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.

Kissimmee villa

4410PC 4 bedroom 2 bath

South facing pool with pond view!

Situated in the popular community of Liberty Village, The villa offers spacious accomodation at an affordable price. Close to shopping and dining on highway 192. This 4 bedroom 2 bath home is single story and provides plenty of living space for a ty ....

4 Bedroom(s) 2 Bath(s) Villa
Kissimmee, FL

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Kissimmee house

*Jan Special* Near Disney Lucaya 3 Bed

*Jan Special* Near Disney Lucaya 3 Bed

Lucaya 3 Bedroom 2 Bath Townhome! - Townhouse 3 Bedrooms / 2 Bathrooms. - Accommodates up to 8 people comfortably. - Free Wi-Fi. - Electronic lock. You do not need to get the physical key to open the door, just use the code provided in your voucher. ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee house

Brand New 6BD Dream Resort Home

Brand New 6BD Dream Resort Home

The Solara Resort offers vacation home rentals are located close to the Walt Disney World Resort in Orlando, Florida. Solara Resort is a new gated resort community at the center of all of Orlando's exciting attractions, located only 8 miles to Disney ....

6 Bedroom(s) 3 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee townhome

Regal Oaks

Townhouse at stunning Regal Oaks Resort! Close to Old Town and Theme Parks!

Three Bedrooms & Three Bathrooms Full kitchen Close to Disney & Old Town Resort Amenities Close to all Orlando Attractions This two story four bedroom three bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaw ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee house

H8811 Ultimate 9Br/6Ba lake view Resort Villa

H8811 Ultimate 9Br/6Ba lake view Resort 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 ....

9 Bedroom(s) 6 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee townhome

Extraordinary 4bd villa near Disney (PP69)

Extraordinary 4bd villa near Disney (PP69)

This beautiful townhome is a 2 story 1,914 sq. ft. townhome consists of 4-bedrooms along with 3-bathrooms and can accommodate eight easily. You'll find many upgrades in the kitchen, having all the comforts of home and more. For bonding and sharin ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee townhome

Fantastic 5 Bed 4 Bathroom Town Home 9035RS

Fantastic 5 Bed 4 Bathroom Town Home on Windsor at West side Resort

This brand new 5 Bedroom 4,5 Bathroom, 2,265 Sq.Ft. home with private, south facing pool is perfectly located, just minutes to Walt Disney World in Windsor at Westside. This gated 5 Star resort is packed with amenities and entertainment for the whole ....

5 Bedroom(s) 4 Bath(s) Townhome
Kissimmee, FL

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Kissimmee townhome

Fantastic Story Lake Town Home Sleeps 104832RC00

Amazing Story Lake Town Home Sleeps 10 With Pool

If you are looking for a new construction Vacation Home Rental, look no further! This Beautiful 4 Bedroom / 3 Bath Town Home was built in 2017 in the stunning community Storey Lake Resort. Beautiful furnishings and all the comforts of home ready to ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

8948RS

Exceptional 5 Bedroom Villa With Games Room and Spa on Windsor At Westside

Lots of windows and light! We invite you to enjoy your next vacation at our beautifully decorated 5 bedroom/5 bath villa. The bright and airy fully equipped kitchen and great room is ideal to enjoy all the comforts of home. Sleeping accommodation fe ....

5 Bedroom(s) 5 Bath(s) Villa
Kissimmee, FL

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KISSIMMEE villa

4 bedroom pool home with conservation view

4 bedroom pool home with conservation view on gated golf community of Remington

This 4 bedroom 3 bathroom Florida Vacation Villa is situated within the gates of Remington Golf and Country Club. Nettled in mature oaks the villa offers everything you and your family would require on vacation. Consisting of two master bedrooms both ....

4 Bedroom(s) 3 Bath(s) Villa
KISSIMMEE, FL

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Kissimmee house

Vacation Home

Luxury 4 Bedrooms home with heated Pool at 88°, 5 miles from Disney!

