The Woodlands Rentals

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10,021 Houses

Disney Pool Home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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

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Price per night from

$218

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!

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

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Price per night from

$189

Large Disney Pool Home w/Game Room, Resort Amenities

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$212

“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!

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

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Price per night from

$342

The Ever After Estate - 13BR Sleeps 45 People & Has 62 Private Acres

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

“Everything you could ever imagine !!!” My new Wife and I just got back from our stay. We held our Wedding there. We had both our immediate families stay with us during 3 days of our 4 day stay. Plenty of room for all, we had 15 adults and 8 kids total. This place is just so amazing. My wife and I toured it prior to our stay and missed so many things because there is so much detail. Our favorite place was the pool area. The day after our wedding some of us hung out at the pool for a couple of hours. The kids all had a blast between the pool slide, video games, ball pit, mini golf, and movie room. This made it easy for us to focus on set up and tear down for the wedding. We had 220 guest during our day and everyone loved the place. Biggest question was how did you find this place. Great photos from our day hit facebook immediately with babies on the Carousels,kids playing mini golf, and people around the tropical pool setting. Andrew, Felicia, and his staff were very helpful. Andrew answered all our questions with fast response times through out the planning. Felicia was there when we checked in and ensured we were settled and answered any last minute questions. The detail andrew put into his Estate is amazing. Every thing out there takes you away from your everyday. We are so lucky that such an awesome place was shared with our family and friends to enjoy. It was the perfect place to hold our special day. The last day I spent an hour taking photos of the Estate in which I noticed the incredible landscape,a touch that just simply takes your breath away on the beauty of life. Andrew thought of it all. The only down fall, which was our fault, is that we did not have enough time to enjoy everything. This was due to a short stay, wedding set up and tear down. Our next stay will be longer. My older Sister from Philly was talking about a family meet up next year. Boy I Hope so. All our Wedding dreams came true. Thank you Ever after Estate and Thank you andrew.

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

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Price per night from

$1,985

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

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Price per night from

$1,030

“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

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

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Price per night from

$800

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.

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

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Price per night from

$400

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

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 30 minutes

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

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Price per night from

$201

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

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Price per night from

$258

“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!

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

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Price per night from

$229

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

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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

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

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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

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

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Price per night from

$206

Disney pool home in gated resort near golf

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$132

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

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

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Price per night from

$143

Disney pool home in gated resort near golf

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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

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Price per night from

$189

Scotty's Luxury Orlando Villa - Snowbirds welcome

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$172

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

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Price per night from

$401

Disney pool home, great view, gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 48 minutes

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

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Price per night from

$178

Villa di Lusso

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 27 minutes

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

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Price per night from

$322

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Disney Vacation resort with private pool and cinema

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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

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Price per night from

$461

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

ChampionsGate villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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

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Price per night from

$139

Cozy Villa in Davenport close to Disney

Reunion villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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

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Price per night from

$265

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

5 of 6 filters match

Price per night from

$184

One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$215

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

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Price per night from

$268

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

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Price per night from

$224

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

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Price per night from

$143

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

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

5 of 6 filters match

Price per night from

$142

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$184

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

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

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Price per night from

$155

Historic craftsman home in the heart of Riverside!

Riverside house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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

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Price per night from

$286

The Board Room

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 6 filters match

Price per night from

$184

Silver Palm Retreat

Four Corners villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$178

Royal Palm Villa

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

4 of 6 filters match

Price per night from

$98

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