Kissimmee Vacation Rentals

(305 rentals)
7BR Perfect getaway for Disney vacation

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee House

Show less

Sunrise Pleasure at Emerald Island Resort

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to park: 3 miles to Disney World

$125

per night

View Details

Key Amenities

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

About this property

4 Bedroom (2 master suites) 3 full baths, separate living and family rooms, will sleep up to 10 people. Decor in this house is Timeless!!The game room includes an 8 foot pool table, foosball table, poker table. The private pool deck provides a distant view of the nightly DisneyWorld fireworks display ...

View all property information

Property Type

Kissimmee House

Show less

Coral Heights

6 BR | 3 BA | Sleeps 14 | Quick View

$200

per night

View Details

Key Amenities

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

About this property

Thank you taking the time to look at our beautiful 6 bedroom fully air conditioned villa. Our villa is situated in the beautiful area of Crescent Lakes which is a quiet and tranquil community. Disney is a mere 20 mins drive away from our Villa and is an easy drive to all the main attractions such as Universal ...

View all property information

Property Type

Kissimmee Villa

Show less

Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to park: 10 miles to Disney Theme Parks

$99

per night

View Details

Key Amenities

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

About this property

A brilliant family home for a Florida holidayQuiet and peaceful, Stylishly furnished with granite countertops in kitchen and bathrooms, the open-plan accommodation offers both formal and informal dining inside, as well as al fresco dining in the lanai by the sparkling, South-facing private pool. The ...

View all property information

Property Type

Kissimmee Villa

"Family Trip Disney, Universal and Sea World"
Reviewed February 19, 2019

This property was located very close to the venues we were attending. It was perfect for a stay of 7 people the youngest of which was 3. A few minor maintenance issues had to be corrected. Once the property ...

See all reviews

Show less

HOME AWAY FROM HOME- ENJOY THE VIEW

$80

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

"Nice Stay"
Reviewed January 25, 2019

Big clean home in a great location.

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

"regal oaks visit"
Reviewed February 15, 2019

stayed here past 8 years...great place with everything u need. prices getting a little high. might have to look for new location next year.

See all reviews

Show less

Fairway Ridge Paradise

5 BR | 4 BA | Sleeps 10 | Quick View

1

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee House

"Family Vacation"
Reviewed September 30, 2018

Beautiful community and homes in peaceful surroundings.

See all reviews

Show less

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

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

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

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

$100

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

Show less

Windsor Hills – Modern Townhome 3 Bed 3 Bath..Free Wi-Fi

$90

per night

View Details

Key Amenities

  • Full Kitchen

About this property

“This new Orlando vacation Townhome has been tastefully decorated, interior design a high standard taking on board the needs of a modern family. This superb villa is located in the gated community Of the prestigious Windsor Hills Resort, which is just off the 192 highway and minutes away from shops, ...

View all property information

Property Type

Kissimmee Villa

"AMAZING...HOME, LOCATION, OWNERS. EVERYTHING!"
Reviewed February 3, 2019

We had such great interactions with Andy. Before during and even after the trip. The house was very nice, clean modern and up to date. The house has everything we needed. The resort is beautiful with so ...

See all reviews

Show less

TripAdvisor Travelers Choice Winner, Super Family Friendly, 4 Miles to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

Distance to park: 4 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 ...

View all property information

Property Type

Kissimmee House

Show less

5004 Mangrove Alley building 9 Unit 203

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 9 miles to Disney World

$75

per night

View Details

Key Amenities

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

About this property

Beach-style villa resort near Orlando theme parksWorlds of funRunaway Beach Club's Kissimmee location is close to Orlando's most popular attractions: Walt Disney World® Resort is just 1.5 miles away, and Epcot® and SeaWorld are both 5 miles away.Lagoon and 2 poolsTropical landscaping surrounds ...

