Vacation Rentals & Villas in Seasons Resort

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648 Houses

5Br/3Ba townhome with hot tub/ lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$149

Gorgeous apartment just minutes to Disney parks, Orlando Florida.

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Place to stay” I stayed at the Island Club for a period of 3 months and was very happy with my stay. It was quiet, and comfortable. I liked the layout of my condo which was on one floor. My family of 5 had plenty of room to enjoy. I also liked how there was a patio in back. It made it feel more like a home. We stayed on the top floor where there was vaulted ceilings and lots of windows in the front room. This made it feel more spacious and rich. The amenities were additionally nice as well. There were 2 different pools and jacuzzis, tennis court, clubhouse and work out room to enjoy. I also liked how you could park right up against your condo building. The location was very convieinent as well. It is close to all major attractions. 15 minutes from Disney - 25 from Universal and close to shopping, and restaurants. I would stay here again in a heart beat!

Match: Shared outdoor pool (heated)

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Price per night from

$125

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$115

Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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$132

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$149

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$132

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$171

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$252

Premium 4 BR - Free Wi-Fi, Geothermal Lazy River, Pool, Children's Area, Disney

Davenport hotel apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“very cozy and comfortable” Loved the resort, pool, lazy river. Great place to relax and come home too after a busy day at the parks.

Match: Shared outdoor pool (heated)

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Price per night from

$126

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

Match: Shared outdoor pool (heated)

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Price per night from

$205

DISNEY area Vacation Home at Regal Palms sleeps 9 w/Free WIFI

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Great place!” Loved the area, away from the traffic, very pleasant. Will stay again. Family enjoyed it. Great way to separate older kids.

Match: Shared outdoor pool (heated)

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$217

Amazing Disney Oasis Condo with Sauna and Gym

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated)

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Price per night from

$125

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$149

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: Shared outdoor pool (heated)

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Price per night from

$131

Luxury Disney Condo - 3bd / 2ba in Windsor Palms Resort

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful stay” Place is beautiful and really close to Disney. Kids loved everything about it. Will definitely be choosing this one again when we return.

Match: Shared outdoor pool (heated)

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Price per night from

$57

1 Bed Resort Suite #6, Only 2 Miles from

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$102

Responds fast! avg. 3 hours 10 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$287

Cozy townhome near pool and Disney World

Davenport townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$86

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$121

Disney themed villa/private pool/tub.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 3 hours 15 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$193

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated)

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Price per night from

$163

Stunning Home at Paradise Palms Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Shared outdoor pool (heated)

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Price per night from

$550

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Shared outdoor pool (heated)

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Price per night from

$265

Amazing Lake View Home near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$160

Match: Shared outdoor pool (heated)

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Price per night from

$189

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$137

Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

Match: Shared outdoor pool (heated)

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Price per night from

$114

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

Responds fast! avg. 3 hours 4 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$137

Themed Family Villa-5 Star Resort-Disney World

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 16 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$343

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: Shared outdoor pool (heated)

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Price per night from

$344

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$132

Your Disney Davenport Getaway!

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 6 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$138

Jenny's Disney Escape 5 miles from Disney!!

Reunion house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Wonderful home!” We can not say enough great things about this rental! The home is gorgeous, even nicer than pictured, the area is very quiet and safe, the drive to Disney is very convenient and the owner is wonderful! Every email I sent was answered right away by Jenny and she even checked in on us during the visit to make sure everything was ok! She even thought to include "essentials" that I didn't remember to buy. Our family will be staying here again (as soon as we save up for Disney again)! :0)

Responds fast! avg. 43 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$138

Upgraded 5-star Penthouse, Bahama Bay near Disney

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very comfortable stay - enjoyed every moment of it!” Very spacious accommodations. We stayed 2 families with little girls who were very anxious to see Disney World parks. The condo was perfect for our stay, we were just about 20 minutes from Magic Kingdom so we were there in a snap. The resort is beautiful and we can't wait to come back again. There are multiple swimming pools, one close to condo's building, another one - bigger and open until 10 pm - near the club house / reception. Another similar size pool at the restaurant area with little white sand beach, volleyball net and table tennis. Also we enjoyed playing tennis on the real hard court surface near reception, very good quality and with lighting. When you need a day off from visiting parks and all these crowds staying on the resort is the great option. Shopping is very close to the resort - 7 minutes drive to Walmart, so you could get anything you need, open 24 hours. We also recommend buying tickets to all attractions at the Walmart since there is a small discount vs buying at the gates. Overall - great experience, highly recommend to anyone. Will definitely come back again!

Match: Shared outdoor pool (heated)

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Price per night from

$227

Jenny's Disney Retreat 5 miles from Disney

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 43 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$115

*CLEAN - Afforable Townhome - 5 Miles from Disney*

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Exceptional” This place was beautiful... I’ve always booked hotel rooms when I go on vacations but never again will I book a hotel... this place had everything I could ask for and more my family and I were very pleased and satisfied.

Responds fast! avg. 39 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$115

Luxurious 3 Bedroom with Pool and Jacuzzi, near Disney

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean and secure.” Close to everything that we had planned. Loved the security. Nice pool and grounds. Quiet area ,well maintained.

Match: Shared outdoor pool (heated)

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Price per night from

$98

Wyndham's Bonnet Creek 2 BD/2BA Deluxe Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Bonnet Creek is our favorite resort in the entire area” Awesome stay as usual! The little extras are above and beyond any other place in the area. The live music, fun bartenders, games for the kids and outstanding accommodations, along with several pools, game rooms, grills etc. You couldn't ask for more in a resort

Responds fast! avg. 1 hour 31 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$163

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