Kissimmee vacation rentals

We found 31,920 vacation rentals — enter your dates for availability

Immerse yourself in the enchanting charm of Kissimmee, where thrilling adventures at world-renowned theme parks meet the serene beauty of picturesque lakes and wetlands. This vibrant destination offers a delightful blend of lively downtown shopping, nostalgic rides at Old Town, and outdoor escapades perfect for families. With diverse accommodations ranging from spacious villas to cozy condos, your group can enjoy the comfort and convenience of a vacation rental, providing a home-like experience for unforgettable memories.

Holiday rentals with weekly discounts - Kissimmee

Showing deals for:Dec 25 - Jan 1

Kitchen table of 6 seats, granite counter top, pantry, open to family room.
Private salt water Pool & Spa in the private backyard, facing west afternoon Sun
Private kitchen
Formal living room with Sofa, elegant color matching tile tables and area rugs
Exceptional
(111 reviews)

Spacious, Private Salt Water Pool/Spa, 15 minutes to Disney & Many Attractions

Davenport

8% off
$277
$1,942 for 7 nights
All fees included
Spacious, Private Salt Water Pool/Spa, 15 minutes to Disney & Many Attractions
View from Couch looking toward DR, Kitchen
Rear View of Club House from Community  Pool
View of breakfast bar with granite counters, pendant Lights and more
View of Stainless kitchen appliances
Exceptional
(127 reviews)

All the comforts of home!

Kissimmee

8% off
$213
$1,489 for 7 nights
All fees included
All the comforts of home!
Angled view of living room seating
Pool
Frontal view of the main clubhouse entrance
View of kitchen island and bar
Exceptional
(5 reviews)

Ultimate 5Br Villas With Pool/Spa (1555FD)

Davenport

8% off
$495
$3,463 for 7 nights
All fees included
Ultimate 5Br Villas With Pool/Spa (1555FD)
Dining area designed for shared meals and group gatherings
Club House Foyer
Property grounds
Mediterranean styled villa: you enjoy the entire home - no sharing with other vacationers
Very Good
(31 reviews)

Renovated 4BR Villa with Private Pool Spa in Bellavida Resort Near Disney

Kissimmee

7% off
$581
$4,069 for 7 nights
All fees included
Renovated 4BR Villa with Private Pool Spa in Bellavida Resort Near Disney
Interior
Pool
Interior
Private kitchen
Exceptional
(35 reviews)

Beautiful Home with a South-Facing Heated Pool-Jacuzzi & BBQ Grill included

Davenport

8% off
$604
$4,231 for 7 nights
All fees included
Beautiful Home with a South-Facing Heated Pool-Jacuzzi & BBQ Grill included
Pool
Exterior
Living area
Pool
Exceptional
(5 reviews)

Gorgeous private home, dog-friendly, private pool & close to parks

Davenport

8% off
$446
$3,125 for 7 nights
All fees included
Gorgeous private home, dog-friendly, private pool & close to parks
Garage-turned-games-room with, foosball, game consoles and more!
Luxury Patio with Private Pool and Hot Tub, Games, Smart TVs, BBQ and more.
Large Capacity Living Area with 3 Big Screen TVs
Private Movie Theatre with giant projection screen and cinema style recliners
Very Good
(16 reviews)

Upstay Family Resort Mansion- Pool, Games, Theater

Kissimmee

9% off
$2,292
$16,047 for 7 nights
All fees included
Upstay Family Resort Mansion- Pool, Games, Theater
Room
Living area
Living area
Outdoor dining
Wonderful
(8 reviews)

Sunnyside Villa Near Disney Private Pool 8 guests

Davenport

9% off
$320
$2,242 for 7 nights
All fees included
Sunnyside Villa Near Disney Private Pool 8 guests
Outdoor swimming pool and jaccuzi hot tub
Living room with smart TV and high speed internet
Games room with billiards table
King bedroom with en-suite bathroom
Exceptional
(6 reviews)

