Vacation Rentals & Villas in Seasons Resort

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1,542 Houses

Fantasy Pool Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Modern 8 Guest End Town Home | Pool & Balcony 1507

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful and Comfortable Vacation Home” We loved every minute of our stay at this house. It was very clean and comfortable with up to date, modern amenities, furniture and fixtures. It was perfect for our 10 day vacation to Disney and Universal and so much better than staying at a hotel as we were able to buy and cook our own food, swim in the private pool, and enjoy separate bedrooms and bathrooms for everyone in our party (4 people). It was heavenly to come home to this house after a long, hot, exhausting day at the parks. There are plenty stores and restaurants within 2 miles of the neighborhood. A word of caution: this house is actually in Clermont and it was a bit further from Orlando, and the Disney and Universal resorts than we thought (about 50 min. from the airport, 40 from Universal, 30 from Disney - mostly due to traffic and construction, actual mileage is not far) but still not a bad drive. Overall, we were very pleased with our choice. It was a great value and well worth every penny!

Match: Private outdoor pool (unheated)

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Price per night from

$97

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Match: Private outdoor pool (unheated)

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Price per night from

$206

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$212

Rainbows End 3 bed & Bath - Florida Villa - Private Pool & Spa

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Better than a hotel” The villa is located in a nice,quite environment but close enough to Disney and to shopping opportunities. It is fully equipped with everything you would need, a lot of entertainment facilities are available. Too bad that the little children costumes in the closet wouldn't fit any of us. We very much enjoyed the calm environment after a long day spent in Disney World. Thanks for the pleasant experience hope we can return some times!

Responds fast! avg. 1 hour 1 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$161

Gorgeous Disney Home - Resort Free Access with Lazy River

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$178

3 Bed Home | Disney Area | Resort Facilities 17443

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Clean new home” This being my first time staying outside Disney I was nervous about renting a home. But this home was 5 stars in all aspects . The home is very well furnished and was clean . It was spacious for the whole family and travelling with young children cleanliness is most importnat for me. This home was spic and span including the kitchen ware . I would recommend this to any one . You just need a renatl car to get around

Match: Private outdoor pool (unheated)

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Price per night from

$97

3 Bed Townhome | Disney Area | Pool & Balcony1507s

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$97

Modern 6 Guest End Townhome | Pool & Balcony 17401

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Relaxing and peacefull” Hi.. For sure recomended. Its cosy and relaxing and a neat neighboorhood. I had a few concerns but as soon as i reported anything, the attendance was fast. This made my stay feel safe. Wallmart , target and some restaurants were close by. For sure will visit it again. Thank you for everything !

Match: Private outdoor pool (unheated)

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Price per night from

$97

Lazy Days Villa

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$161

5 Suites Luxury Single Home with private pool RE1492

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,234

The Peninsula Clermont, Orlando

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent Vacation! Can't wait to go back” We absolutely loved your villa and the resort it was situated in. From the moment we arrived we enjoyed every minute. The house was very quiet and spacious. It can easily fit in two families of 4. The house was clean inside out. The mattresses were plush and bedding soft. The Mickey/Minnie room was super cute and my kids' favorite! We all slept like babies every night. The furniture was solid wood and looked brand new. It was also nice to have a kitchen with anything and everything we needed. It's a paradise to have that much space for a vacation. All theme parks including the Lego land were easy to access. There were Publix, McDonald, Danny's close by with plenty of choices to eat out. We were not able to swim in the pool or check the clubhouse. Will try out next time. The view from the backyard was gorgeous! We would definitely be back again soon. I would be happy to refer any friends thinking of travelling to Orlando area.

Match: Private outdoor pool (unheated)

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Price per night from

$131

1523 Cozy & Astonishing w/Private Pool

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$114

Responds fast! avg. 3 hours 10 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$287

Large Disney Pool Home w/Game Room, Resort Amenities

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated)

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Price per night from

$212

Reunion| Golf Course Community | 5 Star Resort 873

Reunion house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$249

Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Private outdoor pool (unheated)

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Price per night from

$1,144

3 Bed Townhome| Pool & Balcony| Disney Area 17313

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$97

“Wonderful House with everything you need” Our family had a great time in this house had everything we needed. Not everyone came this time because of Hurricane Matthew their flights got canceled we were sad about that . It was great to come back from the parks and relax in the spa and pool , the weather really didn't affect this part of Florida so we had a great time . The house is close to restaurants and shopping and the parks so I highly recommend it to anyone looking for a great vacation in a well maintained home .

