Some info has been automatically translated. Show original language
Become a host

Vacation rentals in Kissimmee

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Kissimmee

  • Total vacation rentals

    Explore 7,040 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 277,640 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,830 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,120 rentals that welcome pets

  • Vacation rentals with a pool

    6,330 properties feature pools

  • Rentals with dedicated workspaces

    3,970 properties have a dedicated workspace

  • Wi-Fi availability

    6,950 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

Top-rated vacation rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.
Villa in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

4.83 out of 5 average rating, 320 reviews
Top guest favorite
Home in Kissimmee

Encanto at Emerald Island-Pool House by Disney

POOL HEATER OPTION!! Make some memories at this unique and family-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles aways from Disney's exit & parks!

4.9 out of 5 average rating, 126 reviews
Top guest favorite
A vibrant water play area features colorful water structures spraying refreshing streams of water. The shallow pool is surrounded by paved tiles and green landscaping, providing a welcoming environment for families to enjoy. Bright blue skies with fluffy clouds create a cheerful atmosphere.
Townhouse in Kissimmee

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

4.96 out of 5 average rating, 210 reviews
Top guest favorite
Home in Kissimmee

10 Minutes to Disney | Heated Pool, Arcade, Kings

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

4.99 out of 5 average rating, 159 reviews
Top guest favorite
A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.
Home in Davenport

Sunny-All-Day Pool Vacation Home

Welcome to our Sunny 3-Bedroom Retreat! This inviting home features 3 spacious bedrooms, a south-facing pool for all-day sun, and a private fenced yard. Enjoy the bright living space, modern kitchen, and outdoor oasis with comfortable seating. Conveniently located near local attractions, dining, and shopping. Additional amenities include high-speed Wi-Fi, smart TV, air conditioning, washer and dryer, and free parking. Book now for a perfect getaway! **No parties ($500 fine) and no smoking**

4.94 out of 5 average rating, 108 reviews
Top guest favorite
Home in Kissimmee

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

4.97 out of 5 average rating, 188 reviews
Guest favorite
Townhouse in Kissimmee

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

4.85 out of 5 average rating, 321 reviews
Top guest favorite
Apartment in Kissimmee

Haunted Mansion-inspired Ghoulish Sanctuary

Welcome, Foolish Mortals... To the Ghoulish Sanctuary: An immersive Haunted Mansion-themed stay just 15 minutes from Walt Disney World, where candlelights flicker, and the air is deathly still... Experience a one-of-a-kind Haunted Mansion-themed stay for up to 6 people. This spooky rental in Kissimmee lets you inhabit your favorite ghostly estate... if you dare. Ready to play your next campaign and need a place to gather for your DnD weekend? The sanctuary and its spirits await.

4.98 out of 5 average rating, 40 reviews
Top guest favorite
A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.
Home in Davenport

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!

4.96 out of 5 average rating, 119 reviews
Guest favorite
Home in Kissimmee

12BR Disney Beach house 34 ppl Pool Theater Arcade

Stay near Walt Disney World in this luxury 12-bedroom Orlando vacation home, perfect for large families and groups. Enjoy a private pool and hot tub, movie theater, Transformers game room, poker table, outdoor kitchen, and themed Minions, Moana, Scooby-Doo, Inside Out, and Lilo & Stitch bedrooms. With multiple king suites and space to relax, play, and reconnect, it’s the perfect Disney-area getaway for reunions and unforgettable group vacations.

4.97 out of 5 average rating, 101 reviews
Top guest favorite
A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.
Villa in Davenport

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!

4.94 out of 5 average rating, 135 reviews
Guest favorite
Home in Kissimmee

Disney's Pool House

Magical family retreat in Central Florida! Just minutes from Disney, this spacious home features fun Disney-themed decor, a private screened pool, game room with pool table and air hockey, smart TVs, full kitchen, free Wi-Fi, and washer/dryer. Close to Universal, SeaWorld, CityWalk, and International Drive—perfect for families looking to relax, explore, and create unforgettable memories in the heart of all the action!

4.82 out of 5 average rating, 60 reviews

Popular amenities for Kissimmee vacation rentals

Self check-inBeachfrontLake accessGymBBQ grill

Stay near Kissimmee's top sights

Kissimmee Lakefront Park

344 locals recommend

Walmart Supercenter

989 locals recommend

Gatorland

942 locals recommend

Medieval Times Dinner & Tournament

580 locals recommend

Bellavida Resort

16 locals recommend

Terra Verde Resort

6 locals recommend

Private vacation rentals in Kissimmee

Guest favorite
Villa in Kissimmee

6BR Home w/ Priv Pool Near Disney Gated Resort

4.93 out of 5 average rating, 15 reviews
Superhost
Home in Clermont

2026 BRAND NEW 10 Bedrooms At Windsor Cay

5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee

2026 Themed NEW 08 Bedrooms At Solara Resort

4.87 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Orlando

Epic stay at Vista Cay!

