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Condo vacation rentals in Winter Springs

Find and book unique condos on Airbnb

Top-rated condo rentals in Winter Springs

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
Condo in Orlando
4.96 out of 5 average rating, 119 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
A large community pool is surrounded by lounge chairs and shaded umbrellas, with clear blue water reflecting the sky. Fenced areas and palm trees offer a serene environment, while a peaceful lake can be seen in the background, completing the setting.
Condo in Ventura
4.84 out of 5 average rating, 127 reviews

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

Top guest favorite
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.
Condo in Orlando
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.

Guest favorite
Condo in Kissimmee
4.86 out of 5 average rating, 103 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!

Top guest favorite
An open kitchen area features a marble countertop with a modern sink and decorative blue flowers. Pendant lights hang above, illuminating the space. The living area is visible in the background, showcasing a spacious layout with comfortable seating and large windows allowing natural light.
Condo in Orlando
4.95 out of 5 average rating, 211 reviews

Luxury 2B2B APT Near Convention Center, Universal

*Location: On Universal BLVD, right next to International Dr Driving: 2 Min to Orange County Convention Center 7 Min to Sea World 12 Min to Universal Studio 15 Min to MCO airport 18 Min to Disney World Luxury 2b2b APT: (Designed by Danna) 1800 sqft, 2 King beds free community parking, gated community Access to community swimming pool, gym, sports court Free private wifi + spectrum cable TV We provide all supplies including towels, kitchen ware, cleaning supplies, shower supply

Top guest favorite
A large pool reflects the clear blue sky, surrounded by a well-maintained area with lounge chairs. Palm trees are positioned nearby, providing shade and enhancing the relaxing environment of the resort's facilities.
Condo in Orlando
4.95 out of 5 average rating, 178 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
Condo in Orlando
4.74 out of 5 average rating, 423 reviews

A- 2 Beds, 2 Baths Universal, Disney, Outlets

Beautiful Apartment, very close to EVRETHING. Best shopping, Universal Studios, City Walk, Disney, Good Restaurants. It's in a quiet community that is 5 min to Universal Studios and close to Disney, Sea Word, Outlets and Convention Center for guests who come to Orlando to visit the attractions and enjoy local amenities. For the security of our guests and the safety of property, I have a doorbell camera in the front door that will be working/recording during reservations.

Guest favorite
Condo in Orlando
4.83 out of 5 average rating, 138 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!!

Top guest favorite
A bright living area features large windows offering expansive views of greenery. A gray sofa is complemented by two vibrant blue chairs. A round table is positioned between the chairs, while a contemporary rug adds texture to the cement flooring.
Condo in South Eola
4.96 out of 5 average rating, 172 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 South Eola
4.87 out of 5 average rating, 178 reviews

Beautiful Downtown Condo 1/1

This fully furnished 1/1 apartment, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedroom come with California king bed. Our kitchen has pots, pans, plates and silverware, as well as a Nespresso coffee machine for your morning wake up! We have our laundry machines in-house and yes, you can use them.

Guest favorite
An aerial view captures the centrally located pool surrounded by landscaped gardens and palm trees. The octagonal-shaped pool is bordered by a smooth stone deck, with lounge areas and a gazebo visible nearby. The surrounding buildings exhibit a harmonious architectural style.
Condo in Winter Park
4.85 out of 5 average rating, 123 reviews

Lovely Winter Park Home close to Hospitals !

Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

Guest favorite
Condo in South Eola
4.74 out of 5 average rating, 364 reviews

Retro lake Eola 1 Bedroom Condo Thornton park

Rental agreement needs to be e-signed before check in & ID submitted for legality. Info will not be shared. Check in information will not be shared unless rental agreement is signed and valid ID submitted. Parking: There is 1 designated spot Affordable, no-frills stay in an amazing location. Clean, simple, and budget-friendly — perfect if you value location over luxury. Please be respectful owner lives on property.

Popular amenities for Winter Springs condo rentals