Kissimmee Vacation Rentals

(235 rentals)
Sunny Luxury Legends Villa only 6 miles to Disney

$400

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This beautiful home has everything you need to create your dream stay in Reunion Resort - 6 Miles to Disney!Legends Villa includes a large pool with a spillover spa, luxurious decor that creates an elegant ambiance, over 5,000 sq.ft of spacious living areas & large inviting bedrooms, a cinema, ...

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Property Type

Kissimmee Villa

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Riva del Lago 4 bedroom villa with private pool, spa & Lake View

$151

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our superb 4 bedroom executive villa offers everything you need for a perfect vacation in Florida. Our aim is to ensure 'Riva Del Lago' provides our guests with everything they need to make their stay in our home a truly memorable one!Situated at Lake Berkley Resort, a much sought after, tranquil, ...

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Property Type

Kissimmee Villa

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Emerald Pearl

7 BR | 5.5 BA | Sleeps 18 | Quick View

2

$215

avg/night

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Key Amenities

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

About this property

Welcome To The Emerald Island Resort, Orlando's Premier Gated Community *** ***Fantasmic Location***closest Resort To Disney*** ***free Wireless Internet Just Bring Your Laptop*** Our 7/bedroom 5.5/bath villa (with 4 Master Bedrooms, all King bed with full private bath!) 3 bedroom each have 2 single ...

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Property Type

Kissimmee House

"Emerald Island Resort"
Reviewed January 3, 2020

My family and I highly recommend this home for your vacation rental. It contained everything we needed and much more. Its space, cleanliness, and comfort was exactly what we were looking for. Its location ...

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

6

Distance to park: 3 miles to Disney World

$265

avg/night

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Key Amenities

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

About this property

Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...

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Property Type

Kissimmee House

"Girls Trip 2020"
Reviewed July 24, 2020

My friends and I absolutely loved this home ...it was perfect for the 8 of us. I WOULD DEFINITELY RENT AGAIN!!

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Perfect Paradise

7 BR | 4.5 BA | Sleeps 16 | Quick View

$339

avg/night

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Key Amenities

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

About this property

LOCATED IN GUARD GATED RESORT COMMUNITY of Emerald Island 3 MILES TO DISNEY 4 KING MASTER BEDROOMS (7 TOTAL BEDROOMS) 4 FULL BATHROOMS plus a half bath downstairs HUGE PATIO AREA so you always have sun on the pool PLUSH PORCH FURNITURE SPA AIR-CONDITIONED MOVIE THEATRE ROOM/GAME ROOM (POOL ...

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Property Type

Kissimmee Villa

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Indian Creek Disney Retreat

4 BR | 3 BA | Sleeps 8 | Quick View

11

$131

avg/night

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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.COVID-19 Precaution Implementations: We have installed ...

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Property Type

Kissimmee Villa

"grandbabies to Disney"
Reviewed April 14, 2021

The house is only a few minutes from Disney, Walgreens and Publix. It is close enough for convenience but off the main road enough to get away from the tourist stuff. The house is in a safe community with ...

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Relax and play lakeside in our south facing pool

$150

avg/night

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Key Amenities

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

About this property

This executive family home offers over 2500 square ft of fully air conditioned flexible living space. It comprises of 5 large double bedrooms including 3 master suites, all with flat screen TVs, 2 spacious sitting areas, 2 dining areas and a pool and jacuzzi which is fully screened and has poolside shower ...

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Property Type

Kissimmee House

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

4 BR | 2 BA | Sleeps 10 | Quick View

1
Owner special: #Last Minute 10% discount for stays of one week (or more) between April 10 and April 22.

Distance to park: 5 miles to Disney World

$95

avg/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 ...

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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 ...

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

$283

avg/night

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Key Amenities

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

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

"Amazing!"
Reviewed February 4, 2021

Had the most amazing time here with my family! My daughter had an amazing birthday. Rebecca is amazing and made sure to go above and beyond to make our stay extra special. Rebecca responded to every question ...

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Luxury Sunset View 8 bed pool home, water views, game room, pet friendly

8 BR | 6 BA | Sleeps 16 | Quick View

2

Distance to park: 4 miles to Animal Kingdom

$341

avg/night

View Details

Key Amenities

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

About this property

This is the one you've been looking for! Your holiday home from home - our fabulous luxury villa with private pool and spa is situated in the gated resort community of Windsor at Westside, conveniently situated approximately 10-15 mins from Disney and close to Golf at Champions Gate. Up to 16 people can ...

