Vacation Rentals & Beach Rentals in Hilton Head

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4,409 beach rentals

Rookery3 Bllue Pelican 2 pools and Beach Access

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Sea view Pool or snooker table Trampoline

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Price per night from

$345

Rookery 3 Seahorse Cottage Just Breathe 2 pools close to beach

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Sea view Pool or snooker table Trampoline

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Price per night from

$304

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Sea view Pool or snooker table Trampoline

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Price per night from

$178

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Sea view Pool or snooker table Trampoline

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Price per night from

$173

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Private pet and people paradise garage Loft

Beaufort guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Sea view, Pool or snooker table, Trampoline

1 of 3 filters match

Price per night from

$173

Rookery 3 Sandy Toes

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$374

Stay in luxury for less

Conyers house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$517

Beautiful brand new home ready for Masters Tournament

Evans house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 9

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$918

Masters Week 2018 - 5000 sf on 12 acres - Sleeps 12

Grovetown house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$2,008

Gorgeous and Spacious Masters Week Rental

Augusta house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$1,492

Home Baby Home

Prospect house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 4 minutes

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$689

Casa Grande

Brevard house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$458

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$804

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$205

Upscale, Elegance in this 7,000 sqft. Lodge Close to Everything

Sevierville house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 32

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$1,722

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$345

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$408

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$408

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$288

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$1,149

Angel Cove Family Vacation House

Cumming house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$339

Book New Year's 2021 at Massanutten Resort NOW! ONLY one left!

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$207

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$177

Reunion Stay

Nashville house

  • 13 bedrooms
  • 12 bathrooms
  • sleeps 36

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$4,580

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$149

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Sea view, Pool or snooker table, Trampoline

2 of 3 filters match

Price per night from

$121

Ground floor Studio at Sandestin Luau - close to the beach -

Miramar Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 4 minutes

2 of 3 match: Pool or snooker table, Sea view, Trampoline

2 of 3 filters match

Price per night from

$81

Responds fast! avg. 1 hour 4 minutes

2 of 3 match: Pool or snooker table, Sea view, Trampoline

2 of 3 filters match

Price per night from

$81

A Place at the Beach-Newly Renovated Spring Bookings Available

Isle of Palms condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 20 minutes

2 of 3 match: Pool or snooker table, Sea view, Trampoline

2 of 3 filters match

Price per night from

$252

The Tower

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 11

“Labor Day Weekend” The Tower was awesome! Everyone enjoyed their stay and it was a great location for us to be in since we were playing in a golf tournament close by. I would absolutely recommend this house to anyone with a big group of people looking for a great space and great amenities. Kevin was great and was able to answer all our my questions in a timely manner. Can’t wait to stay at the Tower again!

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$493

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$230

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$402

Cozy Ocean Front Paradise in Myrtle Beach

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$230

Spacious 3BR beachfront condo close to Intl Speedway, Orlando theme parks

Daytona Beach Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$316

Luxurious apartment for your dream vacation

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$172

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$218

IDEAL FURNISHED RENTAL

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Sea view, Trampoline, Pool or snooker table

1 of 3 filters match

Price per night from

$64

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Sea view, Pool or snooker table

2 of 3 filters match

Price per night from

$436

Viewing 38 of 4,409
rentals in Hilton Head

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