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.

Amazing Story Lake Brand New Luxury 3 Bedroom Condo

Kissimmee Private vacation home - 4.6 4.6 Star Review

If you are looking for a new construction Vacation Home Rental, look no further!
This Beautiful 3 Bedroom / 2 Bath Condo Hin the stunning community Storey Lake Resort. Beautiful furnishings and all the comforts of home ready to welcome you!

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

3 Bedroom(s)
Sleeps 6
Private vacation home

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Pet-Friendly Villa Near Theme Parks

Kissimmee Villa - 5.0 5.0 Star Review

BOOKINGS
*****Administration Fees and Service fees are non-refundable*****
Book early for holidays, and contact owner for availability

CHECK-IN REQUIREMENTS
Minimum age of primary renter: 21
(Valid driver\'s license & credit card must be presented at check-in)

NIGHT STAY
Minimum: 7 night stay - Friday, Saturday, and S.......read more

3 Bedroom(s)
Sleeps 10
Villa

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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

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Cheerful 6BR/5BA Home Pool/SPA - Storey Lake 21075

Kissimmee Private vacation home

Stylish Storey Lake Villa with Private Pool, Fully Equipped and Furnished, Family-Friendly and has a Game Room!

• Cheerful Storey Lake 6 Bedroom luxury home
• Private Pool/SPA, Game Room
• 6 Bedroom/5 Bathroom/Sleeps 15
• Best Location!
• Disney (8 miles)/SeaWorld (8 miles)/Convention Center (9 miles)/Universal (12 miles)
• FR.......read more

6 Bedroom(s)
Sleeps 16
Private vacation home

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Charming Home at Windsor at Westside

Kissimmee Private vacation home

We invite you to our Beautiful 5 Bedroom, 4.5 Bathroom home with private pool and all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando. This home is the perfect spot to relax or extend your fun after a full day theme park visit or shopping trip. Enjoy your own private oasis! The open concept .......read more

5 Bedroom(s)
Private vacation home

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Group Getaway! 3 Elegant 3BR Villas, Pool, Tennis, Parking! Close to Attractions

Kissimmee Hotel

Make your way to Walt Disney World Resort theme parks and Disney Springs for a variety of entertainment. Stop by Animal Kingdom and feed the giraffes or ride exciting water slides at Disney’s Blizzard Beach Water Park. Visit the famous Hollywood Studios theme park and Magic Kingdom Park for rides based on your favorite Disney movies, and treat the .......read more

9 Bedroom(s)
Sleeps 18
Hotel

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Affordable 4 Bedroom/3 Bath, Pool & Spa, Free Gas Grill & WiFi-3 miles to Disney

Kissimmee Villa - 5.0 5.0 Star Review

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in Indian Creek Subdivision which is literally on Disney\'s doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.

NEW Covid-19 Precaution Implementations: We have installed a wall hung Hand Sanitizing Dispen.......read more

4 Bedroom(s)
Sleeps 8
Villa

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A great family friendly condo to enjoy, less than 7 miles from Walt Disney World

Kissimmee Condo - 1.0 1.0 Star Review

Our Orlando vacation condo with 4 bedrooms in the gated community of Legacy Dunes Resort, is located less than 7 miles from Walt Disney World in Kissimmee, Florida.

The condo is located on the third floor and only a short distance from the clubhouse and swimming pool. It is 1,600 square feet with an open floor plan, vaulted ceilings and a sc.......read more

4 Bedroom(s)
Sleeps 8
Condo

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Breathtaking Home with Superhero Themed Bedroom at Encore

Kissimmee Private vacation home - 5.0 5.0 Star Review

Main Living Area:
Spacious comfortable seating area with a large sectional overlooking the private pool deck through sliding glass doors
Kitchen:
Fully equipped with a granite island with 2 seats and a 4 seat breakfast bar
Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender
All utensils, cookware, dinner.......read more

8 Bedroom(s)
Sleeps 16
Private vacation home

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Disney Rental Home w/5 Bdrms 4 Bths 4,000 sq ft of Luxury

Kissimmee Villa - 4.84375 4.8 Star Review

This luxurious Villa is located in the most exclusive gated community in the Disney area, Formosa Gardens, and is just 2 short miles from the gates of Magic Kingdom and other Disney Parks. Enjoy more than 3,900 square feet of spacious comfort including 5 bedrooms, 4 baths, private inground pool and spa and game room. With two master suites, a Disn.......read more

