Kissimmee Florida Vacation Rentals, Hotels & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Kissimmee, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Perfect Kissimmee Kondo with Jacuzzi minutes from Disney!

Kissimmee Private vacation home - 4.66667 4.7 Star Review

Wonderfully Furnished Vacation Townhome with Private Hot Tub in Gated Encantada Resort Community! The delightful open plan, ceramic tile flooring throughout downstairs and modern gray decor for you relax in and enjoy yourselves!
This home is located in the resort style, guard gated community where you’ll enjoy a beach entry pool, lap pool, hot t.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Theatre/Private Pool and Spa/Golf View/10 mins Disney/First Class Home/Free Wifi

Kissimmee Private vacation home

Moonlight Ridge

This stunning villa in at Reunion resort making it an ideal vacation home to create the best memories with your friends and family. Moonlight Ridge comprises 5 bedrooms, 5 bathrooms and sleeps up to 12 guests. Its light and natural tones give you relaxed holiday feel throughout the property.

Step outside to find a gor.......read more

5 Bedroom(s)
Sleeps 12
Private vacation home

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Family & Friends Getaway! Kitchen, Pool, Near Disney's Animal Kingdom® Theme Park

Kissimmee Hotel

You’ll enjoy all the comforts of home at this relaxing and comfortable Kissimmee property. All units feature fully equipped kitchens and are perfect for families and couples. Start your adventures right with a complimentary "grab and go" breakfast before heading to the local theme parks. Or, stay onsite for a day of relaxation at the outdoor pool a.......read more

2 Bedroom(s)
Sleeps 8
Hotel

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TOWNHOUSE NEAR DISNEY!!

Kissimmee Private vacation home - 4.86957 4.9 Star Review

This beautiful 3 bedroom / 2.5 bath townhouse has a fully equipped kitchen with appliances including kitchen utensils, toaster, and coffee maker. The wi-fi service is in the whole unit, cable TV and free long distance calls anywhere in Usa and Canada. Is perfect for you and your family! We are conveniently located in a quiet and relaxing community.......read more

3 Bedroom(s)
Sleeps
Private vacation home

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Indian Ridge Oaks, Kissimmee

Kissimmee Villa - 4.70588 4.7 Star Review

Location, Location! 3 bedroom, 2 bathroom, light and airy south west facing home, our unoverlooked pool backs on to a conservation area on a quiet residential community that\'s close to highway 192, yet only 7 minutes from Disney. Our home from home is equipped with everything you might need from hairdryer to broadband internet access - bring your .......read more

3 Bedroom(s)
Sleeps 8
Villa

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Modern 3 Br/2B, Lake View Villa, large patio, just minutes from Disney/Orlando!

Kissimmee Condo - 4.75 4.8 Star Review

Runaway Beach Club Resort is a peaceful, luxury, family resort located in the center of Florida\'s tourist area. Just off I-4, 535, 192, & 417 you can get to all the family attractions and theme parks in just minutes. Guests can enter our 3 bed 2 bath villa through the front door or the french doors on the spacious wrap around patio. Our patio is.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Luxury 5 Star Home on Storey Lake Resort, Minutes from Disney World, Orlando Townhome 2729

Kissimmee Private vacation home - 1.0 1.0 Star Review

5 Star Villa Holidays is proud to present Orlando Townhome 2729. This Beautiful 4 Bedroom / 3 Bath Town Home was built in 2018in the stunning community Storey LakeResort. Beautiful furnishings and all the comforts of home ready to welcome you!

The beautiful modern kitchen features new stainless steel appliances, granite counter tops, pendan.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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4 BR 4 BA Villa | Ground Zero→Disney | New

Kissimmee Villa

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World!
Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 4 bedrooms has its own attached bath. After a day exploring the par.......read more

4 Bedroom(s)
Sleeps 8
Villa

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Orlando Disney World Inspired Five Bedroom Villa

Kissimmee Villa - 5.0 5.0 Star Review

PRIVATE POOL AND SPA HEATING ARE AVAILABLE FOR AN ADDITIONAL CHARGE TO THE OWNER - $35.00 A DAY
Just 3 miles away from Disney
Lakefront View
Covered Lanai and Patio Seating
Game Room
Lounge
Dining Room
Fully Equipped Kitchenread more

5 Bedroom(s)
Villa

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Fantastic location!!

Kissimmee Condo - 4.63441 4.6 Star Review

This smoke-free, spacious 1503 sq ft condo reflects a coastal flair with cottage-style furnishings, beach themed décor, and a color scheme of soft sunshine with shades of clear sky and deep ocean blues. Ceiling fans in every room offer the feel of a shore breeze. An open living and dining room with 20-ft cathedral ceilings offers ample space for ea.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Delightful 6 Bedroom Home With Pool

Kissimmee Private vacation home - 4.53846 4.5 Star Review

This delightful and incredibly spacious villa is located in the popular golf community of Remington in Kissimmee. This home is ideal for families who want space and a perfect place to relax!

King Master, downstairs queen master, twin master, queen and 2 twins with shared bathroom. Half bathroom in pool area. Large kitchen & family room.
<.......read more

6 Bedroom(s)
Private vacation home

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WOW! Perfectly Private! Large Green Space, Disney Decked Out Townhouse!

