Condo vacation rentals in Kissimmee

4.97 out of 5 average rating, 247 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!

4.98 out of 5 average rating, 140 reviews

Private Rooftop Suite! No resort fees!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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, 236 reviews

3150-303 Condo Resort Water Park Pools 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!

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.

4.86 out of 5 average rating, 136 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!

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.

4.84 out of 5 average rating, 238 reviews

Disney 4 miles NEW * 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.

5 out of 5 average rating, 104 reviews

Cozy Condo at Secret Lake near Disney

Step into our freshly remodeled, cozy 3-bedroom condo—designed with families in mind and just minutes from the enchantment of Disney! Nestled in a quiet, semi-forested area, it offers the perfect retreat to relax and recharge after a fun-filled day at the parks. Enjoy all the modern comforts in a beautifully updated space with stylish touches throughout. Unwind by the resort-style pool, fire up a meal at the charcoal BBQ picnic areas, or lounge under shaded umbrellas.

4.89 out of 5 average rating, 100 reviews

Condo in Davenport

The thrill of 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!

4.94 out of 5 average rating, 181 reviews

A view from the balcony showcases a large, inviting pool surrounded by palm trees and lounge chairs. The pool area is highlighted by decorative landscaping and is set against a backdrop of a multi-story building, reflecting the vibrant atmosphere of the resort.

Condo in Celebration

A1 POOL VIEW-By Disney/Universal/Balcony view

A beautiful suite in the amazing Melia Resort in Celebration Florida! The Airbnb has fantastic views of the pool area from both the bedroom and Livingroom balcony. Your room key grants you access to this secure building as well as your Airbnb. Enjoy lounging around the pool or dining at The Wilson. This quirky, unconventional seaside-inspired bistro is a perfect spot for an easy-going brunch or relaxing dinner after a long day in the Orlando-area theme parks!

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.

4.86 out of 5 average rating, 104 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.

The living area features a comfortable sofa facing a large smart TV mounted on the wall. Natural light enters through windows, enhancing the space. A round coffee table sits in the center, surrounded by potted plants, with a dining area and a modern kitchen visible in the background.

4.93 out of 5 average rating, 215 reviews

Magical Stay Near Disney & ESPN

🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

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.

4.92 out of 5 average rating, 146 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!

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.

4.86 out of 5 average rating, 344 reviews

Westgate Vacation Villas - 1 Bedroom

Offering a 1 Bedroom apartment at Westgate Vacation Villas with King Bed, Sofa Bed and full Kitchen Westgate Vacation Villas comforts of a furnished only home 1 mile from Disney and close to the other Orlando attractions, restaurants and shopping. with studios - 2 bedr'm suites+variety of amenities 14 heated pools + award-winning Drafts Sports Bar & Grill.

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with a pool

Superhost

Condo in Winter Garden

4.69 out of 5 average rating, 13 reviews

Upstay Pet Friendly Condo 6 Minutes from Disney

5 out of 5 average rating, 7 reviews

2 bedroom Balcony King Suite - Lake & Pool view

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.78 out of 5 average rating, 295 reviews

King Bed Small Studio Disney World Universal

A refreshing swimming pool features a large water slide in vibrant green and blue. Palm trees provide shade around the area. Several lounge chairs are positioned beside the pool, inviting relaxation while enjoying the sunny landscape.

4.96 out of 5 average rating, 164 reviews

Luxurious Spot 10 Mins Away to Most Attractions!!!

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, 136 reviews

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

4.95 out of 5 average rating, 20 reviews

Condo in Davenport

Cozy condo in waterpark resorts and golf course

A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water reflects the sunlight, while shaded cabanas with white roofs provide relaxing spots for guests. The rock formations enhance the natural ambiance around the inviting pool.

4.92 out of 5 average rating, 119 reviews

A 3BR Resort Style Divine Getaway Near Theme Parks

A comfortable living area features a spacious gray sectional couch paired with an ottoman, creating a welcoming seating arrangement. Two framed artworks adorn the walls, while a red tray with snacks is placed on the ottoman. The open layout connects to a modern kitchen area with bar seating.

4.98 out of 5 average rating, 81 reviews

*Pristine* Condo minutes from Disney & more!

Condo rentals with a hot tub

4.93 out of 5 average rating, 134 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

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.

4.97 out of 5 average rating, 151 reviews

Marriott Sabal Palms 2BD Villa

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, 108 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

4.92 out of 5 average rating, 168 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Superhost

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, 243 reviews

Family Friendly I Mins from Disney I Resort Pool

A spacious living area is highlighted by large arched windows that allow natural light to illuminate the room. A comfortable sectional sofa is arranged around a round coffee table, with a modern entertainment unit featuring a large wall-mounted TV. The neutral color palette enhances the relaxed atmosphere.

4.93 out of 5 average rating, 438 reviews

Fully Renovated 3/2 Villa close to Disney parks

4.87 out of 5 average rating, 112 reviews

A dining area features a round table set with white plates and glasses, complemented by woven placemats. A cozy seating area with a brown leather couch and decorative pillows is visible, alongside a large window offering natural light and views of the outdoor space.

Condo in Celebration

Private balcony, Disney under 10 mins, Roku+Cable

A view from the balcony reveals a serene pond bordered by green grass and budding trees. In the background, a fountain adds a gentle touch to the landscape. The scene features well-maintained buildings that create a pleasant residential atmosphere.

4.88 out of 5 average rating, 125 reviews

Luxury 3 Bed/2 Bath Condo 4 miles from WDW

Weekly condo rentals

A bright, modern living area features a comfortable sofa adorned with decorative pillows. Natural light filters through the window, enhancing the open layout that seamlessly transitions to a well-equipped kitchen with a spacious island and three wooden stools.

4.94 out of 5 average rating, 50 reviews

1st floor By Pool, Kids Play area, Close to Disney

4.83 out of 5 average rating, 35 reviews

Our Happy Place

A cozy dormitory space features two bunk beds draped with red fabric. A wooden door leads to the room, where a starry ceiling complements golden light fixtures. A Victorian-style chair and a small trunk add charm, while natural light filters through a window with red curtains.

4.93 out of 5 average rating, 61 reviews

Fully Themed Harry Potter Magical Experience!

5 out of 5 average rating, 7 reviews

Stunning Storey Lake Resort near Disney

5 out of 5 average rating, 10 reviews

206 Lakeview Magic Stay – Mickey & Stitch Rooms

A lazy river flows gently through a landscape of palm trees and lush greenery. Rock formations create a waterfall that cascades into the clear blue water, while comfortable lounge chairs are positioned nearby for relaxation.

4.76 out of 5 average rating, 21 reviews

Walk to Waterpark | 3BR Condo Near Disney

4.93 out of 5 average rating, 87 reviews

A spacious living area features modern furnishings in a light color scheme. A large sectional sofa is complemented by a decorative throw. A wall-mounted television displays a colorful animation. Natural light fills the space, highlighting the wooden accent wall.

Condo in Four Corners

Orlando Family Retreat – 3BR Near Parks

A modern living area features a chic futon couch adorned with decorative pillows. A round marble coffee table is positioned at its center, accompanied by a small side table with a lamp. A vibrant pink throw blanket drapes over a comfortable chair, with greenery adding a touch of nature.