Upstay: Large Resort Home w Private Pool & Hot Tub

Kissimmee

9% off
$985
$6,893 for 7 nights
All fees included
Upstay: Large Resort Home w Private Pool & Hot Tub
Upstairs Movie Lounge with Big Screen TV
Large furnished sundeck with private swimming pool
In-home game room arcade with billiards, air hockey, arcade basketball, and more
Roku TVs with Complimentary Cable and WiFI
Wonderful
(20 reviews)

Upstay: Resort Mansion w Pool Games Room and BBQ

Davenport

9% off
$833
$5,828 for 7 nights
All fees included
Upstay: Resort Mansion w Pool Games Room and BBQ
Large Capacity Family Dining Table
Private Swimming Pool and Furnished Sundeck Patio
Large Spacious Bedrooms
Private Games Room with Table Tennis and More
Wonderful
(17 reviews)

Family Resort Home w Pool, BBQ & Game Room

Davenport

9% off
$496
$3,471 for 7 nights
All fees included
Family Resort Home w Pool, BBQ & Game Room
Fully equipped kitchen for family meals
Comfortable bedrooms — sleeps up to 12 guests
Quiet gated Davenport Florida neighborhood near Disney
Spacious living room for group stays near Disney
Very Good
(15 reviews)

Private Pool • Game Room • Near Disney

Davenport

8% off
$316
$2,209 for 7 nights
All fees included
Private Pool • Game Room • Near Disney
The in house loft movie theatre has a popcorn machine and cool mood lighting.
Hot Tub Jacuzzi and Private Swimming Pool
Mario Brothers Theme Room
Avatar Themed Game Room with Pool Table, Arcade Games and More!
Very Good
(20 reviews)

Upstay: Resort-Style 12BR Villa—Bella Vida Resort

Kissimmee

9% off
$1,768
$12,377 for 7 nights
All fees included
Upstay: Resort-Style 12BR Villa—Bella Vida Resort
No Quarters Needed!
Professional Arcade Room
Brand New in 2024
All Games Set to "Free-Play"
Exceptional
(25 reviews)

Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!

Kissimmee

11% off
$959
$6,716 for 7 nights
All fees included
Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!
Living area
Private kitchen
Terrace/patio
Dining
Very Good
(6 reviews)

Modern Orlando Retreat – Minutes to Disney, Universal & All the Magic!”

Orlando

9% off
$316
$2,212 for 7 nights
All fees included
Modern Orlando Retreat – Minutes to Disney, Universal & All the Magic!”
Relax In This Spacious Living Room With Comfortable Seating And A Smart TV
StarWars themed game room with game console
Safari Bedroom
In Home Movie Theater
Very Good
(14 reviews)

Family Resort Home—Game Room, Cinema & Theme Rooms

Kissimmee

9% off
$818
$5,729 for 7 nights
All fees included
Family Resort Home—Game Room, Cinema & Theme Rooms
Poolside Dining Area with BBQ Grill
Private Swimming Pool and Spill Over Hot Tub Jacuzzi
Spacious Open Concept Design
In House Games Room with Air Hockey, Foosball and Pool Table
Very Good
(24 reviews)

Garden View 6BR Escape with Pool, Hot Tub & Games

Kissimmee

9% off
$821
$5,745 for 7 nights
All fees included
Garden View 6BR Escape with Pool, Hot Tub & Games
In-House Mickey Mouse Themed Movie Room
Lake Views from Private Sundeck with Private Swimming Pool
Sports Themed Games Room
Open concept layout
Wonderful
(29 reviews)

Waterfront Family Mansion w BBQ, Games Room & Pool

Kissimmee

8% off
$874
$6,119 for 7 nights
All fees included
Waterfront Family Mansion w BBQ, Games Room & Pool
Spacious open concept design
Private Swimming Pool and Screened-in Patio
Garage-turned-games-room
Large Capacity Dining Area with Patio Access
Exceptional
(5 reviews)

Resort Home w Pool, Games, BBQ - Near Disney!

