The Woodlands Rentals

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10,009 Houses

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 Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$1,978

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$1,139

“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 Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$1,143

Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths

Cambridge house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$1,030

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$362

8bd/6ba from $300/nt with lake view, close to Disney

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$343

Center Hall Colonial Villa in the Heart of Poconos

Stroudsburg villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$859

SPACIOUS 8 BEDROOM VILLA IN A GOLF COMMUNITY

ChampionsGate house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 21

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$361

The Yellow Retreat

Palm Springs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Cot available Clothes dryer Microwave Private outdoor pool (heated) Table tennis Tennis in town Pets allowed

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Price per night from

$687

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One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$215

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 51 minutes

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$184

Paradise Palms Disney Vacation townhome

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

6 of 7 match: Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$206

Casa Vista Verde I Dream House & Vacation Paradise Orlando Area 5/2 Pool Disney

Altamonte Springs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 20

6 of 7 match: Private outdoor pool (heated), Tennis in town, Cot available, Clothes dryer, Microwave, Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$241

Woodhall Spa Executive, Highlands Reserve

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$286

AMAZING POOL HOME,GAME ROOM, 10 MIN. FROM DISNEY!!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$183

5 of 7 match: Pets allowed, Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

5 of 7 filters match

Price per night from

$344

Disney Vacation resort with private pool and cinema

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

5 of 7 match: Pets allowed, Table tennis, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$456

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

ChampionsGate villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

5 of 7 match: Pets allowed, Table tennis, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$137

Indy Lakeside

McCordsville house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

5 of 7 match: Pets allowed, Private outdoor pool (heated), Tennis in town, Cot available, Clothes dryer, Microwave, Table tennis

5 of 7 filters match

Price per night from

$2,852

The Tiki Room - Close to the parks!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

6 of 7 match: Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$286

5 Star Family Home with Water Park, Private Pool, Hot Tub 2 Stoplights to Disney

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfect for everyone's needs and in an excellent location!” From long before we arrived we knew how excellent a villa this was, as the owner and the management team were so incredibly helpful and willing. Including the management team assisting me with purchases to go in the home before I arrived and Susan the owner answering all my crazy questions! In fact I'm going to miss our email chats! On arrival in the home we found everything perfectly clean tidy and in order with an excellent welcome pack to see us through before our big shop. Being a mum of young children I was delighted with the huuuge washing machine and dryer. We need these in the UK. The children loved the pool and the games room and spent lots of happy times there, as did the adults after the kids had gone to bed. We unusually chose not to hire a car and we got around no problem. Disney, particularly animal Kingdom is only a short distance away and universal is only about 25-30 mins. I prebooked a lot of journeys with a company called happy limo who were absolutely outstanding in their punctuality and ease of booking. Anyway back to the house, every bedroom was perfectly appointed with all you could need. The living areas were very spacious even with 7 adults and 2 children. We never once felt on top of each other. The shop and communal pool at Windsor hills is a nice short stroll away and Windsor Hills itself is very clean, well laid out and very secure indeed. I could not recommend this house highly enough and am very pleased I chose this one. I spent weeks and weeks searching villa rentals before settling on this house so I learnt a lot about the different features and prices of villas and I do feel that this one fitted the bill perfectly.

Responds fast! avg. 3 hours 27 minutes

6 of 7 match: Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$315

Updated Villa with Pool & Spa Near Disney!

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Awesome” My wife and I stayed here and loved it. The house was clean and comfortable and had all the amenities needed for a vacation home that truly was a home away from home. The pool and spa were the perfect way to start and end the day after the parks and were very private with fencing and shrubs surrounding them. I've rented other homes in the area this was the best and I will definitely be coming back with the whole family. Excellent 5 stars

Responds fast! avg. 33 minutes

5 of 7 match: Pets allowed, Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

5 of 7 filters match

Price per night from

$154

°o° Classic Magic ϟ⚯ | Disney & Universal Retreat!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

5 of 7 match: Pets allowed, Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

5 of 7 filters match

Price per night from

$189

SUNSET at SOLTERRA Large 7 Beds / Private Pool / Game Room / Grill

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 22

“Great” GREAT!!! Let me first start off by saying that there were issues that had occurred, such as the power went off, and the alarm beeped all day, the toilet had issues, which is normal, but Luciana made sure that each and everything was resolved immediately. My only suggestion would be is, if your undecided on paying for the heated pool and jacuzzi, which doesn't get to warm, let her know immediately, if not your responsible for paying for it if management keeps it on. Bring your own dish towels and a can opener, and your all set to enjoy this beauty. So I would have to say that my overall experience was GREAT, perfect loved it!!! Would stay again.

Responds fast! avg. 3 hours 48 minutes

5 of 7 match: Pets allowed, Cot available, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

5 of 7 filters match

Price per night from

$251

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$159

Responds fast! avg. 19 minutes

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$202

Villa di Lusso

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 42 minutes

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$322

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$400

Luxury 6bed 5.5bath Extended Pool Villa Nr Disney. Guard Gated 5*Resort

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

“BEAUTIFUL!!” Everything was even better than we expected. The villa was exactly as pictured in the online photos. Very spacious, clean and quite serene. SIMPLY BEAUTIFUL!

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$194

Entire home with pool at Windsor hills near Disney

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$251

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: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$201

6 Bedroom 5 Bath Lakeview House near Disney (Gated Community)

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

“Enjoyed our stay.” Lots of room, good shopping area close by, but they do need to hire another cleaning crew, it’s nice but did need some cleaning.

6 of 7 match: Pets allowed, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Table tennis

6 of 7 filters match

Price per night from

$275

Sleeps 23: Luxury Retreat with Pool, Casitas, Pet-Friendly, Near Riviera Marina

Lake Havasu City house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 23

Responds fast! avg. 2 hours 49 minutes

6 of 7 match: Table tennis, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated), Pets allowed

6 of 7 filters match

Price per night from

$363

Cozy Villa in Davenport close to Disney

Reunion villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

5 of 7 match: Pets allowed, Table tennis, Tennis in town, Cot available, Clothes dryer, Microwave, Private outdoor pool (heated)

5 of 7 filters match

Price per night from

$264

Orlando Area 4/2 Pool Disney Universal Daytona

Wekiva Springs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

6 of 7 match: Private outdoor pool (heated), Tennis in town, Cot available, Clothes dryer, Microwave, Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$223

Modern/Southern Ranch in South CLT, King en Suite!

Charlotte house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

6 of 7 match: Private outdoor pool (heated), Tennis in town, Cot available, Clothes dryer, Microwave, Table tennis, Pets allowed

6 of 7 filters match

Price per night from

$155

Luxury Sarasota Golf Home

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 7 match: Cot available, Table tennis, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Pets allowed

5 of 7 filters match

Price per night from

$367

2-VC-AP-********)

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

5 of 7 match: Cot available, Table tennis, Tennis in town, Clothes dryer, Microwave, Private outdoor pool (heated), Pets allowed

5 of 7 filters match

Price per night from

$100

Viewing 38 of 10,009
rentals in The Woodlands

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