Vacation home rentals in Kissimmee

4.99 out of 5 average rating, 146 reviews

Top Rated Luxury Lakeview 9-BR Villa @Storey Lake

This joyful & luxury vacation house (built in June 2022) with lake-view is located in the newest section of the renowned Storey Lake Resort, close to the Disney World & all major theme parks in Orlando. It features an immersive Avatar game room (air hockey, foosball, pool table, etc), 3 entertaining areas, 9 bedrooms w/ high-end deco, 5 bath, 12 SMART TVs, Netflix, fast WiFi, private pool/spa/patio facing a beautiful lake, EV outlet, & full access to the amazing amenities @Storey Lake clubhouse.

ValueFamilyAccuracy

4.82 out of 5 average rating, 147 reviews

A nighttime view displays a vibrant landscape filled with lush palm trees and illuminated buildings. In the distance, bright blue and colorful lights hint at nearby attractions. The scene is framed by a serene lawn area, enhancing the lively atmosphere of the surroundings.

Vacation home in Orlando

Next to Universal Studio Disney 2 Bed 2 Bath Condo

Beautiful lakeside 9th floor 2 bedroom, 2 bath condo is in the heart of everything! 2 miles from Universal, 7 miles from Disney. Amazing resort with 3 pools, 3 hot tubs, kids playground and restaurant (breakfast only). Fully equipped kitchen (no oven) with everything you need to prepare meals. 2 suites plus queen sofabed (4 beds, 2 full baths). 9th floor balcony has incredible views of Universal and the lake. Unit has 3 TV’s and WIFI to keep you connected. Laundry facilities in the building.

FamilyValueParking

A themed movie loft displays a large sectional couch and an 85' Smart TV, with Star Wars murals on the walls. A cozy gaming area features bean bag chairs. Nearby, vibrant bedrooms evoke Harry Potter, Indiana Jones, and Tinker Bell themes, each with unique décor.

5.0 out of 5 average rating, 107 reviews

Brand New Themed 6 BD Home @ Windsor Island Resort

Located minutes to the Walt Disney World Resort, Orlando's most popular Theme Parks, Golf Courses and Attractions, The Windsor Island Resort, a gated community, is the perfect location for your vacation. This BRAND NEW premier resort-style community offers a multitude of amenities, all conveniently located within walking distance to our home. Every room in this meticulously clean vacation home, is themed to create a fun, immersive experience that carries on the magic throughout your vacation.

LocationFamilyBathroom

A winding lazy river glides through a tropical landscape, surrounded by palm trees and colorful plants. A wooden bridge crosses above, leading to a play area. The clear blue water sparkles under a bright sky with scattered clouds.

4.89 out of 5 average rating, 148 reviews

Urban Hip Disney condo with FREE Water Park!

Most central LOCATION in town! GORGEOUS, Brand NEW and super hip condo in the center of it all! Tastefully furnished and fully appointed to provide your family with a truly Magic vacation. Super fast Wifi, cable channels, parking immediately in front. Elevators, gated community. The resort offers FREE WATER PARK, lazy river, Tiki bar, a gym, sand volleyball, basketball court, kayak rentals and much more. Great shopping and restaurants in the vicinity and electronic lock for self check in.

ValueLocationWalkability

The exterior of a single-story house is displayed, featuring a sloped roof with solar panels. Lush green grass surrounds the home, complemented by well-maintained shrubs and trees. A driveway leads to the front entrance, enhancing accessibility.

4.75 out of 5 average rating, 112 reviews

Awesome 3BR/2BA House, Heated Pool & Disney Theme*

Awesome three bedroom two bathroom house just 20 minutes from Disney World and more. The living room contains a couch that can fold out into a queen bed ✅ The backyard contains a private pool. Our home has WiFi and a TV. For a $30 daily extra charge I will heat the pool to 87 degrees Fahrenheit but not available in the hot summer - message me if you want this. There is a barbecue grill in the backyard and a washer/dryer, foosball table, and corn-hole set in the garage. You will love it!

