Kissimmee Vacation Rentals

(371 rentals)
booking message booking message

9 BR | 5 BA | Sleeps 22 | Quick View

Distance to park: 8 miles to Disney

$559

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

9 Bedrooms 5 Bathrooms Designer furnishings throughout Family Room with large HD Cable TV All bedrooms with Flat Screen TVs Upstairs 2nd TV loft / Den Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 12 plus breakfast bar seating ...

View all property information

Property Type

Kissimmee House

Show less

9 BR | 5 BA | Sleeps 18 | Quick View

1

$492

avg/night

View Details

About this property

Be sure to visit our website to check availability on all our homes! Save our page for future vacations to the Orlando area!Visit us at lostinthemagic . comStorey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, ...

View all property information

Property Type

Kissimmee House

"Nice Place to Stay! Enjoyed Family Time"

Overall, we had an amazing time. It is so spacious, which is just what I wanted. The hot tub (even though we were too busy to utilize it) was warm even though we had cold days and nights. The rooms are ...

See all reviews

Show less

7 BR | 5 BA | Sleeps 14 | Quick View

2

Distance to park: 6 miles to Disney

$364

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

GUARANTEED BEST RATES! DISCOUNTS FOR LONG STAYS. Welcome to our stunning Florida holiday home where you'll find everything you could ever wish for, from our large south facing private heatable swimming pool and spa to the purpose built and well-appointed games room. Easy walking distance to the ...

View all property information

Property Type

Kissimmee House

"Amazing villa and great service"

Visited in May 2019, villa was exactly like the photos. Impeccably clean and finished to an exceptionally high standard. Everything you need for a fabulous holiday. Alison was extremely helpful and responsive. ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to park: 4 miles to Disney

$191

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

GUARANTEED BEST RATES! DISCOUNTS FOR LONG STAYS. 2 Bedrooms 2 Bathrooms Family Room with large HD Cable TV Both bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus patio dining Washer/DryerCentral ...

View all property information

Property Type

Kissimmee Condo

"Just what we needed"

This condo was exactly what made this trip perfect. Close to stores, close to Disney. It was cool and clean and spacious for the four of us. Also the pools and slides made our kids so happy; And the little ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference #RVH_1008RWelcome to Fairway Dream! This beautiful property is located at Reunion Resort in the Fairway Ridge neighborhood, close to Orlando's world-class attractions.Through the foyer, you have access to the second floor and the game room, before it leads you into the ...

View all property information

Property Type

Kissimmee House

Show less

4 BR | 2.5 BA | Sleeps 8 | Quick View

6

Distance to park: 4 miles to Disney World

$150

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Kissimmee House

"Fantastic!"

The description of the home is everything it says it is. There are no exaggerations or stretching of the truth. If I were to go to Disney again, I would first look to see if Kay was renting her home. ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Guests have private access to the entire home including all outdoor areas, the private, sparkling heated pool and spa as well as the in house laundry and fun game room. Also included with your stay is full use of the amazing Veranda Palms Resort amenities on offer including: Gated entrance with 24-hour ...

View all property information

Property Type

Kissimmee Villa

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Come stay in our luxury family villa that features 5 bedrooms, 3 bathrooms, full kitchen and private pool and spa. Sleeps 12 guests.Full air con and hi speed WiFi throughout the villa.Strictly no smoking and no petsOur home is very well located in Lake Berkley Resort with short walking distance ...

View all property information

Property Type

Kissimmee Villa

"Very convenient and lovely Villa"

Villa easy to book and no issues on arrival all ready and as described. Villa location brilliant for all the Disney Parks within 15 mins drive at most. 3 supermarkets near by would recommend the Target ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Private Pool, Spa and Premium Resort Amenities Included! Treat Retreat @ – Sleeps 16 Welcome to your awesome vacation spot by Shine Villas at Storey Lake.Beautifully decorated superior location, 7 bedroom, 6 bathroom home inside the premium Storey Lake Resort Community with full resort ...

View all property information

Property Type

Kissimmee Villa

"Spring break"

The house was great we had 15 in our party. Pool was a big hit for us (heated) and the beds were very comfy. Plenty of kitchen supplies (cookware). The only thing I noticed with a lot of these homes ...

See all reviews

Show less

5 BR | 4.5 BA | Sleeps 10 | Quick View

1

Distance to park: 8 miles to Disney

$251

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

5 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs TV Den / Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

View all property information

Property Type

Kissimmee Townhome

"Great house for a family."

