Kissimmee Vacation Rentals

(287 rentals)
Golden Memories

5 BR | 3 BA | Sleeps 10 | Quick View

$155

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens,Everything in this upscale villa is brand new including beds, mattresses, linens, towels, leather sofas etc. We have spared no efforts since we recently bought this villa to renovate, re-furnish ...

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Property Type

Kissimmee Villa

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Toy Story Tower

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 5 miles to Disney World

$247

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Toy Story Tower is an imposing, six bedroom vacation home located within the prestigious gated community of Windsor Hills Resort. Here, you can enjoy the very best in luxurious accommodation all while being located just minutes from Walt Disney World Resort as well as many other great attractions. As ...

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Property Type

Kissimmee House

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Affordable Comfortable 3BD 3BA Encantada Resort with Hot Tub

$112

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

The superb 3 bedroom townhouse newly furnished has all the comfort of a private home. It has a fully equipped kitchen, all linens including towels, a large living and dining areal, alarm clock with radio and television in all bedrooms, free wireless Internet (Wifi), free local and long distance calls ...

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Property Type

Kissimmee Townhome

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

6

Distance to park: 3 miles to Disney World

$257

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...

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Property Type

Kissimmee House

"Girls Trip 2020"
Reviewed July 24, 2020

My friends and I absolutely loved this home ...it was perfect for the 8 of us. I WOULD DEFINITELY RENT AGAIN!!

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Fantastic 9BD 6BA Sleeps 20 Home Cinema, Game Room, Pool Spa Free use of Resort

$329

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

9 Bedrooms 6 Bathrooms Sleeps 20 Family Room with large HD Cable TV Upstairs Movie Loft with Projection Cinema Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 18 plus breakfast bar and ...

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Property Type

Kissimmee House

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DISNEY-GOLF DREAM HOME

9 BR | 5 BA | Sleeps 20 | Quick View

4

$287

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

9bedroom 5 bath villa (with 5 Master Bedrooms, all King bed with full private bath!) in a 5-star Resort Community is available for the period you inquired. 10 minutes to Disney! 3 golf courses, close to all restaurants and shopping area! 24-hour security guarded gate!5 king bed room 3 bedroom ...

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Property Type

Kissimmee Villa

"Great spring break"
Reviewed April 22, 2019

This was a beautiful, comfortable, well appointed home. Our family of 13 had plenty space inside and out.

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Hidden Treasure

3 BR | 2 BA | Sleeps 6 | Quick View

$113

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

No booking fees! ASK THE OWNER! Welcome to this beautifully furnished gorgeous 3 - bedroom and 2-bathroom Villa. This stunning home features a very private and totally fenced heated glistening swimming pool with plenty of seating, 55" LED TV, 40” LED TV and a LED TV for the kids room, free ...

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Property Type

Kissimmee House

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Only 3 Miles From Disney - Pet Friendly - Games Room - Free Wifi - Gas Grill

4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to park: 3 miles to Disney's Animal Kingdom

$190

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

The large, fully-equipped kitchen is complete with a microwave and dishwasher! The home’s layout is perfect for watching the fun going on in the pool area from the living room, dining area and kitchen! The fully equipped kitchen offers everything you need to feel at home; both a Kuerig coffee maker ...

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Property Type

Kissimmee House

"Great place"
Reviewed October 14, 2020

Spent 8 days was a great place, plenty of room for the 7 of us and the dog. Nice pool and hot tub and very nice yard. House was very clean, and had everything they we needed. If I could change one thing ...

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Heritage Charm - 3 Bedroom Luxury Condo | Top Floor with Amazing Views

$119

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This spectacular third floor 3 bed, 2 bath 1,352 sq ft. condo in Heritage Crossing has amazing views over 5 different holes on the Reunion Palmer golf course. Enjoy beautiful sunsets from your own private balcony with the magnificent heritage crossing pool and hot tub just a few steps away. The living ...

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Property Type

Kissimmee Condo

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Solara Sanctuary - 7 Bedroom Home in Solara Resort

$332

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Located just minutes from Orlando’s theme parks, shopping, dining, and other area attractions, this luxury villa is located in Solara Resort. Solara Resort is just a 5 mEnjoy unlimited access to all the 8-acre resort has plenty to offer with a state of the art 13,000 sq.ft clubhouse, resort pool, ...

