Holiday rentals in Kissimmee
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Top-rated holiday rentals in Kissimmee
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Full Apt w/ Gym Pool 10m Disney
Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Parks! Discover the perfect retreat for your Orlando adventure! Our bright, modern apartment is ideally located for visiting Disney and Universal, offering a peaceful, resort-style escape with all the comforts of home. Whether you're here for the theme parks or a longer-term stay, you'll find this cozy space, which sleeps 4, is the perfect home base. CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTI-DAY STAY
13 Minutes To Disney, King Size, No Fees, Pool
- No Airbnb Service Fees -Weekly & Monthly discounts! - 3 bedroom, 3 bath townhome located in the heart of Disney. Gated Community. Pool. Gym. - Disney property (13 minutes), Disney Springs (20 min), Universal Studios (25 minutes), Sea World (24 minutes), Convention Center (17 minutes) - 5 minutes shopping, attractions and dining - Professionally maintained to give you and your family the best guest service experience - Movie Room - 75" flat screen TV - Fully stocked with all essentials
Reunion Resort Village Luxury Retreat moderna
Welcome to Reunion Luxury Retreat, experience the perfect blend of luxury comfort, and privacy in this elegant villa, located within the exclusive gate community of Reunion Village, just minutes from Orlando's world-famous theme parks. Our Home offers everything you need for an unforgattable stay. 4 spacious bedrooms , 5 different pools in our resort. Gate community with 24-7 security . Hi speed wifi , smart TV , fully equipped kitchen . Relax after a magical day al Disney or Universal.
Gorgeous 5BR @ Encore Next to Disney - 305
Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*
VerandaPalms/HeatedPool/Carpet free/NearDisney
This beautiful 4 bedroom home is 10 minutes from the Disney parks !!! Walking distance from Shingle Creek Reg. Park, just in the corner of Veranda Palms main entrance. This home has 2 suites, a private heated pool and is located near Sams Club and restaurants. Complimentary XBOX and Nespresso Coffee machine. ROKU in all bedrooms. Non smoking policy. Clubhouse with large swimming pool and gym. Well-maintained home, with new appliances. Superhost awarded 34 times in a row !!!
Modern Escape in Kissimmee
Relax with the whole family at this peaceful,modern and clean place to stay. 20-25 mts away from Disney, Big yard to relax and have outdoor activities, quiet community, sunset view and much more to do. ALSO 35 MTS APPROXIMATELY FROM THE SOON TO BE OPEN UNIVERSAL EPIC UNIVERSE Which will be Open on MAY 22,2025 Universal’s largest park to date . house includes Netflix,wifi and Garage beeper Any booking over 30 days, the cleaning fee is $200
8 mins. to Disney W/Poolside Theater & Game Room
Are you looking for a vacation home with an incredible game room, a very private south facing saltwater complimentary heated pool with children's wading pool, hot tub and poolside theatre featuring a 120" screen with 4K UHD, and a new modern kitchen, in Formosa Gardens Estates (the gated community known for its large estate lots), and is very close to Disney World? This is it . . .
Heated pool~Lazy River~Mini Golf~Near DisneyResort
Welcome to Lazy Lagoon, your ultimate vacation retreat in the heart of Kissimmee, FL! Our inviting 4-bedroom, 3-bathroom home offers the perfect blend of comfort and adventure, making it ideal for families, friends, or any group getaway. With space to accommodate up to 10 guests, you'll find everything you need for an unforgettable stay just minutes from Orlando's top attractions.
3251 Comfortable 3BR near theme parks
Welcome to your ideal escape at The Hub at Westside Reserve — a stylish and spacious 3-bedroom, 3-bathroom townhouse perfectly situated in the heart of Kissimmee, just minutes from Disney, Winter Garden, and Orlando’s top attractions. Designed for families, professionals, and long-term guests, this home combines modern comfort with a peaceful, well-connected location.
Cozy Modern 1 Bedroom Apartment
Warm welcome to our modern one bedroom apartment. We are happy to be your host for your stay. Located minutes away from attractions such as Walt Disney World and Universal Studios. During your stay you will find comfort with a brew of a delicious cup of coffee as the sun rises. Book your next stay with us. We would love to be your host!
4 Bd/ 4.5 Ba Sleeps 8! Solara Resort (2310ZP)
• Community: Solara Resort • 4 Bedrooms/4.5 Bathrooms/Sleeps • Clubhouse (0.7 miles) Walmart (4.1 miles) Publix (4.1 miles) • Disney World® (7.3 miles) SeaWorld (16.4 miles) • Convention Center (17.5 miles) ICON Park (19.5 miles) • Universal Studios (20.2 miles) Epic Universe (19.2 miles) • Location: Zaballina Place, Kissimmee FL 34747
Dream Vacation 8 Milles from Disney At Solar 1608
Your ultimate Orlando family adventure starts here! This gorgeous 4-bedroom, 3.5-bathroom townhouse in the exclusive Solara Resort is the perfect home base for creating unforgettable memories, located just minutes from Walt Disney World.
Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Lakeside paradise
4 Season Vacay, Near Disney, King Bed ste
Premium Home w/Summer Kitchen, 7 min from Disney
Luxury Townhouse Near Disney | 3BR
Upstay-Luxury 3BR Home w Private Pool & Games Room
Villa w/ PVT Pool & Spa + Game Room | 15min Disney
2BD Cottage w/Spa in Margaritaville
3BR Margaritaville Resort Townhouse, Close to WDW!
