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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.
Disney At Your Doorstep-Newly Upgraded 6 bedroom Pool Home
Kissimmee Private vacation home
- 
5.0 Star Review
What\'s different? Newly upgraded house with full sun pool/spa, in the popular Windsor Hills Resort gated community + welcome basket!
6 bedroom 4 bath private pool house... 1.5 miles from Disney, close to Universal Studios, shopping, restaurants & more. Fully equipped home & kitchen with granite countertops, large 65” Smart TV in family ro.......read more
6 Bedroom(s)
Sleeps 12
Private vacation home
Achieve your Magical Vacation! 12 Mins to Disney!
Kissimmee Villa
- 4.3 Star Review
12 minutes from Disney this 4-bedroom, 3-bathroom vacation rental home in Kissimmee can help you achieve that magical vacation you\'re looking for. It\'s also only a 25 min drive to Universal Studios and 19 mins to Sea World. The property is the perfect home base for those seeking unforgettable days at the parks or relaxing mornings on the golf cou.......read more
4 Bedroom(s)
Sleeps 10
Villa
Amazing 4 Bedroom Close to Disney @Compass Bay Resort 5161
Kissimmee Private vacation home
- 4.0 Star Review
After a day of fun at the attraction parks, a well-appointed vacation home provides a welcome escape for comfort and relaxation!
Perfect townhome to accommodate up to 10 guests, ideal for family vacation or business trips. Its location is unique, strategically situated on Poinciana Blvd, between US 192 and SR 535 allows easy access to the I-4, O.......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
Family Friendly 5 Bedrooms Home Close to Disney 4849
Kissimmee Private vacation home
- 4.0 Star Review
Enjoy indoor and outdoor living in this exceptional townhome situated in a stunning resort in the heart of one of the top tourist destinations.
Located on the exclusive and newly built Storey Lake Resort on Kissimme area, this townhouse conveys an understated elegance not often found.
The resort features world-class facilities and amenities i.......read more
5 Bedroom(s)
Sleeps 13
Private vacation home
6 Bedrooms / 7 Bathrooms / Summerville (2626 SS)
Kissimmee Private vacation home
• Community: Summerville Resort
• 6 Bedrooms/7 Bathrooms/Sleeps 14
• Disney (5 min) Sea World (15 min) Universal (25 min)
• Convention Center (22 min) Legoland (40 min)
• Location: Sunrise Shores Drive, Kissimmee FL 34747
The space
• 2,830 sf
• Central AC
• Free Parking
• Breakfast Bar
• Gated Community
• Granit.......read more
6 Bedroom(s)
Sleeps 14
Private vacation home
~ Westgate Town Center Resort And Spa ~ 1-Bedroom Suite Close To Disney ~ Fun! ~
Kissimmee Villa
- 4.7 Star Review
Bright and comfortable, the One-Bedroom Villa at Westgate Town Center Resort & Spa provides perfect accommodations for both the business and leisure traveler. Conveniently located in Kissimmee near area theme parks and attractions, Westgate Town Center offers an intimate setting with all the comforts of home.
*** While renting with us at Westga.......read more
Studio
Sleeps 4
Villa
Modern & Magical Getaway 5BR/4.5BA Home w/ Private Pool *1961*
Kissimmee Private vacation home
Enjoy your next vacation in this beautiful five bedrooms and 4.5 bath townhome in one of Kissimmee\'s newest resort communities.
Relax by the pool and enjoy your evenings with family & friends at this Wonderfull Home; no vacation gets better than that!
Downstairs:
Main Living Area w/Oversize Flat Screen TV
Beautiful Living Room .......read more
5 Bedroom(s)
Sleeps 14
Private vacation home
SO4809 Storey Lake Condo 4 bed 3 bath Private Pool & Free Waterpark
Kissimmee Private vacation home
- 4.3 Star Review
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, one bedrooms with a full & twin beds, one bedroom with a bunk bed twin over full and trundle bed. Closest community from Disney, Disney Sp.......read more
4 Bedroom(s)
Sleeps 11
Private vacation home
8BR Resort Mansion - w/ Pool, Games Room, & BBQ!
Kissimmee Private vacation home
Summary:
This stunning eight-bedroom family-friendly resort inspired vacation home is located just a 20-minute drive to Disney nestled in a secure, gated community. Enjoy preparing your dinner in your fully equipped kitchen with high-end appliances and dining al fresco by your private pool. You’ll be kept entertained with an in-home games room, .......read more
8 Bedroom(s)
Sleeps 16
Private vacation home
Casa Mickey! Windsor Hills Townhome!
Kissimmee Private vacation home
- 3.7 Star Review
Our clean, warm, & inviting townhome has 3 bedrooms and 3 bathrooms and all the comforts of home. The living room has a sofa and loveseat, as well as cable TV, a DVD player and flat screen TV for you to relax with.
