Kissimmee Vacation Rentals

(325 rentals)
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

$150

per night

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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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☀️❤️ Sunshine Memories near Disney: ❤️ by Families

$200

per night

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Key Amenities

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

About this property

Welcome to Sunshine Memories Villa, where you will have an amazing vacation enjoying all that the Orlando area has to offer. Our 5-bedroom 5-bathroom villa is located less than 10 minutes away from Disney in the beautiful gated resort of Windsor Hills. As you step inside the foyer of your vacation home ...

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Property Type

Kissimmee Villa

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Stunning 5 Bed 3 Bath villa with own pool. Close to Disney/shops/restaurants

$115

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Our five-bedroom, 3.5-bath villa is available for your Disney family holiday.Fully air conditioned throughout and with fre WiFiWe have a large sitting room with comfortable sofas and large screen TV.There is a fully equipped kitchen, everything you need is provided.We have 5 Bedrooms, ...

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Property Type

Kissimmee Villa

"Best pool area yet!"
Reviewed May 25, 2019

We have been coming to Kissimmee for 10 years and this is by far the best stocked house we have stayed in. Needed nothing in the kitchen ( pots, pans, etc. which is a bonus)The house had lots of room ...

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Refurbished 4 Bed 3 Bath villa with own pool. On secure gated Resort near Disney

$150

per night

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Key Amenities

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

About this property

Our villa was completely refurbished in 2018 and has a very modern feel and look. The villa had complete new bathrooms, bedrooms, furnishings, bed and pool furniture, it is now almost like a new villa. It is located on Bella Vida Resort, a secure gated Resort just 15 minutes from Disney and very close ...

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Property Type

Kissimmee House

"Fantastic"
Reviewed June 5, 2019

The villa is situated in a gated community which is in a perfect location for getting around Orlando, with supermarkets and restaurants all very close by. The villa itself is furnished to a very high standard ...

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LUXURIOUS 14B 13BA PRIVATE POOL/PATIO Sonoma Resort-2613CYA - Property 4831

$515

per night

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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 . comSonoma Resort - Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This brand new resort community sits nestled just outside of Orlando, between W. Osceola ...

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Property Type

Kissimmee House

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • 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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Family Friendly Golf View Home, South Facing Pool & Spa with Tiki Bar

5 BR | 4 BA | Sleeps 12 | Quick View

Owner special: $1000 Fully Inclusive June 14th - 21st

$199

per night

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Key Amenities

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

About this property

Our beautiful 5 Bed, 4 Bathroom home is located on a generous corner plot. With a south facing Pool and Spa and stunning views over the second tee of the Arnold Palmer Golf Course on Reunion ResortIncluded within the rental is a one bedroom Guest Suite, ideally used for extended family.4 Bedrooms ...

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Property Type

Kissimmee House

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Dory's Magic - Luxury villa with theater room, lake view and south-facing pool

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

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Key Amenities

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

About this property

"Dory's Magic" is our Emerald Island Resort 7 bed/5.5 bath vacation home offering a fully air-conditioned games-room in addition to a south-facing pool/spa and multiple living areas. It offers several complimentary amenities such as BBQ grill, free full-size crib, pack 'n play, stroller, high ...

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Property Type

Kissimmee Villa

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Lake view 7 bedrooms 5.5 baths 4 king size bed suite

$229

per night

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Key Amenities

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

About this property

Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, our brand new furnished elegant ...

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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

$243

per 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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Lakeside pool villa, kissimmee 3 miles disney

$171

per night

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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

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Fairway Ridge Paradise

5 BR | 4 BA | Sleeps 10 | Quick View

1

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This beautiful home is located in the Fairway Ridge South neighborhood in the Westside of Reunion Resort and overlooks the Tradition golf course designed by Jack Nicklaus. Reunion Resort is only 6 miles to the gates of Disney!The large deck, pool, and spa of this luxurious vacation rental home are ...

