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

Windsor Palms Resort

Windsor Palms Villa with Private Pool and Lanai, 5 Minutes from Disney!

4 Bedroom 3 Baths Full Kitchen Private Pool & Game Tables Resort Amenities Close to Walt Disney World & Orlando Attractions This four bedroom three bathroom pool home in the very popular community of Windsor Palms has all the comforts of home. Fully ....

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

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Kissimmee house

Windsor at Westside Resort Platinum - 709 Pool Home

Windsor at Westside Resort Platinum - 709 Pool Home

BRAND NEW UNIT AND RESORT!! GAMEROOM, JACUZZI, 2 MASTER SUITES! Property Type 6 Bedrooms, 5 Baths Home with Private Pool and Jacuzzi Floor Area 3117 sq. ft. Location Windsor at Westside Resort, Disney Area This Beautiful Property is located ....

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

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Kissimmee townhome

8951SD

Lucaya Village Resort TownHome 8 Minutes To Disney

This wonderful 4-bedroom town home in West Lucaya Village Resort features two master king suites, a full Mickey-themed bedroom and a twin Finding Dory-themed kidsâ?? bedroom. Flat-screen TV/DVD combos are located in all bedrooms and living area for y ....

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

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Kissimmee house

Hercules House

NEW 5 bedroom townhouse with pool at Storey Lake Resort near Disney

Enjoy all the comforts of this amazing brand new 5 bedroom townhome, will accommodate comfortably up to 12 people! This spacious home comes with a full kitchen with dishes/cookware, stainless steel appliances, granite countertops along with bed and b ....

5 Bedroom(s) 4 Bath(s) Vacation Rental
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

*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

Butterfly Bay Villa

Private Pool/4 miles Disney/Resort included/Communal pools/Tennis/Free wifi

Private Pool/4 miles Disney/Resort included/Communal pools/Tennis/Free wifi Butterfly Bay Villa This 5 bedroom, 5 bathroom villa has room for up to 12 guests. It features accommodation that is spacious, elegant and designed for relaxation. The f ....

5 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 12
Kissimmee, FL

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Kissimmee condo

RVH_293R Heritage Crossing Deluxe

Heritage Crossing Deluxe | Ground Floor Condo with Stunning Decor

This 3 bed, 2 bath 1,344 sq. ft. first-floor condo is located in the Heritage Crossing neighborhood of the exclusive Reunion Resort. Enjoy amazing views of the Arnold Palmer Legacy golf course and beautiful sunsets from your own private balcony with ....

3 Bedroom(s) 2 Bath(s) Condo
Kissimmee, FL

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Kissimmee villa

Trafalgar Village 6 bed / 4 bath home

Wonderful 6 Bed 4 Bath Unit, located close to Disney in Trafalgar Village Community

This six bedroom beautifully decorated home features an east facing pool and has all the comforts of a perfect vacation home for your enjoyment in Trafalgar Village Resort, which offers a unique Resort experience. Located about 15 minutes from the Di ....

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

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Kissimmee townhome

San Vittorino Holiday Home

San Vittorino Holiday Home

Two en-suite Master Bedrooms, This beautiful 4 bedroom 3 bathroom town home had ample space for two families. Enjoy your privacy with this split level home away from home. This gated community has numerous amenities including a large spacious clubho ....

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

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Kissimmee townhome

Meeko's Retreat

*NEW* 2 Bed Regal Oaks with Conservation View - RO02CG/5702

This two story 2 bedroom 2 & 1/2 bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined s ....

2 Bedroom(s) 2 Bath(s) Townhome
Kissimmee, FL

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Kissimmee house

Emerald Island - 7BD/4.5BA Poo

Emerald Island - 7BD/4.5BA Pool Home - #7EI565

Emerald Island - Experience the resort's amenities and facilities your family will enjoy! Located near Disney, start your Orlando memories in this beautiful 7 bedroom, 4.5 bathroom Pool Home! The Space: Enjoy plenty of room for your family and frien ....

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

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Kissimmee house

This spacious 5 bedrooms 4 1/2 Bath villas

This spacious 5 bedrooms 4 1/2 Bath villas

This new luxurious Florida villa rental boasts beautiful décor and very high quality furnishings throughout. Surrounded by landscaped gardens, it is in the community of Tuscany at Westside, close to three golf courses including the award winning Hig ....

5 Bedroom(s) 5 Bath(s) Vacation Rental
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

4838LLANE

Amazing Story Lake Town Home Sleeps 8 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 2018 in the stunning community Storey Lake Resort. Beautiful furnishings and all the comforts of home ready t ....