This house was in an ideal location and was clean. The kitchen was great with a large island for eating.

See all reviews

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

17

Distance to park: 10 miles to Disney Theme Parks

$120

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

"Excellent"

Great house with all needed for a great stay. The is house is located close to all parks and amenities.

See all reviews

Show less

5 BR | 5 BA | Sleeps 10 | Quick View

2

$286

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Be sure to visit our website to check availability on all our homes! Save our page for future vacations to the Orlando area!Visit us at lostinthemagic . comThe Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. ...

View all property information

Property Type

Kissimmee House

"Great family home"

Overall great stay. Pool was not heated until day 3. Otherwise great! Spacious and accommodating. Far from parks.

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Huge South Facing Rear Deck The Most Exclusive Home in Reunion ResortThis unique, one of a kind, beautiful, private custom Estate Home features over 8,200 sq/ft of luxury accommodation and balconies. This 'WOW!' factor home is private, quiet and not overlooked.Soak up the Florida sun ...

View all property information

Property Type

Kissimmee House

Show less

6 BR | 4 BA | Sleeps 12 | Quick View

8

Distance to park: 3 miles to Disney World

$429

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Kissimmee House

"Perfect for our family"

Located a couple miles from Animal Kingdom and close to other Disney World attractions, the home was perfect for 3 generations of our family. It is spacious and well appointed. The kids loved the private ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Private Pool with Premium Resort Ammenities Close By! Gorgeous and designer decorated 4 bedroom, 3 bathroom townhome with private splash pool sleeping up to 8.Brand New July 2021Located in one of Orlando's newest and finest resort communities: Storey Lake.Less than 10 minutes from ...

View all property information

Property Type

Kissimmee Townhome

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

A beautiful vacation condo located in a prestigious gated and guarded community, for you to relax and spend time with your family and friends. With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 3BD/2BA condo unit is designed for your best ...

View all property information

Property Type

Kissimmee Condo

Show less

5 BR | 4.5 BA | Sleeps 12 | Quick View

Distance to park: 8 miles to Disney

$251

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

5 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar seating 4 and outdoor dining ...

View all property information

Property Type

Kissimmee Townhome

Show less

4 BR | 2 BA | Sleeps 7 | Quick View

4

$121

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

WELL CARED FOR HOME IN LOVELY COMMUNITY. HOME BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED AND IS A FEW STEPS FROM RETENTION POND WITH POND VIEWS FROM THE POOL DECK. SHADED PATIO WITH TABLE AND CHAIRS .KING, KING AND 4 TWIN BEDS WITH THEMED TWIN BEDROOMS - LITTLE MERMAID AND DORY. TV IN ALL ...

View all property information

Property Type

Kissimmee House

"Best vacation ever"

This house has it all! I definitely recommend this villa and it also has a huge swimming pool with hot tub. Villa is beautiful and so convenient to all Disney Parks and shopping. Diane is the best on ...

See all reviews

Show less

5 BR | 5 BA | Sleeps 13 | Quick View

3

Distance to park: 4 miles to Disney

$364

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

GUARANTEED BEST RATES. DISCOUNTS FOR LONG STAYS. 5 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating ...

View all property information

Property Type

Kissimmee House

"5 bed 4 bath house"

Just home after 2 weeks staying in your house at Storey Lakes the perfect location for all the parks,

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Magnificent Views over Water, Private Pool, Spa - First Class Home! Water Kingdom @! Sleeps up to 28! Resort Living In The Tropics! * South Facing Pool * * Water/Lake and Conservation View * * Hot Tub Heat Included at no extra cost * Walking Distance and access to the brand Second ‘Pirate’ ...

View all property information

Property Type

Kissimmee Villa

Show less

7 BR | 5 BA | Sleeps 17 | Quick View

1

Distance to park: 8 miles to Disney

$367

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

7 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar seating 3 and outdoor dining ...

View all property information

Property Type

Kissimmee House

"Beautiful House"

I stayed at this property on vacation....this house is beautiful, exactly like the pictures....we had an awesome time and the kids were delighted that the pool was right out the back door. BEAUTIFUL PROPERTY

See all reviews

Show less

4 BR | 4 BA | Sleeps 8 | Quick View

10

Distance to park: 2 miles to Disney

$298

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Wonderfully Themed villa in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary pool & spa heat, themed rooms, and a fun games room in the garage (air hockey, ping ping, foosball)! This is one of very few 4-bedroom units on the resort. We're nice and ...