Match: Private outdoor pool (unheated)

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Price per night from

$201

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$265

8BR Charming Villa near Disney, Theater, Pool, Spa

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 36 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$287

Stunning home with private pool near Disney

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$299

Amazing house with private pool near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

Elegant 8BR Encore Resort | Pool w/ Spa & Game Room

Reunion house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$185

So Close To It All With A Country Feel

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great place to stay with kids, for the kids and adults!” Really nicely acquitted, close to everything. Great stay but the only thing that could have been better was if we didn't have to go off site and try to figure out where the place to get registered for our stay was. Otherwise I would definitely and will definitely be back again.

Responds fast! avg. 1 hour 5 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$172

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 19 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$321

Cozy/Family friendly 5BR/4B home with private pool, K&K Villa

Clermont villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

“What a great family vacation!” The house is everything we see in pictures and more! So cozy and spacious. It has everything you need. Its close to Disney parks and you need a car to get to most places, but that it`s not a problema in Orlando. There are restaurants and walmart and other stores nearby. It was definitely a good choice staying at the villa since we were a group of 14 with kids. It was nice to get home and make a meal and chill after a busy day hoping from park to park.

Match: Private outdoor pool (unheated)

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Price per night from

$184

Luxury house near Disney

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$241

7BR, 5 Star Resort, 3 Miles to Disney, Pool/Spa, South Facing Pool

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“This was a perfect size and place to enjoy The area with my class.” This was a perfect size and place for my Sp. Needs class to anchor down as we enjoyed the area.The pool was great.

Responds fast! avg. 2 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$344

3 Bed 2 Bath Ground Floor Tuscana Resort Townhome!

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$100

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Match: Private outdoor pool (unheated)

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Price per night from

$281

Westside | South Facing Pool | Disney Area | 9110

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Disneyland Holiday” The villa was lovely and clean. It had everything that we needed and was a pleasure to stay there. Thank you for letting us share your lovely home

Match: Private outdoor pool (unheated)

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Price per night from

$114

Firework View 6BR Home Pool/Spa/Game 2 miles to Disney, Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$235

Private 4 bed Villa with Security Gate at Sunset Lakes in Kissimmee

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 2 hours 45 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$184

Westside | Disney Area | South Facing Pool | 9124

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

“Great Villa and Great Location!” My family of four plus my mother in law stayed at this property last month. Simply put, it is terrific. The villa has 6 plus bedrooms, numerous bathrooms, a huge pool and spa etc - all of which are luxuriously appointed. We were so close to the Disney parks it made the "Park Hopper" passes we bought very easy to use. We would travel to one park in the morning, return to the villa for lunch and then go to another park in the evening. The villa is located in a very upscale private community and it seemed very safe. I would have no hesitation in recommending this villa to anybody.

Match: Private outdoor pool (unheated)

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Price per night from

$108

Minutes from Disney - Beautiful 3/2 Pool Villa with WiFi in Hampton Lakes

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$144

Room For Everyone! Spacious Private Pool & Spa Home.

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

“Thanksgiving 2016” Great home, clean and spacious. The Gemstone company was very accommodating and Mary, the host, was available even during the holiday. Definitely recommend this home for trips with large groups.

Responds fast! avg. 1 hour 5 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$287

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Decent place but lacking in some areas” For one week in July 2014, my family from Alabama to Alaska (with us from Canada) all stayed at 928 Solona Circle. Overall we were happy with the house rental but do not stay here if you need assistance with anything. It took my 4 phone calls over 3 days to just find out what the Wi-Fi password had been changed to (the one that we were emailed was incorrect). It may not be the safest neighbourhood as there were police men in the gated area twice during our stay. And the house was filled with broken outlet covers and had very dirty couches, which needed steam cleaning. It was a spacious home and we loved the walk-in closets as well as the ease in which to find it and the easy drive to Disneyworld. But if you want to stray there, you need to supply everything- even your own toilet paper and Kleenex. The jets ion eth hot tub did not work and the game room had a broken foosball table. Overall we were mainly happy with our stay but were disappointed with a few things.

Match: Private outdoor pool (unheated)

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Price per night from

$189

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