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Kissimmee Vacation Rentals

(198 rentals)
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
20 reviews

Distance to park: 4 miles to MGM, Universal, Epcot,

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful and spacious 4 bedroom /3 bath private villa only 3 miles to Disney and all parks. Including heated pool/jacuzzi and game room and Wi fi . Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets and more. Minutes to...

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Featured review

"Everything a family would need for a great stay!!"

Location was great, close to attractions, many restaurants and shopping. The house was nicely played out and spacious. Love the heated pool and game room. Everything you need is available.

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$130
avg per night
New
Kissimmee House
Sleeps 22, 0 bedrooms, 5 bathrooms

About this property

Pool/Spa heat Can be added for an addition feeEnjoy your next luxurious vacation in Reunion Resort. Located within walking distance of the Reunion Grande, this five-bedroom home is the perfect location for your next getaway.GeneralFully equipped kitchenAir conditioning and indoor ceiling...

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Kissimmee House
Sleeps 20, 10 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Exciting NEW 10 bedroom family vacation home Offering privacy and space for everyone 4300 square feet of awesomeness 2 separate large living areas Relaxing pool with spa Covered outdoor dining and seating Games loft with pool table and foosball Windsor Island Resort offers a wide variety of world...

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New
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

**Palm View Villa**Enjoy resort lifestyle with private villa luxury and only 10 minutes from Disney!!4 Bedrooms & 3 Bathrooms, Stunning private swimming pool and Games Room on award-winning Terra Verde Resort.**2 Master Bedrooms with Luxury Pillow Top Beds** Cable TV in ALL bedrooms. **Games...

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Featured review

"A real home from home!"

We have stayed at Palm View villa twice now and are planning another trip there next year as find it the perfect base for a Florida holiday, everything you need is there to relax after a busy day at the...

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Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
9 reviews

Distance to park: 3 miles to Disney World

Key Amenities

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

About this property

4 Bedroom (2 master suites) 3 full baths, separate living and family rooms, will sleep up to 10 people. Decor in this house is Timeless!! Pool is newly resurfaced!The private pool deck provides a distant view of the nightly DisneyWorld fireworks display and beautiful sunsets.Fully furnished...

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Featured review

"Wonderful home!"

My family and I stayed here for a week and would definitely return. The home was spacious and clean. because it sat high, the back was private and did not look into another yard. The owner was very responsive...

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$148
avg per night

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

Distance to park: 4 miles to Disney's Animal Kingdom

Key Amenities

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

About this property

The Perfect Affordable Family Vacation Home – Just Minutes from Disney!Looking for the ideal family getaway? This spacious vacation home has everything you need for a fun, relaxing, and affordable trip to Disney. Enjoy free WiFi, a fully equipped game room, and TVs in every room to keep everyone...

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Featured review

"Great stay"

Perfect villa for a family of 5. Great location for the parks, lovely quiet residential area in the evenings. Villa has absolutely everything you could need for your trip, so much space. The older children...

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$165
avg per night
Kissimmee Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 5 miles to Animal Kingdom

Key Amenities

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

About this property

Perfect Vacation Home for Disney LoversAfter a thrilling day at the parks, retreat to your own private oasis in this stunning vacation home. The king-size master suite offers a peaceful escape for couples, featuring a plush bed, a large flat-screen TV for late-night movie marathons, and an inviting...

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Featured review

"We enjoyed our stay"

When you rent a place to stay you never know what you are going to get until you get there. As soon as we walked in the front door we knew we had done well. Nicely decorated, very clean, in a nice neighborhood. We...

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$145
avg per night
Last Minute Deal
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 3 miles to Disney Parks

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is thoughtfully furnished. Recently upgraded with a Tempur-Pedic contour supreme king size mattress, LED TV in every bedroom, Frozen themed and Mickey themed twin rooms. This four bedroom luxury home is specifically set up for vacationing guests. The house, just three miles from Disney, is located...

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Featured review

"Relax vacation home"

I stay in Ren house two weeks ago with my family. Everything runs great. Close to attractions and restaurants. Owner always available.

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$132
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 2 bathrooms
14 reviews

Key Amenities

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

About this property

CHEERY AND BRIGHT. Just what a vacation home should be. 4 bedrooms, 2 bathrooms, great views and just minutes from all the fun. Fully furnished , just bring personal items or things you cannot live without. Located in Eagle Pointe, a well sought-after vacation home community. Just minutes from what...