ValueFamilyAccuracy

A tranquil pool area is surrounded by lush palm trees and tropical landscaping. The water shimmers under soft evening lights, enhancing the serene atmosphere. In the background, the main resort building features an inviting archway, harmonizing with the natural beauty of the surroundings.

4.85 out of 5 average rating, 133 reviews

Regal Palms Resort Oasis

Relax with the whole family at this amazing family friendly resort.. Includes 3 large bedrooms, 3 full bathrooms with en-suites in each bedroom, full eat in kitchen, laundry room, board games, and business station!! Game room etc. Must be 21 yrs old and over to book this unit!! Upon check out Please be sure to lock Front door !! Please be advised I have two security Ring cameras located on the front and back exteriors of the home for security purposes. Within walking distance to pool..

FamilyValueSleep quality

4.9 out of 5 average rating, 139 reviews

12 minutes from Disney+King bed+Free parking

Relax in this beautiful and comfortable townhouse located in Compass Bay resort, a fully gated vacation home community, located just minutes away from Disney,shops, outlets, restaurants, grocery stores, like Walmart, Target, and Publix. Our house accommodates a family or group up to 7 people. Private laundry and fully stocked kitchen, with brand new stainless steel appliances. Choosing our place will guarantee you the most joyful and memorable experience. Family friendly home

FamilyValueCleanliness

A modern living area is furnished with a spacious gray sectional sofa and complemented by stylish armchairs. A sleek coffee table rests on a soft rug, and a large flat-screen television is mounted on the wall. Natural light floods the room through floor-to-ceiling windows.

4.89 out of 5 average rating, 127 reviews

Sunny 3BDR Home at Champions Gate, Free Waterpark

Luxury 3 Bedroom, 2 bath Condo with Golf View and free waterpark access. Our beautiful home is located just 13 miles from Disney World theme parks in Champions Gate Resort with the amenities that include: 2 pools, lazy river, restaurant, gym, business center, tennis courts, and inside of the Champions Gate Country Club that is rated 4.4 in one of the best golf magazines. Sleeps 7: 1 King, 1 King, 1 Bunk Bed Twin and Double + Twin roll over bed

FamilyLocationCondition

4.86 out of 5 average rating, 138 reviews

20 Min Disneyworld Race Car Castle Beds Pool Slide

Enjoy the magical world of Disney with themed rooms for every land and colorful decor. You will have access to amazing resort amenities like a lazy river, pool, hot tub, waterslide, arcade and more. 15 Miles to Disney World Parks 20 Miles to Universal Studios 20 Miles to Sea World 30 Miles to Legoland We want to help you pack light and provide these things for your family: ☀2 Pack n' Plays ☀Baby gates installed ☀High Chair ☀Stroller

FamilyLocationLong stay

A balcony area features dark blue cushioned seating and a wooden coffee table. A view of a calm lake is visible beyond the railing, under a sky filled with scattered clouds.

4.9 out of 5 average rating, 247 reviews

*Free Early Check ins / Late Check outs*

Welcome to your perfect Orlando getaway! This cozy 2-bedroom, 2-bath apartment is located in the beautiful Storey Lake Resort, just minutes from Disney, Universal, SeaWorld, shopping, and restaurants. Enjoy a fully equipped kitchen, Smart TVs, high-speed Wi-Fi, and relaxing lake views. Guests have access to pools, lazy river, water slides, fitness center, mini golf, and more. Perfect for families, couples, and vacationers!

FamilyValueParking

The living area features a spacious seating arrangement with a gray sofa facing a flat-screen TV. A modern dining table set with orange and gray chairs is positioned nearby, set with dining ware. Large windows provide natural light, with access to a balcony overlooking greenery.