View all property information

Property Type

Kissimmee Condo

Show less

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

3 BR | 2 BA | Sleeps 8 | Quick View

4

Distance to park: 12 miles to All Disney Theme Park

$85

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

"Great place"
Reviewed January 28, 2019

The property was clean and welcoming! The beds were comfortable, and the kitchen is well equipped. The home had lots of extra supplies i.e. blankets, pillows, towels and pool accessories. A must stay for ...

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

This is a beautiful 1800SF, well maintained home in Indian Creek 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 a Playground, Putting Green, Tennis Court ...

View all property information

Property Type

Kissimmee Villa

"Exceeded my expectations"
Reviewed October 19, 2018

My first 5 star rating! No surprises, amazing house and location, wonderful host. We will definitely be back.

See all reviews

Show less

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

$500

per night

View Details

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 ...

View all property information

Property Type

Kissimmee Villa

Show less

4 Bed 8541LI Emerald Island Resort

$130

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

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

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

See all reviews

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

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

Holiday Rest

3 BR | 2 BA | Sleeps 7 | Quick View

1

$98

per night

View Details

Key Amenities

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

About this property

Thinking about taking a Florida Vacation? Why not stay at our wonderful 1950 Sq ft property with three spacious bedrooms two bathrooms. Feature a fantastic floor plan with ceramic Tiles throughout. Master bedroom has a King sized bed, TV, Jacuzzi, stand up shower, his /her sink and a walk in closet. ...

View all property information

Property Type

Kissimmee House

"Our vacation house"
Reviewed February 19, 2018

Found the property very nice, close to all our vacation needs, owner and property manager attentive and friendly, on a personal note the pool did not get warm enough for my taste, good experience

See all reviews

Show less

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

14 BR | 13 BA | Sleeps 28 | Quick View

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

Show less

Amazing pool home, Hardwood Floors, Game room, SAFETY POOL FENCE. Has It All!!!

$99

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

POOL SAFETY FENCE!!!! - Florida law requires that doors leading out to the pool have an alarm. THAT IS NOT ENOUGH!. If you are traveling with children please make sure the house you are renting has a pool safety fence.This Beautiful home is well situated, close to all major attractions and amenities, ...

View all property information

Property Type

Kissimmee House

Show less

Executive Beautifully furnished South facing villa

5 BR | 3.5 BA | Sleeps 10 | Quick View

1

Distance to park: 7 miles to Disney

$125

per night

View Details

Key Amenities

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

About this property

An article on our luxurious villa was featured in a holiday magazine. Luxury and location are the key words for both the villa and Cumbrian Lakes. Surrounded by fountains and lakes the tranquility it presents is a welcome haven from the hustle and bustle of the theme parks. Ample luxury furniture is ...

View all property information

Property Type

Kissimmee Villa

"Awesome"
Reviewed April 2, 2018

This house has everything you need, from all your hair items down to kitchen stuff. Very spacious for our family and the owners are great and responded to me quickly.. I will be renting from them again..

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee Villa

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

Show less

MAGICAL LAKE VIEW VILLA WITH POOL & SPA near DISNEY

$185

per night

View Details

Key Amenities

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

About this property

‘The Magic Lake View' is just 7.8 miles to Disney! Majestic, totally private (no neighbors looking in either side) off the pristine pool deck with spa overlooking a 14 acre natural fishing lake on a prestigious select gated community. The Magic View villa has everything and more that you could ...

View all property information

Property Type

Kissimmee Villa

"Great Place"
Reviewed March 10, 2019

If I can rate 100 on this Villa and Claire I would. She was absolutely an amazing host the house was beautiful. There was one room mainly for children where their were costumes and toys all over the room ...

See all reviews

Show less

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. ...

View all property information

Property Type

Kissimmee Villa

Show less

5 Bed 8590 SKD Pool/Spa/Gameroom Home Emerald Island Resort

$130

per night

View Details

Key Amenities

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

About this property

Visit our well placed beautiful villa in the prestigious Emerald Island Resort. The home is located a few minutes from Walt Disney World and many other great attractions. Emerald Island is sheltered within a protected wetland and offers nature trail paths for relaxing walks. The security gates at the ...

