Vacation Rentals & Beach Rentals in Hilton Head

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3,653 beach rentals

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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

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$121

Responds fast! avg. 1 hour 4 minutes

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$81

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

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$150

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

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$81

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$173

Club Wyndham Palm-Aire

Pompano Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Trampoline

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Price per night from

$246

These homes match some but not all of your filters. Clear all filters

Private pet and people paradise garage Loft

Beaufort guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Trampoline

1 of 2 filters match

Price per night from

$173

Hallandale Beach Condo

Hallandale Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$115

My Orlando home

Celebration apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$179

Cozy Condo in a Luxury Hotel!

Fort Lauderdale condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

BeachLife

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$183

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$250

Welcome to our charming and stylish home located at Windsor at westside

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$403

Fort Myers, Lake View, 2Br $ 2BA, Best Beaches

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$81

COURTYARD VIEW modern condo near Gulf of Mexico beaches

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$173

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$161

Ocean Front top fifth floor Penthouse Condo

Deerfield Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$268

Take a step closer to paradise! SEAGATE – Apt. 302

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would love to return several times a year....near perfect!” The condo was beautiful, well appointed and maintained. Located on a nearly perfect beach. It appears we were the first tenants after hurricane Irma. My only complaint was the AC didn't work for the 1st half. The property manager seemed to be doing all she could to remedy the situation My only recommendation is that maintenance should probably have checked it out along with everything else after the storm. I would still highly recommend this to anyone wanting to experience a beach vacation in a great location and in a wonderful condo. The owner is great to work with also.

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Friends and Family close to beaches and more

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$127

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$328

Bonita Isles spectacular Hidden Gem in the heart of Bonita Springs/Naples Fl.

Bonita Springs villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$115

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$575

Awesome Condo in the Tropical GrandBahama Island!

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$99

Treviso Bay - Luxury Resort Style Golf Community

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$253

Beautiful Lakeview Condo at Falling Waters (Davis Blvd) in Naples Florida

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 57 minutes

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$176

The Vue at Downtown Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$138

Beach Front #8 1 Bedroom Condo Very Nice Sleeps 3 adults

Pompano Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

Gorgeous Water View, Condo!Completely Renovated 2015,Wifi

Tierra Verde condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$202

Waterfront Splendor / Snowbirds & Golfers Welcome

Little River condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$92

Lots of Amenities for a Low Price

Fort Walton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$202

Ocenfront 1 king bed studio - The Atlantic

Fort Lauderdale condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$460

Spacious 2nd floor coach home!

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

"Against The Wind" Fabulous Oceanfront condo

Navarre apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$340

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$432

Beautiful Gulf Shores AL Beachfront Condo for Rent! Sleeps 4

Gulf Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$69

Guava Getaway - Relax, Renew, and Rejuvenate

Lakewood Ranch condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Timeshare for rent/ Daytona Race Week 2019

Ormond Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$150

Shore to please - Waterside Sunsets & Beach access

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$93

Viewing 38 of 3,653
rentals in Hilton Head

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