Condo vacation rentals in Kissimmee

4.97 out of 5 average rating, 264 reviews

Ideal 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 open dining area showcases a wooden table set for six with stylish plates and glasses. Adjacent to the dining space, a comfortable living area features a light blue sofa adorned with colorful pillows and a mounted flat-screen TV. Large sliding glass doors reveal a view of the outdoor space.

4.9 out of 5 average rating, 174 reviews

3191-204 Resort Lake View Disney Universal Orlando

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!

4.91 out of 5 average rating, 179 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!🏰✨

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

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 living area features a large sectional sofa adorned with decorative pillows, positioned opposite a flat-screen TV on a modern console. Natural light enters through large windows, highlighting the open kitchen with wooden cabinetry and dining space. Decorative artwork adds a touch of color to the neutral walls.

4.95 out of 5 average rating, 108 reviews

Renovated Condo 2 miles away from Disney Pool view

Welcome to our Orlando getaway! We’re Patricia and Fahem, esteemed Super hosts committed to curating an exceptional stay for our guests. Nestled in the heart of Orlando our condo offers comfort, style, and easy access to an array of family-friendly attractions. Our space is designed to cater to families, couples, or solo adventurers eager to explore the diverse attractions Orlando has to offer. Beyond the magic of Disney, discover a world of excitement at other nearby family-friendly spots.

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, 250 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.

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, 444 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.

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)

4.83 out of 5 average rating, 150 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!!

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, 120 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, 217 reviews

Magical Disney Retreat | Near ESPN | Pool | 3BR

🏰 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!

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, 122 reviews

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

This modern 3-bedroom luxury condo 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.

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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, 350 reviews

Beautiful Beach Style Condo minutes from Disney

4.95 out of 5 average rating, 137 reviews

Modern Lake view Condo 1 mile from Disney

5 out of 5 average rating, 114 reviews

Cozy Condo at Secret Lake near Disney

Aerial view of the resort’s expansive pool area features a lazy river, multiple waterslides, and designated lounge spaces among lush landscaping. Vibrant blue poolside chairs are arranged around the large pool, while various amenities and activities are visible in the surrounding area.

4.81 out of 5 average rating, 273 reviews

*Water park!*Resort Villa! close to parks!

A modern kitchen space is highlighted, featuring stainless steel appliances, white cabinetry, and a large island with seating for three. A dining area with a round table accommodates four, illuminated by soft overhead lighting. Neutral tones and textured tiles create a clean and open atmosphere.

4.94 out of 5 average rating, 248 reviews

BRAND NEW CONDO- 2 BR 2 Bath-Great location!

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, 136 reviews

A 3BR Resort Style Divine Getaway Near Theme Parks

4.89 out of 5 average rating, 186 reviews

Family Fun Condo: Free Water Park, Mins to Disney

An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.

4.94 out of 5 average rating, 182 reviews

O-Gated Resort-5 miles to Disney-2 FREE Water Park

Pet-friendly condo rentals

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.

4.93 out of 5 average rating, 105 reviews

Elegant Retreat near Disney

4.88 out of 5 average rating, 112 reviews

Condo in Davenport

Luxurious living just 15 min/Disney

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.

4.95 out of 5 average rating, 127 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.87 out of 5 average rating, 142 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Condo in Celebration

Pet Friendly in Orlando Area near Disney.

An open-air tiki bar is visible near the pool area, featuring a vibrant blue wall adorned with tropical decorations. The bar is equipped with a dark countertop, and barstools are arranged for seating. Guests can be seen interacting with staff behind the bar.

4.91 out of 5 average rating, 245 reviews

Tiki bar | 15 minutes to Disney

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, 428 reviews

Newly Renovated Condo near Disney!

A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.91 out of 5 average rating, 140 reviews

Home away from home for the Parks!

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.

4.84 out of 5 average rating, 267 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

Condo rentals with a pool

Aerial view of the resort shows a lush, tropical landscape with multiple swimming pools surrounded by palm trees. Colorful two-story condos are visible in the background, conveying a relaxed community setting. The central lagoon features serene waters, enhancing the resort's appeal.

4.93 out of 5 average rating, 264 reviews

Family Fun near Disney! 2BR+Loft; 5 Pools/MiniGolf

5 out of 5 average rating, 3 reviews

Ground Floor-Disney Area Villa - Pool & Water View

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.

4.94 out of 5 average rating, 64 reviews

Fully Themed Harry Potter Magical Experience!

The illuminated pool area features clear blue water reflecting the vibrant colors of dusk. Surrounding palm trees create a tropical ambiance, while lounge chairs are arranged nearby. The serene waterfront view highlights the transitioning sky, offering a peaceful retreat at twilight.

4.93 out of 5 average rating, 60 reviews

Stunning waterfront Views 1 mile to Disney 2 bath

4.96 out of 5 average rating, 23 reviews

Magical Getaway • 10 Min to Disney • Pool & Resort

4.8 out of 5 average rating, 82 reviews

Condo in Osceola County

Resort Champions Gate 2 Bd/2Bh - Golf view

5 out of 5 average rating, 11 reviews

Beautiful 2BR Condo with Great Views on Resort