5 Bedroom(s)
Sleeps 12
Villa

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Lakeshore Escape - gated community, wonderful lakefront private pool & jacuzzi, great location

Kissimmee Private vacation home - 5.0 5.0 Star Review

This large Lake Front Home has 5 bedroom/4.5 bathroom, 3 living rooms. Located on a beautiful waterfront setting, it has a private pool/jacuzzi and games room. Enough accommodation to suit larger families or groups seeking spacious amenities sleeping up to 12 guests. This vacation home is located on the gated community of Cumbrian Lakes, a peaceful.......read more

5 Bedroom(s)
Sleeps 12
Private vacation home

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Ultimate 5 Bedroom Sonoma Resort Pool Villa

Kissimmee Private vacation home - 3.2 3.2 Star Review

This spectacular Orlando vacation rental villa is bright, spacious and designed
for relaxation in your next vacation in Orlando. Featuring 5 bedrooms, 5 bathrooms
It’s well suited to larger families or groups of friends. Throughout this
Florida vacation home, you’ll find stunning interior décor, modern accommodation,
and all the mod.......read more

5 Bedroom(s)
Sleeps 10
Private vacation home

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NEW! Kissimmee Townhome: ~ 4 Mi to Disney World!

Kissimmee Private vacation home - 4.8 4.8 Star Review

Experience the charm of Kissimmee with ease in this 3-bedroom, 2.5-bathroom vacation rental. Offering a full kitchen, lanai with a private pool, flat-screen TVs, and proximity to local attractions, this enchanting property can be your home-away-from-home! Located in the gated, amenity-packed Encantada Resort, this townhome offers access to communit.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Luxury Disney Home Pool Game The Windsor Hills Resort-7660-404CEICO

Kissimmee Private vacation home

Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Paradise Palms Resort 5 Bedroom 4 Bathroom Pool Townhome Close To Disney

Kissimmee Villa - 1.5 1.5 Star Review

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 and in 2 bedrooms, iron and board, linens and towels, kitchenware, coffee maker, electric kettle, toa.......read more

5 Bedroom(s)
Sleeps 14
Villa

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3 BR Private Pool Home 5miles from Disney - Free Pool + Spa Heat & Gas Grill

Kissimmee Private vacation home - 4.96429 5.0 Star Review

Beautiful 3 bedroom Pool Home. It\'s located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions. It rents for less than two average hotel rooms, but has all the amenities of a resort. This home has one of the largest screened in pool areas in the neighborhood, along with complete privacy! The kids will love .......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Disney -> 10 min. Luxury Villa *3 King bds *Encore at Reunion

Kissimmee Villa

Sleeping up to 18 people, has bedrooms across both floors including 2 children\'s themed bedrooms! This home is equipped with an upper floor loft area with a large flat screen TV and comfortable seats, so the fun does not have to end at the theme parks!

Single family with 9 Bedrooms and 8 bathrooms.

-> Gated community - Encore Resort<.......read more

9 Bedroom(s)
Sleeps
Villa

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Luxury 2 Bedroom Villa - Westgate Town Center Vacation Resort

Kissimmee Hotel resort

This Orlando resort is conveniently located near outside restaurants, shops and the beach, this resort property is a perfect vacation spot for families, friends and couples as this property has many inside fun attractions including:

- a pirate themed water park
- multiple pools throughout the property
- restaurants, bars, bakery cafe.......read more

2 Bedroom(s)
Hotel resort

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Resort Home Close to Disney World Orlando

Kissimmee Private vacation home

Single story 5 bedroom house with own private pool and spa. Located on the Emerald Island resort a gated community boasting many community features such as tennis courts , volley ball courts ,Large club house with Bar ,large community pool and many more.

Home has Queen bed in the master suite, Full (double bed) in one room two single beds in.......read more

5 Bedroom(s)
Sleeps 10
Private vacation home

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Luxury 4 bed (2 Master), 3 bath Resort home in quiet cul-de-sac

Kissimmee Private vacation home - 4.66667 4.7 Star Review

Fantastic vacation home, so close to Disney, Located in Orlando\'s most luxurious gated community, Emerald Island Resort. This luxurious home includes an over-sized pool and raised Jacuzzi spa with an extra-large patio. A great way to relax after a long day at the parks!