View all property information

Property Type

Kissimmee Villa

Show less

*Best Location* Luxury 6BR Windsor Hills Pool Villa, WiFi, AC Game Room

$306

per night

View Details

Key Amenities

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

About this property

LAST MINUTE DEAL AVAILABLE!! ★ NEWLY RENOVATED 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION!★ This 6 bedroom villa ...

View all property information

Property Type

Kissimmee Villa

Show less

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

$350

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

Show less

The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

23

$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 ...

View all property information

Property Type

Kissimmee Villa

"Great Home, Great Service!"
Reviewed March 12, 2019

We have stayed in numerous homes over the last 10 years and found this home to be exceptional. Bob, who manages the home, is very professional and responded to our minor issues promptly. We were also very ...

See all reviews

Show less

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 ...

View all property information

Property Type

Kissimmee House

Show less

Kissimmee Vacation Rental - Disney Home to Rent

$100

per night

View Details

Key Amenities

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

About this property

Our luxury Kissimmee vacation villa will comfortably sleep 10 people. It is fully air-conditioned for your comfort, and has a very roomy and spacious floor plan. It has 2 lounge areas (one with 2 full sofas, and a ceiling fan, the other with a love seat and a sofa bed), both have cable T.V. The kitchen ...

View all property information

Property Type

Kissimmee Villa

Show less

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

$325

per night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Kissimmee House

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

7 BR pool home located in Terra Verde Resort

7 BR | 4.5 BA | Sleeps 14 | Quick View

Distance to park: 10 miles to Walt Disney World

$210

per night

View Details

Key Amenities

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

About this property

Enjoy plenty of room for your family and friends in this Orlando vacation home in one of the best locations in the area, Terra Verde Resort in Kissimmee. This 7-bedroom with 4.5 baths sleeps up to 14. Your fun begins the minute you open the door!  All ...

View all property information

Property Type

Kissimmee House

Show less

Over $1 Million Worth of Luxury

$545

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Enjoy the benefits of the stunning main home and added privacy of a guest home. The unique top floor has been designed solely for entertainment, featuring a huge games room with full-size custom billiards table, Cinema room, wet bar and poker room! There is an additional second bonus games room in the ...

View all property information

Property Type

Kissimmee House

Show less

Luxury Legacy Dunes condo close to Disney, Golf and Orlando Fun!

4 BR | 2 BA | Sleeps 10 | Quick View

1
Owner special: Stunning Remodeled 4b/2b condo. Stay 2 weeks, we include 1 night free between June 16 & July 2

Distance to park: 5 miles to Disney World

$64

per night

View Details

Key Amenities

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

About this property

Superb Remodeled 4 bedroom condo at 2 bedroom price! Legacy Dunes Resort. 4 bedroom/2 bathroom 1400 sq ft condo with screened balcony and children's playground & lake view. Easily accessible for the entire family so you can bring Grandma and Granddad. Or two couples each with two children, or groups ...

View all property information

Property Type

Kissimmee Condo

"Recently renovated 4 bedroom condo in a great complex, close to everything."
Reviewed January 29, 2019

This is our third extended stay in this unit. We enjoy the closeness to Disny as well as the closeness to grocery shopping and most of the chain restaurants. This gated complex is set back from Route 192 ...

See all reviews

Show less

"THE DISNEY WORLD MAGICAL ADVENTURE!" New, Close to Disney!

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 4 miles to Disney World

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Spectacular Disney World area home and just completed. Everything is new! This is a gorgeous 3 bedroom "Decor By Lenore" designed home that sleeps up to 6 and it's just 5 minutes from Disney World!And if this one is booked we have 15 more gorgeous Disney World homes that may be available! Visit ...

View all property information

Property Type

Kissimmee Condo

Show less

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

$240

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee House

Show less

Paradise Breeze - Brand New 5 Bed Pool Villa

$190

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Paradise Breeze - Brand New 5 Bed VillaThis large 3,045 sq.ft pool home is located within the Patriots Landing neighborhood of the exclusive Reunion Resort.Patriot's Landing offers Key West-style luxury homes with pastel color schemes. This very distinctive neighborhood is surrounded on three ...