Kissimmee

8% off
$709
$4,964 for 7 nights
All fees included
Resort Home w Pool, Games, BBQ - Near Disney!
Indoor Family Dining Area
Private Swimming Pool with Sun Loungers
King bedroom with en-suite bathroom
Living Room with Smart TV and High Speed Internet
Wonderful
(7 reviews)

Spacious 4BR Family Townhouse—Private Pool & BBQ

Kissimmee

9% off
$594
$4,156 for 7 nights
All fees included
Spacious 4BR Family Townhouse—Private Pool & BBQ
Garage-turned-games-room featuring family favourite games!
You'll love the added privacy of having no rear-facing neighbours while you cool off in your sparkling swimming pool.
Spacious Group-Friendly Layout
Movie nights will never be the same after you watch a flick on our giant projection screen from the comfy cinema seating in the in-house movie theatre.
Wonderful
(24 reviews)

Upstay - Resort Home w Cinema, Pool & Lake View

Kissimmee

9% off
$630
$4,412 for 7 nights
All fees included
Upstay - Resort Home w Cinema, Pool & Lake View
Adirondack Chairs Outside Master Suite
South Facing Pool
No Rear Neighbors
Outside Dining for 8
Exceptional
(61 reviews)

Welcome to The Windsor Wonder!

Kissimmee

11% off
$778
$5,448 for 7 nights
All fees included
Welcome to The Windsor Wonder!
play areas for the kids
Welcome Home
open plan main floor
free wifi, extended cable and long distance within Canada and USA
Wonderful
(36 reviews)

VB043 4 Bedroom, 3 Bath Townhouse

Kissimmee

11% off
$180
$1,259 for 7 nights
All fees included
VB043 4 Bedroom, 3 Bath Townhouse
Welcome home!
Huge heated clubhouse pool and spa
Open Living and dining room with flat screen, wifi and free long distance in nor
guard gated, beautiful grounds and BBQ facilities
Excellent
(14 reviews)

VB011 Renovated Venetian Bay Townhome In Quiet Location

Kissimmee

11% off
$180
$1,259 for 7 nights
All fees included
VB011 Renovated Venetian Bay Townhome In Quiet Location

Find the best place to stay - Kissimmee

Pool
Premier Host
9.8
Exceptional
56 reviews
Beautiful home near Disney Private PoolBBQ Downtown
Pool
Premier Host
10
Exceptional
39 reviews
Spacious Bowling 14BR 14.5BA, Sleeps38, Lake Views
Pool
Premier Host
9.8
Exceptional
286 reviews
Exquisite Destination. Disney Vacation Homes. Central to All Major Attraction
Pool
Premier Host
9.6
Exceptional
281 reviews
Exquisite Destination. Bay Vista
Bronson Clubhouse lazy river, community pool, and children's pirate playscape
Premier Host
10
Exceptional
53 reviews
NEW 9Bdrm Themed w Arcade near Disney & Universal
Large Dining Table that can seat 8
Premier Host
9.8
Exceptional
114 reviews
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Find out more about Kissimmee

Why visit Kissimmee

  • Theme Parks Galore: Kissimmee is your gateway to world-renowned theme parks, including Walt Disney World and Universal Studios, offering thrilling experiences for all ages.
  • Scenic Lakes: Enjoy outdoor adventures like fishing, boating, and picnicking at the beautiful lakes surrounding Kissimmee.
  • Family-Friendly Accommodations: Choose from a variety of vacation rentals, including spacious homes and villas, perfect for family stays.
  • Charming Local Vibe: Experience the warmth of Kissimmee’s friendly community and explore its charming neighborhoods.
  • Outdoor Adventures: Engage in a range of activities from airboat rides to hiking, making it a paradise for nature lovers.

Popular types of accommodation in Kissimmee

If you’re exploring vacation rentals in Kissimmee, you're in for a treat. Our most popular types of accommodations include houses, villas, and condos. Whether you're looking for a cozy house in Kissimmee or a spacious vacation home with a pool, we have options to suit every preference. Enjoy the comforts of home while being just minutes away from Orlando's attractions.