View all property information

Property Type

Kissimmee Villa

Show less

7 BR | 4.5 BA | Sleeps 14 | Quick View

9

Distance to park: 3 miles to Disney World Parks

$245

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests! There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen ...

View all property information

Property Type

Kissimmee House

"Excellent"

Great place. So much room to spread out. Great decor. Large kitchen. We cooked breakfast, lunch and dinner daily. Bunk room huge hit w the kids.Thanks for everything. We’ll be rebooking

See all reviews

Show less

9 BR | 6 BA | Sleeps 18 | Quick View

1

$492

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Be sure to visit our website to check availability on all our homes! Save our page for future vacations to the Orlando area!Visit us at lostinthemagic . comSolara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort ...

View all property information

Property Type

Kissimmee Townhome

"So wonderful"

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

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Water Views, Premium Resort Amenities Included. Sweet Suite @ – Sleeps 6. (#903)Sleeps up to 6Master Suite has a King Bed with large TV, fabulous en-suite and large walk in shower, double vanity bathroom and walk in closet space. Sleeps 2 Second bedroom, with custom wall art, has a full ...

View all property information

Property Type

Kissimmee Condo

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

LOOK AT THE AMAZING PHOTO ALBUM OF THIS OUTSTANDING AFFORDABLE HOME!9 Bedrooms Bathrooms Great Room with large HD Cable TV Upstairs TV Den Mickey Mouse themed Harry Potter themed games room with Pool, Air Hockey, Foosball, Arcade Game and Game console All bedrooms with Flat Screen TVs Fully ...

View all property information

Property Type

Kissimmee House

"Awesome"

Very nice clean and very well maintained , we loved it! the area was close to parks and close to main roads. We will be back.

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

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.Check out our south-facing private pool with spillover ...

View all property information

Property Type

Kissimmee Villa

"Must come back!!"

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!

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Private Pool, Spa and Premium Resort Amenities Included! Just Wow - Monterey Bay at Solara by Shine Villas!!7 Bedrooms and 7 Bathroom - Sleep up to 18 when using the trundle beds. This home is exquisitely designed and has all you could want from your vacation home away from home. Private Pool ...

View all property information

Property Type

Kissimmee Villa

"Very beautiful home"

It’s a very beautiful home and real spacious and clean I will love to book again very professional and the host was very sweet and kind

See all reviews

Show less

4 BR | 3 BA | Sleeps 9 | Quick View

3

Distance to park: 3 miles to Disney

$181

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

The Magic Emerald Island Villa has 4 bedrooms and 3 bathrooms with a maximum occupancy of 9. Professionally decorated, fully stocked kitchen. There are 6 flat screen TVs with cable. Private pool/spa for your enjoyment. Beds are super comfy for a good night's sleep after a full day at Disney or Universal. ...

View all property information

Property Type

Kissimmee House

"Our best villa vacation to date!"

On our favourite villa resort, Magic Emerald Island Villa had everything to make our vacation perfect. This excellently styled villa had plenty of space for our family trip with all the amenities we needed. ...

See all reviews

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

16

Distance to park: 4 miles to Disney

$147

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Magical Dreams come true in our elegant private 4 bedroom villa, 3 bathroom, all located on one floor, Quiet upgraded comforts of home and luxuries of an exceptionally rated vacation resort/hotel. Newly resurfaced and freshly painted pool and spa is sure to impress. There will be no waiting in line ...

View all property information

Property Type

Kissimmee House

"Perfect rental for all of our needs!"

This was a Christmas vacation never to be forgotten! We had the time of our lives! My children, grandchildren and I enjoyed the comforts and privacy of a home where we could take in all the theme parks ...

See all reviews

Show less

4 BR | 2 BA | Sleeps 10 | Quick View

$165

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

The heart and soul of any Disney vacation is the centerpiece in this Mickey Mouse themed villa.Leading from the living/dining room is the upgraded and fully-equipped kitchen, which includes a ceramic top range, side by side refrigerator/freezer, dishwasher, garbage disposal, and microwave. Along with ...