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Property Type

Kissimmee House

"Family Vacation"
Reviewed September 30, 2018

Beautiful community and homes in peaceful surroundings.

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Charming 3 bed 2 bath single story home in Kissimmee

$75

per night

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Key Amenities

  • Air Conditioning

About this property

OverviewCharming 3 bed 2 bath single storey home in Kissimmee  Rent this charming, spacious 3 bed two bath vacation home with private pool and extra large pool deck area with woodland view. Enter this home through the front door and step into an open concept style living area with ...

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Property Type

Kissimmee Villa

"Beautiful home in quiet, beautiful neighborhood"
Reviewed February 13, 2019

First off, this is not the home we stayed in. We were at 2840 Roccella Ct. This home was spacious and was a wonderful vacation home. It was very clean, however, we would recommend changing the blue ...

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Simbas'Pride Luxury Villa Emerald Island Resort

$184

per night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Private Pool

About this property

This luxury 6 bed, 4.5 bath villa sleeps 12(plus infant) over 3,000sq.ft.of luxury and has its own 30 ft pool with spa. The villa is equipped to executive standard and features such as; Game room, Nintendo WII,, Playstation 2, I pod Dock, FREE broadband wireless internet access, DirecTV, D.V.D players ...

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Property Type

Kissimmee Villa

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7BR Perfect getaway for Disney vacation

$199

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This beautiful 7 bed 4 bath home is the perfect getaway. It is located in the fabulous gated community of Formosa Gardens and is just a couple of minutes away from US 192. Gorgeous bedrooms, wonderful children's loft and a games room with a pool table.Amenities Gated community One of the closest ...

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Property Type

Kissimmee House

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Treat Yourself w/ Private South Facing Pool in Montego Bay, Kissimmee 3BR / 2BA

$83

per night

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About this property

***NO PETS***3 Bedroom / 2 Bathroom (1,565 sqft) Single Story Electric Pool Heat is an additional cost. South Facing PoolLiving Room (Front) Living Room (Back): TV / DVD Dining Area - Seats 6 Breakfast Table - Seats 4Master Bedroom 1: QUEEN / TV / POOL ACCESS Bedroom 2: FULL / TV / ...

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Property Type

Kissimmee House

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July and August 2019 are still open!!

$120

per night

View Details

Key Amenities

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

About this property

Enjoy a magical vacation just 3 miles from all the Disney parks at the Pineapple Vacation Villa situated in the elegant Windsor Palms Resort. -Our holiday home offers all of the latest features in vacation rentals. With four bedrooms including two master-en-suites with private bathrooms plus two twin ...

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Property Type

Kissimmee Villa

"Perfect"
Reviewed February 20, 2019

Could not have asked for one for a great home in the perfect location. Disney, international drive , eating and shopping were all very close . Best to have a car. The gated community was clean and safe ...

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6BR/5.5Bath/4Miles to Disney/Frequent Specials/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 19 | Quick View

11

Distance to park: 4 miles to Animal Kingdom

$99

per night

View Details

Key Amenities

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

About this property

Summary of this House’s best features (from Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Two leather couches and a recliner with a total of 5 power reclining seats • Privacy on the pool deck with flowering hedge-plants along the perimeter • A ...

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Property Type

Kissimmee House

"Great Experience Beautiful Home!"
Reviewed June 13, 2019

My family of 19 people booked Mr Becks home for our first family vacation last week and everything was great. The pictures and video were short in describing the beauty of it. Everything was wonderful and ...

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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower

$125

per night

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Key Amenities

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

About this property

Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation.This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully Air ...

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Property Type

Kissimmee Villa

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Four Bedroom Family Vacation Home Close to Disney World!

4 BR | 2.5 BA | Sleeps 8 | Quick View

2

Distance to park: 4 miles to Disney World

$130

per 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 location, beautiful home."
Reviewed January 14, 2019

Our family stayed at Kay's retreat from December 23-January 4th 2019. Upon walking into the house the first thing you will notice is that it is spotless. The furniture and carpets are in excellent condition. ...