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Property Type

Kissimmee Villa

"Spring Break Retreat"
Reviewed March 12, 2021

We were looking for a place to spread out, have a heated pool, and be close to the parks. This place delivered all that and more. When we arrived, the place was clean and ready for our visit. We cooked ...

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Beautiful lakeside villa with private pool.

$99

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

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

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Property Type

Kissimmee Villa

"Really lovely rental"
Reviewed May 5, 2020

We were really surprised at how spacious the house was. The screened in pool area was pure heaven. Very close to lots of shopping and wonderful parks. Even the neighbors on both sides were great. We enjoyed ...

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My Disney Townhouse

4 BR | 3.5 BA | Sleeps 10 | Quick View

3

Distance to park: 5 miles to Animal Kingdom

$106

avg/night

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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 ...

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Property Type

Kissimmee Townhome

"Excellent place to stay."
Reviewed December 3, 2019

The location is amazing-everything was close every one was friendly pool was great hot tub was amazing. I love it so much that I will like to buy a property there.Can some one tell me how I can buy ...

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

4 BR | 2.5 BA | Sleeps 9 | Quick View

4

Distance to park: 10 miles to Disneyworld

$120

avg/night

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Key Amenities

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

About this property

Our villa is modern style furnished, has everything you would expect in a holiday home, 4 bedrooms, 2 with king-size beds, 1 with single bed´s, 1 with triple bunk bed all with private TV. 2 bathrooms, 1 guest toilet, fully equipped kitchen, etc. with ceran stove, fridge, oven, microwave, coffee ...

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Property Type

Kissimmee House

"Christmas vacation 2019"
Reviewed December 25, 2019

Thank you so much for allowing us to stay in your beautiful vacation home for our Christmas getaway we truely had an amazing time. The house was awesome lots of close by attractions and shopping we also ...

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Lakeview Retreat, luxury villa, large pool, game room , pet friendly

6 BR | 5 BA | Sleeps 14 | Quick View

1

Distance to park: 4 miles to Disney Animal kingdom

$315

avg/night

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Key Amenities

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

About this property

Luxury 6 bed 5 bath Villa with large south west facing pool, just 4 miles from Disney! Our wonderful villa can sleep up to 14 guests. - ask about our Flexible Cancellation options. Situated in the prestigious gated upscale community of Formossa Gardens, where properties enjoy spacious garden plots ...

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Property Type

Kissimmee House

"Wonderful Home"
Reviewed December 3, 2020

We were very happy with this home. Very clean and well kept. The pool was beautiful, especially at sunset. The parks were only a short drive away. The best part was we could bring our beautiful boy Sawyer ...

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Special price for February, dont miss it !

$147

avg/night

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Key Amenities

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

About this property

MAGIC HOUSE, is a beautifully furnished 4 bedrooms, 3 bathrooms home with a 26ft x 14ft swimming pool and Spa,. covered lanai. It is only a 3 mile drive to Walt Disney World Resort. It's in easy reach of all other major attractions.MAGIC HOUSE is a luxury villa located in the quiet friendly neighborhood ...

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Property Type

Kissimmee House

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Disney Vacation Rental/heated pool - call for Specials now

4 BR | 3 BA | Sleeps 8 | Quick View

6

Distance to park: 3 miles to Mgm

$119

avg/night

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Key Amenities

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

About this property

Beautiful 4 bedroom /3 bath private villa only 3 miles to Disney and other parks. Including heated pool/jacuzzi and game room. Free wifi and phone use in USA and Canada and PR. Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets ...

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Property Type

Kissimmee Villa

"Cancelled"
Reviewed March 16, 2021

The owner cancelled our 1 month stay because she was offered a 3 month stay the next day. We were disappointed and continued our search.

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Kissimmee Vacation Rental - Disney Home to Rent

$114

avg/night

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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 ...

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Property Type

Kissimmee Villa

"Xmas break"
Reviewed January 10, 2020

Excellent and everything was perfect. Management was quick to respond to any issue. Highly recommend

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Sunshine Memories Villa. ☀️❤️ Magical Family Retreat near Disney w/Waterpark

$227

avg/night

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Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"Don’t worry, be happy"
Reviewed August 7, 2020

Even with all that’s going on, this was a blessing in disguise. Really needed this and everything was perfect. You can’t live your life in fear, just be cautious in all you do. No complaints whatsoever. ...

