Kissimmee Vacation Rentals

(378 rentals)
Mad Men Magic Kingdom House *Pool&Spa* 6mi to Disney*Dog and Family Friendly*

$275

per night

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Key Amenities

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

About this property

As you step through the front door of this 2800-square-foot home, you are immediately drawn to the unique geometric wall design and mid-century modern decor throughout the house. The lighting is spectacular as you enter the great room and look through the two sliding glass doors onto the patio where the ...

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Property Type

Kissimmee Villa

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

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 1 miles to Disney Animal Kingdom

$85

per night

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Key Amenities

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

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

$143

per night

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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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Huge 15BD 13BA Sonoma Resort. Pool Spa with Outdoor Kitchen. Home Cinema.

$558

per night

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Key Amenities

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

About this property

15 Bedrooms 13 Bathrooms Family Room with large HD Cable TV Upstairs TV Loft / Den with HD Cable TV. Huge comfortable coffee shop style hang out space. Home Cinema Room. All bedrooms with Flat Screen TVs Personal Drink fridges in bedrooms Fully Equipped Chefs Gourmet Kitchen with Granite Counters ...

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Property Type

Kissimmee Villa

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Fairway Family Getaway - Amazing Games Room and Kids Bedrooms!

$299

per night

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

$290

per night

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

$150

per night

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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

"Luxury"
Reviewed May 13, 2019

Very nice home lovely pool area for the kids beautiful neighborhood that we rent againThe kids wanted to stay in the pool the whole time in the house has so much room for our entire family spacious plenty ...

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

$310

per night

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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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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

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

$193

per night

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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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5 Star Villa with private pool and lake view. Gated Resort near Disney.

$115

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This stunning 4 Bed 2 Bath Villa enjoys one of the premier positions on Lake Berkley Resort with an unspoilt beautiful view over the lake. Enjoy breakfast, lunch or dinner on the pool patio whilst watching the wildlife on the lake. If you enjoy fishing then you only need to walk a few yards to fish in ...

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Property Type

Kissimmee Villa

"My stay at 1042 Berkley resort"
Reviewed July 10, 2019

The Villa was excellent location we were very impressed by the immaculate condition of the said Villa and had Wonderful stay would recommend your villa to anyone also got great service from Management ...

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

$169

per night

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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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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

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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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Luxurious Vacation home is only 14 minutes from Disney

$209

per night

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Key Amenities

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

About this property

This Luxurious Vacation home in Orlando is at the Encore Club by Reunion. Many visitors come to stay at our conveniently located house to enjoy many of the activities in the Orlando area.Surrounded by many attractions, you will never get bored. It is close to to numerous golf courses. It is a great ...

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Property Type

Kissimmee House

"Stunning property"
Reviewed September 11, 2019

This house was stunning and made our stay one to remember. The facilities and service on the property are great and you don’t have the leave. You can spend all day at the water park and the meals at ...

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Modern 10BD 8BA Sonoma. Pool/Spa. Cinema Room. Free use of Resort Facilities.

$346

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

10 Bedrooms 8 Bathrooms Family Room with large HD Cable TV Upstairs Cinema 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 16 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee Villa

"Beautiful & Roomy"
Reviewed March 10, 2019

We were attending a tournament at Silver Spur Arena and the location of the house was perfect. We were the first to rent the house and everything wasn't quite ready as far as furniture in position and ...

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Highest Ranked Home Newly Renovated Lowest Weekly Rate Price includes all Fees

3 BR | 2 BA | Sleeps 8 | Quick View

5
Owner special: Save $100 on Feb 29 to March 6 for 6 nights and March 8 to 15 for 7 nights

$85

per night

View Details

Key Amenities

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

About this property

New Flooring New Air Conditioning ,New Mattresses, Gel Toppers , Keurig ,Our prices include everything! No hidden maid service fee or security fee or taxesOUR PRICES INCLUDE ALL TAXES AND FEESOur resort, is a Gated community  it is a 5 star resort only 5 minutes from the Disney Parks ...

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Property Type

Kissimmee Condo

"honest owner"
Reviewed March 7, 2019

unfortunately had to cancel last minute because of health to both my wife and I. owner was more than reasonable about problem. not everyone would have been more helpful as he was.

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Champions Estate

8 BR | 5 BA | Sleeps 16 | Quick View

$305

per night

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

$139

per night

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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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Winter Haven. 5 bedroom villa with fantastic lake view

$205

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

After. *** Location Location Location*** It’s all about. ‘The View’The uninterrupted view of the 14 acre lake and bird island, takes unwinding by the pool to a new level! Relax on a sun bed, or perhaps get wrinkly in the spa whilst ...