Want to have some private-time in the splash pool?....the sparkling splash pool has privacy walls to the side. Or choose to sit .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
EMERALD ISLAND (8452CCL) - 3BR, 2BA townhome in gated resort
Kissimmee Condo
- 4.5 Star Review
This Emerald Island Resort town home boasts a queen master suite, a queen room and a bedroom with two twin beds. The master suite and the two other bedrooms with the family bathroom are on the second floor. All the bedrooms have tv\'s. Completing this townhome downstairs is the living room, dining room, full kitchen, guest bathroom and utility room.......read more
3 Bedroom(s)
Sleeps 6
Condo
Quiet and Cozy Condo very close to Disney Parks and other attractions.
Kissimmee Condo
- 4.7 Star Review
A Cozy, Comfortable, Calming and Cute place for families and friends. The second floor condo is situated very close to Disney .. just 10mins, Seaworld and Universal Studios. The beautiful Clearwater beach is just 55mins away. Restaurants, Shopping and Entertainment just right next door. Yet, a little secluded and quiet. Go out and have fun ... or .......read more
2 Bedroom(s)
Sleeps 4
Condo
Magical Memories 5BD/6BA (15 min-DISNEY) *2620
Kissimmee Private vacation home
- 4.0 Star Review
Welcome to this stunning 5 bedrooms Harry Potter Vacation Home located in the heart of the Disney World Area! This home is absolutely perfect for friends and family groups. Professionally decorated, this Brand New modern home is upscale!
The resort is located minutes from Disney and offers incredible pools, a fitness center, and a children\'s p.......read more
5 Bedroom(s)
Sleeps 12
Private vacation home
Luxury 9 Bedroom Villa, Man-guarded, amazing clubhouse at Reunion Encore Club
Kissimmee Private vacation home
- 4.6 Star Review
The Encore Club at Reunion offers an excellent choice of luxury vacation rental homes for guests to relax and enjoy a dream visit to Kissimmee! With Walt Disney World, just 6 minutes drive away from your own front door, this new, luxury gated community and resort is the leader in modern villas.
This 9 bedroom villa sleeps up to 21 peopl.......read more
9 Bedroom(s)
Sleeps 21
Private vacation home
Amazing Resort Style Condo - 15 mins - Disney *2302.301BP - Windsor Palms Resort*
Kissimmee Apartment
- 4.0 Star Review
Looking for a secure gated, Orlando vacation family-friendly resort? Look no further! This cozy condo is just 2.5 miles from the gates of Walt Disney World. Come and enjoy the peaceful scenery from the third floor, overlooking nature\'s best and the resort\'s amenities. Windsor Palms is just one mile from multiple shopping and eating outlets.
3 Bedroom(s)
Sleeps 8
Apartment
6 Bedroom Home - Grill - Pool - Full Amenity Access. Free Waterpark access
Kissimmee Private vacation home
- 4.8 Star Review
FREE DAILY WATERPARK ACCESS INCLUDED ON ALL BOOKINGS - YES - FREE !!!!
This property has full Reunion Resort Membership with full amenity access including, waterpark, pools, golf and tennis.
A family and kids friendly 5-star resort that was named 2008 North America \'Golf Resort of the Year\' by International Association of Golf Tour.......read more
6 Bedroom(s)
Private vacation home
Enchanting house with pool in a quiet community less than 15 minutes to Disney World
Kissimmee Villa
Welcome to this beautiful villa close to all the magic, yet in a peaceful and tranquil setting. Indian Ridge Oaks - one of the closest communities to Disney.
Set in manicured gardens encased in tropical plants with it\'s own south facing private pool, which soaks up the sun all day.
Everything you could wish for in a family vacation i.......read more
2 Bedroom(s)
Sleeps 4
Villa
5Br/4.5Bath Townhome Pool+BBQ☼13min→Disney 2260ft
Kissimmee Private vacation home
- 4.3 Star Review
Windsor at Westside invites you to enjoy the finest in resort-style amenities and home comfort in your very own luxury townhome for yourself and up to 11 friends and family. With a private pool and BBQ overlooking green spaces, 2-car parking, Disney and Harry Potter-themed rooms for the little ones, and 2 luxurious ensuite bedrooms, this 2-story v.......read more
5 Bedroom(s)
Sleeps 12
Private vacation home
Woodland Retreat - peaceful and private escape, private pool, spacious home, grill included
Kissimmee Private vacation home
- 5.0 Star Review
This luxuriously appointed home is located in a peaceful residential community enjoying an extremely private aspect from its pool and BBQ deck. Featuring a stand-alone hot tub and private pool which can be heated (optional charge applies). The pool deck has plenty of chairs & sun loungers to enjoy the year-round sunshine and includes a large lanai .......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
*Special Offer* NEAR DISNEY, GOLF, SPA, Game room, Kids room 497
Kissimmee Private vacation home
- 4.0 Star Review
New ChampionsGate Villa with an indoor heated pool and spa, fully equipped and furnished accommodations, located near Orlando Disney!