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Luxury 6 bedroom villa in a gated community

$118

per night

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Key Amenities

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

About this property

You will feel at home the moment you pass the entry gates to Cumbrian Lakes, this beautiful community providing both family and vacation homes. Cumbrian Lakes offers a sense of peace and harmony with nature. Open streets lined with ancient oak tree preserves (many with hanging moss) provides welcome shade ...

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Property Type

Kissimmee Villa

"Great vacation home"
Reviewed December 8, 2018

Home was way more than whatbwe expected it was pretty new the only thing was the community was crowded but it was expected going during Thanksgiving week! Appreciate the extra saftey measures of the community

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Dolphin Villa - Doral Woods

4 BR | 3 BA | Sleeps 8 | Quick View

$180

per night

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Key Amenities

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

About this property

Our minimum stay period is 7 nights, (except Easter & Christmas/New Year when its 14 nights minimum charge), but please feel free to request a period shorter if available.Over 12 Years listed with Holiday Lettings/ Trip Advisor. 5 STAR Trip Advisor Reviews, please read them, we hope you find ...

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Property Type

Kissimmee Villa

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Luxurious! 5 min to Disney! South facing pool/Gameroom/Baby Gear

6 BR | 5 BA | Sleeps 12 | Quick View

Owner special: 10% discount for booking in September.

Distance to park: 5 miles to Majic kingdon

$189

per night

View Details

Key Amenities

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

About this property

A beautiful villa, located in the luxurious resort Paradise Palms, has 6 bedrooms and 5 bathrooms with other amenities for 13 guests. Along with the convenience of space to share with your family and guests, as well as the privacy of your own. The home is in the proximity of tourist destinations, such ...

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Property Type

Kissimmee House

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Kissimmee, Florida, 4 Bedrooms

4 BR | 2 BA | Sleeps 8 | Quick View

1

$171

per night

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Key Amenities

  • Kid Friendly

About this property

Come and enjoy this exquisite four bedroom home which is beautifully furnished. The ground floor consists of a grand entrance leading onto the private lounge and dining room, which then lead on to a large diner kitchen and on to a large family TV lounge. There are 2 full bathrooms and 4 toilets.From ...

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Property Type

Kissimmee House

"Best stay ever"
Reviewed January 14, 2019

My family and I loved the house and would book with you and recommend you to out family and friends

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Up-to-date calendar-Quick response-Easy to reserve-Near Disney-Clean-Low cost!

4 BR | 3 BA | Sleeps 8 | Quick View

12

Distance to park: 4 miles to Walt Disney World

$124

per night

View Details

Key Amenities

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

About this property

CASA BONITA Near DISNEY! Florida License DWE5916118'Casa Bonita' which means 'Beautiful Home' is a beautifully furnished four bedroom, three bathroom home with a 26ft x 14ft swimming pool and covered lanai and is just a 3.5 mile drive to Walt Disney World Resort.No pets.This wonderfully located ...

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Property Type

Kissimmee House

"Great stay at mickey's villa"
Reviewed May 3, 2019

We enjoyed our stay at mickey's villa, everything was exactly as pictured. The pool was a hit for the kids as they played in it each day, and the jacuzzi was perfect for the adults after the long days ...

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to park: 3 miles to Disney World

$175

per 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

"Will do this again!!"
Reviewed January 15, 2019

We took 5 of our grandchildren to Disney and Universal and one of the best parts of the trip was the house we stayed at! I believe we could have just stayed at the house and still had the time of our lives!