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Property Type

Kissimmee House

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$247

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Goofy’s Getaway is a stunning five bedroom vacation home located at Windsor Hills Resort in sunny Central Florida. Here, you and your family can enjoy the very best in luxurious and stylish living combined with the convenience of being located just minutes from Walt Disney World Resort and many ...

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Property Type

Kissimmee Villa

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Affordable Disney Villa - just 5 minutes to Disney

$126

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Our property maintains a gap of 3 days between each booking for health safety measures during this crisis and we also follow stated mandated cleaning procedures and guidelines after each guest checks out.This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you ...

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Property Type

Kissimmee Villa

"Perfection vacation getaway"
Reviewed March 24, 2020

I rented this house for my 1 week vacation to Disney and Universal Studios and was truly impressed by all it offered. To start the location was perfect, as it was close to both theme parks (being minutes ...

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❤️ Make Your Memories Magical ❤️ Family Friendly ❤️ 4 Miles to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

2
LAST MINUTE DEAL 1/11 - 2/22: Free Disney Planning Guide with all reservations booked by February 22nd 2021.

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

$380

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Imagine coming home at the end of an exhilarating day at the theme parks...You grab a refreshing drink from the fridge, flake out on the sofa in the outdoor living area right by the pool and reminisce about all the amazing things you did that day.The kids are splashing around in the pool, you ...

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Property Type

Kissimmee House

"Family Birthday Vacation"
Reviewed August 25, 2020

Everything was great! The house was very spacious. The back area a bit small but still great! We had a blast!

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DEAL
10 Bed 6 Bath Windsor at Westside. Private Pool Spa. Cinema Room. Game Room.

$382

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

10 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Upstairs TV Loft/Den with HD Cable TV Cinema / Movie Theater Room All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 14 plus breakfast ...

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Property Type

Kissimmee Villa

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Amazing Brand New 2/2, Storey Lake Resort, 4 miles Disney

$97

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

Amazing 2BD / 2BA in the beautiful community of Storey Lake Resort Style, perfect stay to relax, have a good time with family/friends, and of course, enjoy the parks and many attractions that Orlando offers.Two comfortable rooms accommodate 6 guests: one king bed in Master Suite with smartTV and private ...

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Property Type

Kissimmee Apartment

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LUXURY 5 Bed 3 Bath - South facing pool vacation rental Villa near Disneyworld

$135

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Planning to visit Disney during 2020/21How would you like to rent our 5 bed 3 bath rental villa.It has its own south facing screened private swimming pool that is located on the exclusive Lake Berkley gated Resort in Kissimmee, Orlando, Florida.We are just minutes from the theme parks like ...

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Property Type

Kissimmee Villa

"Great weather and the pool was wonderful!"
Reviewed March 19, 2020

Gated community was wonderful and secure. Walking in neighbourhood around the lake was very peaceful. House size was nice, updated furniture was one suggestion in living room and beds in general. ...

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Beautiful Reunion. 5 BD 4.5BA. Balcony Views. Private Pool. Tiki Bar Game Room.

$263

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

This beautiful 5 bedroom golf view pool home has been constructed by one of Reunion's leading builders and boasts many upgrades throughout. Located on the west side of the resort which is becoming the most prestigious location for rental homes in Central Orlando. No other resort can compare to Reunion ...

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Property Type

Kissimmee House

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Champions Escape | 2 Kids Bedrooms and Games Room with Pool Table, Screened Pool

$345

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

airs you will find the master suite featuring a king bed with large en-suite bathroom with walk in showers and large counter space. There is a second bedroom downstairs with king bed and attached shared bathroom.Upstairs you will find the additional 6 bedrooms, 2 of which are kids themed rooms, a ...

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Property Type

Kissimmee House

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THE MICKEY SAFARI

3 BR | 2 BA | Sleeps 6 | Quick View

1

$150

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

2 Miles Away From Walt Disney mention min stay as 3-5 days

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Property Type

Kissimmee Condo

"Great Experience"
Reviewed March 10, 2020

The condo was perfect with 3 bedrooms and two baths. Nicely furnished and clean. Well maintained. Great clubhouse and pool is huge. Location is also perfect. Near most everything. Aida was excellent to ...

