With four theme parks and two water parks to explore, any fan knows it takes more than a day to experience Walt Disney World Resort. Thirteen miles from the “Most Magical Place on Earth”, Kissimmee is the best place to stay for a Disney marathon. Florida’s lakeside city has its own airport and Amtrak station and offers a wealth of restaurants, entertainment, and amenities to streamline a stay.
Renting a Vrbo brings everyone together and makes for a convenient base near Disneyland. Featuring private pools, movie theaters, and all the bare necessities, these are the coolest Kissimmee vacation rentals for Disney fans of all ages.
Gorgeous Kissimmee villa with a pool, bar, and theater
Minutes from the iconic Walt Disney World Resort, this typically Floridian house balances modern elegance with wholesome fun. No need to look for Yoda in a galaxy far, far away – the games room and adult-sized bunk room recreate Disney’s Galaxy’s Edge. Sing along to your favorite Disney movies in the cinema and enjoy homemade margaritas poolside upon return from the park. Vrbo guests can also use the resort pool and club amenities.
Fifteen guests, six bedrooms Price: $427 per night
This six-bedroom, five-bathroom property has all the magical ingredients for a Disney vacation. Make a beeline for the game room to ride the slide, sharpen your break on the pool table, and try out the latest PlayStation 5 games. There’s a private pool and hot tub in the backyard plus you’ll have use of the resort facilities. Communal spaces are smartly appointed with a jungle theme while the Avatar Suite with glow-in-the-dark walls is worth fighting over.
Fourteen guests, six bedrooms Price: $360 per night
Gather your closest Disney fans for a stay at the coolest supersized Kissimmee Vrbo rental for groups. Glamorous bedrooms with upholstered beds are fit for royalty whereas the littlest guests will bed down in Disney Princess and Mickey Mouse-themed rooms. Tricked out with leather recliners and a red carpet, the home movie theater is next-level. The private pool, hot tub, and lanai complete the all-star experience in Florida’s entertainment hub.
Thirty-three guests, 11 bedrooms Price: $519 per night
A 10-minute commute from Disney World, this beautiful rental unit for couples guarantees a happy ever after in the Sunshine State. It has one large bedroom, a sizable lounge, and a private screened-in balcony. The resort has two large pools – one is a lagoon design – and an assortment of tennis, basketball, and volleyball courts. Walk to local restaurants or choose from five convenient supermarkets if you’d rather have a night in.
There’s only one way to beat the post-Disney blues and that’s by coming home to this next-level vacation rental in Kissimmee with glowing reviews. Go for the lucky strike on the ten-pin bowling arcade and sing your heart out with Baloo and Sebastian in the karaoke room. Most rooms are character-themed – waking up in the Jaws Suite isn’t for the faint of heart – whereas the lounge features curved velvet banquettes where any A-lister would like to be seen.
This sophisticated townhome has a private pool and hot tub overlooking the community lake and graceful bedrooms where anyone could sleep for a hundred years. There’s an epic Star Wars room with a Millennium Falcon bed and another with a Jeep Wrangler bunk where adults or children can sleep (with one eye open). Guests have full use of the resort pool, lazy river, mini golf course, and sports’ facilities.
Nineteen guests, eight bedrooms Price: $337 per night
Warm up for Camp Jurassic at this immersive Disney rental with a slightly terrifying dinosaur-themed movie theater and games room. In contrast, the covered pool and dining patio are drenched in Floridian sunshine – you can watch movies and cartoons out here, too. Bedrooms are themed as per the Avengers, Harry Potter, Frozen, and Batman which makes it the best house for mixed-age kids. The pool has a safety fence and the host provides baby gear.
Sixteen guests, eight bedrooms Price: $314 per night
Follow your dreams to the perfect base for Disney-loving duos or small families. This two-bedroom Vrbo comprises a homely open-plan living space with a stainless steel kitchen for prepping theme park fodder. Tributes to Lightning McQueen, Woody, and friends hang on the walls of the unit. The amusements are 20 minutes away and you can look forward to a dip in the resort pool after an unforgettable day out.
Ten minutes from Disney, this highly-rated Vrbo in Kissimmee puts you first in line for when the park opens. The galactic bedroom with its slide and PS5 means bedtime can’t come soon enough for the kids, although persuading them to sleep is a whole other story. The rental has a sun-soaked backyard with a pool and a snug home cinema with bean bags.
Twelve guests, five bedrooms Price: $423 per night
It’s only 10 minutes from the action but this ultra-cool rental brings all the enchantment of Disney to the doorstep. A bright lounge is complemented by a sunny rear patio with a private pool and poolside dining. Shake up a daiquiri at the bar and stream your favorite flicks from the water. Remember to use the Force if you want to slip past those Stormtroopers and shoot some hoops.
Fourteen guests, six bedrooms Price: $338 per night
This sophisticated villa offers all the functionality of a standard vacation pad plus a couple of quirks to warm you up for Disney. Three of the four bedrooms are twins, making it a great option to “assemble” with old friends or family. The Avengers stand guard over the games room while the pool screen keeps those fierce Floridian rays at bay. The theme park is a 20-minute drive from the Bella Vida Resort.
