
Vacation rentals in Kissimmee
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Top-rated vacation rentals in Kissimmee
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Tahiti Gilâs Mananui: Disney Poly & Tiki Inspired!
Aloha Adventurers! Welcome to FarĂŠ Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room âstory dwellingâ adventure from the moment you step thru the door! - Kungaloosh!!

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! Thatâs 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! Weâre ready for families and groups, to offer fun, comfort, and luxury.

Villa Resort Club
VILLA LUJOSA - BARRIO SĂPER HERMOSO POOL HEATER HOUSE - DiviĂŠrtete con toda la familia en este alojamiento con estilo moderno , te encantarĂĄ el ĂĄrea de picnic frente de la casa , el ĂĄrea de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niĂąos y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARĂ 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!

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

A Refined Modern Oasis next to Disney World
An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms â one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Storey Lake brand new near Disney lake & club view
STOREY LAKE - 6 GUESTS - 2 BEDROOMS - 2 BATHROOMS - LAKE AND CLUB VIEW DON'T MISS OUT! BE ONE OF THE FIRST TO RENT!! This beautiful apartment was fully redecorated with all-new furniture by B & Design, featuring a modern, clean, and airy design. Enjoy relaxing moments on the balcony overlooking the lake. Located in a luxury resort just minutes from Disney parks, Universal Studios, outlets, Walmart, Publix, and the airport.

Cozy House with Private Pool. Kissimmee/Orlando
Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether youâre here to relax or explore, this home offers everything you need for an unforgettable stay.

9 bdrm heated pool, Free water park EV charger
Our huge stunning luxury villa with private heated pool & spa situated in the gated resort of Windsor at Westside, appx -15 minutes from Disney. ⢠Up to 20 people can enjoy their dream vacation in our 9 Bedroom, 6 Bath villa ⢠lovely Lake view from the private Pool ⢠Free access to waterpark, 5 min walk. ⢠2 car driveway, 1 car garage with EV charging, free street parking. ⢠address: Gobi drive, Kissimmee, 34747

Disney Orlando vacation home with private pool 2
Great location with private saltwater pool, just 5.5 miles from Disney Parks and Disney Spring, 1.5 miles from Margaritaville Resort (which contains the âH2O Water parkâ), and 1.5 miles from Sunset Walk shopping mall, in which there are a variety of restaurants and entertainment, including the movie theater âStudio Movie Grill.â Please read the full description and house rules before sending a reservation request.

Quiet Room Close to Disney and Attractions
Quaint and quiet retreat just minutes from attractions. Private in-law suite and bathroom, detached from main house. Features all the basic amenities of a hotel room with the feeling of home. Room is perfect for up to three persons. Queen bed and additional sleeper sofa. Located in Reunion Resort. There is a pool, gym, and spa located within the resort but not on the property and is for Reunion club members only.
Popular amenities for Kissimmee vacation rentals
Private vacation rentals in Kissimmee

Paradise Lake Lodge

Gorgeous 5BR at Encore Resort next to Disney - 305

Pet-Friendly Pool Home Near Orlando

New! Seven Eagles Hideaway at Reunion Resort

Near Disney 5bed home with pool and game room

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths

Luxury 4 Bedroom Home - Resort Access! Disney!
Kissimmee beach vacation rentals

STar Island 1 Bedroom

Comfy Studio w/ private Entrance

Family Friendly w/ KING bed, Resort Pool Sleeps 4

Perfect Disney\Golf Vacation

Luxury Waterfront | 1 Mile to Disney | Sleeps 7

Exclusive 8BR Themed Villa ⢠Private Pool Retreat

Beach Resort with pool tiki bar near Disney World

UniqueStay w Lakeview/DisneyFireworks/WaterSports
Family friendly vacation rentals in Kissimmee

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Magical Hideaway - 15 min to Disney - Storey Lake

4BR Disney & Universal Themed Villa Reunion Resort

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

Your Dream VacationâDisney Magic Brought to You!

Resort Home 3.5 miles to Disney with home theater

Disney StarWars home 20 min to Disnay World dw3

Magical 2 pool-Spa & Game Room Villa near âDisneyâ
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,109 GYD | G$32,361 GYD | G$34,449 GYD | G$30,691 GYD | G$27,142 GYD | G$28,812 GYD | G$30,482 GYD | G$26,724 GYD | G$24,636 GYD | G$25,889 GYD | G$29,230 GYD | G$34,449 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 7,260 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at G$4,176Â 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 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
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida
- ChampionsGate Golf Club







