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.

2 Bedroom Condo for the Thanksgiving week.

Kissimmee Condo

Deluxe 2 BR, 2 BA condo with 1 king size bed, 1 queen size bed, 2 queen size sleeper sofas, 2 fully equipped kitchens, and 2 washer/dryer units. Nearly 2000 sq. ft. of living space with a screened balcony with seating for lounging and outdoor dining. Located on a safe and secure, beautifully manicured, family friendly gated community just 3 miles .......read more

2 Bedroom(s)
Sleeps 8
Condo

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Disney Themed Estate|Pool +Spa|Movie & Game Room

Kissimmee Private vacation home - 4.85437 4.9 Star Review

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
☀ Themed private thea.......read more

7 Bedroom(s)
Private vacation home

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Wonderful 4 Bd Close to Disney @ Magic Village Views 3092

Kissimmee Private vacation home

Guests will fall in love with this stunning modern luxury vacation home! A fabulous location for the many entertainment options in the area!
Convenient location, just a mile away from Disney’s Animal Kingdom Park and Orlando’s most popular attractions. This resort-style gated community is set in between Sherberth Rd. and Black Lake Rd. with quic.......read more

4 Bedroom(s)
Sleeps 12
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)
Villa

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Exclusive villa with lake views - minutes from Disney!

Kissimmee Private vacation home - 4.7027 4.7 Star Review

Rare south-facing luxury villa overlooking lake and conservation area. Situated in quiet residential area with own security patrol, children play park, basket ball and tennis court. Enjoy watching the turtles or ducks bask in the sunshine on lake shore, a tranquil retreat from the bustles of an exciting day at the parks, sitting by the pool before .......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Amazing 4 Bed Villa with Private Pool and Spa up to 14 Guests - 4837 ML

Kissimmee Private vacation home - 4.76923 4.8 Star Review

Luxury 4 Bedroom Townhome with Private Pool

Enjoy this 4 Bedrooms with your family. This home has a private pool perfect for the kids who will enjoy their daily swim. Sit back and relax in Florida on your private luxury 4 Bedroom Townhome with Private Pool

Enjoy this 4 Bedrooms with your family. This home has a private pool perfect f.......read more

4 Bedroom(s)
Sleeps 14
Private vacation home

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New Emerald Island 4 Bedroom town home 5 Minutes from Disney

Kissimmee Private vacation home

Emerald Island Resort home, just 4.3 miles from Walt Disney World’s Animal Kingdom Resort. Located in the beautiful Emerald Island resort community, the home is within the resort’s 24-hour manned security gates, on the tranquil forested conservation space.Features private parking just steps from the front door and is just a two-minute walk from th.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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✪ 4 BR 4 BA Villa Central Location→Disney |1804ft²

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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Beautiful dog-friendly condo with pool, fast WiFi, central AC, & washer/dryer

Kissimmee Condo

Laguna Bay Stunner

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Welcome to your home away from home in beautiful central Florida! Need close proximity to Orlando, Walt Disney World, and Universal Studios? It\'s just down the road! This home p.......read more

3 Bedroom(s)
Sleeps 6
Condo

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Spacious Family Condo w/ Resort Pools, Free Theme Park Shuttle & WiFi Included

Kissimmee Hotel resort

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WHY STAY HERE
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Located just one mile from Walt Disney World, Westgate Vacation Villas offers guests a five-star location alongside world-class service, wonderfully spacious villas, and a multitude of amazing on-site amenities, including free shuttle service to some of Orlando’s be.......read more

2 Bedroom(s)
Hotel resort

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Westgate Vacation Villas 2BDRms deluxe Near Themeparks

Kissimmee Hotel resort

- 2 Bedrooms, 2 Bathrooms, sleeps 6 privately or 8 maximum
- Sleeping Accommodations- Living Area- 1 Pull Out Sofa, Bedroom 1 (1 King Size Bed), Bedroom 2 (2 Full Size Beds)
- Spacious Floor Plans: a large, inviting living room; spacious bathtub; a porch with a view
- Convenient Locations
- Daily Children\'s Activities
- On-Site Gym.......read more

2 Bedroom(s)
Sleeps 8
Hotel resort

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Minutes to Disney Parks 50th Anniversary Celebration ~ Private Townhouse

Kissimmee Private vacation home - 4.86667 4.9 Star Review

Park Events:
Epcot\'s International Food and Wine Festival July 14 - November 19
Magic Kingdom\'s Not-So-Scary Halloween Party now through October 31
Magic Kingdom\'s Mickey\'s Very Merry Christmas Party November 8 - December 22

This 4 bedroom / 3.5 bath, two story end unit townhouse backs up to a forever wild to give you lots of p.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Gorgeous 3 bed room townhome Minutes to all the attractions.

