Kissimmee Vacation Rentals

(339 rentals)
Family Disney villa pool/spa 5 bds 15 Mins to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to park: 6 miles to Disney Animal Kingdom

$146

per night

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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 oldAs you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the ...

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Property Type

Kissimmee House

"Amazing stay, no need to look anywhere else"
Reviewed July 8, 2019

We’ve stayed at this villa twice. The communication from Pam was always excellent, answering our queries but also providing really useful hints and tips for days out, places to eat and shop and so on. ...

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5 bed 3.5 bath home located in Tuscany Westside Kissimmee

$120

per night

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Key Amenities

  • Air Conditioning

About this property

Overview5 bed 3.5 bath home located in Tuscany Westside Kissimmee  Rent this lovely two storey spacious home located just off of Highway 192 and close to shops and restaurants and theme parks. This home is located on a large corner plot, close to the entrance with plenty of parking ...

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Property Type

Kissimmee Villa

"Nice home in nice neighborhood"
Reviewed February 25, 2019

Very roomy home in a wonderful neighborhood. It was close to everything we needed and just 15-20 minutes away from most Disney attractions! The house was very clean however it was in need of new carpeting. ...

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Villa Cosy Kissimmee - Disney

3 BR | 2 BA | Sleeps 6 | Quick View

4

$95

per night

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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

"Lovedddddd it!"
Reviewed June 18, 2019

awesome house I loved our stay me and my family enjoyed the pool and fools ball table in garage will most certainly rent again!

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5 Star Updated Windsor Palms Pool Home with 2 Master bedrooms. 4 Bed 3 Bath

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 3 miles to Disney World

$145

per night

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Key Amenities

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

About this property

ALL NEW TILE FLOOR AND PAINT IN THE ENTIRE HOUSE. NO CARPET ANYWHERE!!! NEW PICTURES SHOWCASE THE PROFESSIONALLY REMODELED HOUSELocated in the gated community of Windsor Palms ,the Villa is completely remodeled with new tile plank flooring, fresh paint, new appliances and updated decorations. ...

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Property Type

Kissimmee Villa

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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

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

$350

per night

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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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Disney by, Celabration, Kissimmee, family condo, gated, Free WI-FI

$85

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Kissimmee/Cerebration area Florida. Walking ...

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Property Type

Kissimmee Condo

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3 Bedroom Home with Private Pool Area and Wireless Internet

$153

per night

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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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Hapimag Orlando - Lake Berkley Resort

$153

per night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool

About this property

A stay at Hapimag Lake Berkley Resort places you in the heart of Kissimmee, within a 5-minute drive of Shingle Creek Regional Park and Medieval Times. This condo is 3.5 mi (5.7 km) from Kissimmee Sports Arena and Rodeo and 7.5 mi (12.1 km) from Gatorland®.Rooms Make yourself at home in one of ...

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Property Type

Kissimmee Condo

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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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Lindfields Home 8620

3 BR | 2 BA | Sleeps 6 | Quick View

$75

per night

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Key Amenities

  • Air Conditioning

About this property

Overview3 Bed 2 Bath home with extended pool area and deck   This home is a 3-bedroom, 2-bathroom with its own private screened pool. The home is located in Lindfields; a peaceful subdivision situated approximately 10 minutes from the Walt Disney World entrance and is ...

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Property Type

Kissimmee House

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***At Disney's Door*** Just 5 minutes to Animal Kingdom!

4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to park: 3 miles to Animal Kingdom, DIsney World

$193

per night

View Details

Key Amenities

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

About this property

Enjoy a magical Disney-style vacation at this luxurious Emerald Island Resort house. This luxurious private home includes a custom-built over-sized south-facing pool with Jacuzzi/spa. Constructed in the elegant Emerald Island Resort, this house offers all the latest features in vacation rentals. With ...

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Property Type

Kissimmee House

"Excellent Experience"
Reviewed February 27, 2018

This was a last minute booking so we were very pleased that Nancy could accommodate us.Having stayed here before we knew the villa and the service that Nancy would provide and once again we were not disappointed. ...

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3 bed two bath home Kissimmee - close to parks

$75

per night

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About this property

Overview3 Bed 2 Bath Villa with Private Pool  Rent this lovely 3 bed 2 bath single story home located on the ever popular community of Tuscany Kissimmee. Close to Highway 192 and minutes from the local Theme Parks. This home has an open floor plan with living dining and ...