This luxurious resort is only 5 mins from Walt Disney World, and there.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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Massive Private Pool Villa w/ Spa & Game Room - Near Disney World

Kissimmee Private vacation home

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decor.......read more

8 Bedroom(s)
Sleeps 16
Private vacation home

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Cheerful Home with Themed Bedrooms at Encore

Kissimmee Private vacation home - 4.0 4.0 Star Review

Main Living Area:
Spacious comfortable seating area with 2x leather sofas and an accent chair overlooking the private pool deck through sliding glass doors
Laundry and powder room are located downstairs
Kitchen:
Fully equipped with a granite 4 seat breakfast bar and additional island
Refrigerator/freezer, oven, microwave, dishwasher,.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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9Br/6Ba luxurious Pool House with lake view from $280/nt, Close To Disney

Kissimmee Private vacation home - 4.0 4.0 Star Review

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation\'s largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this 24 hour guard gated unique resort will provide a f.......read more

9 Bedroom(s)
Sleeps 18
Private vacation home

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Large, Family Villa with Pool/Spa and Games Room - Minutes to Disney

Kissimmee Villa - 4.77922 4.8 Star Review

The villa is situated on Rolling Hills just a few miles to Disney!

This comfortable, nicely furnished 5 bedroom vacation home features 2 queen masters with ensuite bathrooms - one downstairs and one upstairs, an additional upstairs queen bedroom - plus an upstairs twin bunk bedroom (which share a jack and jill ensuite bathroom) and a downsta.......read more

5 Bedroom(s)
Sleeps 8
Villa

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Disney Family Fun w/ Lanai & Games: 8 Mi to Parks!

Kissimmee Private vacation home - 4.375 4.4 Star Review

Book this spacious Kissimmee vacation rental as your home base for exploring the magic of Orlando! Sitting less than 10 miles from Walt Disney World and only 21 miles to Universal Orlando Resort, this 6-bedroom, 5-bathroom home will have you out the door and riding roller coasters in no time. Spend the day relaxing at home as you lounge in the lana.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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NEW RENOV✦Spacious & Unique✦Private South Facing Pool & Spa✦5 Miles to Disney

KISSIMMEE Villa - 5.0 5.0 Star Review

Welcome to Our Newly Renovated Villa, The Adventurist!
We are very excited to to have opened bookings on this Newly Renovated Villa on March 1, 2022.
------------------------------
RENOVATIONS:
January/February 2022 renovations include: all new wall mounted, Roku smart Tv’s in every bedroom with access to streaming services, a fully sto.......read more

4 Bedroom(s)
Sleeps 8
Villa

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Casa Valencia Summary

Kissimmee Private vacation home - 5.0 5.0 Star Review

Summary:
Welcome to the brand new Luxury Valencia House. The amazing 6 bedroom, 6 1/2 bathroom home with a lake view that will bring you and your guests a Disney vacation you will never forget!! Yes, all 6 bedrooms have their own bathroom. With fully equipped kitchen, free WIFI, swimming pool and spa a great leisure area to better accommodate gu.......read more

6 Bedroom(s)
Private vacation home

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6 Bedroom 5 Bathroom Villa in Gated Resort Close to Disney

Kissimmee Private vacation home

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 and in all bedrooms, iron and board, linens and towels, kitchenware, coffee maker, electric kettle, t.......read more

6 Bedroom(s)
Sleeps 14
Private vacation home

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7609 Amazing Condo 3bd/2bth Next to Golf Club

Kissimmee Apartment

Beautiful 2nd floor, 3 bedroom & 2 bathrooms condo with two private patios has become available in the exclusive Reunion Resort.

A 24 hours manned, gated & zoned for short term rentals or permanent residence, you will marvel at your stunningly beautiful view which encompasses manicured gardens & golf courses........read more

3 Bedroom(s)
Sleeps 7
Apartment

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Imagine Your Family Renting This Luxury Contemporary Style Villa on Emerald Island Resort

Kissimmee Villa

5 Star Villa Holidays is proud to present Orlando Villa 2791.

Welcome to your beautiful home away from home located in the Emerald Island Resort, a wonderful gated community just 3 miles away from Disney.Our villa is 3,000 square feet of beautifully and luxuriously decorated rooms, sporting 7 bedrooms and 5.5 baths (including 5 master bedro.......read more

7 Bedroom(s)
Sleeps 14
Villa

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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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