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Kissimmee Vacation Rentals

(204 rentals)
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida, is an upscale community just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed townhome that has been designed and decorated to provide you and your family...

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Featured review

"Orlando family trip 2024"

Very nice home. No issues, lots of room to spread out and three master bedrooms was nice for our family. Took a while to figure out light switche's and locks bit not a big deal.

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$183
avg per night
Kissimmee Villa
Sleeps 26, 9 bedrooms, 10 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate...

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Featured review

"A Christmas To Remember"

My Family and I So Enjoyed This Beautiful Mansion For The Week Of Christmas. The Entry/Foyer was decorated with a beautiful tall Christmas Tree. As well as Christmas Decor around the house. Which was an...

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$970
avg per night
Kissimmee House
Sleeps 30, 15 bedrooms, 14 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Veranda Palms Resort - Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...

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$795
avg per night
Kissimmee Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 5 miles to Disneyworld and Disney Springs

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Holiday season in Kisimmee"

Excellent vacation in Florida Sunsations. Condo is close to main attractions , restaurants and airport. Excellent communication with owner Barry Paulus. Will return next year.

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$99
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

You can also view our 5 stars reviews on Airbnb Please ask for details.Reunion Resort is the home to many multiple custom million dollar homes. It is not your standard rental community. This is home to many residents.Our beautiful 3000sq 5 Bed, 4 Bathroom home is located on a generous corner...

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Featured review

"Lovely home"

My family enjoyed staying in this lovely home while visiting Disney. While it was a bit of a drive away from all the parks, it was in a quiet, gated community with an on site pool and small hot tub. There...

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$216
avg per night

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Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful 5 bedroom house is located in Crystal cove gated community. Perfect vacation home for families with small children or large groups. This vacation villa offers a sunny private pool, relaxing spa overlooking the lake. There are 2 master suites, private pool, community pool / gym. Pool...

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$233
avg per night
New
Kissimmee Villa
Sleeps 16, 8 bedrooms, 6 bathrooms

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

We have updated our rates and have some great savings for May and June. Message for further details. We are also offering free spa heat!! Some wonder what makes your Disney vacation memorable? Look no further, we can ensure you have the best vacation in Central Florida. We have owned a vacation rental...

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$325
avg per night
New
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury 6 bedroom 5 bathroom Brentwood villa with a south facing pool and jacuzzi with extended pool deck.Pool heat provided complimentary during colder months, barbecue and heat to the hot tub provided all year round.The villa is continually updated each time we visit from the UK, since October...

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$355
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

⭐Perfect Family Destination ⭐Best lania/pool ⭐Minutes to Disney/Attractions/Conveniences ⭐ Fun/Clean/ComfortableThis is a fantastic house for family getaways! Enjoy the Food and Wine Festivals. Mickey's Not So Scary Halloween Party, Unforgettable Disney Christmas celebration, and everything...

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Featured review

"Amazing holiday stay"

This villa was absolutely fantastic, we had a brilliant time staying here on our holiday. The location was ideal for frequent trips to Disney as well as close to many shops and restaurants. The host Jeanne...

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$351
avg per night
Kissimmee House
Sleeps 18, 6 bedrooms, 5.5 bathrooms
61 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Some of the best features of this house from more than 300 5-star Guest Reviews • Beautiful Vinyl Plank Flooring in all bedrooms, halls and on the steps • Less than a 4-mile drive to Disney World’s Animal Kingdom Theme Park • Two leather couches with a total of 4 power reclining...

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Featured review

"Great House!"

John’s house was perfect for our spring break with our kids and grandkids. The house was very clean. The kitchen is well supplied with utensils and appliances to be able to eat in. The pool area was large....

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$134
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 6 bathrooms
2 reviews

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...

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Featured review

"Great home"

This was a awesome place we really enjoyed the time we spent there. My kids must have message mr. Charles a thousand times but he had a wonderful home. Nicely decorated huge kitchen, even though i forgot...