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3BR 1st Floor Condo Near Disney, Steps from Pool, Loaded with Amenities

$87

avg/night

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Key Amenities

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

About this property

Built in 2002, Windsor Palms Resort is a gated community approximately five miles from Disney. This luxury complex has a 7500 square foot clubhouse, basket ball courts, volleyball courts, children's play area, large swimming pool, splash pad, hot tub, picnic and barbecue area, outdoor bar, convenience ...

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Property Type

Kissimmee Condo

"Disney trip"
Reviewed January 5, 2020

Our stay was wonderful! Clean, close to Disney, beautiful pool! Loved it!! Check-in was easy and quick. Everyone was very polite and helpful.

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

$133

avg/night

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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, ...

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Property Type

Kissimmee House

"Great Villa for my needs"
Reviewed November 16, 2019

I volunteer each year at GKTW in Kissimmee so Mark's villa for perfect for my needs. Used 3 of the 4 bedrooms with guests so we all had bathrooms as well - important for our early starts! A few things cropped ...

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5 Bed 3 Bath Luxury Emerald Island Villa - Pool,Spa Games Room

5 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to park: 3 miles to Disney

$154

avg/night

View Details

Key Amenities

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

About this property

5 bedrooms, 3 bathrooms, sleeps 10 - 12.Spacious, 5 bed, 3 bath, luxury villa with Private Pool, Spa +Games Room (pool, air hockey and football tables) Guests have full use of all facilities of the Prestigious Emerald Island Resort, including Club House with pool, spa & licensed Tiki Hut Bar, ...

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Property Type

Kissimmee Villa

"Great experience"
Reviewed April 8, 2021

We had a great experience dealing with Ian he is professional and responded right away if we needed anything , the house was clean and organized when we got there. Everything worked out as planned. Would ...

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Orlando condo with Pool View

3 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to park: 20 miles to Disney World

$392

avg/night

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Key Amenities

  • Air Conditioning
  • Rentals by Owner

About this property

Preferred Jupiter Equestrian family community is a way of life that isn’t available anywhere else. It is common to see residence riding horses or driving a golf cart alongside the road. The community offers space and tranquility, Sidewalks, Nature Trails, Wildlife, Hiking, Biking, Playground, Country ...

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Property Type

Kissimmee Condo

"The location is amazing - the beach is on the doorstep! This is a great family-fri"
Reviewed April 5, 2019

The location is amazing - the beach is on the doorstep! This is a great family-friThe location is amazing - the beach is on the doorstep! This is a great family-friThe location is amazing - the beach is ...

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We Invite You To Be Our Guest - Private South Pool & Only 4 mi. to Disney

8 BR | 4.5 BA | Sleeps 16 | Quick View

2

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

$249

avg/night

View Details

Key Amenities

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

About this property

Are you ready for a vacation? This crazy pandemic has been so difficult on all of us for so many different reasons. Maybe you need to get out of your house for a few days or a couple of weeks to change up your environment and soak in the sunshine. Mickey's Mansion is an amazing place to relax and leave ...

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Property Type

Kissimmee House

"Lovely Vacation Home"
Reviewed December 17, 2020

This by far was the nicest stay I’ve had in Florida the owners are amazing the property was stunning and I had no worries at all. I will say I’ll be using this home again soon thanks for everything

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LUXURY 5 Bed 3 Bath - South facing pool vacation rental Villa near Disney

5 BR | 3 BA | Sleeps 10 | Quick View

2
Owner special: 12.5% discount APRIL 18, 2021 to May 01, 2021 (from $150 to $131 per night plus tax)QUOTE: FSV131

$150

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Planning to visit Disney during 2021/22/23How would you like to rent our 5 bed 3 bath rental villa.It 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 ...

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Property Type

Kissimmee Villa

"Great weather and the pool was wonderful!"
Reviewed March 19, 2020

Gated community was wonderful and secure. Walking in neighbourhood around the lake was very peaceful. House size was nice, updated furniture was one suggestion in living room and beds in general. ...