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Stylish 9BD 6BA Solara Pool/Spa. Games Room. Free use of Resort Facilities.

$329

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Upstairs Loft HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 10 plus breakfast bar for 12 and outdoor dining Private screened ...

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Property Type

Kissimmee Villa

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Designer 4BD 3.5BA Solara Pool/Spa Games Room Free use of Resort Facilities

$216

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

4 Bedrooms 3.5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private Pool ...

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Property Type

Kissimmee House

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Fantastic 5BD 4BA Private pool/spa PLUS Windsor at Westside Resort Facilities!

$196

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

5 Bedrooms 4 Bathrooms Family Room with large HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar and outdoor dining Very Private screened Pool and Spa with Lanai with ...

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Property Type

Kissimmee House

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Four Bedroom Family Vacation Home Close to Disney!

4 BR | 2.5 BA | Sleeps 8 | Quick View

3

Distance to park: 4 miles to Disney World

$140

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi-speed internet and cable TV. HD TV in living room and all bedrooms. King bedroom has a flat screen 50" TV and 2 additional bedrooms have a built in DVD player in the ...

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Property Type

Kissimmee House

"Excellent Stay"
Reviewed August 15, 2019

Kay’s Retreat was the perfect destination for our recent vacation! Everything was perfect. She thought of everything we might need during our stay. The house was clean and comfortable. Will absolutely ...

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HUGE POOL AND SPA

4 BR | 2 BA | Sleeps 7 | Quick View

1

$113

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

4/15/20 ----PLEASE CALL FOR SPECIAL DEALS DURING THIS TIME. SPECIALS FOR 2 ADULTS. $70/night . 80/night max 4. personal check.WELL CARED FOR HOME IN LOVELY COMMUNITY. HOME BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED AND IS A FEW STEPS FROM RETENTION POND WITH POND VIEWS FROM THE POOL DECK. ...

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Property Type

Kissimmee House

"Amazing time"
Reviewed June 14, 2020

This is one of the most beautiful homes I've ever stayed in. Plenty of space with private pool cant get any better. Very good location and neighborhood. Will be going back very soon.

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Amazing 7BD 5BA Solara Resort. Private Pool/Spa. Cinema Room. Games Room.

$231

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

7 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with Cinema Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 10 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee Villa

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Modern Serenity Vacation Home | Private and Screened Pool | Home Theater |

$431

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

THIS HOME IS LOCATED IN THE RETREAT AT CHAMPIONS GATE, WHICH IS 6 MILES FROM REUNION RESORTThis home has everything you need for your next vacation. This brand new home with 8 beds and 5 baths can accommodate up to 16 guests with a spacious living area, fully equipped kitchen, private and screened ...

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Property Type

Kissimmee House

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Champions Estate

8 BR | 5 BA | Sleeps 16 | Quick View

$412

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Located in one of the most sought-after resorts in the Orlando area, welcome to Champions Estate. The newly built 8 bedroom, 5 bath pool home is the perfect destination for your family getaway. The home was designed to fit every need that you could have when visiting the area. This villa accommodates ...

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Property Type

Kissimmee Villa

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Golden Villa | 6 Bed 4 Bath Pool Home with Golf Course Views in Reunion Resort

$326

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Enjoy comfort during your next vacation in this gorgeous 6 bedroom 4.5 bath, the perfect home for you and your family to stay in. Located in the Reunion Resort allows for you to easily access world-famous theme parks and attractions.As soon as you pull into the driveway of your new vacation home you’ll ...

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Property Type

Kissimmee Villa

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The Floridian : Ultra Luxuary 5BR Pool Home, 2 Master Suites, Sleeps 12!

$239

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Enjoy our three-thousand square foot, custom luxury pool home, less than four miles from Disney World. We offer two master suites with king-size beds (one with Jacuzzi), two queen-bedrooms, one twin-bedroom, and queen size pullout-couch, all on one floor. This is not your typical Rolling Hills house. ...

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Property Type

Kissimmee House

"Our Dream Vacation"
Reviewed July 30, 2018

This home was PERFECT for my family! It was very spacious and had everything we needed to make us comfortable. Very close to Disney and close to a lot of nice eating places we could not have chosen a ...