Kissimmee Private vacation home - 4.22727 4.2 Star Review

Located in World famous Windsor Hills, the perfect spot for you and your family. Enjoy privacy behind your own private pool. This townhouse sits very close to the resort-style pool, clubhouse and resort amenities! Sleeps 8 comfortably- so bring everyone! New and updated bathroom vanities with luxury granite countertops! Freshly painted! Enjoy the g.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

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Entire House with private pool and hot tub, close to Disney!

Kissimmee Private vacation home - 4.63636 4.6 Star Review

This home comfortably sleeps 12, there are 2 master suites on the main living area—featuring 2 king master suites. Bedroom 3 featuring 2-twin beds.
Upstairs plays host to a queen bedroom w/ private bath & Bedroom 5 features 2-sets of bunk beds w/ private baths.

Bedroom/Bed Sizes:
• Master #1- King (downstairs)
• Master #2- King (dow.......read more

5 Bedroom(s)
Sleeps 12
Private vacation home

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14-105 Ground floor, HEATED POOL, lighted tennis court, gym, close to Disney

kissimmee Condo - 5.0 5.0 Star Review

Two Bedroom / Two Bath Condo
Ground Floor
King Size Master Bed
Two Twin Beds
Sleeps up to 4 guests
4 Miles from Walt Disney World
Close to Shopping and Restaurants
Screened Balcony
Washer and Dryer
Roku TV\'s
Tennis, Basketball, Volleyball
Fitness Center
Playground

Spacious 2BR fully furnished holiday vill.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Close to Parks and Attractions. Two Comfy Units for 8 Guests, Pool, Shuttle

Kissimmee Hotel

Cool off at Disney water parks like Typhoon Lagoon and Blizzard Beach, play 18 holes on beautiful greens like Disney’s Magnolia Golf Course, or explore Orlando’s prime shopping centers such as the Mall at Millenia, the Florida Mall, and Orlando Vineland Premium Outlets. You can also swim with dolphins at Discovery Cove, see ancient reptile and mam.......read more

2 Bedroom(s)
Sleeps 8
Hotel

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4 Bedroom / 3 Bathroom Private Pool/Spa Home in Gated Communtiy of Windsor Palms

Kissimmee Private vacation home - 4.72 4.7 Star Review

Located in the private gated community of Windsor Palms, just minutes from Disney, our 4 Bedroom, 3 Bathroom home features private screened in pool, spa and covered lanai with no rear neighbours! Our home is equipped with 2 master bedrooms each with ensuite bath and 2 more bedrooms with 2 twin beds in each. All bedrooms feature flat screen TV wit.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Disney Area 3-Bed Luxury, Townhome @ OakwaterFREE WIFI

Kissimmee Private vacation home - 4.47619 4.5 Star Review


Three Bedrooms, two story, 1776 square ft, one car garage, lakeside, town home situated in brand new, luxury, gated, Oakwater resort which is only 1.5 miles from Disney World. Short drive to Universal, Wet\'N wild, Sea World, Downtown Disney and various other attractions on International Dr. For Oakwater resort details go to facebook search fo.......read more

3 Bedroom(s)
Private vacation home

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Relax in Five Star Resort, minutes from Walt Disney World and other attractions.

Kissimmee Hotel resort - 4.5 4.5 Star Review

A spacious, beautifully decorated Two- Bedroom Villa creates the perfect backdrop for your Orlando vacation getaway. Villa amenities include a king bed, two double beds, a queen sleeper sofa in the living area, fully equipped kitchen, marble jetted Tub, TV in each room, refrigerator, microwave, coffee maker, balcony, dining area and washer/dryer.<.......read more

2 Bedroom(s)
Sleeps 8
Hotel resort

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Extraordinary Home 6BD/6BA w/Private Pool *2675

Kissimmee Private vacation home - 4.0 4.0 Star Review

Welcome to the FANTASTIC SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedrooms and 6,5 bathroom rental home on 2 floors are located in the Sonoma Resort. Take a break and cool off in your very own pool and dine poolside at your leisure. For your convenience, this home includes a washer and dryer, FREE WIFI. With this dream home, a fantas.......read more

6 Bedroom(s)
Sleeps 14
Private vacation home

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New Listing! Paradise Palms Resort, 4mi to Disney & 14mi to Universal - GRH438946

Kissimmee Private vacation home

GRH438946 - Paradise Palms Resort - 4 Bed 3 Baths Townhome:
Welcome to this beautiful 4 bedroom, 3 bathroom, pet-friendly, vacation home. This home is finished with top of the line fixtures, granite countertops, stainless steel appliances, and well-appointed furnishings. Fully stocked and ready for your arrival, we have included everything you m.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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11 Bdrm Property Private Pool near Disney

Kissimmee Villa - 4.71429 4.7 Star Review

Sleeps up to 22 people. This 11 bedroom home is located at the Encore Resort, less than a 10 minute drive to Walt Disney World and their 4 incredible theme parks! Conveniently located for you and your loved ones to experience and enjoy, Walt Disney World\'s proximity from this vacation home is an added bonus while staying on the Encore Club propert.......read more

11 Bedroom(s)
Sleeps
Villa

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Amazing 8BR Villa/Lake View/Next to Clubhouse/Private Pool&Spa/Near Disney, Sea World, Universal (2351#)

Kissimmee Villa - 4.0 4.0 Star Review

This is the one you’ve been looking for! Our fabulous new luxury villa with private pool and spa is situated in the gated resort community of Windsor at Westside, conveniently situated approximately 10-15 minutes from Disney and close to Golf at Champions Gate.