4.86 out of 5 average rating, 188 reviews

Cozy 3 BR Apartment - Near Disney! Pool Onsite

Lovely 3-bedroom, 2-bathroom full apartment in gated community with beautiful pool in Kissimmee, FL. It is just 10mins away from most theme parks. Stay at our lovely, peaceful and cozy apartment while you enjoy of the beauty of Orlando, FL and the amusement of the Disney parks. Enjoy our spacious bedrooms, entertainment in each room (Netflix, Disney+, Roku included), Wi-Fi, and fully equipped kitchen.

FamilyLocationWalkability

4.9 out of 5 average rating, 68 reviews

Disney Escape | Resort Pools & Tennis | Sleeps 6+

Welcome to your relaxing getaway in Kissimmee, Florida, USA, located inside the beautiful gated Lake Berkley Resort, just minutes from Walt Disney World®, Universal Orlando Resort™, SeaWorld®, shopping, dining, and championship golf courses. Whether you're visiting with family, friends, or working remotely, this spacious home offers the perfect balance of comfort, convenience, and resort-style amenities.

LocationFamilyNearby

Popular amenities for Kissimmee vacation home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly vacation home rentals

A themed bedroom features two twin beds dressed in black and white bedding, complemented by red accents. Mickey Mouse artwork adorns the walls, while plush Mickey toys are placed on the beds. A desk lamp and storage unit are visible, adding to the overall playful atmosphere.

4.86 out of 5 average rating, 51 reviews

Mickey’s Haven 5 Bdrm/4 Bath in Solterra #2355

FamilyLocationSleep quality

An aerial view captures the vibrant clubhouse area surrounded by well-maintained landscaping. Multiple pools and water features are visible, alongside shaded seating areas. Mini-golf and a playground can be seen to the left, while lush greenery frames the scene, offering a serene recreational space.

4.74 out of 5 average rating, 92 reviews

Enjoy all of what Orlando has to offer!

ValueLocationQuiet

A playful themed bedroom features a bunk bed alongside a vibrant mural of a dragon and a treasure-filled cave. An inviting game room is equipped with a foosball table and colorful LED lights, fostering a lively atmosphere for entertainment. An aerial view reveals a large lagoon-style pool surrounded by palm trees, integrating leisure and relaxation.

4.96 out of 5 average rating, 73 reviews

Family Friendly Home| Disney |Solara Resort w/Pool

FamilyLocationShared spaces

A modern two-story home is showcased with a spacious driveway and a brick-paved exterior. Large windows allow natural light to flood the interior. Lush greenery surrounds the property, enhancing the inviting curb appeal.

4.97 out of 5 average rating, 93 reviews

Beautiful 6 Bedroom Villa with pool near disney

LocationFamilyGrill

The exterior of the home reveals a two-story structure with a light-colored facade and a shingled roof. A paved driveway leads to a white garage door. Lush green grass and landscaped shrubs line the front, complemented by palm trees flanking the entrance.

4.91 out of 5 average rating, 58 reviews

Beautiful 6-bedroom home near Disney

ValueFamilyWalkability

A spacious two-story home is depicted, featuring a well-manicured front lawn with decorative plantings. Large windows and a modern entrance accentuate the clean lines of the architecture. The driveway leads to a two-car garage, providing ample parking options.

4.98 out of 5 average rating, 61 reviews

Encore Luxe 9BR, Home Theater, Private Pool & Spa

FamilyLocationAccuracy

4.65 out of 5 average rating, 26 reviews

My Home in Orlando

FamilyValueGetting around

The exterior of a bright yellow house is depicted, featuring a welcoming entrance with arched windows and a covered porch. A two-car garage with a beige door is visible, and lush palms flank the front yard, which is neatly maintained with green grass.

4.71 out of 5 average rating, 38 reviews

Magical 4 Bedroom 3 Bath Pool House near Disney

FamilyLocationSleep quality

Vacation home rentals with a patio

Vacation home in Clermont

The exterior of the villa is showcased, featuring a well-maintained lawn with lush greenery and palm trees. A paved driveway leads to a double garage, while the light-colored façade of the house is complemented by a welcoming front entrance.

