Vacation rentals in Kissimmee
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Top-rated vacation rentals in Kissimmee
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3121-402 Resort Lake View Disney Universal Orlando
Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!
Private Suite with Independent Entrance
Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!
3 bedroom Villa in Kissimmee
The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.
BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401
BRAND NEW UNIT! This magnificently clean and luxurious 2 bedroom and 2 bathroom condo is located in the prestigious Story Lake Resort. The master BR has a king size bed and the second BR has a double/full and a twin bed with new comfy mattresses. Storey Lake Resort is the closest community from Disney, Disney Springs, Malls and Walmart. The clubhouse has great amenities including water slides, a lazy river, hot tubs, a tiki bar, putt putt, a beach volleyball court, gym, restaurants and more!
Disney Home! Heated Pool/Spa•Arcade•Gated Comm•4BR
This gorgeous private heated pool/Spa home in a gated community is perfect for families, and groups. Located close to major theme parks. Only a short drive from Disney, Universal and the all new Epic Universe! Relax in your own private heated pool & hot tub or enjoy the heated clubhouse pool complete with a water slide, kids splash pad and personal workout center, all within walking distance. Make memories in your private arcade room with a ping pong table, air hockey table and arcade games.
Be Our Guest! 1 BR/1 Bath Guest Room
Be Our Guest! Close to all Major Attractions, Disney, Universal Studios, Orlando Airport, main shopping areas like the famous Premium Outlets, Florida Mall, Millenia Mall and more making it easy to plan your visit here in the Heart of Orlando! Read House Rules before booking! No Pets/Animals Allowed! 🙂 Orlando MCO 6.7 Miles Premium Outlets I-Drive 3.7 Miles Premium Outlets Vineland 7.7 Miles Disney Springs 10 Miles Universal Orlando Parks 4.7 Miles The FL Mall 1 Mile Icon Park 4.9 Miles
BE OUR GUEST! Close to Disney and Universal - Pool
Our magical Disney Getaway is a townhome with touches of Disney! You will have the ENTIRE place to yourself! It is conveniently located in Mango Key, a small gated community, only 4 miles away from Disney World and 18 miles away from Universal. It is also located near many other major attractions, supermarkets, shopping centers, restaurants, and highways. This is a spacious and comfortable town-home offering all the amenities of a private home with 2 en-suite bedrooms!
Be Our Guest !
Whether you’re seeking a romantic getaway or a family vacation time, our house offers you the perfect blend of comfort, style, and fun. Book with us today and enjoy your stay. Centrally located, just a short drive from theme parks and attractions, only 4 miles from Disney Explore the local restaurants, where you can savor the flavors of multicultural food. Nearby shopping centers and malls, Wal-Mart, Publix, Aldi supermarkets. Dollar Tree convenience store across the street.
Private Studio Near Universal, Disney & Shopping!
Discover this cozy studio, completely private with its own entrance. It features a comfortable queen bed, a private bathroom, and a kitchen. It also includes a Luxurious Sofa and free parking. Just 15 minutes from Florida Mall, 15 minutes from the airport, 20 minutes from Disney, and 12 minutes from Universal Studios, as well as 8 minutes from I-Drive Orlando, Millenia Mall, and many more attractions. Perfect for a comfortable and private stay near Orlando’s top attractions!
Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**
*NEAR DISNEY* 6 GUESTS... LOTS of Amenities
It's all about location! Our stylish yet cozy, recently renovated vacation spot. Features 3 bedroom, 2 full bathrooms, which consists of 1 king size bed, and 4 twin beds. Luxury feel, premium everything. Comfortably accommodates up to 6 guests. Conveniently located near Disney World. About 15 minutes away from Disney Springs and Premium outlets! Major parks, restaurants, supermarkets, Target and Walmart are within a short drive.
"Ocean's Gate" - 2BD/2BA condo near Disney
Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!
Popular amenities for Kissimmee vacation rentals
Kissimmee beach vacation rentals
STar Island 1 Bedroom
Comfy Studio w/ private Entrance
Perfect Disney\Golf Vacation
PentHouse Suite with 2X View
Water Front Haven
Beach Resort with pool tiki bar near Disney World
Bahama Bay Resort - Grand Bahama Penthouse
MAGIC LAKE VIEW VILLA 5* HEATED POOL & SPA DISNEY
Pet-friendly vacation rentals in Kissimmee
Cozy House with Private Pool. Kissimmee/Orlando
Beautiful home. Private pool. Close to Disney!