  • Houses: The top choice for travelers in Kissimmee, offering spacious and comfortable stays perfect for families or groups.
  • Villas: A luxurious option that provides ample amenities and private spaces for relaxation and entertainment.
  • Condos: Ideal for those seeking convenience and modern comforts, often located near attractions.
  • Apartments: A practical choice for shorter stays, offering essential amenities in a home-like setting.
  • Cottages: A quaint and charming option, perfect for a cozy getaway with a touch of homey warmth.**

Top attractions in and around Kissimmee

Kissimmee, Florida, offers a fantastic vacation experience suitable for families, business travelers, and entertainment enthusiasts alike. With an array of attractions including theme parks, amusement parks, and scenic lakes, there are plenty of options to explore. Whether you're seeking outdoor adventures, cultural experiences, or just some fun, Kissimmee has something for everyone to enjoy during their stay.

  • Universal Orlando Resort: A thrilling theme park just 13 miles from Kissimmee, offering exciting rides, immersive attractions, and beloved characters from movies. Perfect for family fun and entertainment, it promises unforgettable experiences for guests of all ages.
  • Orange County Convention Center: Located 10 miles away, this vibrant arts center hosts a variety of cultural events and exhibitions. It's an excellent spot for experiencing the local art scene and engaging in community events.
  • Kissimmee Lakefront Park: Situated within Kissimmee, this urban park features beautiful lakeside views, walking trails, and picnic areas, providing a relaxing outdoor space perfect for family outings and city vibes.

Things to do recommended for couples

Discover romance in Kissimmee with a round of mini-golf at Pirate's Island Adventure Golf, enjoy a delightful meal at Pirate's Dinner Adventure, or unwind with a wine tasting at True Blue Winery. Each experience offers a unique blend of fun and intimacy perfect for couples.

Things to do recommended for families

Experience family fun at Aquatica, a thrilling waterpark just 9 miles from Kissimmee. Enjoy sports at Austin-Tindall Regional Park, right in town, or embark on an adventure at Wonderworks, located 11 miles away. Each destination promises excitement and memorable moments for the whole family.

Things to do recommended for groups

In Kissimmee, groups can enjoy shopping and dining at Disney Springs™, just 9 miles away, or explore the vibrant atmosphere of Old Town. For those seeking outdoor fun, Mystic Dunes Golf Club offers a fantastic golfing experience in a beautiful setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Kissimmee

If you’re traveling with a group, with family, bringing your pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kissimmee with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Kissimmee with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, keeping in mind how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Kissimmee: For many families, a vacation wouldn’t feel right without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly homes come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kissimmee: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Kissimmee

Kissimmee, Florida, is a vibrant destination perfect for family vacations and entertainment seekers alike. With its sunny weather and friendly atmosphere, you can explore family homes, charming vacation rentals, and beautiful fishing lakes. Nearby regions offer romantic excursions and a welcoming vibe, making it an ideal getaway for everyone. Whether you're looking for fun-filled adventures or a serene escape, Kissimmee has something for every traveler.

  • Orlando: Orlando is a bustling metropolis and a key highlight for travelers visiting Kissimmee. Known for its vibrant family-friendly atmosphere, it offers an array of entertainment-themed experiences and outdoor adventures. Visitors can explore world-famous theme parks like Walt Disney World and Universal Studios, or indulge in shopping at popular malls and outlets. Orlando is also home to stunning arts centers and beautiful parks, making it a perfect destination for those seeking a mix of relaxation and excitement. Don't miss the iconic landmarks such as the Orlando Science Center and the picturesque Lake Eola Park.
  • Four Corners: Four Corners is a charming village located near Kissimmee, ideal for families and outdoor enthusiasts. This community offers easy access to exciting resorts and pristine golf courses, making it a great spot for both relaxation and recreation. With its proximity to major theme parks and sports stadiums, Four Corners provides a unique blend of entertainment and leisure activities. Whether you're hitting the greens or enjoying a family outing at nearby attractions, Four Corners is a welcoming retreat for all types of travelers.
  • Windsor Hills: Windsor Hills is a delightful neighborhood situated around Kissimmee, renowned for its family-oriented atmosphere and entertainment options. This community features luxurious resorts, shopping areas, and excellent golf facilities, catering to visitors looking for fun and relaxation. Windsor Hills is conveniently located near popular theme parks and sports venues, making it easy to experience the best that the area has to offer. Families can enjoy the vibrant community pools and playgrounds, while adults can explore local dining and shopping hotspots.