Kissimmee Private vacation home

Summary:
Located less than 5 miles from the gates of Disney, you’ll find this stylish, well-appointed condo just waiting to host your family vacation! Located in the resort community of Crestwynd Bay, you’ll find lots of extras waiting for you with your rental, such as a resort-style community pool, walking trails, and children’s playground. Wit.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Safari Bowling Mansion 14 BEDS 14.5 BATHS

Kissimmee Private vacation home - 4.77778 4.8 Star Review

3D TOUR of the home: https://www.youtube.com/watch?v=ypUyh3S8ZJE

http://tours.wucreative.com/egh/safari/tour.html

Hope Rise Properties, LLC that brought you the amazing Global-themed and Hollywood-themed villas is proud to introduce its newest addition: The Safari vacation home! This unique home is among the most sought-after vacation.......read more

14 Bedroom(s)
Private vacation home

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1BR w/ WiFi, Lake Access, Resort Pool, Only 3 Miles From Disney!

Kissimmee Condo - 4.68571 4.7 Star Review

For our guests’ peace of mind, this property has incorporated enhanced cleaning and low-contact protocols.


ABOUT THE SPACE

Barefoot’n Resort beckons relaxation with the allure of spacious one-bedroom accommodations featuring a deluxe queen or king bed, a private patio, balcony, or terrace, and a partial kitchen featuring coffee .......read more

Studio
Sleeps
Condo

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Modern Family Friendly Townhome near Disney

Kissimmee Private vacation home - 4.5 4.5 Star Review

Welcome to your new getaway! This is a spacious 3 bedroom 2.5 bathroom townhouse located at the Lake Berkley Resort, a gated vacation home community, and resort with 24/7 Security.

Spend your day with family and friends! Whether it’s enjoying the rides at Universal Studios, the attractions at Disney, or the soaking shows at SeaWorld 10-15 m.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Family-Friendly Home with Private Pool, Fast WiFi, Central AC, & Washer/Dryer

Kissimmee Private vacation home

Magical Getaway

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Cool off from a day at the theme parks in this air-conditioned haven - or jump in the private pool under the lanai for an even more refreshing break! This home is chock full of Disn.......read more

6 Bedroom(s)
Sleeps 16
Private vacation home

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CLOSE TO DISNEY / FREE SHUTTLE / PRIVATE POOL AND SPA

Kissimmee Private vacation home - 5.0 5.0 Star Review

Scenic Solitude

This stunning home sleeps up to 12 guests offering 6 bedrooms and 5 bathrooms across 2 beautiful floors. Outside, there is a private pool and spillover spa where you can relax or use the sitting area to soak up the Florida sun. This property comes with a grill so if you fancy a home grilled meal by the pool it’s all there for.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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4 Bedroom Town-House ~ Perfect For Family And Friends ~ Private Pool

Kissimmee Private vacation home - 4.84615 4.8 Star Review

This pristine resort, with amenities and all the comforts of a luxurious sunshine state retreat, awaits for up to 11 guests at this Kissimmee vacation rental town-home (Due to new safety guidelines no more than 8 Guests allowed at this moment). With 2-floor layout 4 total bedrooms with 2 master suites and 3 baths, and your own private pool to enjo.......read more

4 Bedroom(s)
Private vacation home

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Disney Vacation Townhouse

Kissimmee Condo - 4.74324 4.7 Star Review

COVID-19- Cleaning Procedures: We have developed a cleaning procedure with our cleaning and maintenance group to make our home safe as possible. We are maintaining a minimum 30 hours between rentals in order to keep the staff and our guests welcome.