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Property Type

Kissimmee Villa

"Absolutely Charming"
Reviewed June 2, 2019

This is a very nice 3 bedroom family home my husband and I and our 2 boys stayed for our spring break vacation I have no complaints it was a truly a home away from home.

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4 Bed 3 Bath Villa with Private Corner Lot Pool

$100

per night

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About this property

Overview4 Bed 3 Bath Villa with Private Corner Lot Pool  Rent this lovely 4 bed 3 bath single story home located on the ever popular community of Tuscany, Westside,  Kissimmee. Close to Highway 192 and minutes from the local Theme Parks. Enter through the front ...

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Property Type

Kissimmee Villa

"Great house"
Reviewed June 15, 2019

Great house on corner lot. Well stocked with kitchen supplies and towels. Nice garage available to use. Nice pool. Great size for our family of 5. Teenagers all able to have their space and room to ...

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Sandy Park Estate

6 BR | 4 BA | Sleeps 12 | Quick View

$195

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

If You're Looking For One Of The Best 6 Bedroom Vacation Homes In Solara Resort Or Central Florida, Look No Further!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 minute (2.7-mile ...

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Property Type

Kissimmee House

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First Floor 3 Bed 2 Bath Condo

$95

per night

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Key Amenities

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

About this property

You will love this recently updated oversized 1,465 square foot, 3 bed, 2 bath condo. Situated on the first floor for easy access, this condo boasts an amazing location with easy access to the clubhouse, splash park, and pool in the fantastic Windsor Hills Resort. Location is everything, we are just 2.5 ...

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Property Type

Kissimmee Condo

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

6 BR | 5 BA | Sleeps 12 | Quick View

LAST MINUTE DEAL 8/22 - 8/25: 15% discount .. Hurry

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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DEAL
Beautiful lakeside villa with private pool.

$74

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Beautiful south facing lakeside villa with solar and electric heated pool. Great location for all the theme parks, Disney 20 mins, Seaworld 15mins, Universal 30 mins and Cocoa Beach/Kennedy Space Centre 45 mins. Local English management contact and fully inspected/licensed by the Florida Hotels Board. ...

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Property Type

Kissimmee Villa

"very nice house"
Reviewed February 25, 2019

Great location, near Aldies,Walmart ect. Easy, close drive to Disney.Nice comfy home and beautiful pool.

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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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5 Bed 3.5 Bath Villa with Private Pool

$115

per night

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About this property

Overview5 Bed 3.5 Bath Villa with Private Pool  Rent this lovely two storey spacious home located just off of Highway 192 and close to shops and restaurants and theme parks. This home is located on a large corner plot, close to the entrance of the Tuscany Community with plenty of ...

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Property Type

Kissimmee Villa

"Awesome and Family Oriented"
Reviewed December 4, 2018

My family and I stayed at this Villa for Thanskgiving 2018. Must say pictures does no justice for this place. The place was awesome. Had everything we needed. The location was perfect close to all parks ...

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

6 BR | 5.5 BA | Sleeps 19 | Quick View

12

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

We have $99 per night specials for: 9/28/2019 to 10/10/2019 and 10/29/2019 to 11/01/2019.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 ...

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Property Type

Kissimmee House

"Amazing and memorable family vacation"
Reviewed June 25, 2019

Had a huge family vacation. 14 of us including two infants and we had plenty of space. House was perfect for us. John went out of his way to help us prepare and plan as well. Kids loved the pool and ...

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The Princess Villa in Emerald Island Close to Disney World

$200

per night

View Details

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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*Fabulous South Facing Lake View 6 Bed Villa*

$228

per night

View Details

Key Amenities

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

About this property

Sunset Villa, located in the ideally situated community of Sunset Lakes, offers you and your party the unique opportunity to spend your Florida vacation in a quiet rural setting, yet only a short drive away from the theme parks, restaurants, shopping malls and all the many attractions Orlando has to offer.Sunset ...

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Property Type

Kissimmee Villa

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"The Waters Edge" This Really is The Classiest of Them All - Award Winning Home.

7 BR | 6 BA | Sleeps 22 | Quick View

Distance to park: 2 miles to Disney

$450

per night

View Details

Key Amenities

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

About this property

WOW!!! Even the other villa owners say this about our home, If you are looking for the best, go no further. This is strictly for you sun seekers, as apart from visiting the Mouse; the sun after all is another great reason to visit Florida. This home has a elegantly-shaped, 36-foot by 20-foot, heated, ...