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Property Type

Kissimmee Villa

"Winter heaven"
Reviewed May 21, 2019

Had the most wonderful time will definitely rent this house again 5 stars everything was perfect the pool was gorgeous and the rental manager was very helpful inside was beautiful and everything you needed ...

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Magnolia Villa

4 BR | 3 BA | Sleeps 1 | Quick View

$200

per night

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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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Berni's Home from Home on the Gated Development of Emerald Island Resort

7 BR | 4.5 BA | Sleeps 14 | Quick View

1

Distance to park: 4 miles to Animal Kingdom

$200

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"Fantastic. Everything we needed and more !"
Reviewed February 5, 2019

We stayed at Berni's home from home in July 2018 and had a fantastic time. There were 7 of us (five adults and 2 teenagers). There was loads of room for us all in the villa and some of the bedrooms we didn't ...

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Formosa Gardens Paradise | Fantastic Lake Views

$270

per night

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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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Fantastic Pool/Spa 5BD 4BA Windsor at Westide. Free use of Resort Facilities.

$193

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • 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 10 plus breakfast bar and outdoor dining Private screened Pool and Spa with Lanai and conservation ...

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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

Owner special: March dates are discounted. Ask us for a quote.

Distance to park: 3 miles to Disney World

$225

per night

View Details

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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LK2714

6 BR | 4 BA | Sleeps 12 | Quick View

$282

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

This Magna Bay home located within Emerald Island Resort is fully furnished. With a west facing rear aspect, you can enjoy spectacular sunsets from the extensive pool deck area, featuring a full width lanai, heated pool and hot tub spa. Located on the exclusive resort of Emerald Island, this tastefully ...

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Property Type

Kissimmee House

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

$190

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

5 BR | 4 BA | Sleeps 12 | Quick View

1
LAST MINUTE DEAL 2/15 - 3/27: $100 Disney Gift card with all reservations

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

$360

per 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

"Perfect Location For All Attractions"
Reviewed January 22, 2020

Wonderful time from the moment we arrived to the moment we left. House was spotlessly clean in a brilliant location and the host couldn't do enough for us. Would highly recommend and will definitely be ...

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DEAL
Modern 8BD 5BA Windsor at Westside Pool/Spa Game Room Free use Resort Facilities

$290

per night

View Details

Key Amenities

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

About this property

8 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Upstairs TV 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 14 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee Villa

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Homestead Paradise - Rare Extended Pool Deck

$430

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This luxury Mediterranean inspired custom home is on an oversized corner lot. Located on the beautiful Tom Watson Independence Reunion Resort golf course and just 6 miles to the gates of Disney.Enjoy Florida sun on the rare extended pool deck that sets this home apart from most in Reunion. Featuring ...

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Property Type

Kissimmee House

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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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NEW! 4/3 Townhome w/Private Pool at Storey Lake Resort

$179

per night

View Details

Key Amenities

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

About this property

Private 2 story home with 4 Bedroom/3 Bathroom with heated pool has all of the spacious and convenient accommodations for your entire family vacation. Storey Lake is very close to all of the major attractions of Disney World, Epcot, Animal Kingdom, Disney Water Parks, Universal Studios and Sea-World.The ...

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Property Type

Kissimmee Townhome

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

$239

per night

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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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Fabulous Oakwater Resort in Kissimmee near Mystic Dunes Golf

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Walt Disney World

$99

per night

View Details

Key Amenities

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

About this property

Welcome to this gorgous condo with your own balcony overlooking the conservation and pond. With 3 bedrooms and affordable rates this will be the best place in Oakwater Resort, Kissimme, for your family to unwind after hopping around Orlando parks. This resort is just 1.5 miles to Walt Disney World!!Sleeps ...

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Property Type

Kissimmee Condo

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Fairway Comfort | 6 Bedroom 6.5 Bath Pool Villa with Movie Room!

$335

per night

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About this property

Welcome to Fairway Comfort. Located on the Westside of the incredible Reunion Resort within the Fairway Ridge community, and situated on the Jack Nicklaus-designed Tradition Golf Course. Fairway Elegance will fulfill all your vacation wants and needs. The home is located close to all the attractions of ...

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Property Type

Kissimmee House

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

$220

per 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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Westside Charm | 7 Bed Private Pool Home

$205

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq.ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. Other fantastic amenities such as a playground, volleyball court & multi-purpose sports ...

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Property Type

Kissimmee House

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$229

per 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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Family Fun | Games Room & No Rear Neighbors

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This expansive 3,909sq. ft home can also sleep 18 comfortably, set within a luxury resort. With 9 bedrooms and 5 bathrooms, this is a perfect home for a large family or group vacation. Your family will love relaxing in the Florida sun by the pool!The living area has an open floor plan, you will find ...

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Property Type

Kissimmee Villa

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Beautiful 2 BR, 2BA Grand villa Orlando Florida!