A warm inviting welcome awaits you and your family at our Vacation Pool Home - Closest to Disney! Our fully loaded pool home is equipped with everything to help ensure that you enjoy the best vacation ever and it's sure to 'TICK ALL THE BOXES' on you ....

4 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 9
Kissimmee, FL

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Kissimmee house

2201Em

GATED RESORT, GAMEROOM, PRIVATE POOL & SPA, FREE WIFI!!

8629 La Isla Drive Location: Emerald Island Resort Great property with LAKE VIEW!! Located in the middle of the Disney corridor and just minutes from all of Central Florida's Theme Parks Our property has the equipment to provide ....

4 Bedroom(s) 3 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee townhome

3095Pp FANTATSTIC 4 BED GATED RESORT COMMUNITY

SOUTH FACING POOL, BBQ GRILL, GATED RESORT COMMUNITY, BEAUTIFULLY DECORATED!

8966 Cuban Palm Road Kissimmee, FL 34747 - 3095PP SOUTH FACING POOL, BBQ GRILL, BEAUTIFULLY DECORATED! Property Type: 4 Bedrooms / 3 Bath Townhome with Private Pool Floor Area: 1800 sq. ft. Location:Paradise Palms Resort, Disney Area This be ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

Westside Resort - 7BD/5BA Pool Home - Sleeps 14 - Platinum - RWS7712

Westside Resort - 7BD/5BA Pool Home - Sleeps 14 - Platinum - RWS7712

BRAND NEW UNIT AND RESORT!! JACUZZI Property Type 7 Bedrooms, 5 Baths Home with Private Pool and Jacuzzi Location Windsor at Westside Resort, Disney Area This Beautiful Property is located in Windsor at Westside Resort one of the newest resort c ....

7 Bedroom(s) 5 Bath(s) Villa
Kissimmee, FL

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Kissimmee townhome

1791SPP - Executive Villas

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5 Bedroom(s) 4 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

Lake Berkley 4 bed / 3 bath home

4 Bed Disney/Orlando Pool Home with Gorgeous Water View!

Games Room and Water View! Fill your days with fun in the sun, and the many thrills and wonders that only a Central Florida Vacation can offer. Lake Berkley Resort is one of our most popular gated resorts in Kissimmee. Ideal for your next Flori ....

4 Bedroom(s) 3 Bath(s) Villa
Kissimmee, FL

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Kissimmee villa

Indian Creek/GL4574

5 bed vacation rental with games room and a lake view!

Located in Indian Creek this villa is situated in one of the closest residential communities to the Disney Theme Parks area, and less than a 30 minute drive from the Orlando Premium Outlets and Orlando International Airport this beautifully furnished ....

5 Bedroom(s) 4 Bath(s) Villa
Kissimmee, FL

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Kissimmee townhome

Townhome - 4 Bedroom/ 3 Bathroom Seven Dwarfs

4 Bedroom/ 3 Bathroom Seven Dwarfs (19-102)

â?¢ The Villas At Seven Dwarfs Resort â?¢ 4 Bedrooms/3 Bathrooms/Sleeps 12 â?¢ Disney (8 miles) Sea World (10 miles) Universal (13 miles) â?¢ Convention Center (12 miles) Legoland (33 miles) â?¢ Central AC â?¢ Gated Community â?¢ Themed Bedrooms â? ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee house

EC027 - 8 Bedroom Villa At Encore Orlando

EC027 - 8 Bedroom Villa At Encore Orlando

Overview Enjoy your next luxury vacation with us, right here in Orlando, just less than 6 minutes away from Walt Disney World! Your family will adore this beautifully presented vacation home, complete with private pool and spa, with a magnificent 7 s ....

8 Bedroom(s) 7 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee villa

2985BPR

Fantastic Resort 5 Bed 5 Bath Villa With Games Room and Spa

5 bedrooms, 5 bathrooms, sleeps 10. 3014 sq. ft. This beautiful luxury property has an open-plan living room with a luxurious reclining leather sofa, a comfortable chaise longue and a 50" SMART LCD HD flat screen cable TV and DVD PLAYER. The large ....