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The Lake House at Sunset Lakes - Upscale Lakeside Villa Near Disney

4 BR | 2 BA | Sleeps 8 | Quick View

Distance to park: 7 miles to Walt Disney World

$201

avg/night

View Details

Key Amenities

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

About this property

Welcome to our Florida villa, the Lake House at Sunset Lakes. The Lake House at Sunset Lakes is an upscale rental villa in the greater Orlando Florida area, minutes away from Disney’s Magic Kingdom and theme parks, your choice of fine golf courses and many other attractions. This four bedroom house ...

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Property Type

Kissimmee Villa

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CLOSE TO DISNEY BUT NOT EXPENSIVE

$78

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Nice 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 dining, shopping. You can be at Disney Springs or ...

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Property Type

Kissimmee Condo

"EXCELLENT PROPERTY"
Reviewed January 4, 2020

CONDO IS VERY ROOMY AND VERY COMFORTABLE. UP-TO-DATE APPLIANCES AND LARGE SCREEN TV. VERY REASONABLE PRICES,WILL DEFINITELY RECOMMEND TO FRIENDS AND FAMILY

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6 bedroom Luxury Pool Home at Windsor Hills 2 miles from Disney

$297

avg/night

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Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Just 2 miles to Disney, in Orlando's favorite resort community, Windsor Hills.When only the best will do, our luxurious 6 bed/4 bath sleeps up to 14 and covers more than 3500 sq ft with every comfort that you would expect from a 5* resort.South-facing private pool with spillover spa!Games ...

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Property Type

Kissimmee Villa

"Must come back!!"
Reviewed December 16, 2020

I can't say enough positives about our experience! This is a must return location for us! Suberb customer service and the home and community are beautiful!

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Orlando Condo at Legacy Dunes Suitable for a family staycation and remote work

2 BR | 2 BA | Sleeps 6 | Quick View

2
Owner special: #LastMinute 10% discount for stays of 10 nights (or more) between April 10 and April 22

Distance to park: 5 miles to Disney World

$72

avg/night

View Details

Key Amenities

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

About this property

Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by ...

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Property Type

Kissimmee Condo

"Great condo!"
Reviewed April 2, 2020

This is a beautiful condo. Well furnished and equipped. New appliances and a great location, close to everything! Gated community for security and owner very pleasant to deal with.

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Windsor Palms Resort-2334CISPDITHP

$138

avg/night

View Details

Key Amenities

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

About this property

Windsor Palms Resort- Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home ...

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Property Type

Kissimmee Townhome

"Perfect spot for a get-away with your family."
Reviewed March 27, 2021

My expectations were exceeded. Actually, my wife and my children keep asking me to go back. I am looking forward to booking again in April 2021.

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Sunrise Pleasure at Emerald Island Resort

4 BR | 3 BA | Sleeps 10 | Quick View

5

Distance to park: 3 miles to Disney World

$130

avg/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 ...

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Property Type

Kissimmee House

"Stay for March 2021"
Reviewed April 7, 2021

We had an excellent time staying at this house. The owner was very responsive and provided clear communication with us. The house is well kept and comfortable and provides great relaxation for downtime ...

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Storey Lake-4797CEKCCJGIL

5 BR | 5 BA | Sleeps 10 | Quick View

1

$195

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee Townhome

"Summer Vacation"
Reviewed July 28, 2020

The house was beautiful.... very clean.... excellent location!!!! My children really enjoyed the resorts pool and lazy river!!!! Will definitely visit again!

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Florida - Sunsations Condo Rental

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to park: 5 miles to Disneyworld and Disney Springs

$93

avg/night

View Details

Key Amenities

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

About this property

Finally! You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community ...

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Property Type

Kissimmee Condo

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

$151

avg/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

"Review"
Reviewed November 11, 2020

This place was AMAZING! Me and a few buddies came out to check out the parks. We wanted a relaxing weekend when we weren't at the parks. It was private. It was clean and it was spacious. The price was amazing. ...

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Winter Haven. 5 bed / 4 bath villa. 2 king masters & fantastic lake view

$240

avg/night

View Details

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

"Amazing visit, we will be back"
Reviewed April 4, 2021

We loved everything about this house. Our kids had a great time fishing in the pond and hours swimming in the pool. The house was clean and spacious. Had everything we needed to make meals at the house. ...

