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!

4.95 out of 5 average rating, 205 reviews

3161-305 Condo Resort Water Park Pools near Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 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!

4.98 out of 5 average rating, 142 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.

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.

5 out of 5 average rating, 108 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!

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.

4.85 out of 5 average rating, 239 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.

The image showcases four views of the vacation rental. A cozy bedroom features a spacious bed with a plaid blanket. The kitchen displays new appliances, an island with bar stools, and decorative accents. A living area is adorned with a plush sofa and vibrant artwork. A family-friendly bedroom includes colorful bedding with a playful theme.

4.98 out of 5 average rating, 206 reviews

Easy Walk to Pool, Family/Kids Friendly by Disney

Ready to have "The Royal Experience" of your life? Then this is the place for you and your family! Our place is only miles from Disney parks, Old Town and Medieval Times. Quiet and safe area but close to everything and fully remodeled. Very spacious with a large living room, TVs in all bedrooms, fully equipped kitchen, nice deck for the evenings relaxation, assigned parking and much more. We have made sure we got all you need for a perfect vacation and You will be glad you chose us.

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, 101 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!

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.

A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.

4.89 out of 5 average rating, 190 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

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!

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with a pool

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.

4.95 out of 5 average rating, 183 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

5 out of 5 average rating, 11 reviews

206 Lakeview Magic Stay – Mickey & Stitch Rooms

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, 82 reviews

*Pristine* Condo minutes from Disney & more!

A spacious bedroom features a large bed with white linens, complemented by bedside tables with lamps. A ceiling fan is mounted above, and large windows with elegant curtains allow natural light to illuminate the room. A decorative globe and a bench provide additional accents.

5 out of 5 average rating, 19 reviews

Pet Friendly Reunion Condo Minutes from Disney!

A modern living room is highlighted by ceiling lights and spacious seating, complemented by a dining table. Large glass doors provide a view to the outdoor space, enhancing natural light. The space reflects a contemporary design with neutral tones and tasteful decor.

4.94 out of 5 average rating, 82 reviews

Go to Disney, Spacious 4 Bdrm Resort Condo

5 out of 5 average rating, 4 reviews

2 Balcony Penthouse/ Disney Firework & Lake View

A cozy living area is presented, featuring a brown sofa adorned with decorative pillows. Colorful wall art, including Mickey Mouse themes, complements the bright space. A stylish dining table and chairs are visible in the background, alongside a well-equipped kitchen with modern appliances.

4.97 out of 5 average rating, 67 reviews

1 Mile Disney Area + EPIC & Universal Free Shuttle

5 out of 5 average rating, 3 reviews

Whisper getaway 3 bed vacation condo

Condo rentals with a hot tub

4.94 out of 5 average rating, 235 reviews

Andy's Toy Chest at Resort Minutes from Disney!

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, 297 reviews

King Bed Small Studio Disney World Universal

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, 258 reviews

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

A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.

4.96 out of 5 average rating, 176 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

A modern living area features a spacious layout with large windows showcasing expansive lake views. A comfortable blue chair sits next to a small table, and a sleek couch complements the light-colored walls. The area is illuminated by natural light, creating a bright atmosphere.

4.92 out of 5 average rating, 131 reviews

2-bedroom condo w/ stunning lake and Disney views

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

The image features a spacious bedroom with two separate sleeping areas. One side includes a yellow-accented bed, while the other is themed with a starry wall mural. Light-colored tile flooring enhances the bright atmosphere, complemented by ample natural light from the nearby window.

4.82 out of 5 average rating, 212 reviews

Resort-Style Condo with free Waterpark!

4.93 out of 5 average rating, 259 reviews

DisneyWorld - 10min!Perfect 3brm Family Condo

Weekly condo rentals

4.71 out of 5 average rating, 14 reviews

Condo in Winter Garden

Upstay Pet Friendly Condo 6 Minutes from Disney

The living room features a comfortable sofa and a chair, complemented by a coffee table and a dining area with six black chairs. An arcade game can be seen in the corner, while sliding glass doors provide natural light and access to the outside balcony.

4.68 out of 5 average rating, 188 reviews

★5 Star Disney/Potter Villa w/Balc View & Arcade★

5 out of 5 average rating, 15 reviews

*NEW* Beautiful Condo at Windsor Palms Resort

A bright bedroom features a spacious bed with light bedding and plush decorative pillows. Two bedside lamps provide soft lighting. Three abstract art pieces in muted tones are arranged above the bed, and soft curtains frame the window, allowing natural light to enter the room.

4.91 out of 5 average rating, 56 reviews

Modern & Cozy 3BR Near Disney + Pool Family Ready

4.98 out of 5 average rating, 46 reviews

3BR Champions Gate Condo • Resort Access, Sleeps 9

5 out of 5 average rating, 8 reviews

Stunning Storey Lake Resort near Disney

4.97 out of 5 average rating, 61 reviews

Why book a hotel when you can have a whole condo !

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.