Condo holiday rentals in Kissimmee

The modern living area features a spacious gray sectional sofa accented by colorful cushions. A minimalist coffee table is positioned centrally, and large sliding glass doors provide a view of the outdoor space, allowing natural light to fill the room. Light-colored cabinetry and appliances are visible in the kitchen area.

4.93 out of 5 average rating, 258 reviews

3150-303 Resort Condo w/ Water Park Near Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

LocationValueRiver

A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.

4.89 out of 5 average rating, 171 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

Newly Remodeled Mickey-Themed Apartment – Perfect for Your Getaway! Experience the magic in our beautifully remodeled apartment, designed to make you feel right at home! Whether you're visiting the parks or exploring Orlando, our space offers everything you need for a comfortable and unforgettable stay. Plus, enjoy free access to an exciting waterpark—the perfect way to relax and cool off after a day of adventure. And don’t miss the breathtaking fireworks featuring Mickey's Bedroom (LED Lights)!

LocationValueComfort

Aerial view of a resort-style pool area features winding lazy river and miniature golf course set amidst lush greenery and palm trees. Bright blue water complements the surrounding landscaping, with lounge chairs and umbrellas positioned for relaxation. A community building is visible in the background.

4.97 out of 5 average rating, 121 reviews

Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney

*BRAND NEW CONDO* This penthouse vacation condo offers stunning pool views, accessible via an elevator, is ideally situated just moments away from Walt Disney World, restaurants and shops. Boasting 2 bedrooms, 1 KidsRoom and 2 bathrooms, it's the ultimate family retreat, ensuring a magical vacation. Inside, you'll find a dedicated Kids' Room and an exciting Arcade, while the kitchen adds to the fun with its unique features, including a Waffle bar and Popcorn corner for the whole family to enjoy!

FamilyLocationLong stay

Superhost

An aerial view of the scenic waterpark features winding lazy rivers, vibrant water slides, and lush palm trees. Sun loungers are arranged along the edges, offering a relaxing spot to unwind. A serene lake reflects the blue sky, enhancing the resort-like ambiance.

4.83 out of 5 average rating, 253 reviews

Disney 4 miles * Heated LazyRiver & Pool* 2B/2B

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

LocationValueHeating

4.9 out of 5 average rating, 127 reviews

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

FamilyLocationBathroom

An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.

4.88 out of 5 average rating, 323 reviews

Marvelous apartment near Disney first floor

Indulge in opulent living at our exquisite Orlando apartment, strategically located for your convenience. Step into a culinary haven with a granite kitchen and gleaming tile floors, where the art of cooking meets elegance. This first-floor retreat boasts not one but two master bedrooms, each meticulously designed for maximum comfort. The entire space is adorned with a fresh coat of paint, enhancing the ambiance of sophistication. Our home invites you to the luxury experience.

ValueLocationGetting around

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.

4.95 out of 5 average rating, 190 reviews

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

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

LocationValueComfort

A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.

4.85 out of 5 average rating, 123 reviews

Disney Retreat

Experience the Ultimate Disney Getaway in Our Newly Remodeled Master Suite! Welcome to your dream vacation, just 15 minutes from Disney World and 30 mins from MCO! Our apartment offers a luxurious and family-friendly retreat close to Orlando's major attractions. The spacious master bedroom comfortably accommodates 2 guests, with room for 2 more in the living area. pull out queen bed Enjoy a world of comfort and convenience with our wealth of amenities.

ValueFamilyDecor

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.91 out of 5 average rating, 162 reviews

Modern Condo with Lake View Near Disney 3151

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

FamilyValueAccess

4.97 out of 5 average rating, 265 reviews

Near Disney • 4BR • Perfect for Families

Guests love this home! It’s usually fully booked! Location is incredible! Heart our property and save it to your wishlist! IMPORTANT: parking available only for one car. 9 min - Hollywood Studios (6 mi) 10 min - Animal Kingdom (8 mi) 12 min - Disney Springs (5 mi) 15 min - Magic Kingdom (10 mi) Just 3’ from Walmart, Publix, and a big strip mall full of restaurants, grocery stores, and shopping! Experienced host, 10 years on Airbnb!

ValueLocationAccuracy

Superhost

4.85 out of 5 average rating, 105 reviews

Andris Luxury Homes Modern 1BR/1ba

Andris Luxury Homes This unique has a style all in its own. This beautiful condo Bali styles condo on its proximity to the world-famous Disney Parks (10 minutes away) and near to Hollywood Studio, Animal Kingdom, Epcot, Island Of Adventure, Volcano Bay, Blizzard Beach, Typhoon lagoon, Aquatica, Sea World, Universal Studio, Island of Adventure, Legoland, Publix, Walmart, and many restaurants are less than 5 miles away.

FamilyValueAccuracy

4.84 out of 5 average rating, 108 reviews

Disney Dream getaway! 9 min to the parks!

Come enjoy your dream vacation on this charming, beautiful and cozy apartment near all Disney Parks. Enjoy and relax at the clubhouse with a heated pool and other amenities. Located at Oakwater resort just 2.4 miles from Disney property, as well as many golf courses and other attractions. Our unique villa is the perfect spot for families who wants to enjoy the parks and the beautiful city of Orlando!

ValueLocationQuiet

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The exterior of the condo is shown, featuring a well-maintained two-story building surrounded by lush green landscaping. Palm trees and shrubs are visible in the foreground, enhancing the serene atmosphere of the neighborhood. A parking area is seen with several vehicles parked nearby.