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

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Kissimmee villa

Oak Island Cove - Villa 2910

Fantastic family home 5 minutes from Disney

This classy Disney Vacation Home on the ultimate community only minutes from Disney World. This 3 bedroom, 2 bathroom holiday villa is very well furnished to give a very comfortable stay. Large screen T.V. in the open plan living area. This home is c ....

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

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Kissimmee townhome

Copper's Cottage - 3 Bed Townhome

Regal Oaks 3 Bedroom Townhome with Hot Tub

Have a blast at Copper's Cottage! You'll enjoy a beautiful and spacious 3 bedroom townhome with your own hot tub as well as all of the Regal Oaks Resort Amenitties. You can walk to all the fun at Old Town and it is only a short drive to Walt Disney ....

3 Bedroom(s) 2 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

W002- 6 Bedroom Reunion Resort Villa

W002- 6 Bedroom Reunion Resort Villa

Overview This 6 bedroom villa is located at the prestigious Reunion Resort, less than 12 minutes to Walt Disney World! You and your loved ones can enjoy 4 incredible theme parks all while staying in the heart of Orlando! W002 offers 6 bedrooms (sleep ....

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

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Kissimmee house

W040 - 6 Bedroom Luxury Home in Formosa Gardens

Overview Formosa Garden Estates has long been recognized as one of the most prestigious vacation communities in Central Florida. This fantastic home commands a large corner lot on Formosa Boulevard and Emperor Orchid Court. The elegance and style of ....

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

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Kissimmee villa

1828nc Ultimate New 8 Bedroom 6 Bathroom Villa

1828nc Ultimate New 8 Bedroom 6 Bathroom Windsor At Westside 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 ....

8 Bedroom(s) 6 Bath(s) Villa
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 house

EC215- 6 Bedroom Encore Pool Home

EC215- 6 Bedroom Encore Pool Home

Overview This 6 bedroom rental home, located at the Encore Club, is less than 10 minutes to Walt Disney World and their 4 incredible theme parks! Just down the road, they are waiting for you and your loved ones to experience and enjoy as well as crea ....

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

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Kissimmee villa

9041FKW Amazing 7 Bedroom 6 bed Resort Villa

Amazing 7 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 ....

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

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Kissimmee townhome

**BRAND NEW** 5 BEDROOM RESORT HOME

Orlando Newest Resort Community Town Home With Pool

Description: This beautiful 5 bedroom, 4-1/2 bath townhome was built in 2018 and is professionally decorated with all the comforts of home. The spacious home includes a modern kitchen with new stainless steel appliances and granite counter tops. ....

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

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Kissimmee townhome

Property ID: 3.3202.2

The Luxury of Beauty Lucaya!!!

Lucaya 3 Bedroom 2 Bath Townhome! - Townhouse 3 Bedrooms/2 Bathrooms. - Gated community. - Less than 5 minutes to grocery stores. - Accommodates up to 8 people comfortably. - Free Wi-Fi. - Electronic lock. You do not need to get the ....

3 Bedroom(s) 2 Bath(s) Townhome
Kissimmee, FL

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Kissimmee villa

7784 Basnett

6 bed in Windsor Hills, 5 minutes to Disney

Your private vacation home awaits you in the gated resort community of Windsor Hills. 6 bedrooms and 4 bathrooms outline this cozy house, perfect for families of all sizes. As you enter, you are greeted by an open concept, made for conversation and h ....

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

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Kissimmee villa

Windsor Palms Resort /MH2149

Luxury 4 bedroom villa with south facing pool. Sleeps 8.

As the saying goes "The camera Never Lies", and what you see is just what you get in this luxury, executive, newly refurbished 4 bed 3 bath, South Facing Pool/Spa & Games Room Villa. Location: Location, Location, Location! Conveniently Located in ....

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

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Kissimmee townhome

Amazing 5 Bedroom 5 Bathroom Storey Lake 4893RC

Amazing 5 Bedroom 5 Bathroom Storey Lake Villa Only 8 Minutes To Disney

Welcome to the SINGLE FAMILY 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 sle ....

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

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Kissimmee villa

Amazing 7 Bedroom 5 Bathroom Windsor

Amazing 7 Bedroom 5 Bathroom Windsor at west side 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 ....

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

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Kissimmee townhome

3206Pp

SOUTH FACING POOL, HARRY POTTER THEME KID'S ROOM,FREE WIFI, CLOSE TO CLUBHOUSE!!

8972 Majesty Palm Road Property Type: 4 Bedrooms / 3Bath Townhome with Private Pool Floor Area:1800sq. ft. Location:Paradise Palms Resort This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Re ....

4 Bedroom(s) 3 Bath(s) Townhome
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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