthouse, Beach,Treasure

Fort Pierce house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$100

Coral Beach Oceanfront Bahamas 2 Bedroom

Freeport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$138

Beach House / 3 Bedrooms / 3 Bath / Swimming Pool / Pet Friendly / Gulf Views.

Laguna Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$458

Condo 428A, 2 bedroom, 2 bath condo

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$287

Sailmaker Oceanfront with 2 King Masters-near Ritz

Amelia Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxing” Everything was as stated. Nicely stocked. Friendly owners. Place was clean and comfortable. We had a relaxing time.

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$378

Slip Aweigh 504 - Gulf View Condo

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$344

Paradise Found 6022 Just Listed Beach Cottage 2 Pools

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

Sea La Vie Beach Cottage 5002 3b2b - 2 Pools

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

Deja Blue Cottage 6026 With 2 Pools Mins From Beach

Gulf Highlands bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$213

Blue Pelican Beach Cottage 2 Pools 4013

Gulf Highlands lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

Seahorse Beach Cottage 6007 2 Pools close to Beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

3 Bedrooms at Brigantine Quarters 208

Daufuskie Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$210

Osprey Nest two pools close to Beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

ROMANTIC 1 BEDROOM CONDO 75 STEPS TO THE SAND

Carolina Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$184

Direct Gulf Front Escape

Navarre condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$205

Teal Waters Beach Cottage 7026 2 Pools

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$183

Marriott's BeachPlace Towers

Fort Lauderdale condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Bicycles available, Clothes dryer, Shared outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$523

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