4.8 out of 5 average rating, 186 reviews

Comfortable & Spacious 2 Beds - 2 baths townhouse

LocationFamilyCheck-in

4.83 out of 5 average rating, 156 reviews

Cozy space 5/10 universal & epic

LocationValueHospitality

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 448 reviews

Waterfront Resort Condo near Disney & Universal

FamilyValueParks

The resort features a spacious pool area surrounded by tropical landscaping and palm trees. The swimming pools are designed for relaxation and play, with a lagoon and lounging areas along the water's edge, complemented by vibrant pastel buildings in the background.

4.96 out of 5 average rating, 271 reviews

Loft w/Queen Bed, 1503ft², 5 Pools/Slide nr Disney

ValueLocationHospitality

A spacious living area features two light blue sofas with orange accent pillows, positioned around a wooden coffee table. A decorative wall clock and art pieces add character, while a glimpse of the kitchen is visible in the background, showcasing modern appliances and an inviting atmosphere.

4.9 out of 5 average rating, 351 reviews

Beautiful Beach Style Condo minutes from Disney

ValueFamilyParking

4.87 out of 5 average rating, 454 reviews

Gated community, 5 miles from Disney

LocationValueDecor

A modern dining area is featured, with a glass-top table and six white chairs. A mirrored wall reflects the light, while a bouquet of orange flowers occupies the center of the table. A kitchen with light cabinetry is visible in the background.

4.98 out of 5 average rating, 256 reviews

Modern Apartment with lake view Close to Disney

FamilyValueAccuracy

The open living and dining area features a large L-shaped sofa and a glass table, with natural light flowing through French doors. A wall mural showcases a Star Wars theme, while the private balcony offers expansive views of the Arnold Palmer PGA golf course and sunset skies.

4.92 out of 5 average rating, 123 reviews

Gorgeous Views: Golf Front, StarWars, XBox, 2Pools

ValueFamilyAir conditioning

Pet-friendly condo rentals

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.85 out of 5 average rating, 273 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

LocationValueLaundry

4.93 out of 5 average rating, 145 reviews

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

Condo in Celebration

Pet friendly Orlando area near ESPN Center

LocationFamilyCheckout

4.88 out of 5 average rating, 115 reviews

Condo in Davenport

Luxurious living just 15 min/Disney.

LocationValueCondition

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

4.86 out of 5 average rating, 112 reviews

Wonderful apartment close to Disney • 3bed • 2bath

LocationFamilyKitchen

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.

4.9 out of 5 average rating, 712 reviews

Westgate Palace Resort 2 bedroom

ValueLocationCheck-in

A modern kitchen is equipped with stainless steel appliances and white cabinetry. A spacious island offers additional seating. The open layout connects to a comfortable living area, featuring a light-colored couch and a flat-screen television mounted on the wall, with warm wood flooring throughout.

4.94 out of 5 average rating, 108 reviews

Elegant Retreat near Disney

FamilyLocationCheckout

A themed room is showcased with stone-accented walls and decorative portraits. A cozy electric fireplace adds warmth, while a vibrant bedspread displays a whimsical design. Two lanterns provide gentle lighting, and large windows with blinds invite natural light into the space.

4.91 out of 5 average rating, 134 reviews

Your Magical Adventure min to Theme Parks

FamilyValueIndoor spaces

A serene bedroom features a plush, spacious bed adorned with a floral-patterned comforter. Natural light floods the room through large windows, while two bedside tables with lamps provide soft illumination. A decorative wall mirror and neutral-toned decor enhance the inviting atmosphere.

4.87 out of 5 average rating, 430 reviews

Newly Renovated Condo near Disney!

FamilyValuePets

Condo rentals with a pool

4.97 out of 5 average rating, 212 reviews

Condo in Four Corners

Orlando Fun: Minutes to Disney and Margaritaville

FamilyValueWalkability

An aerial view of the resort reveals a beautifully landscaped area with palm trees and pathways. The inviting outdoor pool is surrounded by lounge chairs, while nearby, a serene waterway meanders through the lush green landscape. The villas are nestled harmoniously among the greenery.

4.96 out of 5 average rating, 161 reviews

Marriott Sabal Palms 2BD Villa

ValueLocationWi-Fi

4.95 out of 5 average rating, 138 reviews

Modern Lake view Condo 1 mile from Disney

LocationFamilyTV

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.87 out of 5 average rating, 148 reviews

Stylish Condo 20 mins to Disney/King Bed

ValueFamilyOutdoor spaces

4.88 out of 5 average rating, 101 reviews

Disney 2BR Condo • Balcony • Storey Lake

LocationValueGetting around

The spacious living and dining area features contemporary furnishings with a large grey sofa accented by colorful cushions. A dining table for six is set nearby, with sunlight pouring through multiple windows, illuminating the open layout that extends to a private balcony.

4.8 out of 5 average rating, 273 reviews

Stunning Sunny Central Condo w/ Pool & Balcony

ValueFamilyNearby

A modern kitchen features stainless steel appliances and white cabinetry, complemented by light grey countertops. A geometric light fixture hangs above the sink area, enhancing the space. The living area is visible in the background, showcasing a blue accent wall and contemporary decor.

4.96 out of 5 average rating, 114 reviews

Resort Oasis Near Disney World

LocationValueParking