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$237
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 6 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES**. (Please note - there is no landline in the home). Your relaxing home from home. 15 minutes to Disney. Located on a gated community.Sleeps a maximum 10 guests, with a maximum of 8 guests over the age of 14 years old.As you enter our...

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Featured review

"Great Location"

The house was very nice. We enjoyed the pool, spa and game room. Very close to Disney. Great place to stay on vacation. Highly recommended.

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$198
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 4 miles to Disney Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Looking for the Perfect Vacation spot near the Magic? Our 4 Bedroom, 3 Bathroom Disney-Themed Condo in Kissimmee, FL is your Dream Getaway! ️ Sleeps up to 8 Only 4 miles from Disney Park Entrance Lakefront views for serene Mornings & Magical Evenings Fully equipped Kitchen – Perfect...

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New
Kissimmee House
Sleeps 9, 4 bedrooms, 2 bathrooms

Distance to park: 15 miles to Disney World Resort

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This beautiful house is located in a residential neighborhood. It is conveniently located closed to major highways, shops and restaurants. It is located about 20-minutes from Disney World Resort.This 4-bedrooms 2-bathroom home has everything you need, WIFI, TVs, fully equipped kitchen, laundry machines,...

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$112
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 5 bathrooms
6 reviews

Distance to park: 7 miles to Disney Magic Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

* Gated and Guarded Resort 7 -10 minutes to Disney * Stunning Lake Views from Enclosed Pool Deck * Pool with 24 Hour Spa on Over ride - Handrails * Lots of Baby Equipment - Free to Use * 2 Lounges - Leather sofas * Game Room Disney Themed -Air conditioned - Slate Bed Pool Table *New Gaming Station...

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Featured review

"Great place to stay"

Our family of 10 rented this property. The host was unbelievable and assisted us every step of the way. The property is clean and neat with everything you could need. Its location is excellent for the parks....

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$254
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 2 miles to Fun Spot America Theme Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...

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Featured review

"Great Vacation Home"

We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...

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$121
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This luxury villa is perfectly located on the exclusive Emerald Island Resort community less than 3 miles from Walt Disney World, Florida. The property has 7 bedrooms two of which are master bedrooms with en suite bathrooms and a further two and a half bathrooms.This stunning elegant and spacious...

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Featured review

"Lovely stay"

Katrina has been incredible from start to finish with our booking. We had some issues prior to our stay (because of Vrbo) that Katrina did her best to sort for us as quickly as possible. She helped make...

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$157
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to park: 7 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our Florida villa, the Lake House at Sunset Lakes. The Lake House at Sunset Lakes is an upscale rental villa in the greater Orlando Florida area, minutes away from Disney’s Magic Kingdom and theme parks, your choice of fine golf courses and many other attractions. This four bedroom house...

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Featured review

"Perfect"

I am a senior , my first time searching for a place ...I was a bit nervous. I was bringing my son, daughter in law and my 7 year old granddaughter for her birthday ...Jane's place took all the pressure...

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$201
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Sol - Orlando is located in a scenic residential area, approximately 15 minutes from the Orlando International Airport. The area is surrounded by large 100-year-old oak trees and is located near East Lake Toho, one of Orlando's largest lakes. There is a Walmart Neighborhood Grocery store and...

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Featured review

"Open space, perfect for entertaining and gathering."

Property is very nice and well maintained. Space is very accommodating for large families. Well enjoyed!

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$149
avg per night
Kissimmee Townhome
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

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Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

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$119
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 5.5 bathrooms
5 reviews

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Themed Villa Retreat Near Disney – Sleeps 16! - 20 minutes to Disney - 30 minutes to Universal Studios - 25 minutes to SeaWorldGet ready for the ultimate vacation at this fun-filled 7-bedroom, 5.5-bathroom villa, perfect for family and friends! Featuring a private south-facing pool &...