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6 Bedroom Pool Home, minutes from Disneyworld

$200

per night

View Details

Key Amenities

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

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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Property Type

Kissimmee House

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LUXURY HOME WITH PRIVATE POOL, GAMING ROOM, CLUB HOUSE, FREE WIFI SLEEPS 12

$350

per night

View Details

Key Amenities

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

About this property

Orlando Vacation Home Rentals Florida – Encore Resort Kissimmee Villas – Orlando Vacation Rentals Near Disney Orlando Kissimmee Accommodation, Vacation Homes in Orlando Florida, Villas Near Disney World SLEEPS 12 GUESTS INCL POOL/SPA/RESORT FACILITIES/GYM/SHUTTLE BUS, RESTAURANTSThis ...

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Property Type

Kissimmee House

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Gigantic Pool 6 BR 4 BA, Two Themed Bedrooms, XBox/Games room

6 BR | 4 BA | Sleeps 13 | Quick View

Distance to park: 3 miles to Disney World Animal Kingdom

$249

per night

View Details

Key Amenities

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

About this property

Welcome to BigPoolVilla!Our 6 bed (3 en-suite masters) 4.2 bath villa (with a spectacular pool) is where you want to be - as close to Disney as it gets, only at 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a QUIET street.The Pool is Gigantic it's in the top ...

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Property Type

Kissimmee Villa

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Fable Haven | New in Storey Lake! 9 Bedroom Pool Home with Amazing Games Room!

$325

per night

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Key Amenities

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

About this property

The Storey Lake clubhouse features a fitness center, sauna, game room, internet cafe, and a 50-seat movie theater. Additional amenities include Tennis, basketball, volleyball courts, and a golfing area at this fabulous vacation rental resort community.You're sure to enjoy your time at this vacation ...

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Property Type

Kissimmee House

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Luxury 3 Bed Villa with private South facing pool .Close to Disney.

$100

per night

View Details

Key Amenities

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

About this property

This is a luxurious 3 bedroom 3 bathroom villa with private pool with conservation view on 5 Star Eagle Pointe Resort, Kissimmee, Orlando.The villa was recently refurbished and now benefits from ceramic tile and wood flooring throughout. The villa is furnished to a very high standard. Uniquely the ...

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Property Type

Kissimmee House

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Magnolia Villa

4 BR | 3 BA | Sleeps 1 | Quick View

$200

per night

View Details

Key Amenities

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

About this property

Magnolia Villa will appeal to the most discerning guest who requires the most exquisite 4-bedroom villa. Located in Formosa Gardens, the most prestigious development in the Disney area. On one-third acre of magnificent landscaped gardens, it offers total privacy. The south-facing pool gets the sun all ...

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Property Type

Kissimmee Villa

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HOME AWAY FROM HOME- ENJOY THE VIEW

$80

per night

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Key Amenities

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

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.Times are approximate: ...

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Property Type

Kissimmee House

"We booked again for next year we loved this house so much."
Reviewed June 4, 2019

We stayed in this villa 11th May to 1st June 2019. We loved it so much that we booked It straight away for next year. It has everything. The location is amazing so easy to get around. The pool is gorgeous ...

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4 BR W/ Private Pool, Game Room & Wireless Internet

$165

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Be our Guest at our 'Home away from Home'. Loaded with upgrades our 4 bedroom, two bath, home with private screened in pool offers granite counter tops in the kitchen and baths, travertine tile in the baths, and new furniture in the family room. Cable TV and DVD players in all the bedrooms.. The master ...

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Property Type

Kissimmee House

"Great place"
Reviewed August 2, 2018

We had a blast. Love the house everything we could have asked for

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Gino's Vacation Home

5 BR | 5 BA | Sleeps 10 | Quick View

1

$143

per night

View Details

Key Amenities

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

About this property

Vacation Home 5.6 miles from Disney.This beautiful fully furnished with open floor plan, mediterranean style 5 bedroom 5.5 bathroom house is located just 5 miles from Walt Disney World and is only a 30 minute drive from Orlando International Airport. Not only is this home open and spacious, but private ...

