Condo holiday rentals in Kissimmee

4.97 out of 5 average rating, 256 reviews

Perfect for Two Families • Sleeps 8 • Top Location

Guests love this home! It’s usually fully booked! Location is incredible! Heart our property and save it to your wishlist! 9 min - Hollywood Studios (6 mi) 10 min - Animal Kingdom (8 mi) 12 min - Disney Springs (5 mi) 15 min - Magic Kingdom (10 mi) 30 min - Universal Studios (12 mi) 30 min - Orlando International Airport (17 mi) 8 min - The Factory Outlets Just 3’ from Walmart, Publix, and a big strip mall full of restaurants, grocery stores, and shopping! Experienced host, 10 years on Airbnb!

An aerial view captures a large swimming pool curving gracefully, surrounded by palm trees and lounge chairs. Adjacent to the pool, a kiddie pool is visible. The tranquil waters of Lake Bryan glimmer in the background, bordered by lush greenery.

4.95 out of 5 average rating, 132 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

4.91 out of 5 average rating, 173 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

4.87 out of 5 average rating, 142 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

A spacious outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. The shimmering water reflects the clear sky. In the background, the serene Lake Bryan and a wooden pier are visible, contributing to the tranquil lakefront setting.

4.97 out of 5 average rating, 437 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

4.93 out of 5 average rating, 198 reviews

*Sunset Golf Views, Reunion Resort, Pools, Disney

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

4.87 out of 5 average rating, 105 reviews

Magical Disney's Minion themed & Water View 3161

Indulge in our magical vacation homes, fully equipped for your comfort. With spacious bedrooms & full equiped kitchens, just minutes from Disney's theme parks. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Craft unforgettable memories with loved ones at Disney World. For extended stays of a month or more, enjoy an even greater 10% discount as part of our long-stay offer. (Discount will apply on selected stays) Reserve now! we would love to be your host!

An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.

4.87 out of 5 average rating, 184 reviews

3171-107 Resort Lake View Disney Universal Orlando

Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

A vibrant bedroom features two spacious beds dressed in soft linens. The walls are adorned with a colorful underwater mural, depicting a mermaid and various marine life. Subtle blue lighting enhances the whimsical atmosphere, while a lamp on a nightstand adds a warm touch.

4.94 out of 5 average rating, 186 reviews

302_10 Pixie Dust Paradise - 10 min from Disney

A Magical Stay for the Whole Family! Welcome to your family's happy place near Disney! Our 3-bedroom apartment is cozy, kid-friendly, and fully stocked with everything you need to feel right at home. Whether you're starting your day with excitement or coming back from the parks with tired little feet, this is the perfect place to relax and recharge. And guess what? The waterpark is FREE and super fun—a splash-tastic way to end your day with big laughs and happy memories!

4.83 out of 5 average rating, 139 reviews

Cozy space 5/10 universal & epic

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

4.88 out of 5 average rating, 108 reviews

A scenic resort pool area is surrounded by lush palm trees and vibrant landscaping. Lively orange umbrellas provide shade over lounge chairs, while a clear blue sky and wispy clouds create a bright atmosphere. The inviting heated pool beckons for relaxation.

Condo in Davenport

A luxurious living just 15 min/Disney

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

4.86 out of 5 average rating, 113 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.

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.92 out of 5 average rating, 13 reviews

Mickey's Dream * Themed Game Area 2 BR

4.92 out of 5 average rating, 60 reviews

Cozy Family-Friendly Condo Near Disney + Pools 3BR

4.9 out of 5 average rating, 67 reviews

Coconut Palms: 10 Minutes from Disney! (2nd Floor)

4.85 out of 5 average rating, 54 reviews

Airy 3BR•Near Disney•Pool•Wi-Fi

5 out of 5 average rating, 25 reviews

Lake & Pool View 3BR Condo • Spacious Near Disney

An aerial view showcases a community pool surrounded by lush tropical landscaping. Several lounge chairs are arranged near the water, while colorful canopies provide shade. Towering palm trees enhance the inviting atmosphere, creating a serene environment for relaxation and leisure.

4.95 out of 5 average rating, 79 reviews

Elegant 3BR Condo Near Disney w/ Pool

4.94 out of 5 average rating, 70 reviews

Condo in Four Corners

Guest favorite! Near Disney

5 out of 5 average rating, 11 reviews

Beautiful 2BR Condo with Great Views on Resort

Pet-friendly condo rentals

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 120 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.81 out of 5 average rating, 129 reviews

wonderful apt remodeled in the heart of Disney

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.92 out of 5 average rating, 156 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

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.

4.83 out of 5 average rating, 252 reviews

Family Friendly I Mins from Disney I Resort Pool

A modern living area is presented with a dining table and four chairs positioned beside a kitchenette. A green sofa adds a pop of color, while large windows provide ample natural light. The space opens to a bedroom area, creating an inviting atmosphere.

4.88 out of 5 average rating, 435 reviews

Family Apartment Near to Disney Orlando Universal

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

4.87 out of 5 average rating, 517 reviews

Westgate Vacation Villas - 1 Bedroom

A modern living area is showcased with a sectional sofa, lounge chairs, and a coffee table. Open shelving displays decorative items. The kitchen area is visible in the background, featuring pendant lighting and sleek appliances. Natural light enhances the neutral tones of the space.

4.93 out of 5 average rating, 164 reviews

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking

Superhost

The vibrant pool area is framed by tall palm trees and features a clear blue water surface. Loungers and umbrellas are positioned around the pool, with a fountain visible in the background, creating a relaxing outdoor space.

4.82 out of 5 average rating, 187 reviews

Disney Adorable Condo in the heart of it ALL! 1/1

Condo rentals with a pool

4.81 out of 5 average rating, 159 reviews

Fun Escape/ Lakeview, Clubhouse & Waterpark Access

4.88 out of 5 average rating, 144 reviews

Decadent Penguin - Storey Lake by Shine Villas

4.9 out of 5 average rating, 99 reviews

Luxury PH Direct Disney Fireworks View from Apt

5 out of 5 average rating, 12 reviews

Stunning Storey Lake Resort near Disney

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, 249 reviews

Modern Apartment with lake view Close to Disney

The image displays a resort pool area surrounded by palm trees and lush greenery. Lounge chairs are positioned near the water, with colorful umbrellas providing shade. Warm evening light highlights the modern clubhouse in the background, enhancing the tranquil setting.

4.87 out of 5 average rating, 143 reviews

8-108 Legacy Dunes, Lake View, Close to Disney

The exterior of the resort features multiple levels, surrounded by lush greenery and tall palm trees. A paved walkway leads through the vibrant landscaping, creating a welcoming atmosphere. Bright blue skies and scattered clouds enhance the tropical ambiance.

4.82 out of 5 average rating, 1,198 reviews

Club Wyndham Cypress Palms Two Bedroom Suite

A large resort pool area features a pirate-themed ship, surrounded by lush palm trees and tranquil water. Sun loungers are arranged around the pool, with guests enjoying the space. A nearby pond and green landscaping enhance the serene outdoor setting.