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Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays.This luxurious private home...

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Featured review

"Excellent Place to stay"

We had a wonderful stay! The place was very comfortable, well-equipped with all the amenities we needed, and perfectly located. It’s close to Disneyland and other major attractions, with Walmart and gas...

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$132
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...

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$141
avg per night
Kissimmee Bungalow
Sleeps 9, 4 bedrooms, 3 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Amazing Villa near Universal Studios and 15 Minutes from Disney with Large Private Pool, Game Room and Free Wifi. LCD TVs and Game Room in the villa complement the upscale furnishings and large pool included in the villa. There is plenty of space to spread out with 4 bedrooms and 3 bathrooms.Welcome...

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Featured review

"Suited our needs"

We had 2 weeks here with our daughter, it suited our needs well It was clean and bright, with everything we needed, my husband and myself had an en suite and so did our daughter, we were delighted with...

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$124
avg per night
Kissimmee House
Sleeps 17, 8 bedrooms, 6 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

YOUR FLORIDA OASIS AWAITS! This gorgeous villa is NEWLY UPDATED for your Kissimmee Disney Vacation Rental. Located in the gated Windsor at Westside Resort, with 8 bedrooms, 6 bathrooms there is plenty of room to sleep 17 guests! Enjoy your own private pool with privacy curtains (a rare feature in this...

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Featured review

"Five star all the way!"

LOVE THIS HOUSE! This villa was exactly as described - private, luxurious and with all the amenities you could ask for. I was one of the first renters with the new owners and I can’t wait to get back!...

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$350
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
1 review

Distance to park: 8 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Great House for my family"

Husband and I rented this home for us and our family (total of 13 people). The home was very close to Disney and worked great for us. We had plenty of room and it was very clean.The only issue we...

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$219
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Veranda Palms Resort- Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Communication was bad"

The house is spacious and worked well for our large family of 10. We had to buy a frying pan and pans, because everything stuck to theirs. They could do some upgrading with the kitchen utensils. Communications...

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$141
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

5 star property! Reviews say it all!You will be delighted by the great combination of lux comfort and Disney theming for the whole family! Located in the upscale Emerald Island Resort gated community, our newly remodeled home is a welcome oasis to return to after a long day enjoying the parks. Relax...

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Featured review

"Where to even start!!!"

Whenever we travel, I read reviews. Some reviews you wonder about because no two people seem to see it the same way. However with this house everyone seemed to love it and after staying there I can see...

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$351
avg per night
Kissimmee House
Sleeps 11, 4 bedrooms, 3.5 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your perfect getaway inside the Reunion Resort; close to all Disney or Universal parks, malls and in the heart of Kissimmee. Enter this well presented four-bedroom, three & half-bathroom pool & spa villa, which has been carefully designed to provide comfort, fun, and relaxation for...

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Featured review

"Stunning villa"

Let me start by saying location was Ok.South of I-4 not so good. Traffic very bad to theme park near I-4. Gated community nice. Guards were very nice and pleasant. Now for the Villa. Villa was beautiful.Entry...

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$160
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida is an upscale community just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance...

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$296
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 3 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Great location - fabulous pool area South West Facing - Fully Fenced Area

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Featured review

"Total Relaxation"

Exactly what I was looking for. Great location.Definitely not 1 of those show homes that you are afraid to do anything in. This villa is so Homely and Comfortable with Everything you'll need throughout...

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$137
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
17 reviews

Distance to park: 3 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Magical Dreams come true in this newly renovated home. Beach and Coastal themed Villa, throughout with something for everyone. We recently renovated the entire home with paint, inside and out, landscaping and decor. Come relax and unwind and enjoy our slice of paradise. The property offers a south...

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Featured review

"Kissimmee Villa (Sept - Oct 2025 = 3 Weeks)"

Overall - perfect location, lovely villa / home, great pool and jacuzzi, everything we wanted and needed! A+A shaky start on arrival with an air conditioning issue, but sorted within a few hours and...