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 SGD | $185 SGD | $193 SGD | $188 SGD | $166 SGD | $176 SGD | $186 SGD | $163 SGD | $151 SGD | $158 SGD | $179 SGD | $211 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
What are the best places to stay in Kissimmee?
Kissimmee has accommodations in resort areas near theme parks, private homes around Reunion and Storey Lake, and family-friendly neighborhoods with easy access to local attractions. Many spaces feature pools, spacious layouts, and outdoor amenities for group stays.
What are the best things to do in Kissimmee with kids?
Families can explore fun attractions like Gatorland, ride thrilling coasters at Old Town, or enjoy large playgrounds and splash pads in city parks. Themed entertainment and interactive experiences are frequently suggested for younger visitors.
What are some of the best things to do in Kissimmee?
Discover live shows and rides at Old Town, visit Gatorland for wildlife encounters, or explore regional history at the Osceola County Historical Society. The area is also known for airboat tours and vibrant outdoor markets.
How is the weather in Kissimmee?
Kissimmee has mild winters around 49–72°F (10–22°C) and hot, humid summers reaching 74–92°F (23–33°C) with frequent rainfall from May through September. Lightweight clothing, sunscreen, and a rain jacket are recommended.
What are the best places to visit in Kissimmee?
Popular places include Old Town for entertainment and shops, Gatorland for reptile encounters, and the Kissimmee Lakefront Park with walking trails and playgrounds. Museum enthusiasts will often find exhibits at local historical centers.
What are some hiking trails in Kissimmee?
Stroll boardwalks and shaded paths at Shingle Creek Regional Park, walk lakeside trails at Kissimmee Lakefront Park, or explore nature preserves nearby. Trails often highlight local wildlife and peaceful scenery.
What are some family activities we can do in Kissimmee?
Explore Gatorland’s exhibits, ride classic attractions at Old Town, or play in the splash pads at Kissimmee Lakefront Park. Family-friendly dining spots and arcades are also popular choices for shared outings.
What are some of the best day trip ideas from Kissimmee?
Explore Orlando’s theme parks, stroll nature reserves around Lake Tohopekaliga, or enjoy coastal beaches for a change of scenery. You can also visit nearby state parks or experience local wildlife tours.
Are there any pet friendly accommodations available in Kissimmee?
Many Kissimmee neighborhoods, including those near Central Kissimmee and the resort communities, have pet-friendly vacation rentals. Parks and outdoor spaces throughout the area make traveling with pets convenient.
What are some local tips for visiting Kissimmee?
Hydrate frequently in warm months, and bring insect repellent for outdoor activities near lakes. Book popular attractions in advance and explore local eateries for regional flavors beyond the main tourist areas.
What is Kissimmee known for?
Kissimmee is known for its proximity to major theme parks, distinctive wildlife experiences like Gatorland, and vibrant entertainment districts such as Old Town. Airboat rides and access to lakes add an outdoor adventure element.
What are the best hidden gems to explore in Kissimmee?
Visit Shingle Creek Regional Park for quiet paddling and wildlife spotting, shop local at farmers markets, or discover history at the Osceola County Historical Society museum. Neighborhood spots often have authentic flavors and art.
What are the best foods to try in Kissimmee?
Enjoy Southern-style barbecue, fresh seafood, and Latin flavors like Cuban sandwiches or empanadas at locally rooted eateries. Homemade ice cream and citrus-inspired desserts are frequently suggested, especially in summer.
What should I bring for a trip to Kissimmee?
Pack lightweight clothing, sunscreen, and a hat for sun protection. A rain jacket, comfortable walking shoes, and insect repellent are useful for exploring parks and outdoor attractions.
What is the nightlife in Kissimmee like?
Kissimmee has lively spots for live music, themed bars, and outdoor events in areas like Old Town. Nighttime entertainment often includes family-friendly shows and locally owned restaurants with late-night menus.
What are the most popular events or festivals in Kissimmee?
Kissimmee hosts car shows, holiday parades, and cultural festivals around Old Town, with seasonal fairs and outdoor concerts often taking place in parks. Late spring and holiday weekends feature many community gatherings.
Are there family friendly vacation rentals in Kissimmee?
Family-friendly vacation rentals are available throughout Kissimmee, particularly in resort-style neighborhoods and private home communities. Many have amenities like pools, recreation rooms, and easy access to parks and attractions.
When is the best time to visit Kissimmee?
Late autumn and early spring are often recommended, with milder temperatures and smaller crowds. Summer brings lively local events and frequent afternoon rain, while winter stays mild and sunny.
Quick stats about holiday rentals in Kissimmee
Total holiday rentals
Explore 7,330 holiday rentals in Kissimmee
Nightly prices starting at
Kissimmee holiday rentals start at $26 SGD per night before taxes and fees
Verified guest reviews
Over 262,660 verified reviews to help you choose
Family-friendly holiday rentals
6,190 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 1,210 rentals that welcome pets
Holiday rentals with a pool
6,620 properties feature pools
Rentals with dedicated workspaces
4,060 properties have a dedicated workspace
Wifi availability
7,280 of Kissimmee holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Kissimmee rentals
4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Reunion Resort Golf Courses - Palmer & Watson