Vacation Rentals & Apartments in Charleston

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2,535 apartments

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

Match: Climbing frame Trampoline Wheelchair accessible

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Price per night from

$916

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Climbing frame Trampoline Wheelchair accessible

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Price per night from

$407

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

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Climbing frame Trampoline Wheelchair accessible

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Price per night from

$407

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: Climbing frame Trampoline Wheelchair accessible

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Price per night from

$149

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Climbing frame Trampoline Wheelchair accessible

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Price per night from

$172

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Private pet and people paradise garage Loft

Beaufort guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Climbing frame, Wheelchair accessible, Trampoline

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Price per night from

$172

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Climbing frame, Trampoline, Wheelchair accessible

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Price per night from

$802

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Trampoline, Wheelchair accessible

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Price per night from

$264

Wyndham Kingsgate Williamsburg, VA - 2/2 BR Deluxe

Williamsburg hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$137

Beautifully renovated Venetian Bay Townhouse close to Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$166

BHS Vacation Homes In Summerville Resort minutes away to Disney Park’s

Celebration house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$137

Wyndham Nashville - 1/1 Bedroom Deluxe Villa

Nashville hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Amazing time in an amazing city” Upon our arrival to the Wyndham Nashville, we were greated by a very pleasant staff. We were checked in quickly and informed of all the fun activities going on at the resort. Our room was immaculate and very comfortable. The pools were wonderful (with the exception of the bees that seemed to enjoy them as well)!! We were 5.9 miles from downtown. Perfect! I loved how the resort was tucked away next to a busy and fun area. It still had that vacation feel with plenty to do around the area. We really had the time of our lives and I am now the biggest fan of the Wyndham resort.

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$92

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$344

Palm Heaven Villa, Relaxing Family Getaway in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 47 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$252

FloridaNearDisney from $89 per night

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Florida Vacation” Absolutely loved the villa and location. Villa was very nice and located perfectly in a gated community that had an awesome pool with tiki bar, splash pad for kids, playground for kids and all the other normal amenities. Would recommend to anyone looking for a Florida or theme park vacation. Only 5 min from Disney and 15 from Universal with several restaurants and shopping rite within a mile. Highly recommend. Thanks to the owners for making everything so easy, checking in and fast responses.

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$137

Rookery 3 Sunny Daze

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Climbing frame, Trampoline

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Price per night from

$178

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

2 of 3 match: Wheelchair accessible, Climbing frame, Trampoline

2 of 3 filters match

Price per night from

$132

Rookery 3 Sandy Toes

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Climbing frame, Trampoline

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Price per night from

$430

Amazing and Cozy Log Cabin in the Woods

Robbinsville log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Cabin!!” My husband and I rented this property for the July 4th weekend. His sister and her husband traveled with us. At first we thought we were going to the end of the Earth, but after finding the cabin we were all very pleased. It was very nice! Clean, spacious, and private. Giving each couple their own bedroom and bathroom. Best of all, Liz, is an amazing hostess, checking in with us daily to be sure everything was perfect. I would highly recommend this cabin for a nice relaxing weekend.

Responds fast! avg. 2 hours 54 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$125

Casa Grande

Brevard house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Climbing frame, Trampoline, Wheelchair accessible

2 of 3 filters match

Price per night from

$457

Pluto's Palace Florida Villa "The Real One"

Davenport villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$258

Magic on Magnolia 4BR/3BA Villa /Gated Comm / Pool & S

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$194

YOLO HOUSE, WINDSOR WHERE LUXURY MEETS ADVENTURE : POOL / SPA INCLUDED

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$575

Disney Pool Home in Gated Resort near Golf

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 48 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$132

Updated Gulf Shores Condo

Gulf Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place” Was real clean and quiet place. The couch and living room area was comfortable. Also the tv had a guide which was great because we didn't have to endlessly flip channels to see what was on. Highly recommend.

Responds fast! avg. 3 hours 58 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$161

Champions Gate #1 - Luxurious 8 Bedroom Pool Villa with Theater

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$400

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$377

Highgate Park Villa with private swimming pool, close to Disney, sleeps 9.

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 37 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$212

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$258

Pilgrims Paradise Solterra | Pool / Spa & Games Room FREE WiFi | Golf & Tennis

ChampionsGate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 56 minutes

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$258

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$114

♥EEV♥ South-facing Pool & Spa - Gated Resort - Games Room

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$114

♥EEV♥ Immaculate Family Home - Sunny Private Pool & Spa - Gated Resort

Loughman villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$114

♥EEV♥ Resort Home - Lake Views - Sunny Pool & Spa - Lazy River

Davenport house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$344

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$114

Linkside Luau - The Perfect Sandestin® House with a Golf Cart!

Sandestin house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$687

“Paradise” My husband and I plus 3 children recently returned from our first trip to Orlando, Florida. We stayed in the Villa Esquire. I can't say enough good things about this place! The neighbourhood is beautiful. I spent many hours walking the streets with my 3 children and always felt completely safe. David and Nikki did everything within their power to make our stay comfortable and fun! They called several times just to see if there was anything that they could assist us with. They keep this home in immaculate shape. Everything from the paint to the appliances, bedding, dishes, and electronics are brand new. This home is also spotless and tastefully decorated with tons of personal touches to make you feel right at home. It had everything I could possibly need for my infant including; a brand new stroller, a play pen and high chair to even baby spoons and baby linens. The kitchen is fully equipped to help with all of your cooking needs big or small. I even found a sewing kit when I ripped the hem on my dress! The layout of this home is perfect for several families. There is two master suites; one upstairs and one down. So even though we had 3 different groups in the home their was still tons of privacy. The game room was awesome! My kids and husband spent many evenings enjoying the x box, pool table etc. We also spent hours on end enjoying the heated pool! The kids loved it so much we had a hard time convincing them to leave the house to hit the parks! Disney is a close 15 minutes, Sea World 25, Busch Gardens 1 hour, and Cape Canaveral Beach a hair over an hour. There are also loads of restaurants nearby such as Olive Garden, Long Horn, Chilies, and applebee's. Plus a choice choice of shopping centres and outlets. the grocery, post office and Walmart were literally a five minute drive down the street. We absolutely loved Florida and this beautiful home and hope to return soon. Thank you David and Nikki for making our stay perfect and our trip one we will never forget!

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

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Price per night from

$342

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Trampoline, Climbing frame, Wheelchair accessible

2 of 3 filters match

Price per night from

$214

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