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Featured review

"Well equipped villa in a beautiful setting"

Beautiful setting, overlooking a lake with bird life to watch, and quiet neighbourhood. 15 minute easy access to 2 large supermarkets and a variety of eateries. Villa itself is large with plenty of space,...

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$124
avg per night
Kissimmee Villa
Sleeps 16, 8 bedrooms, 4 bathrooms
14 reviews

Distance to park: 6 miles to Disney

Key Amenities

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

About this property

AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting...

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Featured review

"Family Vacation"

Mad Men Magic Kingdom House was grand. We loved the designed rooms, the pool and outside area, the fame room and the convenience of getting to the Parks. The hosts were quick in responding to any of our...

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$347
avg per night
Special Offer
Kissimmee Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by...

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Featured review

"Very Comfortable and Quiet Long Term Stay"

We spent 6 weeks in Mary's Ground Floor 4 Bedroom Condo at Legacy Dunes. The condo is spacious and tastefully decorated, it is very clean and well equipped with all we needed for a comfortable long term...

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$108
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 5 bathrooms
2 reviews

Distance to park: 2 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

The Floridian Oasis is a terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Resort. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom and Twin Bedroom on the first floor. And there is an another Twin Bedroom on second floor making this...

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Featured review

"Disney get away"

Had a great time at this property love location definitely recommend.The clubhouse at this resort was really well-maintained and we had a great time

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$266
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

More info can be found at property website www. dolphinvillas-orlando dot com or directly click the links at end of this page.For over 15 years, Dolphin Villa - Doral Woods has been listed with Holiday Lettings/Trip Advisor, receiving 5-star reviews. If you're interested, we can provide you...

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Featured review

"Excellent!"

Of the many homes we have rented over a period of several years, the Dolphin Villa was outstanding! With a private south facing pool and hot tub, our stay was enjoyable and relaxing for the family. This...

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$162
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Beautiful 4 bedroom/3 bathroom house in the luxurious Emerald Island Resort - Only ~ 4 miles from Disney & close to other major attractions! This home is equipped with a heated private pool, spa & game room. There is a large SMART TV in the living room & in each bedroom. There are queen beds...

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Featured review

"Beautiful resort"

We stayed for 2 1/2 months at the Villa. It was very clean and had updated living room furniture that was very comfortable. The Manager was very responsive to any of our concerns and checked in with us...

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$151
avg per night
Kissimmee Villa
Sleeps 16, 8 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Escape to a magical 8-bed 6-bath retreat for up to 16 guests at the Windsor at the Westside resort community. This is an entire home rental. Super Mario game room, Beauty and the Beast dining, Paris-themed kitchen, Guardians of the Galaxy primary bedroom. Upstairs: Hollywood, Pirates, Mickey Mouse, Princesses,...

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$356
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

4 Bedroom /3 Bath / Pool & Spa Vacation HomeCONTACT US AND REQUEST A DETAILED QUOTE !! No Booking Fees - Book Direct with the HomeownerCheck our Reviews on VRBO - Property #284051

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Featured review

"Awesome"

Thank you Awesome Would do again Very close to everything Great pool sand hot tub Felt safe Thank you again

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$200
avg per night
Kissimmee Villa
Sleeps 16, 7 bedrooms, 6.5 bathrooms

Distance to park: 6 miles to Disney

Key Amenities

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

About this property

Bedrooms:3 King Suites with plush bedding and smart TVs4 Themed bedrooms (Frozen & Star Wars) with twin beds and immersive decor. The amazing (SpiderVerse) with 1 Queen bunkbed and 1 twin bunkbed. The Encanto bedroom is a King Suite.Entertainment:Private home theater with 120”...

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$506
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
29 reviews

Key Amenities

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

About this property

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.In the 1st section of Indian Creek you will...

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Featured review

"Beautiful rental on Santee Drive"

It is our 2nd time staying in this rental home. It does not disappoint. The home is very clean and well equipped. The owner is quick to respond and always pleasant. The outdoor space ( pool and hot tub)...

