Maitland Rentals

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1,809 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: Games room

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Price per night from

$150

The Charming Mickey's Tree House,

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Mickey Mouse Hut” Wonderful home. Everything you need for a home away from home. Pool was awesome. More than enough pool towels to use. Home was very spacious. Only complaint I had was it was not enough cookware to use to cook meals enough for a large group. Other than that small gesture, I give it 5 stars. Thanks for letting us share another vacation in Florida in your home.

Responds fast! avg. 2 hours 46 minutes

Match: Games room

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Price per night from

$123

20 mins to Disney, Immaculate 6 Bed, Private Pool

Clermont villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$218

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: Games room

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Price per night from

$125

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

Match: Games room

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Price per night from

$121

Caledonia Lodge - fabulous 5 bed villa nr Reunion

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Love it” me and my family loved this place,kids love the pool me and my wife loved the game room,for peace and quiteand my dauthers love all the space they had.

Responds fast! avg. 1 hour 17 minutes

Match: Games room

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Price per night from

$161

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: Games room

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Price per night from

$132

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next year.

Match: Games room

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Price per night from

$92

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Price per night from

$287

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: Games room

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Price per night from

$138

3 bedroom home private pool near Disney I4 & shops

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Supervisor” It was really nice. We stayed for three nights and we enjoyed it. It was close to the parks, to publix, restaurants, and gas stations. Only one negative was that there were no phone signal.

Responds fast! avg. 44 minutes

Match: Games room

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Price per night from

$121

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: Games room

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Price per night from

$132

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

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Price per night from

$207

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$213

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$171

Sweetbay Villa

Clermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great home.” Everything was as pictured. Clean and quiet area close to many restaurants and shopping. Owner was easy to work with and responsive.

Match: Games room

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Price per night from

$207

Disney Pool Home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$218

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

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Games room

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Price per night from

$253

Watersong Resort | Pool & Spa | Games Room 338

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Games room

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Price per night from

$120

9 Br/6 Ba luxurious Pool House from $380/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 1 hour 27 minutes

Match: Games room

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Price per night from

$345

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Games room

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Price per night from

$136

Amazing house near Walt Disney [UPGRADED!]

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Excellent” Amazing resort! Very clean, comfortable would definitely stay here again! Sandra was also very nice great communication!

Responds fast! avg. 28 minutes

Match: Games room

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Price per night from

$144

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

Match: Games room

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Price per night from

$111

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: Games room

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Price per night from

$206

8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 1 hour 27 minutes

Match: Games room

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Price per night from

$345

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: Games room

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Price per night from

$217

Spacious Disney pool home w/ Spa, near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“PERFECT FAMILY VILLA!” This villa is HUGE and gorgeous! We were traveling with a large family and with 7 bedrooms and 9 beds plus a crib in the master there is more than enough room for your whole family to enjoy a get away! There are 2 rooms located down stairs so if anyone is disabled they can use these rooms. This home is beautifully decorated and so comfortable for us. We thoroughly enjoyed the screened in private pool -with a bathroom entrance right off the pool area! We felt very safe in the community this villa is in and the area surrounding it. Champions Gate is a gorgeous little community with everything you need within 10 minutes. We were visiting Disney and found this villa a wonderful option to staying in the parks. It took us 15 minutes to get to any park and we always parked and loaded a tram quickly and went right to the door. I don't know why people have always convinced me staying of property would be such a hassle..it was no hassle at all! A lovely bonus to this villa was an ice cream truck driver lives right down the street and hits the neighborhood 2 times a day. The kids LOVED that! The home came with all the comforts needed to make us feel at home. Including pool toys, 2 high chairs, iron/ironing board, hair dryers, big beach towels, bath towels and rags, kitchen towels and all the cooking utensils and appliances needed for cooking meals. We did have a dilemma with an odd shape staircase that our child gate would not fit and a toddler but we just moved a couch to block the entry from the livingroom to the front area and that worked well. The home is tiled so it was easy to keep the floors clean. The beds were comfortable and the pillows were mixtures of full and flat to suit all preferences. The home smelled nice and did not have the mild moldy smell many FL homes can have from the high humidity in the area. The owners were a pleasure to work with, very accommodating, helpful and prompt to answer my silly questions about where items in the house were and how to work locks etc We will for sure stay here the next time we visit orlando area. This villa felt like home and was hard to leave. It truly is so comfortable and I am a hard one to please! If you are reading this and considering this home...seriously do not continue your search. There is so much that can go wrong when renting homes on vacations. But this one does everything right!

Match: Games room

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Price per night from

$213

Poolsidevilla Glenbrook Rolling Green Dr CLERMONT

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Relaxing Stay with family in condo” we had a relaxing stay at the condo mainly the kids had good time in the heated pool and game room. Condo had all the amenities exactly stated in the ad and looked same as in the pictures. It is closer to the Disney World parks. It had walmart and other shopping area within few miles.It was easy check-in and check-out and well managed.Looking forward to stay again sometime this year.

Match: Games room

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Price per night from

$161

Terra Verde Resot-6BR-4 Masters- Pool- Spa-GameRoom-Free Wifi-Near Disney

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 50 minutes

Match: Games room

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Price per night from

$253

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: Games room

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Price per night from

$190

Morningstar Villa Just 8 miles from Disney Orlando

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$218

“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

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Price per night from

$150

Reserve at Town Center Lake View Disney Villa with free Wi-Fi and Netflix

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 7 minutes

Match: Games room

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Price per night from

$132

Luxury Lakeside House with private solar heated pool and spa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

“Very nice.” We had a great time. The house was clean, accommodations were very nice. The kitchen light started to burn out. One call & it was fixed quickly. We would go back.

Responds fast! avg. 3 hours 25 minutes

Match: Games room

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Price per night from

$160

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$337

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: Games room

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Price per night from

$131

Luxury 3 Bedroom Lock-Off Condo in Orlando

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

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Price per night from

$214

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$287

Viewing 38 of 1,809
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