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.
Mickey's Lakefront Villa at Sunset Lakes
Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes â it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickeyâs Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.
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 Orlandoâs top attractions. đPerfect Location Conveniently located in Kissimmee, just minutes from: đ˘ Disney World đŹ Universal Studios đ SeaWorld and Aquatica Youâll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!
*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.
Perfect Getaway. Private Pool.Kissimmee/Orlando
This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.
temple & A/C glamping under a 120 y/o oak tree
How this Airbnb was born? We wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Be present. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome
Free Waterpark! Fantasy World - Fun at BnB
Experience magic at our Fantasy World Villas retreat, minutes from Disney, Universal & Sea World. This modern 2-bed villa boasts a Mickey-themed room, king-size bed in the master, full kitchen, laundry, private patio, free Wi-Fi & parking. Resort amenities include heated pools, hot tubs, lazy river, water slides, tiki bar, gym, playground, sports courts, and more. Enjoy nearby restaurants & grocery stores. Create unforgettable memories in this captivating home away from home! Book Now!
Disney & Universal Retreat| Heated Pool | Fire Pit
Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!
Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities â a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!
Luxury Encore Pool Spa Pets Game Rm Theater Gym
Amazing Brand New Modern Luxurious Home at Encore Resort @ Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much Much More Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **
Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.
Kid-Approved Stay â Pool, Parks & Themed Rooms!
Give your family a stay theyâll never forget! Kids can rule their own Frozen kingdom or battle in a galaxy far, far away, while adults unwind after action-packed park days. â Themed kidsâ rooms â Frozen castle & intergalactic escape â Private splash pool for a refreshing break â Spacious & modern layout for families & groups â Prime location near Disney, dining & top attractions Donât miss outâbook Let It Go Galaxy before itâs gone!
"Sunny Oasis" Huge Pool Deck/Movie Theatre/Arcade
âSunny Oasisâ is a Breathtaking 8 Bedroom Pool Home with more than 4000 square feet of luxurious amenities and fun for the whole family. This home features an extended pool deck, which is the largest pool deck of all the homes in the entire resort of Windsor at Westside. The home features a huge open plan kitchen, dining, lounge area with large sliding doors that lead to the Sunny Oasis that awaits outside.
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
Your Family's Disney HQ~Sleeps 8~No Extra Fees!
Charming Villa near Disney, pool, 4 beds, sleeps 5
Disney Room with full size Arcade Games-Awesome
Bahama Bay Resort - Grand Bahama Penthouse
Family friendly vacation rentals in Kissimmee
Disney Experience w/Pool, Game Rm, "Magic" Portal
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Near Disney/Kid-Friendly/Disney-Themed/Water Park
đ Resort Condo | đ˘ 2mi -> Disney | đŚ Waterpark Fun
5 stars! waterpark! GameRm! Ariel Buzz StarWars
Super Mario's Sky Suite - Epic Universe 3 BD SUITE
Lake View - 5 Miles to Disney!
Waterpark, Mini Golf, Batting Cage | Near Disney!
House rentals in Kissimmee
7485 - Luxurious 3 Bedroom Townhouse behind Disney
10 min Disney | Lakeview Hot Tub, BBQ | Game Room
Private Ranch Style Home on Lake
4717 4BD - Beautiful Home with Charming Lake Views
Game & Theater Room, Castle Bunks, Pool & Spa
Kissimmee/20 min to Disney/Private Heated Pool
"Vista Lago"Hotel Amenities/lake view,private pool
Arcade Garage | King Bed | 15 Min to MCO & 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$29,430Â GYD | G$30,265Â GYD | G$31,518Â GYD | G$30,683Â GYD | G$27,134Â GYD | G$28,804Â GYD | G$30,474Â GYD | G$26,717Â GYD | G$24,630Â GYD | G$26,299Â GYD | G$28,178Â GYD | G$33,187Â 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 49â72°F (10â22°C) and hot, humid summers reaching 74â92°F (23â33°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 Gatorlandâs 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 Orlandoâs 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 Floridaâs 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 Kissimmeeâs 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 parkâs 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 Kissimmeeâs 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 Americaâs 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 Floriaâs native wildlife habitats. Tall, untamed grass pokes through the parkâs 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 parkâs main, elevated viewing platform, where you may be able to spot one of Floridaâs most well-recognized reptiles, the alligator, or even a bald eagle.
Quick stats about vacation rentals in Kissimmee
Total vacation rentals
Explore 7,290 vacation rentals in Kissimmee
Verified guest reviews
Over 257,530 verified reviews to help you choose
Family-friendly vacation rentals
6,160 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 1,150 rentals that welcome pets
Vacation rentals with a pool
6,590 properties feature pools
Rentals with dedicated workspaces
4,000 properties have a dedicated workspace
Wi-Fi availability
7,110 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Tampa Bay Vacation rentals
- Vacation home rentals Kissimmee
- Rentals with a home theater Kissimmee
- Rentals with an accessible height bed Kissimmee
- Mansion rentals Kissimmee
- Rentals with a sauna Kissimmee
- Family-friendly rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a kayak Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Apartment rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Condo rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with beach access Kissimmee
- Private suite rentals Kissimmee
- Waterfront rentals Kissimmee
- Hotel rooms Kissimmee
- Beachfront rentals Kissimmee
- Resort rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- House rentals Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a washer and dryer Kissimmee
- Lakehouse rentals Kissimmee
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park