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Resort living while visiting the theme parks and next door to Margaritaville

$150

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Our beautiful FOUR-BEDROOM, THREE-BATHROOM, luxury home is located at the gated community of Emerald Island Resort, surrounded by lush Florida vegetation, is the one of the latest full-facility resort in the Disney area. The winding, palm-lined road that leads to the impressive entry to the resort gives ...

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Property Type

Kissimmee House

"Covit-19"
Reviewed May 31, 2020

Unfortunately due to the current pandemic we were in lockdown in the U.K for the period we should have been in beautiful Florida.The owners of this villa were extremely helpful all through the period ...

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Fantastic 5BD 4BA Solara. Private Pool/Spa. TV Den/Loft. Games Room. Great Value

$168

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft/Den with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

"Perfect multi family home"
Reviewed January 21, 2020

Beautiful place to rest after a long day at the Disney parks. Very clean and accommodating. Great layout with each bedroom having their own access to a bathroom. Basic linens and kitchen supplies. Limited ...

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SOUTH FACING POOL/ COME AND RELAX

$110

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

Come relax in this 4 bedroom, 3 bathroom home. Sit on the screened in pool deck and just watch the wildlife , eat meals, have a cup of coffee and just relax. You are on vacation. Two king beds, queen and 2 twin beds .

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Property Type

Kissimmee House

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Beautiful 8BD 5BA Windsor at Westside. Private Pool/Spa. Games Room. Cinema Loft

$329

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

8 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with Cinema Projection Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 14 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee Villa

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Modern 6BD 5BA Pool and Spa Free use of Solara Resort Facilities

$218

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

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Westside Deluxe | New in Windsor at Westside

$365

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Westside Deluxe. You and your family will immediately love this wonderful vacation home from the moment you take a step inside. The great room has a large plush sofa and chairs for everyone to gather around and watch TV together. The decor is modern and accented with glass coffee and end tables. ...

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Property Type

Kissimmee House

"Amazing Property"
Reviewed December 16, 2020

The owner Ann is amazing I love their property it was amazing. The home which includes 8 bedrooms a game room spa and swimming pool all at the home. There was also an additional pool at the community club ...

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Stunning Affordable 5BD 4.5BA Town Home Free* use of Solara Resort Facilities

$168

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

5 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs Loft / Bonus Den with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee Townhome

"Perfect for large family!"
Reviewed October 4, 2019

I would have given this unit 5 stars but felt that it was not as clean as it should have been. I would recommend that the cleaners spend more time cleaning the kitchen counters and the shower stalls. Although ...

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Solana Retreat - Rare Large Corner Lot, Walk to the Clubhouse

$226

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This beautiful 6-bed villa has lots of privacy with a screened-in pool & spillover spa surrounded by hedges and tropical plants. The back of the home also faces a large retention pond instead of neighboring lots and here you can get plenty of Florida sunshine. There are six sun loungers to share around ...

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Property Type

Kissimmee Villa

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Fairway Family Getaway - Amazing Games Room and Kids Bedrooms!

$411

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to your Family Getaway! This beautiful 6 bedrooms 5.5 Bath is located in the Fairway Ridge community inside of the prestigious Reunion Resort with expansive, and breathtaking views of the sunset over the signature Jack Nicklaus course.Walk into your home away from home, and set your worries ...

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Property Type

Kissimmee House

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Stunning Lake View House 2mls Disney,free Wi-FI,games room,spa

4 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to Disneys Animal Kingdom

$168

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Our Home Features are 4 bedrooms consisting of 1 Master suit with en-suite bathroom located on the main level. 1 Queen and 2 twin rooms,1 twin room is themed Winnie the Poo,on the upper level, these bedrooms share the upper bathroom all bedrooms are equipped with TV and DVD player. There is a further ...

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Property Type

Kissimmee Villa

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LUXURIOUS 14B 11BA PRIVATE POOL/PATIO Solterra Resort-7013- Property 4831

14 BR | 11 BA | Sleeps 28 | Quick View

1
Owner special: SAVE $310/night in LOW season! (1/3-2/11) & (4/11-6/10); SAVE $235/night in MID season! (2/12-3/11)!

$663

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Be sure to visit our website to check availability on all our homes!Visit us at lostinthemagic . comSolterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida ...