$500

per night

View Details

Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Pool
  • Private Pool

About this property

Westgate Town Center Resort & Spa in Kissimmee, Florida, provides guests all the comforts of a fully furnished home with accommodations all within minutes of Orlando's world-famous theme parks and attractions. With a variety of onsite amenities and dining options, your vacation is waiting at Westgate ...

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Property Type

Kissimmee House

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

$515

per 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 . 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

"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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4 BEDROOM IN Terra Verde Resort WITH PRIVATE POOL & Free Wi Fi

$98

per night

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Key Amenities

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

About this property

4 Bedroom / 3 Bathroom (1,940 sqft) Single Story Gated Community North Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room 1: TV / DVD / Stereo Living Room 2: Seating Area Dining Area - Seats 6 Breakfast Table - Seats 4 Breakfast Bar - Seats 2Master Bedroom ...

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Property Type

Kissimmee Villa

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Renovated Home with Private West Facing Pool and close to Amenities

$232

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool
  • Private Pool

About this property

Are you looking for a vacation home that has been beautifully renovated with a west facing private heated pool/spa, in Windsor Hills Resort with its NEW water park, and is very close to Disney World? This is it . . .Name Of Home: Blue Bridge Villa At Windsor Hills Location: Windsor Hills Resort ...

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Property Type

Kissimmee House

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Luxury TH ( April 6-11)) Close to club house, Free Pool Ht & Welcome Pkg

$110

per night

View Details

Key Amenities

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

About this property

'Disney Dreams Vacation Homes is a spacious Orlando vacation town home in the heart of the exclusive Windsor Hills resort community, less than 2 miles from Disney in Orlando, Florida. With 3 bedrooms and 3 bathrooms, this fully air-conditioned, stylish town-home with a private pool is perfect for any ...

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Property Type

Kissimmee Townhome

"It has everything,"
Reviewed March 18, 2018

We will definitely stay here again. Lots of amenities and personal touches. The fully equipped kitchen and stores - Walmart minutes away saved us quire a bit of money as we were able to prep our own foods ...

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Beautiful 8 Bedroom Villa, Freshly Painted, Newly Decorated in Emerald Island

8 BR | 4.5 BA | Sleeps 16 | Quick View

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

$250

per night

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Key Amenities

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

About this property

Lovely 8 bedroom villa with enough room for family and friends to come together and escape real life for awhile. A short drive to Disney, Sea World and Universal studios, located in the beautiful Emerald Island Resort, a 24 hour secured gated community. After a day at the parks, relax in your own private ...

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Property Type

Kissimmee Villa

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New 6 Bedrooms, Special lighting ,4 miles - Disneys, CHECK THIS OUT!!

$259

per night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Private Pool

About this property

THANK YOU FOR LOOKING MY VILLA * Please note: If you do an Instant booking online.. there rate not include Pool and Spa to be heated ... additional cost is $25/ day.This is the second villa of mind, please visit my first villa for Reference of Reviewed + Service and Product I provided.This ...

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Property Type

Kissimmee Villa

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Classic Condo | 3 Bed 3 Bath for 6 in Reunion Resort

$110

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This condo is located in the neighborhood Villas South in Reunion Resort near the many world-class entertainments and theme parks Orlando is notorious for. It has everything you need for an Orlando vacation, including a fully equipped kitchen with stainless steel appliances and a beautiful granite countertop. ...

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Property Type

Kissimmee Condo

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RB203: A LUXURY STAR WARS EXPERIENCE, POOLSIDE! 4 mi from WDW

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 4 miles to Walt Disney World

$100

per night

View Details

Key Amenities

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

About this property

MISSION: Use the Force to experience an intergalactic vacation like no other! Join the Rebel Alliance at this magnificent 3 bedroom, 2 bathroom condominium that overlooks the multi-million dollar water park and splash pad at the world renowned Windsor Hills resort. This Rebel Base has been completely ...

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Property Type

Kissimmee Condo

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Disney World Area Vacation Townhouse

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to park: 3 miles to Walt Disney Word

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Located only 3 1/2 miles from Disney World, deluxe 2 story townhouse sleeps 6, includes fully equipped kitchen, washer, dryer, dishwasher, microwave, 2 tv's with cable, coffee maker, fully air-conditioned, 2 full baths, screened patio, parking, wifi, and transportation to Disney, Universal Orlando, and ...

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Property Type

Kissimmee Townhome

"Nice condo and facilities"
Reviewed February 18, 2019

The townhouse was very clean and well appointed. The Resort had plenty to do with pools and slides etc. a wonderful family area and close to Disney.

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Designer 7BD 5BA Windsor at Westside Private Pool Spa TV Den/Loft Games Room

$315

per 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 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 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!