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Vacation Rentals & House Rentals in Kissimmee

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59 house rentals

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer this is a pleasant surprise. The villa has a wonderful view from the pool area, watching the local wildlife with a cuppa in the early morning is a real treat . The pool area is also very private and not overlooked from either side. The only thing that could be improved is the air conditioning system could be left at a constant temperature as it could be hot and uncomfortable at night and ceiling fans were a bit noisy to leave on.

Responds fast! avg. 2 hours 24 minutes

Match: Private fishing lake or river

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Price per night from

$119

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$106

“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!!

Responds fast! avg. 3 hours 11 minutes

Match: Private fishing lake or river

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Price per night from

$160

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Wonderful Vacation Spot” The Retreat is a great place to stay with your family. The accommodations were well equipped, clean and a it's a great location. Brian is responsive and very nice to work with. I could not say anything bad about The Retreat.

Responds fast! avg. 3 hours 21 minutes

Match: Private fishing lake or river

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Price per night from

$172

Luxury Florida Family Villa With Private Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 5 minutes

Match: Private fishing lake or river

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Price per night from

$148

Hapimag Orlando - Lake Berkley Resort

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Very Pleasant” Excellent location. Access to shopping, restaurants, and other accommodations. Great amenities. Very good stay for my family. Will definitely stay again.

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Price per night from

$236

Quiet, Private Pool, Spacious Home, minutes to Disney

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Lovely location” This villa is in a superb location being slightly out in the countryside, for dining shopping and of course visiting the Disney parks. It is situated in a gated community which gave that added feeling of security. The estate is very well maintained and the Clubhouse an added entertainment with its own pool, and games room. It is also not that far to travel to either coast - the Gulf or the Atlantic side. We had a very pleasant stay in this spacious villa with pool. Although the pool is not heated, it was still very refreshing to relax in and was used daily after a hot morning playing the various "Crazy" golf courses which are littered around the area! Having said that, this 4 bedroom villa, could do with a little TLC. Access was simple and dealing with Willy and Pamel easy, as we did have a slight problem with the television (yes - on vacation) which was soon rectified with a quick phone call. All in all, we would certainly stay at this villa again.

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Price per night from

$135

BRIGHT AND LUXURIOUS LAKESIDE 7 BR/5.5 BA VILLA

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$219

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

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 56 minutes

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Price per night from

$243

❤️ Harry Potter Theme room Muggles will Love! 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!!

Responds fast! avg. 1 hour 20 minutes

Match: Private fishing lake or river

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Price per night from

$189

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Private fishing lake or river

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Price per night from

$189

Magic Lake Villa

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private fishing lake or river

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Price per night from

$172

Wow! SunriseDream,5 Bed Lakeside, 4 Miles 2 Disney

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Perfect, as seen on the pics” Was a great pleasure to be there and very helpful information from the owners side. Easy to book and friendly service. We will be back one day, for sure.

Responds fast! avg. 3 hours 56 minutes

Match: Private fishing lake or river

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Price per night from

$244

Disney Dream Villa

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

“Great Vacation Home” We love to stay at the home with our family very clean place it has a private pool, recreation area for kids and my kids loved it. We will love to stay this home again we recommend 100%

Responds fast! avg. 3 hours 35 minutes

Match: Private fishing lake or river

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Price per night from

$127

Immaculate, Minutes to Disney, Great Amenities!

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private fishing lake or river

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Price per night from

$112

A Lakeside Luxury

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

“Outstanding Villa in a beautiful surroundings.” We are a family of 5, stayed at the this Lakeside Luxury Villa for 9 weeks total. The house is so beautiful with all that is needed when staying with kids. Very spacious house and lots of things to do, table tennis, soccer game and Playstation game console where everybody can play. Giant TV with hundreds of satelite tv-channels. The pool area is simply fantastic, big south facing screen and large pool - sitting out there and watch the sunset is so lovely. We have rented lots of houes before in Florid and this is simply the best one we have rented. The house is close to supermarkets, mall, Disney and all kinds of activities and shopping. Do spare the words: This house is beautiful, with outstanding surroundings. Grade: 10 out of 10. Best Wishes for great stays. Stefan

Match: Private fishing lake or river

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Price per night from

$307

$80/nt,4BR 1900sqft townhome,lake view,Near Disney,Seaworld,Convention Center

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$106

DISNEY AREA LUXURY TOWNHOUSE LAKE BERKLEY RESORT

Kissimmee apartment

4 bedrooms / 4 bathrooms / sleeps 8

“Fantastic home to spend time with family!!” Condo was located near all Disney Parks,restaurants,also grocery stores.The resort has all the amenities you could want for a nice peaceful vacation! The condo we stayed in was well stocked with loads of bedding,towels and all cooking pots,pans dishes etc.and extremely clean! We had a wonderful time hanging out at the resort after visiting Disney World! A sincere thanks to owner Chuck for allowing us to stay in your home. Lake Berkley Resort is beautiful!