1BD Cottage "Limoncello" in Margaritaville
OMG! Disney Area, Movie Theater, Game Room & Pool!
Magical Family Escape | Disney | Epic Universe
Disney & Universal Retreat| Heated Pool | Fire Pit
Themed rooms - gated community
"Cozy Retreat with something for everyone"
Family friendly vacation rentals in Kissimmee
P-Gated Resort-5 miles to Disney-2 FREE Water Park
🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Next to Disney and retail therapy
Luxury Disney Condo | Resort Pools | Golf View
3bd/2.5b Close to Disney °Luxury Paradise Living
Kids Dream Themed Home! Near Disney/Universal ºoº
Magical Pool Villa-close to Disney “Game Room
Themed Resort Condo | Pool | Spa | Mins to Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,485 GYD | G$30,322 GYD | G$31,577 GYD | G$30,740 GYD | G$27,185 GYD | G$28,858 GYD | G$30,531 GYD | G$26,767 GYD | G$24,676 GYD | G$26,349 GYD | G$28,231 GYD | G$33,250 GYD |
| 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.
All about Kissimmee
Less than 30 minutes south of Orlando, the central city of Kissimmee makes for an ideal home base for visiting Florida’s most popular theme parks. The city sits on the northwest corner of Lake Tohopekaliga, also known as Lake Toho, which stretches across Kissimmee for four miles. Flat, grassy terrain complemented by tall palm trees surrounding the water make Lake Toho the unofficial centerpiece of Kissimmee. Many local activities revolve around the lake, from bass fishing to bird watching and scenic walks through its lakefront parks.
Tall mangrove trees sprouting up from the wetlands mark the official start of the infamous Florida Everglades at Kissimmee’s Shingle Creek Regional Park. These protected wetlands stretch for more than a million acres from Kissimmee to the tip of South Florida, finally emptying into the Gulf of Mexico. The park’s grassy terrain leads you to long, overwater docks hovering over the freshwater marshes, but visitors be warned: this lush foliage also provides perfect coverage for one of Kissimmee’s scaly residents, the alligator. The city takes great measures to ensure that they never cross paths with humans, but do heed the signs and do your bird spotting on the decks. On a clear day, you might find a sandhill crane or the bright pink roseate spoonbill.
What are the top things to do in Kissimmee?
Kissimmee Lakefront Park
The one-mile walking trail at the Kissimmee Lakefront Park is an easy walk or bike-friendly path over flat, grassy terrain. The trail follows the north shore of Lake Tohopekaliga, and at opposite ends of the trail, you can make stops at the Big Toho Marina and the eclectic Monument of States Memorial. This quirky memorial is made with stones from each of the 50 states that make up the United States.
Museum of Military History
Exhibitions featuring historic relics help tell the story of America’s military endeavors, beginning with the Revolutionary War and ending in the present day. Each of the five military branches is included too. Authentic, donated artifacts representing each major military event are on display for visitors to take in, from muskets used in 1775 to World War II service vehicles. Guided tours are often led by military veterans.
Twin Oaks Conservation Area
The 370-acre Twin Oaks Conservation Area along Lake Tohopekaliga preserves Floria’s native wildlife habitats. Tall, untamed grass pokes through the park’s freshwater marshes, and overwater piers jut out over the marshlands for visitors to take a closer look at the landscape and its inhabitants. The best wildlife lookout point is at the park’s main, elevated viewing platform, where you may be able to spot one of Florida’s most well-recognized reptiles, the alligator, or even a bald eagle.
Quick stats about vacation rentals in Kissimmee
Total vacation rentals
Explore 7,330 vacation rentals in Kissimmee
Nightly prices starting at
Kissimmee vacation rentals start at G$4,182 GYD per night before taxes and fees
Verified guest reviews
Over 262,660 verified reviews to help you choose
Family-friendly vacation rentals
6,190 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 1,210 rentals that welcome pets
Vacation rentals with a pool
6,620 properties feature pools
Rentals with dedicated workspaces
4,060 properties have a dedicated workspace
Wi-Fi availability
7,280 of Kissimmee vacation rentals include wi-fi 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
- Give Kids the World Village
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Discovery Cove
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club