View all property information

Property Type

Kissimmee Villa

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Experience Florida and come stay in one of our beautiful Villas at this amazing neighborhood with high quality accommodations, you will feel so comfortable you won't want to leave. Pack only the necessary items and rest assured you will find a home away from home with all the things you need for ...

View all property information

Property Type

Kissimmee House

"Spacious and beautiful"

12 of us stayed in this beautiful home for 5 nights. For the most part we were very pleased, however there were a few issues we contacted Omar about. The first two nights the air conditioner wasn’t cooling ...

See all reviews

Show less

6 BR | 5.5 BA | Sleeps 13 | Quick View

1

Distance to park: 8 miles to Disney

$364

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

6 Bedrooms 5.5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar seating 4 and outdoor dining Private ...

View all property information

Property Type

Kissimmee House

"Highly recommended"

We have visited the champions gate resorts several times for the last couple of years and was very sceptical changing resorts due to no availability. All previous bookings had been done through Alison ...

See all reviews

Show less

$388

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Be sure to visit our website to check availability on all our homes! Save our page for future vacations to the Orlando area!Visit us at lostinthemagic . comWindsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits ...

View all property information

Property Type

Kissimmee House

Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Private Pool, Spa and Premium Resort Amenities Included! Stars Align @ – Sleeps 12Welcome to your Cosmic Place!! You have found your vacation home here – Congratulations!Beautifully designer decorated 6 bedroom, 5 bathroom home inside the premium Storey Lake Resort Community. Play ...

View all property information

Property Type

Kissimmee Villa

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

3 Bedroom Townhome close to Disney WorldThe spacePROPERTY: Welcome to your perfect vacation rental close to Disney. This 3 bed 2.5 bath town home is the perfect place to unwind after a busy day visiting many of the local attractions. The home has 3 bedrooms, 2.5 bathrooms and sleeps 8. The home ...

View all property information

Property Type

Kissimmee House

"Great"

A great family vacation rental.booking was easy and check in process was flawless. We had an issue with the internet but the manager resolved it as soon as possible.The rental was safe clean and convenient ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to park: 8 miles to Disney

$176

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

3 Bedrooms 2 Bathrooms Family Room with large HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Kitchen Formal Dining Room seating 6 plus breakfast bar Master Bedroom with BalconyWasher/DryerCentral Air Towels and Bed Linens provided Wireless Internet Telephone with ...

View all property information

Property Type

Kissimmee Townhome

"Awesome"

I really enjoyed the stay. We stsy there all the time. Kids friendly and very quite. I recommend to anybody that has kids.

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference EMI_1700RA perfect size vacation home for families who wish to stay close to Disney and come home to their own private pool to cool off after a long day at the parks. The decor was professionally updated in June 2022 aand again with further updates such as new flooring, new beds ...

View all property information

Property Type

Kissimmee House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Property Reference RVH_1021RBalconies, patios, and lanais are not accessible. During 2023 there may be construction occurring on the exterior of the building by the home owners association.Welcome to Seven Eagles Joy. This 3 bed, 3 bath townhome is located in the heart of Reunion Resort - Seven ...

View all property information

Property Type

Kissimmee Townhome

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

KEY FEATURES 7 Spacious, themed bedrooms; 4 kings, 2 queens, 2 doubles + 2 sofa beds 4.5 Large bathrooms; 3 full ensuites, 1 shared full, 1 half Modern kitchen; dining area and kitchen island seating Two separate lounge areas, each with a Smart TV and comfortable seating High-speed WiFi throughout ...

View all property information

Property Type

Kissimmee House

Show less

6 BR | 5 BA | Sleeps 13 | Quick View

Distance to park: 4 miles to Disney

$275

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Second upstairs TV Loft 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 seating 4 and outdoor dining Private screened ...

View all property information

Property Type

Kissimmee House

Show less

7 BR | 5.5 BA | Sleeps 16 | Quick View

1

Distance to park: 3 miles to Disney World

$314

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 a BBQ grill, free full-size crib, pack 'n play, stroller, ...

View all property information

Property Type

Kissimmee Villa

"7 bedroom house 8460 Secret Key Cove"

Sri was an outstanding contact ready to help all the time. Place was fantastic for our group of 8. Minor issues where Sri handled. Definite return next year.