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$140
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 3 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for...

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Featured review

"A home away home"

The house was lovely and very clean. We were able to relax enjoyed our stay. The pool was also very clean and there were lots of chairs to lay on as well as a table and chairs to have cup of coffee...

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$101
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

We welcome you to our beautiful professionally decorated and furnished 3 Bed, 2 Bath Villa located at Highlands Reserve. Have your vacation here in comfort and relaxation with air conditioning throughout.Your villa overlooks the golf course.Full air con and hi-speed WiFi throughout.The spacious...

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Featured review

"Perfect serene environment"

My family and I thoroughly enjoyed our stay at the villa. It’s truly one of the best private rental properties in Florida, and we would rate it over 100%!

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$140
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Recommend it"

Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks

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$157
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

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Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

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Kissimmee House
Sleeps 9, 4 bedrooms, 2.5 bathrooms
14 reviews

Distance to park: 6 miles to Disneyworld

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Our villa is modern style furnished, has everything you would expect in a holiday home, 4 bedrooms, 2 with king-size beds, 1 with single bed´s, 1 with triple bunk bed all with private TV. 2 bathrooms, 1 guest toilet, fully equipped kitchen, etc. with ceran stove, fridge, oven, microwave, coffee...

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Featured review

"Florida Vacation Home"

My family and I stayed in this lovely home in Kissimmee the first 2 weeks of June, 2026. The house was spectacular from the first step inside until we departed 2 weeks later. The decorations were spectacular...

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$139
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Distance to park: 5 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine coming home at the end of an exhilarating day at the parks... You grab a refreshing drink, relax in the poolside living area and reminisce about all you did that day.Memories made, job done!Serendipity offers all the comforts you dreamed of putting on your wish List:Private Fenced...

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Featured review

"Complete PRIVACY & The WARMEST Pool ️"

️BOOKED May 21-25️️This was our 10th VACA home rental (Cali, TN & FL) and without a doubt, Sarah is 1 of our FAVS as she is an exceptional host and it was our pleasure working with her. Her level...

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$269
avg per night
New
Kissimmee Townhome
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Steps Away from the MagicFully renovated and thoughtfully designed, Starlight Vacation Home offers a warm, comfortable, and unforgettable stay for the whole family. Every space has been created to deliver a true “home away from home” feeling, where relaxation and lasting memories come...

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$157
avg per night
Kissimmee Villa
Sleeps 15, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Start your magical vacation here! Step into Wishing Star Haven, where Disney dreams meet luxury—just 10 minutes from the parks! Designed for families and groups who love both adventure and relaxation, this villa is packed with magic and comfort6BR w/ themed Minions, Avatar & Guardians +...

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$678
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
10 reviews

Distance to park: 5 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access.You'll find all the comforts of home including a private pool, flat screen HDTVs, XBOX 360 and N64,...

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Featured review

"Great Location"

We had an excellent stay during our time at this location. It was close to everything that we needed and wanted to do. The pool heat was perfect for the kids to swim in and the house had everything we needed...

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$225
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
18 reviews

Distance to park: 3 miles to Disney World Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious 7-Bedroom Orlando Vacation Home – Perfect for Families & Large Groups! Bring the whole family to this huge 7-bedroom, 4.5-bath vacation rental just minutes from Orlando’s world-famous attractions! Comfortably accommodating up to 14 guests, this home is ideal for family reunions,...

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Featured review

"Best home away from home rental"

This was truly a Dream Come True Rental. Very clean , no surprises every thing just advertised. I'm setting up another stay now and hopefully yearly stays going forward.

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$222
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Modern 3-Bedroom Townhome – Near Disney!Enjoy the best of Orlando in this spacious and cozy home just minutes from Disney! Located in a gated community right next to the new Dollar Tree in Kissimmee, our home comfortably sleeps up to 8 guests.Bedrooms:Suite 1: King bed + private bathroomSuite...