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant savings. Also, extending your stay can often result in better deals. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is designed to help you easily create new trips, manage your plans, and keep track of your bookings. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To discover all the features of Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore Kissimmee from vacation home rentals

Set just south of Orlando in Florida's Osceola County, Kissimmee's population has doubled twice since Walt Disney World opened nearby in 1971. Once a rural outpost where citrus groves and cattle ranches flourished, the city has maintained a sense of the past with a historic downtown, antique shops, and vintage amusement parks. Its sunny weather and wetlands make it a destination for anyone seeking warm temps, whether you prefer a weekend relaxing poolside or a more vigorous outdoor adventure. Its family attractions and close proximity to Disney make it a draw for the young and the young-at-heart.

Historic sites near Kissimmee vacation homes

Kissimmee has numerous historic sites and museums to explore during your trip. Vacation rentals are available near fascinating places like the Museum of Military History, a museum with military relics, photographs, and personal stories, and Osceola County Welcome Center and History Museum, a local history museum with dioramas and interactive exhibits of the county’s history. You can also visit the Monument of the States, a mid-century monument with stones sourced from the 50 states to celebrate American unity.

Places to visit near Kissimmee vacation rentals

Don't list the attractions in Kissimmee out loud to your kids. The excitement might be too much for them. Luckily, the amusements on offer are fun for grown-ups, too. Green Meadows Farm is a peaceful countryside getaway where you can pet the animals, milk a cow, and have a picnic on the grass. Gatorland is a theme park with a playful, vintage feel. There are live animal shows and plenty of alligators in its breeding marsh, and you can buy hot dogs to feed them. Fun Spot America features old-time carnival rides and go-kart tracks.

Activities near Kissimmee vacation homes

Kissimmee's historic downtown is the center of commercial life and offers a mix of family-owned businesses, shops, and restaurants. Consider a Kissimmee vacation rental within walking distance of Main Street, where you can enjoy breakfast at an outdoor cafe before deciding how you'll take in the surrounding wetland wilderness. Eco-tours via horseback, zipline, or airboat are just a few of your options. You'll likely have the chance to spot alligators, black bears, and dozens of bird species. Nighttime helicopter tours over the city provide a unique thrill, as the region's theme park lights twinkle below.

Best time to travel to Kissimmee vacation homes

You don't have to worry about the cold in Kissimmee, even in winter. January temperatures average in the 70s, and skies are typically sunny. The city is crowded during the Christmas holiday but otherwise peaceful, and you might score a Kissimmee vacation rental at a low rate. Spring weather is mild, with highs between the 60s and 80s, and rental prices are still low. Summer is the busy season and also the hottest, so look for lodging with air-conditioning. Temperature-wise, autumn is as lovely as spring, but it's also the height of hurricane season, so check local forecasts.

Blow a kiss to a bald eagle from your Kissimmee kayak

Set on the headwaters of the Everglades, the largest subtropical wilderness in the U.S., and on the northern border of Lake Tohopekaliga, your Kissimmee vacation rental is surrounded by wetlands and animal habitats. Many of these are protected in Nature Conservancy's Disney Wilderness Preserve, 15 miles south of Kissimmee. It's an 11,500-acre home to gopher tortoises, bald eagles, and sandhill cranes. The Shingle Creek Regional Park is another natural wonder, this one right in the city itself, with rivers for kayaking and canoeing, and nature trails for spotting birds.

How to get to and around Kissimmee

The nearest airport is in Orlando Intl. Airport (MCO), located 11.4 mi (18.3 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is 1.8 mi (2.9 km) away.

If you're traveling by train, the main station is Kissimmee Station. Consider catching the metro at Tupperware Station or Poinciana Station to see more of the city.