5 Bedroom(s) 5 Bath(s) Villa
Kissimmee, FL

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Kissimmee townhome

4 bed townhome 4006SMD

4 bed townhome 4006SMD

This 4-bed townhome is in the quiet Venetian Bay Resort . Located just 6 miles from Disney along well known highway192, convenient for mall shopping, grocery, minor attractions and an abundance of restaurants. This fantastic Orlando townhome is a p ....

4 Bedroom(s) 3 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

Sunshine Holiday VillasARC915 - Clone

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4 Bedroom(s) 2 Bath(s) Villa
Kissimmee, Fl

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Kissimmee townhome

5 Bed 4 Bath on Paradise Palms #296

5 Bedroom 4 Bath Resort Pool Home on Paradise Palms #296

EST LOCATION! Located right across the street from the clubhouse and playground. We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book y ....

5 Bedroom(s) 4 Bath(s) Townhome
Kissimmee, FL

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Kissimmee house

Vacation Home

Luxury Vacation Home/Close to Disney and Golf/Newly Redecorated

5 Bedroom (3 Master Suites), 5 Bathroom, Sleeps 10 max See a 3D video of the home: https://my.matterport.com/show/?m=fFCXNpDCf4m We are located in the fantastic Windsor Hills Resort, a gated community, less than 3 miles from Disney and 10-15 miles ....

5 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 10
Kissimmee, FL

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Kissimmee house

How to Rent Your Perfect Orlando Villa, Paradise Palms Resort, Villa Orlando 1807

How to Rent Your Perfect Orlando Villa, Paradise Palms Resort, Villa Orlando 1807

This beautiful and extremely well maintained villa has a fully equipped kitchen, laundry room, free wireless internet access and cable TV, a covered lanai with a screened pool. Some of the amenities include: large flat-screen TVs in the living room a ....

6 Bedroom(s) 5 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee villa

Formosa Gardens/JB2694

Simply Amazing- Contemporary style 7 bed at Formosa Gardens

LUXURY FACILITIES: Our home offers a truly luxurious experience from the moment you step through the door. Completely refurbished inside and out in a contemporary style we have provided you with every home comfort to make your stay a memorable one. ....

7 Bedroom(s) 8 Bath(s) Villa
Kissimmee, FL

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Kissimmee house

Vacation Home

?? 5BR Comfy Single Family House with Pool and SPA at Paradise Palms - 8940??

This 5BR/5bath holiday home is fully equipped with stainless steel appliances, washer & dryer, linens, towels, utensils, microwave, full size stainless steel refrigerator, dishwasher, and much more! Your home away from home is waiting. Just 9 miles f ....

5 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 10
Kissimmee, FL

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Kissimmee villa

9039SRL

Amazing 6 Bedroom 5 Bathroom Solara Resort 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 ....

6 Bedroom(s) 5 Bath(s) Villa
Kissimmee, FL

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Kissimmee house

â??Picture Renting this Beautiful Holiday Villa â?? Reunion 0310â??

â??Picture Renting this Beautiful Holiday Villa â?? Reunion 0310â??

â??Picture You and Your Family Renting this Beautiful 4 bedroom Vacation Rental including private pool & spa located on Reunion Resort, only 6 miles from the famous Disney Parks and other Orlando Attractions" Villa W130, Reunion Resort, Orlando, Fl ....

4 Bedroom(s) 4 Bath(s) Vacation Rental
Kissimmee, FL

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Kissimmee house

Stunning 5 bed home in Reunion

Stunning 5 bed home on 5* Reunion Resort

Stunning 5 bed pool home is the perfect home away from home that all the members of your party will enjoy. With over 3,500 sq. ft, this villa features an open floor plan throughout. It is 3 stories, 3rd which has a pool table/bar. On the ground floor ....

5 Bedroom(s) 6 Bath(s) Vacation Rental - Sleeps 10
Kissimmee, FL

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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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