Match: Private fishing lake or river

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Price per night from

$118

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Match: Private fishing lake or river

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Price per night from

$112

Luxury 3 Bed Villa on gated community

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$126

Luxury SpaciousDisneyVilla, with lakeside view and large pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Perfect home away from home” This was a wonderful villa. Had enough room for everyone to have their alone time when needed. The pool and spa were great, it was nice to come home and relax in them after long day at theme parks. It is located in a great neighborhood. Enjoyed being able to go for a jog/walk without worrying about dogs or traffic because it is a well maintained area with plenty of sidewalks. I was traveling with my adult sons and their girlfriends and they thought it was great that they got to see the resident alligator named Dave. They also enjoyed the game room, esp. pool table. The villa itself was very clean and well maintained . Would not hesitate to rent again if I come back to Orlando

Responds fast! avg. 1 hour 19 minutes

Match: Private fishing lake or river

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Price per night from

$160

Stunning Lake View House 2mls to Disney,games room

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Superb orlando villa - fantastic family home away from home” This was our first ever booking with HomeAway/VRBO and we were immediately drawn by the description, photos and other reviews on the site for Lakeview House. We decided to go for it (a family of 3 adults, 2 children) and the booking process was seamless - Derek, the owner, was in constant touch and with very useful information ahead of arrival. Although our flight from the UK had a bit of a glitch (meaning we arrived in the dead of night) we found the place without issue. There is always a nagging doubt with 'owner direct' type sites that pictures can be taken to flatter, or camera angles used to conceal. However, this is completely without warrant in this case and I can categorically guarantee that what you see in the pictures is absolutely what you get in real life! Think that wonderful vista over the lake behind Mickey and Minnie framing the fountain is an illusion? Absolutely not, it's that fantastic. Think the pictures of the pool and spa look too good to be true? Well believe it, we enjoyed them to the full. Games room really that capable? Oh yes, my son and I enjoyed the pool table and the air hockey immensely. This villa was perfect, and as travellers a long way from home, it was a joy to stay in. Location was excellent - to the west end of the '192' so great for driving to the parks and in a quiet and tidy residential street. As there is no-one immediately to the right of this villa (there's a small 'inlet' from the lake) there is a 'semi-detached' feel to it which adds to the sense of open-ness and space when out the back. Facilities were superb, kitchen well appointed, TVs everywhere. Missing 'ice hockey' pucks were spotted before we arrived and dealt with proactively - this villa is clearly well managed and Derek gave us a ring mid-stay to check everything was ok. Beds were comfy and air con and fans meant the villa was always a welcome and refreshing haven at the end of tough day in the parks. It was an intense two weeks for us as a family, as we were doing the Disney and Universal 'thing' to the max but the villa was everything we hoped for and more. We whole-heartedly recommend this villa either as a base for doing the Orlando 'Madness' or simply as somewhere to stay 24/7 and soak up the sun quietly. We will certainly return, God-willing, and if you're reading this and tempted to book, go ahead and bon vacances! Thanks you Derek and Julie for sharing your home with us. Ali & Helen, South Wales, UK

Responds fast! avg. 1 hour 34 minutes

Match: Private fishing lake or river

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Price per night from

$176

Fantastic Vacation Home on Candy Palm Rd at Paradise Palms

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$128

Fantastic Kissimmee Home and only 20 min

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Wonderful Townhouse” My husband and I stayed for 3 weeks in June/July. Townhouse is gorgeous and very comfortable. The community clubhouse was great. We loved using the pool almost daily. We were happily surprised to find added amenities in case you had children or grandchildren. TV control was tricky to figure out at first and shower water temperature can be inconsistent, but overall we had a marvelous stay and would definitely stay here again!

Responds fast! avg. 1 hour 58 minutes

Match: Private fishing lake or river

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Price per night from

$65

Calla Lily Villa Stunning Orlando Lake View Home

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 52 minutes

Match: Private fishing lake or river

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Price per night from

$187

Disney Lakeside Villa with WiFi and a Pool, Kissimmee

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$140

Gorgeous Vacation Home with WiFi, on Yellow Lantana Ln

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 35 minutes

Match: Private fishing lake or river

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Price per night from

$161

Great facilities, high specification, modern, fantastic location, Private villa

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$138

Luxurious 5 Bedroom / 3 Bathroom Villa at Lake Berkley - Southern Exposure!

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 26 minutes

Match: Private fishing lake or river

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Price per night from

$228

Trip Advisor - Award Winning Villa for Three Years.

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 22

“Perfect Disney family holiday home base” I spent a lot of time reading reviews of dozens of different houses in the Orlando area planning my family’s Big Disney Holiday before settling on Alan’s house in Kissimmee. We were not disappointed! My family of nine people, including 3 kids arrived and were truly blown away at the size (much larger than we needed in reality, but that was no bad thing), appearance, location and facilities of this house. It’s really hard to fault. Fastidiously clean, heated pool (which the kids made full use of every day!), serenely quiet neighbourhood and a beautiful south-facing outlook over a lake. On top of than that, it really is about a 10 minute drive to any park in Disney and whatever restaurant and store you could want/need within a few minutes of the house. The agency taking care of the house were super responsive too - A beeping smoke alarm had its battery replaced within 20 minutes of my making a phone call. In short, we all had a wonderful holiday thanks in no small part to Alan & Joye’s house. We’d love to go back and do it all again.

Match: Private fishing lake or river

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Price per night from

$530

Scenic & Safe Family Lake Berkley Resort 5 Bedroom Villa, Private Heated Pool

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Match: Private fishing lake or river

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Price per night from

$207

Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$165

Great rentals within 20 miles that match your search

Newly Updated-Lindfields Villa, Minutes from Disney, Private Screened in Pool

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private fishing lake or river

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Price per night from

$130

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Match: Private fishing lake or river

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Price per night from

$295

Villa Twinkle Executive Vacation Home

Haines City villa

5 bedrooms / 5 bathrooms / sleeps 12

Match: Private fishing lake or river

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Price per night from

$142

Minniehaha Villa

Haines City villa

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$144

Lakefront Cottage - Orlando - Baldwin Park

Orlando cottage

1 bedroom / 1 bathroom / sleeps 2

“100% worth a visit. Nice accomondation,great view, super friendl” We have stayed one week and visted Orlando. Was a awesome stay. I can definately recoment this place. I would come back anytime.

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$107

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!

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Price per night from

$124

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