Vacation rentals in Kissimmee
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness, and more.
Dazzling 9 BR+Brand New MARIO KART @ Champion Gate
Bring the whole family to this great home with lots of room for fun. You will love our Peter Pan- themed bedroom; custom Mario-themed game room with commercial quality games, private pool and spa with a great outdoor dining area. Only a short walk to the resort pools, lazy river, restaurant, Tiki bar and much more. Located just 15 minutes from Disney World and 30 Minutes from Both Universal and Sea World, Close enough to the attractions to get there quickly, far enough away to enjoy family time.
Affordable Disney Family Townhome Pool/BBQ/Gym
Welcome to your modern 3-bedroom, 2.5-bath townhouse in a resort community just minutes from Disney. Enjoy a spacious open-plan living area, fully equipped kitchen and private screened patio. Resort-style amenities include pools, clubhouse and fitness center. In a quiet, secure neighborhood, this home offers easy access to Orlando’s world-famous theme parks, shopping centers and restaurants. Perfect for families or groups looking to experience the magic of Florida with all the comforts of home.
8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.
Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!
NEW!Racing Simulator|Game Room|Movie Room|Sleep 21
Step into this fully renovated ultimate Disney vacation home, designed to impress. All-new furniture and stylish finishes make it one of the most sought-after stays in the area. Featuring 6 king bedrooms plus 3 fun kids themed rooms, it’s perfect for large groups. Enjoy a fully immersive movie theater, a Car themed game room with Racing Simulator, arcade games and Xbox, PlayStation & Pool Table Relax by the pool with Pool Volleyball and Basketball Hoop. Free Pool Heat & BBQ.
Modern 4bdr Storey Lake w/themed rooms near disney
Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.
9BD - Storey Lake - Newly Themed - Theatre, Games
Bring the whole family! This spacious 9-bed, 5-bath luxury villa in Storey Lake (Kissimmee) sleeps up to 33 guests and features themed bedrooms, a Minions-themed private movie theater, Spider-Man game room, and a private screened-in pool + hot tub oasis. Enjoy an open-concept living area, fully stocked chef’s kitchen, outdoor lounge space, and access to Storey Lake Resort amenities — all just minutes from Walt Disney World, Universal, shopping, and dining.
Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!
Storey Lake brand new clubhouse and lake view
STOREY LAKE - 6 GUESTS - 2 BEDROOMS - 2 BATHROOMS - LAKE AND CLUB VIEW DON'T MISS OUT! BE ONE OF THE FIRST TO RENT!! Modern Lake View Apartment – Near Disney, Universal , Outlets This beautiful apartment was fully redecorated with all-new furniture by B & Design (By Barbara Costa), featuring a modern, clean, and airy design. Enjoy relaxing moments on the balcony overlooking the lake.
2026 Themed NEW 08 Bedrooms At Solara Resort
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in the world while feeling the comfort of your home, plus having the highest standard of luxury and modernity, with everything a vacation home in Orlando can offer you.
Luxurious Dream 4/3 Bedroom Home w/private Pool
Located a short 15 minute drive to Disney, this luxury design inspired 4 bedroom, 3.5 bath is perfect for a family, multi family or romantic weekend away with your favourite person.
Popular amenities for Kissimmee vacation rentals
Private vacation rentals in Kissimmee
Luxury 7BR Orlando Villa | Pool, Spa & Game Room
Luxury 4BR Villa Golf View /Theater/Huge Pool&Spa
Private Pool Home Near Disney | 4BR Sleeps 10
New! Eights Mansion Themed House w/pool by Disney
Amazing 6BR Disney - Universal - Encore Resort 460
6BR Oasis w/ Private Pool, Game Room & Lanai
4BR/3BA Townhouse w/ Private Pool in Storey Lake
Disney/Orlando Animal Kingdom Luxy Stay
Kissimmee beach vacation rentals
STar Island 1 Bedroom
Comfy Studio w/ private Entrance
Perfect Disney\Golf Vacation
PentHouse Suite with 2X View
Luxury Waterfront | 1 Mile to Disney | Sleeps 7
Water Front Haven
Charming Villa near Disney, pool, 3 beds, sleeps 4
Waterfront/KayakFishing/nearDisney&LakeTohoa/Pets
Family friendly vacation rentals in Kissimmee
Magical Disney Family Escape with Pool & Game Room
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
4BR Disney & Universal Themed Villa Reunion Resort
Themed Disney Villa | Pool | Arcade | Resort ºoº
No Airbnb Fees! Pvt Pool /Game Room /Resort 274561
Resort Home 3.5 miles to Disney with home theater
DisneyTheme Storey Lake Resort Pool/Spa/BBQ6Br/5b
Luxe Disney Themed Home | Pool + Spa 8mi 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$31,146 GYD | G$32,401 GYD | G$34,491 GYD | G$30,728 GYD | G$27,175 GYD | G$28,847 GYD | G$30,519 GYD | G$26,757 GYD | G$24,666 GYD | G$25,920 GYD | G$29,265 GYD | G$34,491 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 7,260 vacation rentals in Kissimmee
Nightly prices starting at
Kissimmee vacation rentals start at G$4,181 GYD per night before taxes and fees
Verified guest reviews
Over 267,190 verified reviews to help you choose
Family-friendly vacation rentals
5,840 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 1,160 rentals that welcome pets
Vacation rentals with a pool
6,460 properties feature pools
Rentals with dedicated workspaces
4,030 properties have a dedicated workspace
Wi-Fi availability
7,170 of Kissimmee vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Beachfront, and Lake access across Kissimmee rentals
4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Miami Vacation rentals
- Orlando Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Savannah Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- St. Augustine Vacation rentals
- Hilton Head Island Vacation rentals
- Key West Vacation rentals
- Rentals with a home theater Kissimmee
- Family-friendly rentals Kissimmee
- Mansion rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Lakehouse rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with breakfast Kissimmee
- Cottage rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with an EV charger Kissimmee
- Apartment rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with beach access Kissimmee
- Fitness-friendly rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Hotel rooms Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Tiny house rentals Kissimmee
- Vacation home rentals Kissimmee
- Private suite rentals Kissimmee
- Guesthouse rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a washer and dryer Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with lake access Kissimmee
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Camping World Stadium
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ICON Park
- Aquatica
- ChampionsGate Golf Club
- Tinker Field