See all reviews

Show less

4 BR | 4.5 BA | Sleeps 11 | Quick View

Distance to park: 8 miles to Disney

$252

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

4 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs TV Den / Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

View all property information

Property Type

Kissimmee Townhome

Show less

6 BR | 5.5 BA | Sleeps 12 | Quick View

5

Distance to park: 8 miles to Disney

$364

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

6 Bedrooms 5.5 Bathrooms Family Room with large HD Cable TV Upstairs Hang out Den / TV Loft with large HD Cable TV Screen 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 ...

View all property information

Property Type

Kissimmee House

"Girls Vacation 2023"

Excellent service. Any issues were addressed immediately! Close to everything. Excellent location. Beautiful pool area. Lots of room very spacious.

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This awesome home sleeps up to 26 guests, and you can live out your movie fantasy in one of the fantastic themed bedrooms! Featuring a private outdoor pool and spill-over hot tub, sun loungers, outdoor dining area and BBQ grill. Inside, you'll find a loft movie theatre, complete with a huge screen ...

View all property information

Property Type

Kissimmee House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

12

Distance to park: 12 miles to All Disney Theme Park

$111

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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 ...

View all property information

Property Type

Kissimmee Villa

"Lovely villa close to parks"

Great location close to the airport, Disney parks and outlets. Spacious villa that was really comfortable with a lovely pool. So many 'extras' provided such as pool toys, on demand family friendly films ...

See all reviews

Show less

6 BR | 5.5 BA | Sleeps 18 | Quick View

1

Distance to park: 4 miles to Animal Kingdom

$363

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Pack your bags for an unforgettable trip to the happiest place on Earth at 'Minnie's Maingate Manor'! Minnie’s Maingate Manor is a 6-bedroom, 5.5-bathroom vacation rental home with themed bedrooms, sleeping accommodations for 16, and a private screened-in pool and spa. This Florida ...

View all property information

Property Type

Kissimmee House

"Amazing"

Such an amazing home! You want for nothing. My grandkids were in awe of the dress up clothes.They loved the games room. It was very clean. The pool was warm and they had so many beach towels and pool toys. ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This 33 person capacity home is located at the Veranda Palms Resort, and is perfect for family holidays. The home includes a private outdoor swimming pool, spill-over hot tub, poolside dining option and BBQ grill! You'll love soaking up the Florida sunshine in one of the poolside lounge chairs. Kids ...

View all property information

Property Type

Kissimmee House

Show less

$128

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

CHEERY AND BRIGHT. Just what a vacation home should be. 4 bedrooms, 2 bathrooms, great views and just minutes from all the fun. Fully furnished , just bring personal items or things you cannot live without. Located in Eagle Pointe, a well sought-after vacation home community. Just minutes from what ...

View all property information

Property Type

Kissimmee House

"Vacation"

The house was perfect for our family’s size and the location was great. We enjoyed the large pool and the kids loved it.

See all reviews

Show less

8 BR | 6 BA | Sleeps 20 | Quick View

$250

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Experience a dreamy getaway in "Queen of Hearts" villa in the Windsor at Westside Resort! Relax in luxury and revel in themed bedrooms loved by all, sprawling living areas fit for winding down, an exciting games room for good times, not to mention your own private pool. With free resort amenities ...

View all property information

Property Type

Kissimmee Villa

Show less

Map
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

Soak up the Sun on Your Next Trip to Kissimmee Vacation Rentals


There’s nothing quite like a vacation to sunny Florida, a unique and inviting state with a huge variety of distinctive cities and natural areas to explore. One popular vacation destination in Florida is Kissimmee, a charming city with plenty to see and do just south of the Orlando metropolitan area. 

Kissimmee has a lot more to offer visitors than just excellent weather year-round. With a huge variety of scenic nature, shopping opportunities, and outdoor activities, Kissimmee itself has lots to offer every member of the family, not to mention its extremely close proximity to some of Orlando’s biggest amusement parks. 

You could stay in a busy hotel during your trip to Kissimmee, but then you wouldn’t be able to get a truly immersive experience of local city life. Kissimmee vacation rentals allow you to enjoy Kissimmee from inside its authentic residential neighborhoods. Additionally, having your own home to live in rather than a jam-packed hotel will provide some much-needed peace and quiet during your vacation. It will also offer plenty of space for the whole family to spread out.  

Top Tips for Traveling to Kissimmee Rentals


Like most other Florida cities, Kissimmee enjoys sunshine and clear skies throughout the majority of the year. However, the tropical climate of the state means that bouts of rain can occur throughout the seasons, particularly during the summer months, peaking in August. 