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Property Type

Kissimmee House

"Vacation Home"
Reviewed September 25, 2019

For starters this home was absolutely beautiful!! The pictures shown here do not do it any justice. The neighborhood was really quiet, the tv’s were already set up to watch Netflix, Hulu, and Amazon Prime. ...

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Luxury 5BD 4.5BA Solara Sleeps 12. Private Pool Spa Games Room Resort Facilities

$197

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

5 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs TV Loft/Den with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee House

"Beautiful home!!"
Reviewed December 24, 2019

This is an amazing home! We have no complaints at all. Everyone loved the pool and hot tub. The beds were comfortable and those of our group that exercise enjoyed the convenience of the gym facility. Very ...

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Popular Luxury Resort Home, Private Pool, 10 Minutes From Disney!☀️

$209

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

6 Bed-4.5 Bath, 2 Masters, Disney Themed Kid's Rooms, Game Room, Private PoolWelcome to Fab Five Villa! We are offering wholesale daily rates. These are our lowest rates ever! These sale rates apply to any open dates on our calendar. Book now. We are pleased to announce that resort amenities are open. ...

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Property Type

Kissimmee House

"Beautiful home great location"
Reviewed March 18, 2020

We were a family of 12 visiting from Michigan. We did not know what to expect as this was my first ever Airbnb booking. The reviews were hit and miss. This home did NOT disappoint. It was beautiful, clean, ...

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Amazing 7BD 5BA Windsor at Westside. Game Room. Cinema Room. Pool & Spa

$357

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

7 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with Cinema Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 10 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

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The Formosa Grand Mansion! Lakefront! Infinity Pool & Spa! Cinema! Pure Luxury!

$659

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

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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Property Type

Kissimmee Villa

"Wedding"
Reviewed December 23, 2020

We had a great time and will definitely be back. Being by the pool grilling was a great time before going in the movie room.

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4 Bed 8541LI Emerald Island Resort

$139

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Cedar Key is a very spacious executive home overlooking the woodland conservation area in the high quality, resort community Emerald Island which is only a few minutes drive from Disney World. It has 4 bedrooms, 3 bathrooms and a brilliant games room.Emerald Island is a unique resort style gated community ...

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Property Type

Kissimmee House

"Amazing house and outstanding hosts"
Reviewed August 27, 2018

Had an amazing time at this beautiful villa, could not have wished for better. Hosts were extremely helpful and responded so speedily I couldn’t believe it! We will be back!

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Amazing 10BD 8BA Private Pool/Spa Free use of Sonoma Resort Facilities

$399

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

10 Bedrooms 8 Bathrooms Family Room with large HD Cable TV Upstairs Loft with HD Cable TV and Air Hockey All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 12 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee Villa

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Cypress Pointe Private Gated Community Features 6 Bedrooms, Pool, Spa, Game Room

$168

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Location, Location, LocationThis luxurious private villa is situated on the private gated community of Cypress Pointe less than 20 minutes drive to the Disney Parks, and about 30 minutes drive to the Universal Studios Theme Parks.Free private parking is available on site, and the driving time ...

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Property Type

Kissimmee House

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Lakeside pool villa, kissimmee 3 miles disney

$180

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

Location, Location, Location, situated just 3 miles from Disneys Animal Kingdom and less than a mile from the Formosa gardens shopping area and restaurants on the US192 you are perfectly placed to hit the parks before the rush, come home to cool down by the pool for dinner and hit the parks again for ...

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Property Type

Kissimmee Villa

"Lovely Villa, Great Location"
Reviewed June 14, 2019

Really nice villa. Plenty of living space. Sleeps up to 12 but there were 7 of us so it was really roomy.Pool area is so nice, with a view over a lake with lots of wildlife to see. Pool also has a colour ...

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Formosa Gardens Paradise | Fantastic Lake Views

$358

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This magnificent 7 bedroom estate vacation home is located in Formosa Gardens, a gated community just 3 miles from the magic of Disney!Featuring a breathtaking lake view, this vacation home features 5 king bedroom/bathroom suites, a very large screened private pool and spa, 2 kids’ bedroom, ...

