The Woodlands Rentals

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10,001 Houses

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Cot available Climbing frame Clothes dryer Shared indoor pool Microwave Private outdoor pool (heated) Tennis in town

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Large Disney Pool Home w/Game Room, Resort Amenities

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$212

The Colonies at Williamsburg - June 28-July 5

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 7 match: Private outdoor pool (heated), Cot available, Tennis in town, Climbing frame, Clothes dryer, Shared indoor pool, Microwave

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Price per night from

$229

Disney Pool Home, Great view, Gated resort near Golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Spacious and comfortable” Although this was not the home pictured in the photos of the home we chose and thought we were staying, it provided the same spacious and comfortable space needed for a family reunion. The lanai with the pool and hot tub was really nice with amazing sunsets in the evening and moonsets in the early morning. There was a resident Sandhill crane who meandered by for a visit each day. The location of this quiet resort community was pleasantly out of the way of the crowds, yet reasonably convenient to anything you would need or want to do. Our main concern was that we were unable to consistently lock the back sliding glass door and there was no bar to place to lock it. (And, the crumb tray on the toaster was broken.) Other than that, the home was a little tired, but more than adequate. Thank you for a delightful week!

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$189

Disney Pool Home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$218

Villa di Lusso

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 7 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$264

Disney Area Family Villa, Orlando - Golf Course Views (Sleeps 10)

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 30 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$201

Disney Vacation resort with private pool and cinema

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$457

Spacious 4-bedroom 3 bathroom villa just 15 minutes from Disney!

ChampionsGate villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$138

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

6 of 7 match: Private outdoor pool (heated), Tennis in town, Cot available, Climbing frame, Clothes dryer, Shared indoor pool, Microwave

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Price per night from

$229

One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$214

Cozy Villa in Davenport close to Disney

Reunion villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$264

Your new Vacation Home? - Paradise Palms Resort

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Already ready to come back !” The house was amazing!We bring the kiddies every year for Spring Break & I’m so happy we decided to switch houses this year! It was so modern and updated. The house had everything you can imagine even a stroller! Mr. Frode was nice throughout the whole process. Can’t wait to come back again.

Responds fast! avg. 1 hour 40 minutes

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$184

Scotty's Luxury Orlando Villa - Snowbirds welcome

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$172

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$401

Disney pool home in gated resort near golf

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$132

Disney pool home w/ great view in gated resort near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$207

Villa by Disney

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“idilic location/ perfect for visiting theme parks” Service from owners fist class. House was exactly as described. Ideal location for theme parks and shopping and eating. Could not get grandkids out the pool they absolutely loved it. 2nd time we have stayed there and will have no hesitation booking again should we go back to Florida.

Responds fast! avg. 1 hour 18 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$143

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$258

Disney pool home in gated resort near golf

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$189

“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!

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$342

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$400

“Another perfect stay!” It couldn't have been more perfect! Christmas and New Years in paradise. Of course, we are biased, we are the owners, but every time we get to come and enjoy our house we thank our lucky stars that we bought it. Its a great mix of comfort and luxury and we love our afternoon snacks and a drink while watching the sun go down. This year we had the family down again for Christmas (on the lanai!) So much fun to entertain at the big table and share a meal. Even though it was a bit chilly we turned on the pool heat and had a consistent 90 degrees...the moonlight swims were fabulous! Whats also great is that it is such a quick drive over to the beach, we can just hop in the car in within 15 min be down there for the sunset, New Year's fireworks or just a stroll. Looking forward to our next visit!! We hope you will enjoy the house as much was we do!

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

6 of 7 filters match

Price per night from

$229

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

6 of 7 filters match

Price per night from

$241

Disney Pool Home in Gated Resort near Golf

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 48 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

6 of 7 filters match

Price per night from

$132

Disney pool home, great view, gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 48 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

6 of 7 filters match

Price per night from

$178

“A Classy Vacation Experience in any Season” My brother, who has problems walking, and I stayed at Sunnybank for a little under a week in the early spring when the Corolla horses are foaling. The layout of the well-appointed, three-storey main building was perfect for our needs: the fabulous view from the top floor living room provided the inspiration for him to walk up the grand stair case, and he could take the elevator when he was having problems walking. (There are two bedrooms with walk-in showers to accommodate people who have a problem walking.) It rained the first two days, which might have been gloomy any where else, but the library of videos, and stashes of games and playing cards gave us the opportunity to connect in ways that we hadn't since we were children. The fabulous cook's kitchen and multiple eating areas can accommodate a wedding party, family reunion, or any get away time one might want. Mine was a working vacation and the office there, which is outfitted with excellent Ethernet and WiFi connections plus a daybed for napping, was a better arrangement than my office at home. Comfort and casual, yet classy ambience abounds at Sunnybank. An excellent find!

Responds fast! avg. 3 hours 13 minutes

6 of 7 match: Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$800

Mickeys Magic Pad the perfect Disney getaway - 6 bed/6 bath - Sleeps 15

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

5 of 7 match: Cot available, Shared indoor pool, Tennis in town, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

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Price per night from

$266

Cinderellas Other Castle, the ultimate vacation Home with game room and pool

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

5 of 7 match: Cot available, Shared indoor pool, Tennis in town, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$223

Making Waves

Surfside Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Making Waves” Very nice home. Perfect for 4 adults and 4 children. House was clean. Appliances were older, but all in good working condition. Main beds were comfortable. Grandson loved the bunk beds. Golf cart is always a plus and a “must” at Oceanside Villages for easy travel to the beach, pools and playground.

Responds fast! avg. 13 minutes

5 of 7 match: Private outdoor pool (heated), Cot available, Tennis in town, Climbing frame, Clothes dryer, Shared indoor pool, Microwave

5 of 7 filters match

Price per night from

$195

ORANGE TREE VILLA

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great stay and best rate” Our stay has been so great and comfortable. It's like staying at your own home. Tha owner and caretaker has been within reach during the duration of our stay. The pool is so relaxing. We will definitely stay again on our next visit

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$143

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$184

Indian Ridge Villa includes a Grill, Pool, and Hot Tub

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 7 match: Climbing frame, Shared indoor pool, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$142

Secret Key Villa - villa rental in Kissimmee, Florida

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.

Responds fast! avg. 3 hours 0 minutes

5 of 7 match: Cot available, Shared indoor pool, Tennis in town, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$172

Ibis Villa

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“5 stars” Very happy with our stay. The villa was a perfect match for my family. Peacful,quite, and very clean. The pool was amazing and the pool guy kept the pool very clean. There were a few slight misunderstandings but they were resolved immediately. We could not have asked for a better vacation. Thanks for the memories.

Responds fast! avg. 2 hours 6 minutes

5 of 7 match: Cot available, Shared indoor pool, Tennis in town, Climbing frame, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$155

Historic craftsman home in the heart of Riverside!

Riverside house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

5 of 7 match: Private outdoor pool (heated), Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave

5 of 7 filters match

Price per night from

$573

7BR POOL/HOT TUB HOME CLOSE TO DISNEY & MORE!

Intercession City house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 18

5 of 7 match: Private outdoor pool (heated), Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave

5 of 7 filters match

Price per night from

$286

5 of 7 match: Private outdoor pool (heated), Shared indoor pool, Tennis in town, Cot available, Climbing frame, Clothes dryer, Microwave

5 of 7 filters match

Price per night from

$86

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rentals in The Woodlands

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