Kissimmee Vacation Rentals

(376 rentals)
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: Last-minute deal for Jan/Feb 15% discount

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 ...

View all property information

Property Type

Kissimmee Villa

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

Four Bedroom Family Vacation Home Close to Disney!

4 BR | 2.5 BA | Sleeps 8 | Quick View

3

Distance to park: 4 miles to Disney World

$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 ...

View all property information

Property Type

Kissimmee House

"Excellent Stay"
Reviewed August 15, 2019

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

See all reviews

Show less

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

$143

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

Show less

Designer Furnished. 6BD 5BA Free use of Solara Resort. Games Room. Pool/Spa.

$189

per night

View Details

Key Amenities

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

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft /Games Room with HD Cable TV, including Foosball, Air Hockey and Games Console. All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating ...

View all property information

Property Type

Kissimmee House

Show less

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

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

View all property information

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 ...

See all reviews

Show less

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

$239

per night

View Details

Key Amenities

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

About this property

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

View all property information

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 ...

See all reviews

Show less

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

$290

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

Show less

Simbas'Pride Luxury Villa Emerald Island Resort

$184

per night

View Details

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 ...

View all property information

Property Type

Kissimmee Villa

"December to remember"
Reviewed December 24, 2019

I took a family of 10 for a early Christmas present.. The house is designed very nice plenty of room for everyone. Close to all attractions and Katrina was a pleasure to work with.

See all reviews

Show less

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

$143

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee Townhome

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

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

See all reviews

Show less

Affordable Home Near Disney World

$100

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee Villa

"Second time staying here"
Reviewed November 18, 2019

Once again this home did not disappoint. Beautiful home, the owners are wonderful and we enjoyed every moment of our stay there. Will for sure stay here again. 100 stars

See all reviews

Show less

Disney Vacation Home

8 BR | 5.5 BA | Sleeps 16 | Quick View

Inquire for rates

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Disney's Animal Kingdom® Theme Park -5.5 mi -Disney's Blizzard Beach Water Park -5.5 mi -ESPN Wide World of Sports -7.2 mi -Disney's Hollywood Studios® - 8 mi -Epcot® -9 mi -Disney's Boardwalk -7.5 mi - Miniature Golf Course - 5.8 mi -Highland Reserve Golf Club - 6.7 mi -Orlando, FL ...

View all property information

Property Type

Kissimmee House

Show less

Pre-Christmas first 14 days of Dec 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 ...

View all property information

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 ...

See all reviews

Show less

Lakeside pool villa, kissimmee 3 miles disney

$171

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

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

View all property information

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 ...

See all reviews

Show less

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

$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 ...

View all property information

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.

See all reviews

Show less

Enjoy resort style living in this outstanding brand new lakeside home

$139

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This two story 2 bedroom 2 & 1/2 bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one of the specialty ...

View all property information

Property Type

Kissimmee Townhome

"Inquiry for rental for 2020 winter season"
Reviewed April 3, 2019

/we inquired to rent for February and March 2020 they wanted the full price paid now we expect to pay a deposit but not the full amount we have never encountered this before.

See all reviews

Show less

NEW COTTAGE - CLOSE TO DISNEY ATTRACTIONS

$71

per night

View Details

Key Amenities

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

About this property

Brand new fully furnished cottage, just bring your clothes and enjoy! Park amenities include heated pool, jacuzzi, tiki bar, events weekly, minature golf, fitness center, clubhouse, shuffleboard, basketball court and so much more.

View all property information

Property Type

Kissimmee Cottage

Show less

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

$346

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee Villa

Show less

Westside Extravaganza

8 BR | 6 BA | Sleeps 16 | Quick View

$260

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

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 ...

View all property information

Property Type

Kissimmee House

Show less

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

$85

per night

View Details

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 ...

View all property information

Property Type

Kissimmee Condo

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

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

4 BR | 3 BA | Sleeps 8 | Quick View

22

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 ...

View all property information

Property Type

Kissimmee House

"House as advertised in the perfect location for a Disney Vacation"
Reviewed January 9, 2020

Disney was 10 minutes away and with the traffic in that area this was a supper bonus. We way more than just Disney and still central location (many toll roads so take small bills and many quarters). House ...

See all reviews

Show less

Windsor at Westside -RHS8989 Unit

$264

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

This home is simply luxurious and waiting for you to come and enjoy all that it has to offer! Boasting 6 bedrooms and 4.5 baths, this home is not shy when it comes to space. To begin, each living space this home provides is absolutely stunning. As a part of the Grand Collection, this home is expertly ...

View all property information

Property Type

Kissimmee House

Show less

HOME AWAY FROM HOME- ENJOY THE VIEW

$89

per night

View Details

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: ...