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Property Type

Kissimmee House

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Family Disney villa pool/spa 5 bds 15 Mins to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

4

Distance to park: 6 miles to Disney Animal Kingdom

$156

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS***Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years oldIn these strange times we are doing all we can to ensure our home is safe for your stay. We ...

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Property Type

Kissimmee House

"Great Family Vacation"
Reviewed June 18, 2020

We had a wonderful stay at the Windsor Hill Resort in Kissimmee Florida. The home was located near all of the attractions and places to eat. The play house in the home gave us plenty of opportunities to ...

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Kissimmee Vacation Rentals

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

Find your ideal Kissimmee vacation rental today
 
Aiming to take an incredible vacation to this year? Ditch the traditional hotel and opt for one of our Kissimmee vacation rentals instead. We have plenty of condos available in Kissimmee on FloridaRentals.com. Whether you’re looking for luxury Kissimmee villa rentals or kid-friendly mansions with an arcade, you can find it on our site.
 
Kissimmee, Florida travel advice
 
A short drive south of Orlando finds you in sunny, friendly Kissimmee. Here you’ll be near all the theme parks, but you’ll be away from the bustling crowds. Rentals will cost less than a stay in Orlando, so you’ll have extra cash to spend on park tickets and meals. This area also offers activities for those who love outdoor exploration, with exotic plants and animals in the local nature preserves.
 
Top attractions
 
The Florida theme parks are the major draw for visitors to the area. Walt Disney World, Universal Studios, SeaWorld, and the Wizarding World of Harry Potter draw millions of families every year. 
 
The fun doesn’t stop as kids and adults alike can mingle with their favorite characters, feel the chills and thrills of amusement rides, and cool off in the area’s water parks. If the theme parks don’t meet your need for speed, spend an afternoon at Fun Spot America. With two unique go-kart tracks and 18 rides you’ll be dizzy with delight. 
 
The Museum of Military History offers exhibits that highlight the bravery and humanity of the men and women who have served in the armed forces. Genuine artifacts, military relics, photographs and memorable accounts by former soldiers are on display here.
 
For some Florida history, stop in to Osceola County Pioneer Village and Museum. This museum features many exhibits depicting life in the 19th century. The Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
 
Family-friendly activities
 
Strap on your hiking boots and take off on the Shingle Creek Regional Trail. The trail offers a beautiful, natural environment for cyclists, pedestrians, canoeists/kayakers, bird watchers and other nature lovers.  A wide variety of habitats on the trail include Lake Tohopekaliga waterfront and islands, a pristine cypress swamp, an orange grove and wild grasslands.
 
For a more cuddly experience, Green Meadows Petting Farm has over 50 acres of animals to greet and family rides. If you’re visiting during spring training, stop in to see the Houston Astros practice as Osceola County Stadium. 
 
Of course, the options for fun aren’t limited to the parks. For golfers, Central Florida is a veritable paradise. With dozens of award-winning courses within a few square miles, you should definitely pack your clubs when visiting. If your family prefers mini-golf you have plenty of options, too. 
 
Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for a cookout, and fishing piers. For more along these lines, nearby St. Cloud Lakefront Park and Beach offers a family picnic area and volleyball court. Located along the breathtaking Lake Tohopekaliga, these parks are great options to spend a relaxing afternoon.
 
Spend your evenings in Old Town Kissimmee, where every Saturday night there is a classic car cruise through the city streets, accompanied by a live band. In Old Town you’ll also find everything from high end retailers to souvenir shops. There is live music playing almost every night, and restaurants offering pizza, Tex-Mex, or anything in between. 
 
Annual events
 
Osceola Heritage Park has a variety of world-class shows and sporting events. You'll find the Silver Spurs Rodeo here, too. It's a real crowd pleaser, offering a taste of the Wild West and reflective of the area's ranching heritage. You can watch bull riding, bronco bucking, barrel racing, steer wrestling, team roping, and even those funny rodeo clowns.
 
Kissimmee vacation home rentals on FloridaRentals.com
 
Booking one of our vacation homes in Kissimmee on FloridaRentals.com can save you 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Book today!