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Property Type

Kissimmee Villa

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Stunning 7 Bedroom Villa with own pool, hot tub. On Emerald Island Resort

$225

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to our stunning 7 Bed 4 Bath villa, located on the secure and safe gated Emerald island Resort, just a few minutes from Disney.. The villa has been furnished to a very high standard, is modern and very spacious. Ideal for a large family or 2 families sharing. Fully airconditioned throughout and ...

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Property Type

Kissimmee House

"Outstanding villa at top rate Resort"
Reviewed September 8, 2018

We stayed here (2 families) in August 2018. All our family members loved the villa from the moment we stepped through the door, it was much bigger than we expected, very spacious and very clean. Everything ...

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ULTRA LUXURY 6 BR VILLA MARGAUX W POOL NEAR DISNEY

6 BR | 5.5 BA | Sleeps 12 | Quick View

Distance to park: 10 miles to Disney

$225

per night

View Details

Key Amenities

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

About this property

Look no further for your family vacation getaway, introducing Villa Margaux! This gorgeous Spanish style villa located in the well known gated community of Bella Vida is truly one of a kind, boasting luxurious coastal interiors. This gem of a villa boasts 6 spacious bedrooms complete with en suite bathrooms, ...

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Property Type

Kissimmee Villa

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Southwest Facing Pool with a Lake View 6 Bed 5.5 Bath Lady Bug Villa

$225

per night

View Details

Key Amenities

  • Full Kitchen
  • Private Pool

About this property

Home Description:Home Name: Ladybug VillaSpacious Executive Lakeview with Southwest facing pool home in the 24 hour guard gated community of Emerald Island. All the amenities for you to enjoy including Wi-Fi, Large Pool/Spa & Game Room. This 2 storey home has a Master Bedroom with ensuite ...

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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

"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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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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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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The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

27

$139

per night

View Details

Key Amenities

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

About this property

FIVE STAR VILLA Near DISNEY! Florida License DWE5918319Welcome to a piece of paradise in the heart of Florida just minutes from the Walt Disney World theme parks !This comfortable and spacious five bedroom vacation home can accommodate a family or group of ten! Two master suites with adjoining ...

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Property Type

Kissimmee Villa

"Five Star Villa was a wonderful experience!"
Reviewed June 18, 2019

Our 8-night stay at Five Star Villa was perfect! The location is great and familiar to us, the amenities were exceptional, the game room and pool added after-park fun for the whole family, and the home ...

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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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Dolphin Villa - Doral Woods

4 BR | 3 BA | Sleeps 8 | Quick View

$180

per night

View Details

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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Discover newly refurbished 4 BR Windsor Palms Resort

4 BR | 3 BA | Sleeps 9 | Quick View

Distance to park: 10 miles to Walt Disney World

$140

per night

View Details

Key Amenities

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

About this property

Enjoy Windsor Palms, featuring gated resort style living at its finest! This beautiful, Orlando vacation resort is just 3 miles (4.5 km) from the gates of Walt Disney World. The perfect location for families to enjoy Disney Magical Gatherings. Our totally remodeled and renovated home provides lots of ...

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Property Type

Kissimmee House

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5 bedrooms - 3 Miles From Disney - Pet Friendly - Free Wifi - Games Room

$235

per night

View Details

Key Amenities

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

About this property

Enjoy your sunny Florida vacation in this newly remodeled, beautifully decorated, executive home, complete with a private, optionally heated, pool and spa with a 6 foot privacy fenced rear yard.This beautiful villa has 5 Bedrooms & 4 full Bathrooms, including 2 Master (king size beds) suites, ...

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Property Type

Kissimmee House

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Snow White Villa Close to Disney World

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World Resort

$200

per night

View Details

Key Amenities

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

About this property

We offer a luxurious decorated home close to Disney World Resort. Kid friendly house, with plenty of things to do in the house. The house is very close to Orlando Disney World Resort. It has 6 bedrooms and 4 bath. There is plenty of space to accommodate a large family gathering for 2 or even 3 families. ...

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Property Type

Kissimmee Villa

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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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Minutes From Mickey - 3Bed 3Bath Townhome with South Facing Pool

3 BR | 3 BA | Sleeps 6 | Quick View

7

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

$110

per night

View Details

Key Amenities

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

About this property

“Minutes-From-Mickey” is our beautiful townhome, situated in the 5-Star Windsor Palms Resort community less than 4 miles from Walt Disney World in sunny Central Florida, giving quick and easy access to the area’s many theme and water parks, golf courses, restaurants, shopping and other ...

