Vacation Rentals & Beach Rentals in Hilton Head

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10,003 beach rentals

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Boat available Clothes dryer Private outdoor pool (unheated) Sea view

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Price per night from

$1,117

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

Orange Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

Match: Boat available Clothes dryer Private outdoor pool (unheated) Sea view

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Price per night from

$572

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Boat available Clothes dryer Private outdoor pool (unheated) Sea view

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Price per night from

$344

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Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Clothes dryer, Boat available, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$182

Kima 503 Madeira Beach Front 2bd/2bath Condo Top Floor WHITE SANDY BEACHES!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful !!!” I never know from the pictures posted when they were taken and the true condition of the home. With this property we were not disappointed. We took beach chairs, towels and all of that was provided at the house. The house was clean and just as pictured. The only thing that I can suggest is knife's for the kitchen. There are towels and lines galore. and the location was good. Close to all we wanted to do but quiet as we wanted it to be. The house has an apartment upstairs that we rented for our son and it worked out great. Plenty of room. No fighting for bathroom time to shower. There was 7 of us and we have already voted on this property for our next years trip to the beach...

3 of 4 match: Boat available, Clothes dryer, Private outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$221

Private pier and pool at this waterfront Chestertown home

Chestertown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

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Price per night from

$413

Waterfront pier, putting green just minutes from downtown Annapolis

Riva house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$725

Hollywood Beach Florida Beautiful Oceanfront studio

Hollywood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Boat available, Clothes dryer, Private outdoor pool (unheated), Sea view

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Price per night from

$228

Best Views On The Island Waterfront, Boat Dock, Elevator, Pool, Fish!

Topsail Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

3 of 4 filters match

Price per night from

$344

Chesapeake Bay Getaway™ | Waterfront Experience with Pier!

Edgewater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

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Price per night from

$573

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

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Price per night from

$308

Luxury, Modern, Clean Vacation Home in Apollo Beach, FL - Optional Boat Rental

Apollo Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

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Price per night from

$315

The Pelican House

Iona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

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Price per night from

$212

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

3 of 4 filters match

Price per night from

$178

VIP island vacation home

Grant-Valkaria house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

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Price per night from

$430

Rookery 3 Seahorse Cottage Just Breathe 2 pools close to beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Boat available, Clothes dryer, Sea view

3 of 4 filters match

Price per night from

$304

Perdido Sun Resort 500 by PKRM

Perdido Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

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Price per night from

$138

Perdido Sun Resort 302 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The week was a most awesome experience.” the weather could not have been any more georgous. this was our 1st time in 392, but everything was perfect. Perdido Resort was vey accomidating. J.D. was quite friendly and helpful. the only thing i would want to suggest about the condo would be they need to put some type drapes on the bedroom windows. I am a sun worshiper so the beach was the best I have experienced.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Perdido Sun Resort 202 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Quiet” I came to clear my head, I wanted quiet and peaceful and that's just what I got. I was a little surprised at how quiet the town was but it was cool and off season. I was alone but felt very safe. The condo was comfortable and the view was awesome. The next time I return, I would hope to have a partner, it would be a lovely place for a couple to spend a week together.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Perdido Sun Resort 306 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Beautiful view” My spouses ended up in the ER so our stay was not as planned but the accommodation was fine, the weather good and the view/beach wonderful.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Perdido Sun Resort 312 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Perdido Sun Resort 704 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“More than wonderful !” My eldest son recommended Perdido Sun. I was taking the boys to Perdido Cye since 1988. My last visit was prior to " Ivan". I was so impressed by the rebuiling. Your property was just what my son from Germany and I were looking for a short vacation. From the managment to the condo was " Great, friendly and helpful". Our visit was wonderful. Again, Thanks !Hope to return next year ! Garey E. Ware and son Jacob. P.S. Thanks for your choices of resturants...Great, Thanks

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Perdido Sun Resort 308 by PKRM

Pensacola house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A very good value” The perdido sun was a terrific place... the staff was friendly and accommodating. The condo was clean and had everything we needed. The pools were well kept and the kids had a great time.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$138

Perdido Sun Resort 706 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Relaxing!!” Great hospitality,and located only minutes from main attractions.Home has nice accomodations and we look forward to returning to the resort soon.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Waterfront Private Home with Pool! AMAZING HOME!

Hudson house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$247

Kingsbay 'Bayhouse' Vacation Rental

Marion Station house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$1,140

Perdido Sun Resort 402 by PKRM

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$114

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$157

Boat & 8 seat car included. Luxury waterfront property with pool.

Freeport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 32 minutes

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$802

❤ 9 miles to Disney World - Beautiful 4 Bedroom Townhome at Storey Lake ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$213

Flip Flop Bungalow with Pool

Ormond Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 31 minutes

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$373

Relax & Chill Beachside-Heated Pool

Daytona Beach Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 31 minutes

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$320

Sea 4Ever 2 bedroom condo with views galore

Flagler Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 31 minutes

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$297

2 Homes Hot Tub Free Pool Heat Kayaks

Springs Plaza house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 17

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$953

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$126

Waters Edge 507: Cozy & updated 5th floor,directly on BEACH, WIFI, FREE GOLF

Fort Walton Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$493

Pelican Isle 309: Beautiful 4th floor, FREE BEACH SERVICE,KEYLESS ENTRY

Fort Walton Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“beautiful beach/condo!” Everything was as pictured....beautiful! We enjoyed our stay; the unusual thing was that the smoke alarm woke us @2:15am. We found nothing wrong, apparently it was only our unit. Reported to the front desk the next day and was offered to have batteries changed. Please have checked to avoid additional issue.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$472

Surf Dweller 502: THE BEACH IS CALLING AND THIS IS THE PERFECT CONDO! HUGE!

Fort Walton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Surf Dweller 502” We had a lovely time and the unit was wonderful.

3 of 4 match: Sea view, Boat available, Clothes dryer, Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$582

Viewing 38 of 10,003
rentals in Hilton Head

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