In addition to a higher likelihood of rain, the summer season in Kissimmee tends to be the most humid time of year. That’s why most vacationers choose mid to late spring or early autumn to make their trip to the city. At those times of the year, vacationers can enjoy great weather and lots of outdoor activities. 

Though the Kissimmee Gateway Airport is located centrally within the city, most vacationers taking commercial flights will fly into Orlando International Airport. It is located roughly 17 miles northeast of the city center, about halfway between Kissimmee and Orlando. Vacationers coming in from elsewhere in Florida can access Kissimmee by road using U.S. Route 192 and U.S. Route 441.

Things to Do Nearby Kissimmee House Rentals


Some of the most popular natural areas around Kissimmee are the swamps, which are located in major local bodies of water like Lake Tohopekaliga (known around town as Lake Toho). At Boggy Creek Airboat Adventures, you can experience the swamps from the water and get the thrill of a lifetime on an airboat driven by a local wetlands expert. Get up-close views of gator ponds, discover precious gemstones, and then grab a delicious lunch with the family at Boggy Bottom BBQ! 

Looking to explore a piece of history during your trip to Kissimmee? Medieval Times Dinner & Tournament allows visitors to step into the 11th century for an evening of authentic feasting, jousting, and sword fighting in true medieval style! Enjoy a delicious four-course meal, incredible performances, and a truly unforgettable experience for the entire family.
 
Any vacation to Kissimmee isn’t complete without a trip or two to Old Town, a popular outdoor attraction with opportunities for shopping, dining, and family fun. Old Town is made up of an 18-acre stretch of classic city attractions, including the Old Town Ferris Wheel, the Great Magic Hall, and Mortem Manor, a year-round haunted house that is open for visitors to explore.

Kissimmee Annual Events


Kissimmee is a vibrant area with lots of annual festivals and events to enjoy in and around the city throughout the year. Kissimmee locals and visitors alike flock to the Ford Cuban Sandwich Festival each May near downtown Kissimmee, which celebrates the colorful history of Cuban cuisine in the area. Watch as local dining professionals attempt to build the world’s biggest Cuban sandwich during the event!
 
The Ford Taste of Latino Festival is another local opportunity to celebrate and experience the best in authentic Latin cuisines in Kissimmee. The event features a contest to find the Top Latino Chef as well as plenty of live music and dance performances to enjoy as you taste a variety of Latin dishes. 

Not sure if you’ll be in town for any of Kissimmee’s larger annual events? You can enjoy Show Car Saturday Nights every Saturday night in the city on Margaritaville Boulevard. Check out the city’s best classic cars from a variety of eras and enjoy the plethora of delicious eateries and exciting shops located along the boulevard.

Wining and Dining in Kissimmee  


Between your outdoor activities and trips to local amusement parks while in Kissimmee, you’re sure to need some satisfying food and refreshing drinks to complete your perfect day. Luckily, Kissimmee is home to some of the best restaurants that Florida has to offer, combining authentic local flavors with worldly cuisine. 

To start your day off right with a delicious and hearty breakfast, look no further than Woodsby’s Countryside Café. This spot has authentic, cozy diner vibes to spare, not to mention a stacked menu of classic breakfast favorites, coffee bar items, and unique dishes you won’t want to miss out on. 

Tarantino’s Italian Restaurant is a great choice for a vacation date night or simply a nice dinner out with the family. A hearty Italian meal is a great way to finish a fun day of activities, and you’re sure to get that and more at Tarantino’s. If you bring the family along, you can take advantage of the takeout dinner special, which feeds four and includes a massive entrée, salad, and garlic bread.


FAQ

How many vacation rentals are there in/around Kissimmee?

There are 371 Kissimmee vacation rentals available on FloridaRentals.com. From house rentals to villa rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Kissimmee?

There are vacation rentals available in Kissimmee for as low as $64 per night with an average price per night of $237.

Can I rent a house in Kissimmee?

Yes, you can find house rentals in Kissimmee close to Lakefront Park, Monument of States, and Old Town. Don't forget to stop in to Shingle Creek Park or the nearby theme parks!

Do any vacation rentals in Kissimmee have a pool?

Yes, there are 299 vacation rentals in Kissimmee with a pool on FloridaRentals.com. Search using our filters and book one for your next vacation!