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Property Type

Kissimmee Townhome

"We loved the townhome"
Reviewed May 17, 2019

We arrived on May 5, 2019 and for the next 10 days we totally felt at home in Jane's lovely, clean townhome. All the amenities were there for us - a fully ready-to live in environment (we just had to add ...

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

5 BR | 4 BA | Sleeps 11 | Quick View

5

Distance to park: 4 miles to Disney World

$134

per night

View Details

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

"Home away from home"
Reviewed June 16, 2019

My family has been staying in this house for the last 11 years with the previous management. To our delight the new owner was much easier to book with. They are friendly and very accommodating. As a yearly ...

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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

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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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6 bed luxury villa, SOUTH facing pool/hot tub, Themed Rooms, 2 miles to Disney

6 BR | 4 BA | Sleeps 13 | Quick View

Distance to park: 3 miles to Animal Kingdom

$200

per night

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Key Amenities

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

About this property

This Villa has been beautifully refurbished . The property is Located just 2 miles from Disney World with a large SOUTH facing pool (heating extra) , kids paddling pool, stand alone hot tub (extra charge to use $15 per night)and large deck that is not overlooked and backs onto a lake with sun loungers ...

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Property Type

Kissimmee Villa

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Luxury 4 Bed 3 Bath villa with private pool, close to Disney. Gated Resort.

$110

per night

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Key Amenities

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

About this property

This is a beautiful 4-bedroom, 3-bath executive home situated in Lake Berkley Resort, an immaculately maintained gated community 15 minutes from the Disney World Main gate and close to Universal Studios, Islands of Adventure and Sea World.The villa can accommodate upto 8 guests, be it a small/large ...

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Property Type

Kissimmee Villa

"Great place for a family vacation...much better than a hotel"
Reviewed December 20, 2018

The owners were so helpful before and during our stay, they made sure we had everything we needed and were always to answer our questions. The house is simply perfect, we loved the pool and the wide spaces. ...

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Venessa’s Villa 7 Bed 6 Bath Emerald Island Home

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Located on the well-appointed gated resort of Emerald Island Resort, this 7 bedroom 6 bathroom offers the ultimate in holiday accomodations. With over 3599 square feet of living space this home has an oversized pie shaped lot, not to mention an enlarged pool deck with over sized pool. The home is located ...

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Property Type

Kissimmee Villa

"Excellent"
Reviewed April 10, 2019

Clean home nicely decorated. Lots of room for 9 of us! Pool is great. A little farther away from coast than I expected but worth every penny. Mary was easy to work with no issues at all!

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Affordable Disney Villa - just 5 minutes to Disney

$109

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

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Property Type

Kissimmee Villa

"Clean tidy and very close to all attractions"
Reviewed April 18, 2019

This villa was in an amazing location close to all attractions and plenty places to eat right on your doorstep also a great wallmart close. The villa was clean and tidy and would go back there again

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Family Friendly Golf View Home, South Facing Pool & Spa with Tiki Bar

5 BR | 4 BA | Sleeps 12 | Quick View

LAST MINUTE DEAL 8/3 - 8/17: Due to a cancellation we now have August 3rd - August 17th Available Contact us for a great deal

$199

per night

View Details

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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DEAL
Waldo's in Windsor Hills, 5 bedroom, All EnSuite, Pool/Spa Villa

$200

per night

View Details

Key Amenities

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

About this property

Waldo's Windsor Hideout is a Spacious Luxury Villa fully furnished modern open plan style, finished in a warm florida colour scheme. Find Waldo, he is hiding in every room!We offer all the faciities that you could want in this comprehensively equipped villa. We include Fully Air Conditioned rooms, ...

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Property Type

Kissimmee Villa

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

$575

per 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

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4 Bed 2 Bath Villa with Pool and Conservation View 

$95

per night

View Details

About this property

Overview4 Bed 2 Bath Villa with Pool and Conservation View   Rent this lovely 4 bed 2 bath single storey home located on the ever popular community of Tuscany Kissimmee. Close to Highway 192 and minutes from the local Theme Parks. This home has an open floor plan with ...

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Property Type

Kissimmee Villa

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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!