Maitland Rentals

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494 Houses

20 mins to Disney, Immaculate 6 Bed, Private Pool

Clermont villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Horse riding

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Price per night from

$218

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: Horse riding

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Price per night from

$132

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: Horse riding

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Price per night from

$111

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: Horse riding

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Price per night from

$161

Ninovan on the Shore, A river retreat with history

Sanford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$378

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked neighborhood daily and it was very safe, neighbors would wave hello. Robert was very helpful and truthful about everything he described about his home , we will definitely rent again!!

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Price per night from

$259

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: Horse riding

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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

Match: Horse riding

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Price per night from

$337

Royal Disney Villa Just 10 minutes from Disney

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great” Comfortable, clean, spacious, very good Thank you

Match: Horse riding

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Price per night from

$159

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Price per night from

$171

Floating Cottage . . .afloat on the St. Johns River in Florida

Sanford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Horse riding

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Price per night from

$190

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$163

Beautiful Sugar Loaf Mountain House on 5 acres

Clermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$252

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: Horse riding

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Price per night from

$1,985

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Horse riding

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Price per night from

$265

VILLA ORLANDO JOY

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$203

♥EEV♥ Relax in the HOT TUB & Private Pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect short stay!” This house felt just like home with a few perks! It was comfortable, spacious and I loved the decorations and feel to the house. The pool was good, but the perfect plus was the jacuzzi! Everything was ready and perfect upon arrival to the property, and we were sad to go when our weekend vacation to Disney World was over. We'd love to rent this property for a longer vacation as it was exactly what we needed. Thank you!

Match: Horse riding

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Price per night from

$114

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding

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Price per night from

$137

“Beautiful Villa” What a brilliant holiday we had in one of Ellis Exclusive Villa's last summer. Lisa, our contact was absolutely brilliant from start to finish. She provided a fantastic welcome pack which included all the essentials we needed to get our holiday off to a flying start, even a lovely bottle of wine. The villa was spotless on arrival, plenty of bedding and towels were provided and the quality of the overall product was second to none. Located close to excellent local amenities and attractions it was a perfect base for our holiday. We loved it so much we have booked to go back summer 2014.

Match: Horse riding

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Price per night from

$220

Disney, Universal, Beaches, Golf, New Rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding

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Price per night from

$218

Paradise Found Kissimee Rental

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Lovely Get-away” We were very pleased with this house. The split floor plan was a nice plus and my husband and I loved the master suite with our own bathroom and walk-in closet. The kitchen was large and fully equipped. We liked the smaller table in the kitchen which is where we played cards and games. It was also nice to have a large dining table so our whole group could eat together. The setting is beautiful, having the lake view out the back. This was a wonderful home base for our family while in Florida for our son’s wedding!

Match: Horse riding

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Price per night from

$189

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Price per night from

$337

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

Match: Horse riding

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Price per night from

$1,295

⭐⭐⭐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: Horse riding

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Price per night from

$281

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: Horse riding

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Price per night from

$132

Camper Standing 30 Ft Travel Trailer

Clermont caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$81

Disney Area Villa in gated Aviana Resort

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Mrs” This rental was clean and neat. It had great amenities and my kids love the pool and spa. The play room in the garage made it perfect for my kids when they ran out of energy from the pool. The staff was friendly and helpful. I would defiantly recommend this unit to anyone.

Responds fast! avg. 3 hours 28 minutes

Match: Horse riding

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Price per night from

$172

Your Disney Davenport Getaway!

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 6 minutes

Match: Horse riding

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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: Horse riding

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Price per night from

$228

Jenny's Disney Retreat 5 miles from Disney

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 43 minutes

Match: Horse riding

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Price per night from

$115

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Horse riding

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Price per night from

$327

Colonial type Villa in a beautiful setting.

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near shopping and it didn't take us long to drive to the attractions. All in all we all enjoyed our stay in this very comfortable home. Thank you Paddy.

Match: Horse riding

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Price per night from

$224

5 Star Luxury Resort Condo

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$137

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Match: Horse riding

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Price per night from

$253

Terrace Ridge condo ideal for Disney and I4

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“AMAZING Condo!” This was by far, hands down, the best place to stay! This condo is set up well, decorated adorably and fully equipped with anything you can imagine you would need. The kitchen is completely stocked with any cookware or gadget you may need. I highly recommend this condo. It was much closer to all of the Disney parks than I expected it to be.

Match: Horse riding

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Price per night from

$126

Roughtallys Villa

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

“HOME away from HOME” This property has everything you need for your stay just take your clothes. Property is spacious and well kept. I highly recommend it.

Match: Horse riding

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Price per night from

$316

4 Bedroom Villa 2 Miles from Disney Entrance

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$138

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Price per night from

$117

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