Our home enjoys lovely open views over water, where birds can often be seen swim.......read more

8 Bedroom(s)
Sleeps 16
Villa

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Spacious Pool Villa - Beautiful Oasis close to Disney World

Kissimmee Villa

In response to COVID-19, we are 100% committed to ensuring our guests’ health and safety. Here are some highlights: 1) We use a professional cleaning service to disinfect our homes 2) High-touch surfaces such as countertops, light switches, handles, and faucets are thoroughly cleaned and sanitized 3) We are following an enhanced cleaning protocol b.......read more

8 Bedroom(s)
Sleeps 18
Villa

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Renovated *Private Pool* close to Disney & Malls

Kissimmee Private vacation home - 4.0 4.0 Star Review

NEW LISTING!!!

RENOVATED PRIVATE POOL HOME IN A PREMIUM LOCATION.

This three bedroom home is just what your family needs for that memorable vacation in Central Florida. Sleeps up to six in your party.

Bedrooms Configuration:
Bedroom 1 : Master Bedroom with King Size Bed, En Suite, Fan, TV with Roku Streaming (Stream your ow.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Four Bedroom close to Disney w/ Pool 4898

Kissimmee Private vacation home - 4.23077 4.2 Star Review

Simply amazing!!! This wonderful vacation home will turn your holiday into a top experience.
Storey Lake features amenities and facilities including: a state-of-the-art clubhouse that features a business center, kitchen, fitness center and spa, a lazy river, and a resort-style swimming pool with water slides and a splash park, a restaurant & bar.......read more

4 Bedroom(s)
Sleeps 13
Private vacation home

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5 bedroom Villa Lake Front Property On Storey Lake Resort 4755KCC

Kissimmee Villa - 3.75 3.8 Star Review

Welcome to this vacation home of your dreams in Kissimmee!! This 5 bedroom and 5 bathroom rental home in 2 floors is located in the Storey Lake Resort Community. The 5 bedrooms and 2 living rooms, all together with 7 LED TVs, come in handy to sleep up to 12 guests (2 king beds 1 queen, 1 bedroom with 2 full beds and 1 bedroom with a set of twin ove.......read more

5 Bedroom(s)
Sleeps 12
Villa

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Disney Themed Home with Pool! Close to the water park!

Kissimmee Private vacation home - 4.83333 4.8 Star Review

The home is in short walking distance to the clubhouse. This gorgeous two floor townhouse is located in the prestigious Windsor Hills Resort! The townhouse is just steps away from the main clubhouse and is well maintained, continually updated, and sure to please. This unit is an end unit which is more private and larger than other townhomes in the.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Ultimate Luxury In This Super Upgraded 6 Bed 4 Bath Home

Kissimmee Private vacation home - 4.71429 4.7 Star Review

This super upgraded 6 bed 4 bath 3500 SqFt home was only used by the owners, and is in immaculate brand new condition. The home has just now (Jan 14), been made available for rentals.

The fixtures and furnishings in this home are all high-end, with high quality mattresses and bed linens, TV\'s in every room. The interior decoration was done .......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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Grand Luxury Condo Apartment near Disney & Universal #2

Kissimmee Apartment - 1.0 1.0 Star Review

This Luxury premium 3BD Condo Apartment is impressive fully furnished with 3 bedrooms / 2 baths. It has 1,220 sqft in a quiet and safe community. This condo is located on the 1st floor. This lovely condo apartment is perfect for a family vacation or getaway weekend. Amenities include Clubhouse, fitness center, free WIFI, community pool, spa, .......read more

3 Bedroom(s)
Sleeps 7
Apartment

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Family holidays close to Disney / Universal Studio

Kissimmee Hotel resort - 5.0 5.0 Star Review

General
Westgate Town Center Resort & Spa provides all the comforts of a fully furnished
home just 1 mille from Walt Disney Word. Resort and minutes from other Orlando area attractions. Has a multitude of onsite amenities, including 14 heated outdoor pools, water park, free Shuttle to Theme Parks, tours/ticket assistance, luggage storage ATM.......read more

2 Bedroom(s)
Sleeps 8
Hotel resort

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Find Affordable Kissimmee Hotels & Vacation Rentals

Plan your Kissimmee Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Kissimmee, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


Vacation Villas & Rentals Nearby Orlando / Disney Area Destinations

Find nearby vacation rentals and some of the Best Hotels with cheap rates in Kissimmee, FL for you visit to the area, all a short drive to Orlando Theme Parks. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby attractions, beaches, entertainment and a wide variety of fun activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.


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