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$139
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 6 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Vacation in style with this luxurious family-friendly villa with your very own pool, spa and lake view. Family games room.The villa is located on the 5 Star safe gated Bella Vida Resort in the heart of Kissimmee, close to shops, restaurants and bars, and is only 15 minutes from Disney.Offering...

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Featured review

"Beautiful"

Beautiful home and spacious with all the things you would need to enjoy your stay . After out all day come back and relax in the roomy and comfortable home.The weather did't pan out while we were there...

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$260
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your ultimate themed vacation experience in the heart of Kissimmee, Florida! Prepare to embark on an extraordinary journey as you step into this spectacular 6-bedroom, 4-bathroom house in the prestigious Windsor Hills community. This newly listed paradise has been meticulously designed to immerse...

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Featured review

"Amazing"

This was an amazing experience for my kids and I. I would definitely choose again!!!!!!!!!!!!!!!!!!!

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$271
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 4 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our stunning, larger than average, 5 Bed 4 Bathroom villa with a beautiful view of the conservation area at the rear as background of our private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard.The villa is located just off US 192...

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Featured review

"Fabulous Villa on Bellavida Resort"

All I can say is fabulous, the villa was everything you promised and more, absolutely superb. Cleaning was done to a high standard throughout. Pool was enjoyed by all, multi coloured pool light at night...

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$160
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"Exceeded expectations"

Beautiful home with every amenity possible from tp, paper towels, dishwashing pods, Mickey themed crock pot, waffle maker, every piece of cookware and utensils you could ever want, Keurig w/pods, traditional...

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$146
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 6 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Introducing 101 Happy Memories Florida Villa, your gateway to unforgettable vacations in the heart of Formosa Gardens, just minutes from the enchantment of Disney World!Step into luxury with our private heated pool and spa, perfect for unwinding after a day of adventure. Thrill-seekers will love our...

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Featured review

"2nd time still a charm"

We enjoyed a stay here 3 years ago and we lucky enough to find it available again in 2024. We can't say enough except that the property was somehow even an improvement over the 1st time. This is a great...

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$300
avg per night
Kissimmee Villa
Sleeps 14, 0 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort close to Disney and Universal Studios. The ground floor of this villa is an open concept with a living area featuring a 65" Smart 4k tv. The granite countertop kitchen boasts all new 2022 stainless appliances....

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$250
avg per night
Kissimmee Townhome
Sleeps 9, 3 bedrooms, 3 bathrooms
15 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

**The private pool is not heated unless requested by the guest. Pool heating is available for an additional fee of $10.00 per day. Pool heating must be arranged and paid for prior to arrival.***Minimum rental age is 25 years old (exception for married couples and active duty military) *Pets are not...

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Featured review

"FANTASTIC property!"

This is the place to stay! This rental truly felt like a home away from home. It was a short drive to countless restaurants and shopping...location is perfect! If you're going to Disney, you'll only...

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$136
avg per night
Full map
Map

Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
9032°  7021°
JUNE
9233°  7222°
JULY
9233°  7222°
AUGUST
9032°  7122°
SEPTEMBER
8429°  6518°
OCTOBER
7926°  5714°
NOVEMBER
7323°  5010°
DECEMBER

FAQ

Proximity to Attractions

How close are Kissimmee rentals to the main entrance of Walt Disney World versus Orlando rentals?

Some Kissimmee vacation rentals are only 12 miles from Walt Disney World. Orlando rentals are a little further away from the amusement park at around 20 miles.

What is the average drive time from Kissimmee to Universal Studios or SeaWorld?

The average drive time from Kissimmee to Universal Studios is 23 minutes, while the average drive to SeaWorld takes 25 minutes.

Are there Kissimmee communities that offer shuttle services to the theme parks?