Couple's retreat in Kissimmee vacation homes

Couples will find plenty of romantic experiences and locations in Kissimmee. Vacation homes are available near places like Lake Tohopekaliga, a huge fishing lake with wildlife viewing, airboat rides, and swimming, and Kissimmee Lakefront Park, a waterside park with walking paths and fishing areas. You’ll also enjoy Main Gate Flea Market, an indoor flea market with booths selling clothing, accessories, and other goods.

Frequently asked questions

What is the best area to stay in Kissimmee, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Kissimmee, a popular area to stay is near the bustling downtown district. This vibrant neighborhood offers a delightful mix of local shops, restaurants, and attractions, making it a convenient base for your adventures. Just a short drive away, you'll find the famous Walt Disney World® Resort, which is a must-visit for families and theme park enthusiasts. Additionally, the scenic Lake Tohopekaliga provides opportunities for fishing, boating, and enjoying the beautiful Florida weather.Another fantastic area to consider is the vicinity of the 192 corridor, which is known for its accessibility to various attractions, including Universal Studios and SeaWorld. This area is filled with a range of vacation rentals, ensuring you have plenty of options to choose from, suiting different preferences and budgets. Plus, the proximity to dining and entertainment options adds to the overall convenience of your stay.
What are the most popular vacation rentals in Kissimmee?
Vacation rentals in Kissimmee are predominantly houses and villas, offering ample space and privacy for guests. You'll find over 10,000 houses and nearly 3,000 villas, making them popular choices for families and groups seeking a whole place to themselves. Condos are also widely available, with over 2,200 options. These popular property types are especially concentrated in areas like Windsor Hills, Reunion, and Indian Wells, which are favored for their proximity to theme parks and other attractions.
What amenities do vacation rentals in Kissimmee usually offer?
Vacation rentals in Kissimmee typically offer a wide range of amenities to enhance your stay. You'll often find fully equipped kitchens, air conditioning, and internet access, making it easy to settle in. Many properties also include private pools, hot tubs, and balconies or patios for enjoying the Florida weather. Parking is commonly available, and for longer stays, you'll appreciate the convenience of in-unit washers and dryers.
Are there family-friendly vacation rentals in Kissimmee?
Yes, Kissimmee offers over 13,500 family-friendly vacation rentals, providing plenty of space and amenities for all ages. Houses and villas are especially common, along with many condos and apartments. You'll find a strong concentration of these rentals in neighborhoods like Windsor Hills, Reunion, and Indian Wells, which are popular for their proximity to major theme parks and family attractions. Many vacation rentals in Kissimmee come equipped with amenities such as high chairs, travel cribs, fully equipped kitchens for meal prep, and in-unit laundry facilities, making family trips more comfortable. Some even feature game rooms or access to water parks.
Are there pet-friendly vacation rentals in Kissimmee?
Yes, you'll find over 2,800 pet-friendly vacation rentals in Kissimmee, making it easy to bring your furry companions along. Houses and villas are the most common types of pet-friendly properties available. Neighborhoods like Windsor Hills, Reunion, and Bahama Bay offer a good selection of these rentals. Many properties provide amenities such as secured yards for outdoor play and easy-to-clean flooring, ensuring a comfortable stay for both you and your pets.
What are the best areas for group vacation rentals in Kissimmee?
For group vacation rentals in Kissimmee, you'll find excellent options in neighborhoods known for their spacious properties and amenities. Windsor Hills, Reunion, and Bahama Bay are top choices, each offering over 700 large-group friendly rentals, primarily houses and villas. These properties often feature multiple bedrooms and bathrooms, large dining areas for shared meals, and ample parking for several vehicles. Fully equipped kitchens and open-plan living spaces also make these rentals ideal for friends and family traveling together.
What are the best luxury vacation rentals in Kissimmee?
Kissimmee offers a wide selection of luxury vacation rentals, with over 12,800 upscale properties available. The most prominent luxury options are houses and villas, which provide expansive living spaces and high-end features. You'll find a significant number of these premium rentals in neighborhoods like Windsor Hills and Reunion. Many luxury vacation rentals in Kissimmee come with private pools, hot tubs, and spacious balconies, often with access to golf courses or other resort-style amenities.
Are there any budget-friendly vacation rentals in Kissimmee?