4.95 out of 5 average rating, 60 reviews
Top guest favorite
A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.
Home in Orlando

12BR Disney Luxury Retreat - Pool, Theater & Fun!

4.98 out of 5 average rating, 58 reviews
Guest favorite
A screened patio showcases a crystal-clear pool and inviting spa, surrounded by comfortable lounge chairs. Sunlight reflects off the water, creating a serene ambiance. The backdrop features the house's exterior, with large windows allowing views of the interior spaces.
Home in Celebration

12BR | 11.5 BA > Sports Game Room!

4.82 out of 5 average rating, 90 reviews
Superhost
Home in Kissimmee

Luxe Family Escape | Pool Oasis Near Disney

5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Kissimmee

Orlando Dream Escape | Private Pool | Disney

4.82 out of 5 average rating, 17 reviews

Kissimmee beach vacation rentals

Top guest favorite
The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.
Hotel room in Orlando

PentHouse Suite with 2X View

4.96 out of 5 average rating, 203 reviews
Guest favorite
Condo in Orlando

Luxury PH Direct Disney Fireworks View from Apt

4.9 out of 5 average rating, 102 reviews
Guest favorite
The room features a spacious bed with a dark headboard and a blue accent pillow. A small table with two chairs is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through a window dressed with sheer curtains.
Home in St. Cloud

Comfy Studio w/ private Entrance

4.95 out of 5 average rating, 131 reviews
Superhost
A mid-century home is framed by mature oak trees, providing shade to the grassy front yard. Large windows reflect the natural light, highlighting the clean lines of the exterior. The tranquil setting is complemented by the beauty of the surrounding landscape.
Home in Windermere

Water Front Haven

4.93 out of 5 average rating, 28 reviews
Top guest favorite
Aerial view of the resort showcases a large swimming pool surrounded by lush greenery and sandy areas. Tiki huts provide shaded seating, while blue loungers are arranged neatly across the beach area, creating a relaxed outdoor space for guests.
Villa in Davenport

1st level Pool/Beach Disney Area

4.98 out of 5 average rating, 60 reviews
Villa in Clermont

Family Friendly w/ KING bed Sleeps 4 midterm avail

4.82 out of 5 average rating, 108 reviewsA vibrant themed game room features colorful Super Mario decor on the walls, creating a playful environment. An air hockey table is positioned in the foreground, with comfortable seating visible in shades of yellow. A large TV screen is mounted on the blue wall, enhancing the entertainment options.
Home in Kissimmee

Exclusive 8BR Themed Villa • Private Pool Retreat

4.76 out of 5 average rating, 33 reviews
Guest favorite
Apartment in Orlando

UniqueStay w Lakeview/DisneyFireworks/WaterSports

4.9 out of 5 average rating, 10 reviews

Family friendly vacation rentals in Kissimmee

Top guest favorite
A themed bedroom features two uniquely designed sleeping areas, including a lower bunk and a spacious bed above. Vivid blue lighting enhances the space, while large windows dressed with sheer, dark curtains allow soft light to enter. A colorful wall art piece adds visual interest.
Villa in Kissimmee

Family Disney Villa | Pool + Arcade | Sleeps 11

4.95 out of 5 average rating, 120 reviews
Top guest favorite
Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

5.0 out of 5 average rating, 143 reviews
Top guest favorite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

4.95 out of 5 average rating, 194 reviews
Guest favorite
Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

4.9 out of 5 average rating, 177 reviews
Top guest favorite
A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.
Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

4.87 out of 5 average rating, 457 reviews
Guest favorite
An aerial view highlights a vibrant pool area featuring a multi-loop waterslide. Surrounding the pools are shaded lounge chairs and umbrellas, with palm trees adding a tropical touch. The layout showcases a spacious lazy river and areas for relaxation.
Townhouse in Kissimmee

Free Waterpark, Fantasy World, The Mickey House

4.83 out of 5 average rating, 137 reviews
Guest favorite
A collage showcasing various features of the property. The image highlights a themed bedroom with superhero decor, a private pool with a spa and BBQ grill, and a game room filled with colorful character designs. A water slide is also visible, inviting fun in the sun.
Home in Kissimmee

5BR Space to Gather with Pvt Pool/Spa & Games 4336

4.85 out of 5 average rating, 137 reviews
Top guest favorite
Home in Kissimmee

Cozy family home w/ heated pool 15 min. to Disney

4.9 out of 5 average rating, 211 reviews

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 547ﺩ.ﺇ 569ﺩ.ﺇ 606ﺩ.ﺇ 621ﺩ.ﺇ 529ﺩ.ﺇ 547ﺩ.ﺇ 536ﺩ.ﺇ 470ﺩ.ﺇ 433ﺩ.ﺇ 455ﺩ.ﺇ 514ﺩ.ﺇ 606
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°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.

More from Airbnb

Airbnb experiences

Experience something new

Airbnb services

Make your stay more special

Destinations to explore