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Condo vacation rentals in Winter Springs

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Top-rated condo rentals in Winter Springs

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Top guest favorite
Condo in Kissimmee
4.95 out of 5 average rating, 209 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!

Top guest favorite
Condo in Orlando
4.98 out of 5 average rating, 143 reviews

Private Rooftop Suite! The best of the best

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.

Guest favorite
Condo in Orlando
4.95 out of 5 average rating, 130 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.

Guest favorite
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
4.87 out of 5 average rating, 112 reviews

Private balcony, Disney under 10 mins, Roku+Cable

Stay less than 10 mins away from Disney World! You'll be close to unique restaurants, shopping, and many other exciting theme parks. When you take a break from all that Orlando has to offer, you'll be relaxing inside your newly renovated condo. You'll have access to the gorgeous pool, hot tub, and restaurant, along with several fun activates spread throughout the property making those "take it easy" days just as enjoyable. Resort amenities but with the benefits of an owner's attention and care.

Top guest favorite
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.
Condo in Orlando
4.96 out of 5 average rating, 112 reviews

Penthouse Lakeview Minutes to Disney/ Universal

Top floor (21st) PENTHOUSE condo with King bed/ 2 full bathrooms, Full Kitchen & washer/dryer. Sleeps 6. Minutes to Disney & Universal. Penthouse has extra large private balcony with Spectacular LAKE-VIEW. Wood-look tile floors throughout & custom electric fireplace with 65” smart tv. Updated kitchen with granite & SS appliances. Full size washer & dryer. Twin bunkbeds in hallway cove (top bunk has own tv) & super comfy memory foam pullout-sofa in living room. Access to all resort amenities.

Guest favorite
The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.
Condo in Orlando
4.95 out of 5 average rating, 227 reviews

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

2 KING/ 2 BATH/ 2 BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney, 15 min. for Universal, 25 min. to Downtown Orlando, and 1 hr to the beach. From the 12th floor unit, you can enjoy the sunrise over Lake Bryan in the morning and sunset - book the extra day, you’re gonna wish you did. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Unit is fully equipped and very luxurious. Parking included in price and there are NO ADDITIONAL RESORT FEES.

Top guest favorite
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.
Condo in Orlando
4.95 out of 5 average rating, 101 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.

Top guest favorite
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.
Condo in Kissimmee
4.98 out of 5 average rating, 207 reviews

Stylish Condo Pool, Family/Kids Disney Themed

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.

Top guest favorite
A spacious kitchen features light grey cabinetry with a double sink, stainless steel appliances, and a breakfast bar with seating. The open layout allows for a view into a dining area illuminated by natural light, accentuated by a chandelier and decorative wall art.
Condo in Orlando
4.98 out of 5 average rating, 102 reviews

Vista Cay 3 Bedrooms Theme Parks Convention Center

Vista Cay 3 Bedrooms 2 Full Bathrooms large private home in Orlando, Florida. Beautiful grounds located less than a mile from International Drive and the Convention Center, and just 12 minutes to Disney. Universal Studios is 4.7 miles away. SeaWorld Orlando is 2 miles away. The new Epic Universe and Shingle Creek Golf Resort are across the street. Walk to the large Publix grocery store, restaurants, and shops. Ground floor easy in and out, Free parking in front of your home.

Top guest favorite
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.
Condo in Orlando
4.95 out of 5 average rating, 174 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 :)

Guest favorite
A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.
Condo in South Eola
4.96 out of 5 average rating, 169 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

Rooftop Deck with Skyline Views - Free Downtown Parking - Free EV Charging - Fast WiFi Lots to love about this condo! We are just four blocks from Lake Eola. Plenty of great restaurants and nightlife options close, yet we are just far enough from the noise and traffic of downtown to enjoy some quiet too. Walk to Grocery Store (Publix), Fine Dining, Bars, Clubs, Performing Arts Center, Lake Eola Farmer's Market, Kia Center Concerts and Sporting Events and more!!!

Guest favorite
Condo in Davenport
4.87 out of 5 average rating, 103 reviews

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!

Popular amenities for Winter Springs condo rentals