View all property information

Property Type

Kissimmee House

Show less

Champions Beauty | 6 Bed 6 Bath Pool Home in The Retreat at Champions Gate

$210

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to this beautiful and bright Florida vacation home. Your family is sure to enjoy their stay in this home. Once you enter this home you'll find an open floor plan for the living and dining spaces making it easy to entertain everyone. The living are is outfitted with large oversized sofas and chairs ...

View all property information

Property Type

Kissimmee House

Show less

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

$235

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

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

View all property information

Property Type

Kissimmee Villa

Show less

Amazing 5 Star; 4/3, 2 en suite; A/C Games Room; +++

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 7 miles to Disney Magic Kingdom

$179

per night

View Details

Key Amenities

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

About this property

Recently renovated, decorated & refurnished.. We make sure our villa is kept in tip-top shape and fully equipped for your enjoyment. We know that details are important and have gone to great lengths to provide everything to make your vacation a memorable one.You are probably considering our villa ...

View all property information

Property Type

Kissimmee House

Show less

CLOSE TO DISNEY BUT NOT EXPENSIVE

$70

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

RATES ARE FOR 4 GUESTS. ADD $5 FOR MORE THAN 4Nice 3/2 condo. Granite counters, new cupboards, tile floors except for bedrooms. patio with table & chairs. Pool, hot tub, workout area, playground, grills, Close to the Attractions, and less than 10 minutes from 24 hour Walmart, fast food, fine ...

View all property information

Property Type

Kissimmee Condo

"Quiet and comfortable, close to everything"
Reviewed March 12, 2019

The condo is in a complex with no through traffic, very quiet and relaxing. All the attractions are close by as are shopping and flea markets. Our hosts were very good to deal with and we would definitely ...

See all reviews

Show less

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

$89

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

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

View all property information

Property Type

Kissimmee Condo

Show less

West Reunion Estate | Games Room, Theater and South Facing Pool!

$349

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Situated within the West-side of the exclusive Reunion Resort and Just 6 miles from the gates of Disney World!Pull up to your home away from home, and prepare to indulge in luxury. This home has been furnished with no expense spared. This beautiful home boasts a rare combination of characteristics ...

View all property information

Property Type

Kissimmee House

Show less

Solara Luxury | Amazing Pirate Ship & Surf Van Custom Bunk Beds,

$330

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

If You're Looking For One Of The Best 5 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 jusStay close to ...

View all property information

Property Type

Kissimmee House

Show less

Gathering Luxury - 7443 Gathering Court - Golf Course Views

$630

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This beautiful custom Estate Home features 5,616 sq/ft of luxury accommodation. Sure to have something for everyone, this home will sure to be a hit! This beautiful home sits in the desired Homestead community just minutes from the heart of Orlando and other area attractions. Walk into the doors and be ...

View all property information

Property Type

Kissimmee House

Show less

4987 Trafalgar Village

4 BR | 4 BA | Sleeps 8 | Quick View

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to our absolutely charming large 4 bedroom - 4 bathroom vacation villa. Start your Florida vacation in Kissimmee and the possibilities are endless. We are just south of Orlando putting you right in the middle of all the attractions and activities that turn family vacations into non-stop fun with ...

View all property information

Property Type

Kissimmee Villa

Show less

My Disney Townhouse

4 BR | 3.5 BA | Sleeps 10 | Quick View

1

Distance to park: 5 miles to Animal Kingdom

$100

per night

View Details

Key Amenities

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

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation ...

View all property information

Property Type

Kissimmee Townhome

"FABULOUS"
Reviewed March 2, 2018

The owner (Emery) was a pleasure to deal with; very quick with responses. The townhouse is large, certainly enough room for 6 - 8 people. Some may find it 'dated' but, who cares..not there to be inside. ...

See all reviews

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!