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Property Type

Kissimmee Villa

"Excellent Orlando Villa"
Reviewed April 15, 2018

Hi Gino & Eva Just wanted you to know we had a fantastic time in your fabulous Villa/Home We all enjoyed every part of it Ideally positioned Large double bedrooms with comfy beds Excellent pool ...

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7BR(4 KING)/5.5BA - SLEEPS 20

7 BR | 5.5 BA | Sleeps 20 | Quick View

1

Distance to park: 3 miles to Disney parks

$143

per night

View Details

Key Amenities

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

About this property

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind.Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms, 3 twin rooms including ...

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Property Type

Kissimmee House

"Last Minute"
Reviewed December 4, 2018

We were able to reserve the house at last minute notice. Ms Sun was extremely helpful. Excellent communication. House was nice and clean. Very comfortable neighborhood. Location is excellent. Nothing negative ...

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Villa Cosy Kissimmee - Disney

3 BR | 2 BA | Sleeps 6 | Quick View

3

$95

per night

View Details

Key Amenities

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

About this property

Welcome to Villa Cosy Kissimmee! You will be seduced by our charming villa fully equipped for your stay. Conveniently located in the community of Creekside, in a family villa. Whether it is for a sensational vacation with the Orlando parks or just to enjoy the bright sunshine of Florida our home is ...

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Property Type

Kissimmee Villa

"Great Place"
Reviewed April 17, 2019

We spent January thru March 2019 at this cozy home. It was very nice, just like the pictures. A few small issues we had were taken care of quickly by owner/manager.

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Gorgeous Modern Luxurious W/ pool, hot tub, fitness centre mins away from Disney

$143

per night

View Details

Key Amenities

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

About this property

Welcome to 7558 Sunville Avenue, your home away from home. This luxurious townhome at Summerville Resort features 3-bedroom, (plus a bonus room) and 3.5 bathrooms easily accommodating up to 8 guests comfortably. This brand new luxury townhome is perfect for a family or a big group who are coming to enjoy ...

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Property Type

Kissimmee Townhome

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Large South Facing Pool 6 Bedroom/5.5 Bathroom House, WiFi, Close to Disney

Inquire for rates

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

6 BRs / 5.5 Baths: 4 Master suites (2 Kings, 2 Queens) & 4 Twins, Sleeps 14Our beautifully furnished Shining Star Disney Vacation Villa is situated in the magnificent community of Terra Verde Resort, which is built around a 3 acre lake and a Premier Award Winning gated resort, just 10 to 15 minutes ...

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Property Type

Kissimmee House

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Where Location meets Comfort!

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 6 miles to Disney World

$84

per night

View Details

Key Amenities

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

About this property

Our condo has 3 fully furnished bedrooms with a King Bed, a Queen Bed, 2 Twin beds and a walk in closed in the Master bedroom. Its completely furnished and very comfortable...that's guarantee! Enjoy the great lake view and relax on the balcony! kitchen and laundry are fully equipped and very convenient. ...

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Property Type

Kissimmee Condo

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Champions Gate 4 Br Townhome features exceptional golf course and resort

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 7 miles to Walt Disney World

$202

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Designed with the resort traveler in mind, this 4 bed, 3 bath vacation townhome is the perfect way for you to enjoy your time in Central, FL. Experience the thrills of local Orlando parks, and then relax in style with this spa-like property.Fully equipped with brand new appliances, your home’s ...

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Property Type

Kissimmee Townhome

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Holiday villa with pool and entertainment, 10 min to Disneyworld, Orlando, etc.

4 BR | 2.5 BA | Sleeps 9 | Quick View

2

Distance to park: 10 miles to Disneyworld

$120

per night

View Details

Key Amenities

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

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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Property Type

Kissimmee House

"Kissimmee Home"
Reviewed April 10, 2019

If you are looking for a place to stay in Kissimmee, this is the home for you. For your money, you will not get a better property than this. It is clean, comfortable & had everything we needed for our vacation.The ...