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Lakeside Villa -10 min to Disney-Lakefront -South Facing Pool-Gameroom-Free WiFi

$102

avg/night

View Details

Key Amenities

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

About this property

The Lakeside Villa has 3 bedrooms, 2 baths and a south facing pool with lots of privacy that backs to a beautiful lake. The pool get's plenty of sun but also has a shaded area for dining & relaxing. The home features a game room with a Pool Table & Dart Board. Free High Speed Wireless Internet. ...

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Property Type

Kissimmee House

"it was great"
Reviewed March 12, 2021

the villa was a perfect get away. it had everything we needed. the screened in porch was the best. perfect location to the east coast beaches and plenty of places to investigate like St Cloud and Celebration.

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Magnolia Villa

4 BR | 3 BA | Sleeps 8 | Quick View

$242

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

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...from £90/$125 night ...ask for info

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to park: 20 miles to Seaworld

$110

avg/night

View Details

Key Amenities

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

About this property

Covid -19 emergency ...... update March 2021. Sadly , until we can be more sure about the of the safety of our guests, which looks like being at least the middle to late part of *2021. We are not dealing with ANY rental enquiries during the worldwide Covid pandemic. *For European / worldwide ...

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Property Type

Kissimmee Villa

"The perfect family villa"
Reviewed January 25, 2020

Absolutely perfect. Great location around 15-20 minutes from the action. They really have thought of everything from entertainment all the way to amenities. Child high chairs, buggies and bed guards. Tv’s ...

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Terra Verde Vacation Resort Gated Community - "Best of all amenities"

$129

avg/night

View Details

Key Amenities

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

About this property

Terra Verde Resort is a stunning and award winning community built around a 3 acre stocked fishing lake. Terra Verde Resort has a state of the art club house that includes a business center, dry sauna, fitness center, arcade room, ATM, tennis courts, large seasonally heated pool overlooking the lake and ...

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Property Type

Kissimmee House

"Winter trip"
Reviewed April 6, 2020

Trevor was the home owner he was very nice and easy to talk to We stayed January February and March the place was very nice We cut our trip a little short because of conv19 All was good

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OUR LUXURY HOME IN THE SUN WITH LARGE SOUTH FACING 34ft x 18ft POOL

4 BR | 3 BA | Sleeps 8 | Quick View

11

Distance to park: 12 miles to Disney

$124

avg/night

View Details

Key Amenities

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

About this property

Due to the Covid-19 pandemic. PLEASE CHECK CURRENT FLORIDA CDC GUIDELINES for the latest travel information.Since Covid-19 hit the US, we are now required to give our Management Company at least 2 days notice to enable them to prepare our home ready to receive guests.Stay safe ———————————WELCOME ...

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Property Type

Kissimmee Villa

"Perfect home away from home"
Reviewed February 26, 2021

This is a very clean, spacious home located close to Disney and about 25 minutes from Universal! The pool is very large! Sue was an absolute angel to deal with for booking! We would love to stay here again ...

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ULTRA LUXURY 6 BR VILLA MARGAUX W POOL NEAR DISNEY

6 BR | 5.5 BA | Sleeps 12 | Quick View

2

Distance to park: 10 miles to Disney

$235

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Kissimmee Villa

"Amazing..."
Reviewed August 22, 2020

The house is beautiful and the view of the lake from the pool is the perfect spot to enjoy your morning coffee. It has everything you need to feel at home. It's located close to everything, Walmart is ...

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Hidden Treasure

3 BR | 2 BA | Sleeps 6 | Quick View

1

$126

avg/night

View Details

Key Amenities

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

About this property

No booking fees! 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" LED TV, 40” LED TV and a LED TV for the kids room, free ...

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Property Type

Kissimmee House

"Will Return!"
Reviewed January 21, 2021

I really enjoyed Cathy’s home. The layout was perfect as on one side of the home was the master bedroom and the kids close enough on the other side that offered nice privacy and quiet. Having no backyard ...

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"Livin' Large"♦️9 BR Free Windsor Resort - 8 mi Disney/ESPN-Great Family/Corp

$359

avg/night

View Details

Key Amenities

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

About this property

Come to Livin' Large at Windsor Westside with 100% Free Resort amenities!* Private Heated Pool & Spa * FREE Arcade! Yes, play all you want for Free! * Poolside Tiki Bar & Grill * FREE Resort w/ Heated Lazy River * Kids water playground & slides * FREE 400MB Wifi * Roku: 11 tvs ...