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$152
avg per night
Kissimmee House
Sleeps 26, 9 bedrooms, 11 bathrooms

Distance to park: 12 miles to Disney World - Epcot

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

******** Pricing & availability on Wondara's website. See link in listing under hosted by. ********Welcome to Wondara Retreat at Reunion, a breathtaking luxury escape where imagination, relaxation, and entertainment come together to create an unforgettable vacation experience. Nestled in...

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$1,595
avg per night
Special Offer
Kissimmee Villa
Sleeps 12, 5 bedrooms, 5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World/Animal Kingdom

Key Amenities

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

About this property

Our Disney vacation villa is furnished to the highest standard and offers your family the luxury of a Five star hotel combined with the relaxed atmosphere of a family vacation home. Soak up the Florida sun on our extended deck where you can relax in the pool and spa, or simply enjoy the shade of the lanai...

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Featured review

"Fantastic Stay"

We loved staying at this house it was truly amazing. There were 9 of us altogether, 6 adults and 3 children aged 10,8 & 4. The kids loved the games room and the pool, everything you could wish for in...

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$283
avg per night
Kissimmee Villa
Sleeps 20, 9 bedrooms, 5 bathrooms

Distance to park: 7 miles to Magic Kingdom

Key Amenities

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

About this property

Escape to Peace of Paradise, a stunning, professionally designed villa in Storey Lake’s newest gated section, just 4 miles from Disney and minutes from Universal, SeaWorld, and Orlando’s top attractions.This spacious retreat was created for families and groups who appreciate both luxury...

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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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$115
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
6 reviews

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...

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Featured review

"Awsome family vacation home"

The owner Jane was easy to work with. House was everything described. Totally furnished and great for the 7 kids we had with us ages 15,8,7,6,6,5 and 3. Pool was warm Beds were comfy, property manager...

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$263
avg per night
Kissimmee Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to park: 4 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi
$154
avg per night
Kissimmee House
Sleeps 30, 15 bedrooms, 14 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Paradiso Grande is a luxurious community nestled in the vibrant city of Kissimmee, Florida. Boasting an exceptional location just moments away from world-renowned attractions like Walt Disney World Resort and Universal Studios, this gated community offers guests the perfect blend of convenience and tranquility....

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Featured review

"Propiedad de 10 estrellas"

Excelente propiedad. Muy limpia, espaciosa, con todas las comodidades. Área de juego en el segundo nivel. La temática de cada dormitorio hermosa. El anfitrión muy dispuesto a aclarar cualquier duda con...

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$945
avg per night
Kissimmee Villa
Sleeps 12, 5 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Welcome to Whimsical Mouse Manor! This 5BR/5BA Disney-themed villa sleeps 12 and features a private pool, Dumbo arcade, and magical bedrooms. Located in Windsor Hills Resort, just 5 minutes to Disney. Free pool heat, crib, smart TVs, and resort waterpark access included. Family fun awaits!Make sure...

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$344
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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$249
avg per night
Kissimmee House
Sleeps 15, 7 bedrooms, 5 bathrooms
3 reviews

Distance to park: 4 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed pool home that has been designed and decorated to provide you and your family with an abundance of luxury amenities...

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Featured review

"Family vacation"

This is a wonderful house to stay in. It is just beautiful inside and out. The property manager was just great. You want a no worry place to stay choose yhis rental.

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$266
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
Kissimmee Villa
Sleeps 18, 9 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Summary We’d love to welcome you to our brand-new, family-friendly 9-bedroom retreat at the amazing Storey Lake Resort. Located in Kissimmee, just minutes from top restaurants and attractions, this home offers easy access to Disneyworld and the best routes to Universal and SeaWorld. Ideal for family...

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$400
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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$155
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
2 reviews

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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Featured review

"Family Vacation"

House was great with the exception of the bathrooms’ showers (having some rust and the corner of the doors molding).Then boys wanted a bigger pool. :-)

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$551
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 5 bathrooms
4 reviews

Key Amenities

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

About this property

Booking is available from the website in Owner info.Modern architecture, state-of-the-art furnishings, and hip-to-the-minute décor make this 5 bedroom, 5 bath getaway in Storey Lake a bonafide safe haven for luxury and comfort. This home is brimming with amenities, from an action-packed game...

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Featured review

"Disney girls trip"

House fit us all just right. very convenient to all the parks! Took maybe 20 minutes to get to each park and drive was good not much traffic.

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$200
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 5 bathrooms
2 reviews

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute...