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Westside Hideaway | 7 Bed 5.5 Bath Pool Home in Windsor at Westside

$220

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Enjoy these amenities and more at Windsor at Westside, only 8 miles to the gates of Disney World® and 4 miles to the Reunion Resort.New vacation property in the Windsor at Westside resort with 7 bedrooms, 5.5 bathrooms, private pool, and spillover spa. This beautiful home can host up to 14 guests ...

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Property Type

Kissimmee House

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The Princess Villa in Emerald Island Close to Disney World

$200

per night

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Key Amenities

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

About this property

Welcome to our beautiful villa close to Disney World . Our home fully is fully furnished and all the amenities to make your stay very enjoyable and comfortable. We have 2 kids theme rooms that little kids will enjoy sleeping in. We have 3 bunk beds in each of the theme rooms. In the garage has been ...

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Property Type

Kissimmee Villa

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Mickey's Villa -- New home now available! Wide-open calendar! Low rates!

5 BR | 4 BA | Sleeps 11 | Quick View

3

Distance to park: 4 miles to Disney World

$134

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Florida State License DWE5910390 (Near Disney) COME SWIM WITH MICKEY! This beautiful 5-Bed 4-Bath home located in the very popular community of Indian Creek is one of only three homes in the development with a Mickey Pool. Featuring two en-suites with private baths and three other bedrooms and two ...

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Property Type

Kissimmee House

"Great Vacation Home"
Reviewed April 19, 2019

We stayed in this home for 10 nights and we absolutely loved the place! It was very clean and well layed out. The care taker made time out to visit to ensure everything was ok.We would definitely ...

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Enchanted Crystal Castle at Windsor Hills Resort

5 BR | 5 BA | Sleeps 11 | Quick View

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

$185

per night

View Details

Key Amenities

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

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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Property Type

Kissimmee Villa

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Luxury Villa On 5 Star Bella Vida Resort, private pool and close to Disney

$145

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

A stunning, larger than average, 5-Bed 4-Bath villa with a beautiful view of the conservation area at the rear as backdrop to our private pool.The villa is furnished and maintained to a very high standard and all rooms in the villa are spacious.The villa is split over two floors which makes it ...

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Property Type

Kissimmee Villa

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The perfect Disney vacation home rental property! ATTENTION-ONLY WEEKLY RENTALS

3 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to park: 12 miles to All Disney Theme Park

$89

per night

View Details

Key Amenities

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

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 it ...

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Property Type

Kissimmee Villa

"Perfect Family Vacation Home"
Reviewed March 18, 2019

We rented this home for a week in early February. Everything was perfect. All of the amenities need for our stay were there. The pool was great. All of the restaurants and Theme parks were just a short ...

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3 Bedroom Home with Private Pool Area and Wireless Internet

$153

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our home is perfect for your family vacation, and bring your friends too! You will find our home very relaxing and clean. We have re-carpeted the entire house, added porcelain tile in the baths, and new ceramic in the kitchen. TVs are in each of the three bedrooms and the family room. For added privacy, ...

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Property Type

Kissimmee House

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Refinished/Painted S. Facing Pool/Spa, Updated Decor, Near Disney, Sleeps 8

4 BR | 3 BA | Sleeps 8 | Quick View

4

Distance to park: 4 miles to Disney

$115

per night

View Details

Key Amenities

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

About this property

Magical Dreams come our elegant private 4 bedroom villa, 3 bathroom, all located on one floor, Quiet upgraded comforts of home and luxuries of an exceptionally rated vacation resort/hotel. Newly resurfaced and freshly painted pool and spa is sure to impress. There will be no waiting in line to check ...

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Property Type

Kissimmee House

"Great Kissimmee Villa!"
Reviewed April 12, 2019

This was our second stay and we have already booked for next year. The Villa was clean, comfortable and had everything we needed. The new mattresses were great! The redone pool area was wonderful-we really ...

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Kissimmee Vacation Rentals

Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
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JUNE
9233°  7222°
JULY
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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!