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Property Type

Kissimmee House

"Everything I expected!"
Reviewed March 25, 2021

I was very pleased with the homes cleanliness it was exactly as it shows in the pictures. I had no problems while being there as the instructions were very clear for our checkin and checkout. The home was ...

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Magicbay Villa,Best Deal 7 Br in Emerald, Beat lowest offer

7 BR | 4.5 BA | Sleeps 16 | Quick View

4

Distance to park: 3 miles to Disney

$181

avg/night

View Details

Key Amenities

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

About this property

Magicbay villa located in the exclusive Emerald Island Resort (EIR), only 2 miles from Disney parks. Best Value, we *beat* the lowest 7 bed villa price in EIR. Fully Loaded over 3000 sq feet, perfect for large family groups, sleeping up to 16 guests. 2 King-bed suites with private bath on each floor, ...

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Property Type

Kissimmee House

"Wonderful Stay"
Reviewed November 30, 2020

We had a great time, heated pool the kids loved it. Its very cozy the house really had everything u need.

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Holiday Travel Home-South Facing Pool-On Water-Natural Conservation-Games Room

6 BR | 4 BA | Sleeps 16 | Quick View

1

Distance to park: 4 miles to Walt Disney World

$146

avg/night

View Details

Key Amenities

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

About this property

The Holiday Travel Home is a beautiful villa on a natural pond with a south facing pool. This two story 6 bedroom 4 bath vacation retreat is perfect for larger familes or just people that want room to relax. With an emphasis on space and comfort, this air-conditioned home easily accommodates up to ...

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Property Type

Kissimmee House

"prefect place to relax"
Reviewed December 13, 2020

We were at the home in November. We really enjoyed it. The home is big and real clean and there is lot's of room to move around. The location is fantastic, nice community, close to everything. Real quick ...

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Entire Home with Private Pool Minutes to Disney

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 6 miles to Disney

$199

avg/night

View Details

Key Amenities

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

About this property

Welcome to Peaceful Emerald Island Gated Resort, nestled upon a tropical Oasis, minutes to Disney Parks and tons of nearby amenities. Fantastic open concept layout with formal seating and dining areas. Enjoy your own private pool or take advantage of the community pools and recreation. Large kitchen with ...

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Property Type

Kissimmee House

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Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

9

Distance to park: 10 miles to Disney Theme Parks

$119

avg/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 ...

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Property Type

Kissimmee Villa

"Great house and great pool."
Reviewed March 3, 2021

Very spacious and nice house in a very nice gated Golf Course Community. The golf course is actually awesome. Bedrooms are specious and the bathrooms are just as advertised. About 30 minutes from Disney ...

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Solara Resort-9042CESRLJGI

9 BR | 6 BA | Sleeps 18 | Quick View

1

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide ...

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Property Type

Kissimmee Townhome

"So wonderful"
Reviewed October 12, 2020

It was great really enjoyed the home. The pool was so fun, Really didn’t have to leave the house we enjoyed it

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Storey Lake-3120-306CEPCILCO

2 BR | 2 BA | Sleeps 4 | Quick View

$133

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee Condo

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Tropical Oasis - Windsor at Westside

7 BR | 5.5 BA | Sleeps 18 | Quick View

Distance to park: 8 miles to Disney

$199

avg/night

View Details

Key Amenities

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

About this property

This remarkable seven bedroom pool and spa home located in the popular Windsor Westside Resort - ideally located for a memorable family or pool of friends. It is a beautifully designed Tropical Oasis getaway to the theme parks and attractions of Orlando, including Walt Disney World®,Universal Studios, ...

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Property Type

Kissimmee Villa

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Livin' the Life❤️NEW Clean 9BR/5 King/FREE Resort/WDW/ESPN

9 BR | 6 BA | Sleeps 24 | Quick View

2

Distance to park: 8 miles to Disney

$409

avg/night

View Details

Key Amenities

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

About this property

This is truly one of the best 9 BR homes close to Disney/ESPN!It's just been completely repainted and deep cleaned top to bottom. Our cleaners are top notch - always 5 STAR REVIEW - kitchen, baths and linens are bleached every clean.* We have a second 9 BR 2 doors down! * Private Heated Pool ...

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Property Type

Kissimmee House

"Nice place to stay"
Reviewed September 16, 2020

Very clean place, close to restaurants and stores Short drive to attractions. Close to Orlando international airport.

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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!