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Featured review

"Great vacation"

Our family had a wonderful time staying at this home for our vacation! The personal pool was a great thing for the kids, and the staff were a pleasure to work with when we called for assistance with the...

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$225
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4 bathrooms
1 review

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Terra Verde - Kissimmee, Florida is an upscale gated community located just 8 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that...

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Featured review

"Disney Vacation"

We have an Amazing time in Orlando and the home we rented made ithe vacation even more enjoyable. When I return to Orlando I will definitely rent another home with your Company. Thanks for the your Professional...

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$228
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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$180
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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$289
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
13 reviews

Key Amenities

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

About this property

5 star Property!Welcome to Sunset Magic Villa!Delightful Windsor at Westside Resort home villa8 bedrooms (2 Downstairs/6 Upstairs) and 6 full bathrooms. Space for up to 16 guests, (stretch out and relax with all the comforts of home) WEST facing private pool ensuring stunning sunset...

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Featured review

"Très belle expérience"

Tout était parfait, il ne manquait absolument rien. Très bonne communication avec les hôtes. L'emplacement est près de tout.

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$352
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Key Amenities

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

About this property

Private 2 story home with 4 Bedroom/3 Bathroom with private pool which has all of the spacious and convenient accommodations for your entire family vacation. Storey Lake is near to all of the major parks & attractions of Disney World, Epcot, Animal Kingdom, Disney Water Parks, Universal Studios and...

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Featured review

"Great place"

We stayed here for a tournament at Orange County Convention and this was a perfect location and the amenities were amazing!! We loved this townhouse and would love to stay here again

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$160
avg per night
Last Minute Deal
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Very nice villa"

Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.

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$122
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4.5 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme...

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Featured review

"Perfect Disney Vacation home!"

The house was exactly as the pictures and the ad stated. Very roomy and close to all the Disney Parks. Loved the pool and hot tub and the spacious kitchen livingroom area.We will definitely rent...

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$299
avg per night
Kissimmee House
Sleeps 22, 9 bedrooms, 5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Storey Lake - Kissimmee, Florida is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within...

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Featured review

"Family Vacation"

Everything was just lovely and very spacious. Only one objection just needed some air in the game room. It was really hot in there.

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$524
avg per night
Kissimmee Villa
Sleeps 11, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Free pool heat plus a huge 20% off on bookings between 15th April upto 8th May 2026. Now also taking bookings for 2026/27/28. Sleeps 11 people plus 1 infant using travel cot. Welcome to “Hibiscus on the Lake” with a true south facing pool/spa. The villa has stunning, uninterrupted views...

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Featured review

"Great location"

Stayed here in April for 2 weeks as a family of 6 adults. Villa is in a great location with easy access to the parks. It is on the main lake with beautiful views. Lots of wildlife. Saw a family of otters...

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$257
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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$269
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay, you...

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Featured review

"Sonoma"

When I say my family had a BLAST of a time in Florida and the house we rented was well worth the price. Friendly estate and every amenity you can think of. Rooms was sufficient (8 bedrooms) Pool was worth...

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$346
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Venetian Bay Villages - Kissimmee, FL is an upscale vacation community ideally situated near Orlando's most prominent attractions, including Walt Disney World, Universal Studios, and SeaWorld. This resort is renowned for its captivating Mediterranean-inspired architecture and its comprehensive resort-style...

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$124
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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$164
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

15 Mins to Disney | Private West-Facing Pool | Game Room | High-Speed 600 Mbps Wi-Fi Experience the ultimate Florida getaway at this stunning villa in the prestigious Indian Ridge community. Whether you're here to conquer the theme parks or soak up the sunshine in your private backyard sanctuary,...

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$275
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...

View all property information

$159
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 4.5 bathrooms
3 reviews

Distance to park: 4 miles to Animal Kingdom

Key Amenities

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

About this property

Conveniently located on the Exclusive Emerald Island Resort. With 7 Bedrooms and 4.5 bathrooms, Berni’s Home from Home can easily accommodate two families travelling together or will give one family plenty of space.Enjoy relaxing by your very own private extended south facing pool or spend some...

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Featured review

"Very well maintained home"

This home was lovely and very well kept. Would rent again if the occasion arose that we needed a home this big again.

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$250
avg per night
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Kissimmee Weather

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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.