Yes, Kissimmee provides over 3,000 budget-friendly vacation rentals, offering great value for your trip. While houses and villas are popular, you'll often find cottages, condos, and apartments to be more affordable options. Neighborhoods like Windsor Hills, Reunion, and Indian Wells offer a selection of these value-oriented properties. Many budget-friendly vacation rentals in Kissimmee include essential amenities such as fully equipped kitchens, which can help save on dining costs, along with in-unit laundry facilities and convenient parking.
Are there any vacation rentals in Kissimmee with a pool?
Yes, you'll find over 14,600 vacation rentals in Kissimmee that feature pools, making it easy to cool off and relax during your stay. Houses and villas are the most common property types offering pools, with many condos and apartments also providing access. Neighborhoods such as Windsor Hills, Reunion, and Indian Wells have a high concentration of these properties. Many rentals offer private pools for enhanced privacy, while others provide access to shared pools, often heated, or even nearby water parks for extra fun.
Are there any vacation rentals in Kissimmee with a hot tub?
Yes, Kissimmee offers over 7,700 vacation rentals equipped with a hot tub, perfect for unwinding after a day of exploring. Houses and villas are the most frequent property types to include hot tubs, with many condos and apartments also offering this amenity. You'll find a great selection of these rentals in popular areas like Windsor Hills, Reunion, and Indian Wells. Many hot tubs are private, providing a secluded space to relax, often located outdoors on a patio or deck.
Are there any Kissimmee vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kissimmee with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kissimmee?
In Kissimmee, popular vacation rental amenities cater to a variety of traveler needs, making it a desirable destination for families and groups. Many rentals feature fully equipped kitchens, allowing guests to prepare their meals conveniently. Coffee and tea makers are also commonly available, great for those who enjoy a morning brew before heading out to explore. Onsite parking is a standard amenity, providing easy access for guests traveling with vehicles.For relaxation and recreation, both private and shared pools are frequently found in these rentals, offering a refreshing way to unwind after a day at nearby theme parks or attractions.
When is the best time to visit Kissimmee for a vacation rental?
The peak travel season in Kissimmee runs from June to August, making July the most popular month for vacation rentals. During this time, families flock to the area to enjoy the warm Florida sunshine and take advantage of proximity to world-famous attractions like Walt Disney World® and Universal Studios. The vibrant setting is great for those looking to create memorable experiences, with numerous outdoor activities available that cater to all ages.In July, temperatures typically range from the mid-70s to the low 90s Fahrenheit, providing ideal conditions for swimming, theme park excursions, and leisurely strolls through local parks. With countless rental options, you can easily find accommodations that suit your preferences, whether you're seeking a cozy home or a luxurious villa.For travelers looking for more cost-effective options, consider visiting in October, when the crowds have thinned out, yet the weather remains pleasant. This month offers a fantastic opportunity to explore the area's natural beauty and enjoy a quieter experience while still having access to attractions and outdoor activities.Ultimately, deciding when to visit Kissimmee hinges on whether you prefer the lively energy of peak season or the tranquil charm of the shoulder months.
How early should I book a Kissimmee vacation rental?
Book your Kissimmee vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kissimmee, Florida, United States of America?
In Kissimmee, Florida, visitors can enjoy a variety of attractions that cater to all ages. The area is renowned for its proximity to Walt Disney World®, where families can explore theme parks such as Magic Kingdom and Epcot. Just a short drive away, the bustling International Drive offers numerous entertainment options, including dining, shopping, and attractions like the ICON Park with its stunning observation wheel.For outdoor enthusiasts, Lake Tohopekaliga provides opportunities for fishing, boating, and enjoying scenic views. The nearby Kissimmee State Park is great for hiking and wildlife observation, showcasing the region's natural beauty. Additionally, the historic downtown area features charming shops and local eateries, giving visitors a taste of the area's culture and history.
Can I change or cancel my Kissimmee home rental booking on Vrbo?
To find Kissimmee vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kissimmee vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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