Yes. Encore Resort Condo, Wyndham Bonnet Creek Resort Condo, and Champions Gate Condo are some of Kissimmee’s vacation rentals offering shuttle service to Walt Disney World, Universal Studios, SeaWorld, and other attractions.

How bad is the traffic on US-192 or I-4 when driving from Kissimmee to the parks?

Both US-192 and I-4 are busy roadways leading to the parks. Traffic is heavier or lighter depending on the day of the week and the time of day. Weekday mornings, early evenings, and Saturdays are especially crowded.

Property Type & Communities

What are the most popular resort communities in Kissimmee (e.g., Reunion, ChampionsGate, Windsor Hills)?

Champions Gate, Reunion, Emerald Island, Windsor Hills, and Indian Creek are all popular resort communities in Kissimmee.

What kind of exclusive amenities do these large resort communities offer?

Some exclusive amenities include a clubhouse, tennis courts, a fitness center, a movie theater, a sauna, and a marketplace to purchase food.

Is it better to stay in a large resort or a smaller, non-gated community in Kissimmee?

The answer depends on your preferences. A smaller, non-gated community in Kissimmee offers fewer amenities than a large resort but still has a collection of fun activities nearby.

What are the main differences between staying in Kissimmee versus staying in Orlando?

Orlando is a large, bustling city full of restaurants, shops, and attractions, while Kissimmee is less crowded with a more family-friendly atmosphere. Though both cities are close to the major parks, Kissimmee is closer to Disney World, whereas Orlando is closer to Universal Studios.

Amenities & Features

What size homes are typically available for rent in Kissimmee?

The typical Kissimmee vacation home has four bedrooms and ranges from 1,980 to 2,000 square feet.

Do most house rentals come with a private, screened-in pool and lanai?

Though most house rentals come with a private, screened-in swimming pool, not all of them have a lanai.

Are multi-generational homes with multiple master suites common?

Yes, multiple master suites are common in Kissimmee vacation homes for rent.

What are some unique amenities to look for in Kissimmee homes, like private movie theaters or elaborate game rooms?

Check listings for unique amenities in Kissimmee house rentals such as EV chargers, gardens, balconies, ping pong tables, pool tables, game rooms, and heated pools.

Booking & Cost

Is it generally more affordable to rent a large house in Kissimmee compared to a similar one in Orlando?

Yes, when comparing similar homes in these two Florida cities, Kissimmee house rentals are the more affordable option.

What are the typical resort fees or community access fees I should budget for?

The typical resort fee is around $40 per day.

Are there any "hidden costs" associated with Kissimmee rentals, like pool heating or BBQ grill rental?

Studying the “Fees” section of a Kissimmee rental’s listing can help you avoid any surprise costs. Some owners list fees for services like pool heating, damage protection, and pets.

What is the best time of year to find deals on Kissimmee vacation homes?

September and October are the best times to find deals on Kissimmee vacation homes because fewer people are booking rentals.

Kissimmee Specifics

What attractions are there to see in Kissimmee itself, outside of the major theme parks?

Boggy Creek Airboat Adventures, Gatorland, Shingle Creek Regional Park, Congo River Golf, and Lake Tohopekaliga (Lake Taho) are all unique attractions in Kissimmee.

What are the best places for shopping and dining in the Kissimmee area?

The Promenade at Sunset Walk, The Crosslands, and Universal CityWalk are some of the best places for shopping, dining, or both.

How does the vibe of Kissimmee differ from the International Drive area in Orlando?

Orlando’s International Drive has a high-energy vibe with dozens of shops, restaurants, shows, spas, and other attractions. While Kissimmee has its own collection of shops, eateries, and attractions, the city’s vibe is more laid-back.

Are there any good nature-based activities, like airboat tours, that are easily accessible from Kissimmee?

Yes. Wild Florida Adventure Park, Gatorland Bird Rookery, and horseback riding sessions at Lazy H Ranch give visitors the opportunity to admire Kissimmee’s natural environment.