View all property information

Property Type

Kissimmee House

"Beautiful home in an excellent location with everything you would need."
Reviewed December 20, 2019

This home away from home was perfect for our family of 8. All of the amenities one would need. The location was great for our Disney / Universal family trip. We enjoyed the pool and spa tub after our long ...

See all reviews

Show less

Kissimmee, Florida, 4 Bedrooms

4 BR | 2 BA | Sleeps 8 | Quick View

1

$171

per night

View Details

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 ...

View all property information

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

See all reviews

Show less

Modern Perfection - Ultimate Modern Luxury Pool Home in Reunion Resort

$275

per night

View Details

Key Amenities

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

About this property

This exceptionally beautiful, 4 bedroom 3,300 sq. ft. luxury villa is located in ‘Homestead’ - the most desirable area in Reunion. This home features second floor front and rear facing balconies. The expansive rear balcony overlooks the private sparkling pool and paved travertine deck and ...

View all property information

Property Type

Kissimmee Villa

Show less

Large spacious home/Private pool/Close 2 Disney

$165

per night

View Details

Key Amenities

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

About this property

Spacious, Clean family sized home with a fantastic open concept setting. Located within a gated resort community only 7 miles to Disney, and minutes to shops/restaurants makes the location ideal. The home has been freshly painted, decorated with brand new living room furniture. Perfect for social settings, ...

View all property information

Property Type

Kissimmee House

Show less

Modern 5BD 5BA Windsor at Westside Sleeps 14 Pool/Spa Games Room TV Loft

$189

per night

View Details

Key Amenities

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

About this property

5 Bedrooms 5 Bathrooms SLEEPS UP TO 14 Family Room with large HD Cable TV Upstairs TV Loft/Den is a great kids hang out space 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 ...

View all property information

Property Type

Kissimmee House

Show less

Modern, Stylish, Affordable. 3BD 3.5BA Solara Resort. Private Pool.

$125

per night

View Details

Key Amenities

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

About this property

Former Model/Show Home 3 Bedrooms 3.5 Bathrooms Family Room with large HD Cable TV Upstairs TV Loft with HD Cable TV Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar seating 5 and outdoor dining Private screened ...

View all property information

Property Type

Kissimmee Townhome

Show less

LK2714

6 BR | 4 BA | Sleeps 12 | Quick View

$282

per night

View Details

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 ...

View all property information

Property Type

Kissimmee House

Show less

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 ...

View all property information

Property Type

Kissimmee Villa

Show less

Hidden Treasure

Studio | 2 BA | Sleeps 6 | Quick View

$110

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

No booking fees and a great deal if you stay at least two weeks in February - ASK THE OWNER! Welcome to this beautifully furnished gorgeous 3 - bedroom and 2-bathroom Villa. This stunning home features a very private and totally fenced heated glistening swimming pool with plenty of seating, 55" ...

View all property information

Property Type

Kissimmee House

Show less

***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 ...

View all property information

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. ...

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Villa

Show less

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 ...

View all property information

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 ...

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Condo

Show less

5 Bedroom 3 Bathroom - South facing vacation rental Villa near Disney

$135

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee Villa

"Great visit"
Reviewed November 19, 2019

We had a lovely home and very relaxing holiday. Everyone was very helpful and a beautiful well kept grounds and area. Will be coming back.

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Condo

Show less

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 ...

View all property information

Property Type

Kissimmee House

Show less

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

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS***Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years oldAs you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the ...

View all property information

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. ...

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Villa

"Met expectations"
Reviewed October 16, 2019

Pros: It was an easy process and easy check in. Home was in a nice convenient area and met my group needs. Home was equipped with needed items. Had excess to resort amenities.Cons; There was extra ...

See all reviews

Show less

"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, ...

View all property information

Property Type

Kissimmee Villa

Show less

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

$159

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 ...

View all property information

Property Type

Kissimmee House

Show less

Affordable Disney Villa - just 5 minutes to Disney

$109

per night

View Details

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 ...

View all property information

Property Type

Kissimmee Villa

"Comfortable, convenient and great communications!"
Reviewed November 27, 2019

We've been renting vacation homes in Florida every few years since 2003 and this one really rose to the top. Off the bat, Kim did an outstanding job with communications before and during our stay. Secondly, ...

See all reviews

Show less

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

$125

per night

View Details

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 ...

View all property information

Property Type

Kissimmee Villa

Show less

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

14 BR | 13 BA | Sleeps 28 | Quick View

1
Owner special: SAVE $310/night during LOW season! (Apr 28-May 23) & $235/night during MID season! (May 24-June 7)

$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 ...

View all property information

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. ...

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Townhome

Show less

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

$110

per night

View Details

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. ...

View all property information

Property Type

Kissimmee Condo

Show less

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

$335

per night

View Details

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 ...

View all property information

Property Type

Kissimmee House

Show less

Champions Estate

8 BR | 5 BA | Sleeps 16 | Quick View

$305

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee Villa

Show less

Expand map | Close map
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!