
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Springs condo rentals
Weekly condo rentals

Classy Disney Themed Condo with FREE shuttle!
We enjoyed our stay! The place short driving distance from Magic Kingdom and it was easy to get in and out. The place was also very clean and full of Disney themed items. Loved it!

Coastal Retreat | 15 min to Disney
Perfect size for a small family. The pool also great!

Lovely 2/2 Thorton Park Condo w/ secure parking
Beautiful place! Clean & very spacious! Definitely worth it,book here again!

Location,Location 3bd 2bth near parks conv.ct/Int.
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.

5 mins Universal 10 mins Epic park | Rustic LOFT
very good communication and was a great stay

Modern, spacious, and relaxing!
Great place to stay with a family, great location, lots of amenities, great ability to use all three pools on the properties. The layout of rooms and bathrooms were nice and adequate . Lower level condo with some noise from above condo. Overall a great stay!

Modern Lake view Condo 1 mile from Disney
A wonderful stay in Orlando beautiful view and the condo is super clean and cozy me and my boyfriend enjoyed our stay and it was in the perfect area plenty of dinner spots and fun activities close by you will love this place and I will make sure to book again my next visit to Orlando

#2608 Lakeview Luxury Condo by I-Drive/Universal
The stay was amazing. Very peaceful community and very nice staff
Pet-friendly condo rentals

9 miles from Disney - Bella Piazza spacious condo
Quiet and beautiful area just 20 minutes driving to the Disney parks. Very spacious inside, comfortable after a whole day of walking in the sun! Will be staying again for next Disney visit.

Vista Cay Luxury Vision Walk to EPIC and OCCC
Great place to stay and certainly a great price for what you get .

3 Bedroom w/large patio on Resort Golf Course
We definitely enjoyed our stay and maybe some time in the near future, we will return.....

King Bed Small Studio Disney World Universal
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!

Brand New AwardWinning Renovated Condo Near Disney
Cai Ling and John were amazing hosts! Their place was clean and in a great location. Hope to be back soon!

Home away from home for the Parks!
Our stay with Renzo and Carolina was very pleasant. They are super friendly and incredibly attentive hosts, always making sure we were comfortable. They even asked us in advance what temperature we preferred in the house, and when we arrived, everything was set just the way we requested. The house was spotless, very well maintained, and located in a nice, quiet, and central area. We truly enjoyed our time there, and without a doubt, we’ll be happy to stay here again next time we come back. Thank you so much for everything!

Amazing Clean Studio near Conventions & Disney
Dan was very responsive and answered all my questions and was very friendly and accommodating. Space was perfect for me my husband and our dog . Great location Ubers in the area were cheap and there was lots to do.

Family Friendly I Mins from Disney I Resort Pool
Overall my stay here was good. The Airbnb was clean, instructions were clear on getting inside, not a noisy area except the neighbors above the 2 bed room were noisy at night. I made use of the washer and dryer using the complimentary laundry detergent pods left out for use, I made use of the iron/ironing board, and I made use of the tv in the bedroom. I didn’t have any concerns or trouble so I didn’t need to contact Andres, but he reached out the day after checking in to make sure everything went smoothly. The only thing I’d like to share as a heads up is that the gate to get into the apartment complex only allows one car at a time so there were times where after getting approved to go through, a car would turn in and go through before we could and so we’d have to reverse and get approved again so that the gate barrier arm would go up again.
Condo rentals with a pool

Resort Style Sunshine Oasis near Theme Parks
LaBrina - thank you so much for the awesome stay!! Despite checking in so late, LaBrina was super responsive in ensuring we had a smooth check in which I really appreciated. Place was as described - great location, esp if you are there to visit Disney/Universal. Lots of good restaurants and shops in the areas Slight downside were we noticed some stains on the beds / towels but Airbnb had a great laundry system. Floors, kitchen and bathroom were clean. Overall great stay and value - would come again. Would’ve loved to taken advantage of the amenities more. Great host. Great place :)

Peaceful lake view escape
Loved loved loved this location. Very close to Disney. Location was very clean and cozy. Maria was very accommodating and flexible with check in. Beautiful view from balcony and the most comfortable bed I’ve slept on in a while. The only hesitation is that it is on the 3rd floor with no elevator. So if you’re handicap or unable to walk up stairs, this might not be the spot for you. But the condo is beautiful and comfortable.

King Studio w/ Balcony | Near Theme Parks
I cannot recommend these hosts enough! Not only were they extremely proactive and communicative for all of my questions and helping me with the check-in process before I booked, they also sent me everything I needed to know after the booking and we’re extremely helpful before I checked in and after. I will definitely be booking through them again. It is one of my best experiences on Airbnb so far!

Mickey's Retreat(K2)
Stayed at Celso’s apartment for 2-weeks. It was a great size for 2 people and an ideal location for those looking to do the Disney and Universal parks. Apartment is just a short drive away from plenty of shops, restaurants and fast food places. It also has a 24h petrol (gas) station just outside of the complex which is really convenient. Overall, really enjoyed our stay the complex is really nice and feels very welcoming. Would highly recommend for two people. Celso was a great host, super responsive to any messages and helpful with any questions we had during our stay. One minor downside, not to the fault of Celso or his apartment, but the complex had a nesting hawk during our stay. This was no issue for 95% of our stay, but did swoop at us once. Would advise being cautious when walking to the car park, especially with young children.

Stunning waterfront Views, 1 mile to Disney 2 bath
We were there for a volleyball tourney at the OCCC and it was a great location. Plenty of places to walk to or close driving distance. We also went to Magic Kingdom and Animal Kingdom and it was a good drive to both locations. The pool area was nice - although we didn’t get to really enjoy it because we were at the tourney. We would highly recommend and would book again if in the area. Hosts were very responsive and made sure we had everything we needed.

Mickey & Star Wars 3bed Condo close to Disney!
Great value, great location. The unit was very clean and nicely decorated, without clutter. Pool was wonderful. Jesus was very responsive when we messaged him. We would definitely stay here again

Stunning 3BR Condo Near Disney
I loved that this place is gated so I get very safe. We picked this place because we wanted to be in the middle of LegoLand and DisneyWorld. It was so clean and we spent time at the resort pools which I really appreciate because it was so hot.

Disney Retreat
Had a few small issues while we were staying but got an answer usually within an hour with solutions and check ups to make sure everything was good. Cannot fault it as it was close enough to everything we wanted to do, but far enough away that it was nice and quiet. The pool was very nice and we regularly had it to ourselves. Would happily stay again when we come back.
Destinations to explore
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- House rentals Winter Springs
- Rentals with outdoor seating Winter Springs
- Pet-friendly rentals Winter Springs
- Rentals with a patio Winter Springs
- Family-friendly rentals Winter Springs
- Rentals with a washer and dryer Winter Springs
- Rentals with pools Winter Springs
- Condo rentals Seminole County
- Condo rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park