If you are searching for a luxury pool home in the Disney parks area, this bright, modern and spacious villa, offers an excellent opportunity to enjoy your dream vacation with family and friends. This BRAND NE.......read more
9 Bedroom(s)
Sleeps 22
Private vacation home
Luxury 7 bed (5 king master), 5.5 bath, Lake conservation view from private pool
Kissimmee Private vacation home
- 4.7 Star Review
We are proud to have available this truly luxurious 7 bed room 5.5 bath property with over 4000 SqFt of living space. Without doubt, one of the best locations in Emerald Island Resort, withe the home located at the head of a quiet cul-de-sac, and enjoying a South facing pool area overlooking conservation and the lake.
The home has an amazin.......read more
7 Bedroom(s)
Sleeps 16
Private vacation home
4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY
Kissimmee Villa
- 4.4 Star Review
Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom.
Can accommodate groups sleeping 8 guests.
The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King be.......read more
4 Bedroom(s)
Villa
6 MINS TO Disney
Kissimmee Private vacation home
- 5.0 Star Review
6 Min Drive to Disney Animal Kingdom
7 Min Drive to Disney’s Magic Kingdom & Blizzard Beach
7 Min Drive to Orange Lake Golf Course
7 Min Drive to ESPN Wide World Sports Complex
Magic Kingdom Park – 7.7 miles
Disney’s Hollywood Studio 5.6 miles
Disney Animal Kingdom Theme Park 3.3 miles
Disney Blizzard Beach (water park) 5.......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
3 Bedrooms wPrivate Pool - Close toDisney
Kissimmee Private vacation home
3 bedroom townhouse located in the sought after gated-resort community of Encantada. Home features a beautiful private pool and lots of amenities for the whole family to enjoy. The clubhouse offers a restaurant, fitness center, game room, cyber cafe, 2 pools, and 24 hr concierge service. Close to Disney, restaurants, and shopping........read more
3 Bedroom(s)
Sleeps 8
Private vacation home
CLOSE TO DISNEY, GATED RESORT COMMUNITY,BBQ GRILL, FREE WIFI, PRIVATE SOUTH FACING POOL!
Kissimmee Private vacation home
- 4.5 Star Review
8954 Candy Palm Road
Property Type: 4 Bedrooms / 3 Bath Townhome with Private Pool
Floor Area: 1800 sq. ft.
Location:Paradise Palms Resort
Disclaimer: The Arcade in the Paradise Palms Clubhouse is closed for cleaning and remodeling. We will provide updates on the reopening of the Arcade Room........read more
4 Bedroom(s)
Sleeps 9
Private vacation home
★ 4 BR 4 BA Villa | 5min→Disneyworld |1804ft²| Gym
Kissimmee Villa
- 3.0 Star Review
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
Family Friendly Four Bedroom w GameRoom @Disney 5145
Kissimmee Private vacation home
- 4.4 Star Review
Richly decorated vacation home situated in the world’s most magical place for your holiday retreat!
This townhome style property is strategically located in Compass Bay resort, a gated community that gives a quick access to the major highways such as Osceola Parkway, US 192, 417, SR 535, I-4, and International Drive… from which guests have a qui.......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
411 Near Disney Charming Spot!
Kissimmee Apartment
- 4.0 Star Review
This property is located about 10 minutes from Walt Disney World Parks, about 15 minutes from Sea World, and about 25 minutes from Universal Studios. You’ll love this property because it sits in Orlando\'s prime tourist location; yet away from traffic, because it’s on a cul-de-sac. This apartment is near countless dining experience, entertainment, .......read more
Studio
Sleeps 5
Apartment
Huge 7Br 6Ba - Theme bedrooms, no neighbors, south facing pool!
Kissimmee Private vacation home
Huge 7 bedroom + 6 bathroom Perfect for multiple families/generations that want to vacation together! Gated community with community clubhouse, pool, and gym! No rear neighbors.
Features a game room with pool table, foosball and air hockey. Free wifi, full kitchen with utensils and plates/bowls/cups, laundry room with washer and dryer, living .......read more
7 Bedroom(s)
Sleeps 14
Private vacation home
Enjoy the Holiday of a Lifetime while Staying in Bella Vida Resort, Orlando Mansion 1780
Kissimmee Private vacation home
5 Star Villa Holidays is proud to present Orlando Mansion 1780.
This fabulous 8 bedroom vacation home-away-from-home is the perfect place for you and your family to enjoy a stay to remember and cherish, when you come to visit the theme parks and attractions of Orlando.Located on the Bella Vida Resort - where you can have a magical vacation .......read more
8 Bedroom(s)
Sleeps 17
Private vacation home
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.
Rentals in Kissimmee, FL
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