Our Townhouse Villa is located in Venetian Bay Villages a private gated community with all t.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Orange Lake Resort: Next To Disneyworld, Near Universal, Sea World & Legoland

Kissimmee Hotel resort - 4.77778 4.8 Star Review

* Hello! I am a Premier Host, and have the following VRBO Properties Available:
- Orange Lake Resort-1213894, 1316428, 1440885, 1440998, 1441007, 1446292
- Panama City Beach Ocean Front-2179352, 2179381, 2179197
Note: If you do not see your dates, send me a message and I may be able help.
________________________________________________.......read more

Studio
Sleeps 8
Hotel resort

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Luxury Home in Amenity Filled Resort! Private Pool, Movie Theater, Game Rooms

Kissimmee Private vacation home - 4.74194 4.7 Star Review

If cozy decor, spacious bedrooms, and multiple entertainment quarters are at the top of your vacation checklist, look no further than this adorable villa—located just minutes from Disney World in the amazing new Solara Resort!

The kids will marvel at the galactic-themed bedroom, featuring outer space décor and furnishings. Just down the hall.......read more

9 Bedroom(s)
Sleeps 20
Private vacation home

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LN4816 Storey Lake Home 4Beds 3Baths Private Pool and Free Waterpark

Kissimmee Private vacation home

Gorgeous Brand New 4 Bedrooms, 3 Bathrooms Vacation Rental with Pool. Located in Storey Lake Resort, will ensure you have an amazing vacation. The bedrooms consist of one King bedroom downstairs, one King suite and two bedrooms with a full & twin beds. Closest community from Disney, Disney Springs, Malls, Walmart. Clubhouse Resort with great amenit.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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Themed Rooms, Private Pool, Game Room, Near Disney

Kissimmee Private vacation home - 3.0 3.0 Star Review

This stunning 6 bedroom, 4 bathroom home is perfect for your next trip to Disney. The large family room has luxurious leather furniture, perfect to host gatherings to watch the large LCD TV. If you want to go informal, the kitchen dining area is ideal and is close to the sliding glass doors leading out to the huge pool and spa. The formal dining ro.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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Hera House - Five Bedroom House, Sleeps 11

Kissimmee Private vacation home - 4.5 4.5 Star Review

Accommodates up to 11 Guests with 5 Bedrooms and 4 bathrooms.

Bed Configuration: 3 Twin beds | 1 Full Bed | 1 Queen Bed | 2 King Beds

1) Property Size: sq./ft. 2.168

2) TV\'S SET UP: Living Room 1st floor Smart TV 55" / Queen Bedroom 1st floor TV 40" / Twin Bedrooms 1st and 2nd floor TV 32"/ King Bedrooms 2nd floor TV 50".read more

5 Bedroom(s)
Sleeps 11
Private vacation home

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Luxury 7 Bed Villa with Pool/Spa, Game Room & Resort Clubhouse - Minutes to Disney

Kissimmee Villa

We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Gated Resort. You will feel immediately relaxed as yo.......read more

7 Bedroom(s)
Sleeps 14
Villa

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TAHITI ESCAPE: Free Pool Heat** 24/7 Support During Your Stay

Kissimmee Private vacation home - 4.14286 4.1 Star Review

***(FREE POOL HEAT is offered for your stay during the WINTER MONTHS of November 1-April 30)

Tahiti Escape is a 9 bedroom, 6 bathroom house that offers the best of everything you could imagine. The house is gorgeous from the minute you walk into the home. It has a contemporary feel and was professionally decorated to make you feel at home. E.......read more

9 Bedroom(s)
Sleeps 18
Private vacation home

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Luxury 5 Star Villa on Solara Resort,Minutes from Disney World, Orlando Villa 2621

Kissimmee Villa - 5.0 5.0 Star Review

5 Star Villa Holidays is proud to present Orlando Villa 2621.

We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the gorgeous So.......read more

7 Bedroom(s)
Sleeps 14
Villa

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Home at the golf resort, 4 bedrooms

Kissimmee Private vacation home - 3.0 3.0 Star Review

Hey! Welcome to our wonderful dream vacation home. We are excited to hear that you are interested in taking a vacation and staying at our beautiful property. Feel free to contact us

Our property has four bedrooms.

** The master suite has a king size bed overlooking the pool, TV, a comfortable armchair to read a good book and plenty of.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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Luxury Disney Home Pool Game Solara Resort-9029CEFWJGI

Kissimmee Private vacation home

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 you and your family an abundance of luxury am.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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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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