4.88 out of 5 average rating, 43 reviews

Family Vacation Villa Near Disney World Sleeps 10

ValueFamilyParks

A well-maintained two-story house stands on a landscaped lot, featuring stone accents and a spacious driveway. Large front windows allow natural light to brighten the exterior, and palm trees are positioned nearby, contributing to the appealing curbside view.

5.0 out of 5 average rating, 3 reviews

Elegant 6-Suites Home in Encore Reunion

FamilyLocationHot tub

Vacation home in Clermont

A spacious two-story home is featured with a red-tiled roof and light-colored exterior walls. The property is surrounded by well-maintained landscaping, including palm trees and shrubs. A two-car garage is visible, and a welcoming porch area is accessible from the front entry.

4.78 out of 5 average rating, 32 reviews

LUXURY VACATION LIFE STYLES WITH POOL AND HOT TUB

ValueFamilyHot tub

A well-maintained two-story home features a green exterior complemented by palm trees in the landscaping. The driveway is spacious, leading to a two-car garage with a simple, welcoming entrance adorned by a front door and sidelights.

4.93 out of 5 average rating, 27 reviews

Stylish 5 Bed/4 Bath Pool Home, Games Room, Resort

FamilyValueKitchen

Vacation home in Clermont

4.49 out of 5 average rating, 98 reviews

Amazing 4 Bedroom (6 beds), w pool, by Disney

ValueLocationIndoor spaces

Resort Westgate, Central a parques Disney.

The exterior showcases a modern condo with a two-car garage, surrounded by vibrant greenery. Inside, a spacious living area is filled with comfortable seating and art pieces on a light-colored wall. A tranquil bedroom features a four-poster bed, and the resort amenities display an expansive pool area with various aquatic features.

4.82 out of 5 average rating, 128 reviews

Walk to WaterPark!- Townhouse @Championsgate

FamilyLocationOutdoor spaces

4.91 out of 5 average rating, 65 reviews

Family Fun 4-Bedroom Resort Home *PRIVATE POOL*

ValueLocationLayout

Vacation home rentals with a washer and dryer

4.68 out of 5 average rating, 66 reviews

A comfortable living area is presented with a gray sofa adorned with a decorative throw pillow that reads 'HOME.' A modern armchair in a geometric pattern complements the space. Large windows allow natural light to fill the room, offering views of the surrounding greenery.

Vacation home in Orlando

47W Great apartment! pool view Free park Disney

ValueLocationComfort

4.86 out of 5 average rating, 28 reviews

Amazing 2 bedroom condo with Water view

FamilyValueParking

4.5 out of 5 average rating, 8 reviews

Happily Ever After Disney Themed Villa - Pool/Spa

LocationFamilyHot tub

4.56 out of 5 average rating, 9 reviews

Gorgeous 4 Bedroom Duplex

FamilyLocationCleanliness

The exterior of the townhouse is highlighted by modern architectural lines and vibrant greenery. A covered balcony is featured on the upper level, with a glass railing offering a view of the landscaped surroundings. Natural stone accents enhance the structure's contemporary look.

4.76 out of 5 average rating, 63 reviews

Lake view townhouse in Magic Village!

LocationFamilyParks

The exterior of the villa is showcased at night, displaying modern architecture with large windows. A well-lit driveway leads to the garage. Lush greenery and planted shrubs enhance the inviting entrance, with clear skies visible above.

4.71 out of 5 average rating, 7 reviews

9 BR Villa in Solara resort 8 mile to Disney

FamilyLocationGetting around

A comfortable living room is illuminated by soft lighting from two table lamps. Two gray sofas are positioned across from each other, accented with decorative pillows. A round mirror and two framed artworks decorate the walls, while large sliding glass doors provide a view of the outdoors.

Vacation home in Orlando

4.68 out of 5 average rating, 93 reviews

Resort style family friendly vacation villa

LocationFamilyCheck-in

The entrance to a gated community is shown, featuring a decorative gate flanked by palms and shrubs. The entrance is framed by a blue sky with scattered clouds, and a sign indicating the community is prominently displayed.