
Condo vacation rentals in Winter Springs
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Top-rated condo rentals in Winter Springs
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winter Springs condo rentals
Weekly condo rentals

Mystic Dunes Golf Resort-2 bedroom weekly
The condo had everything we needed and the service was great. There were activities available throughout the week of a diverse variety. The location is just minutes away (no matter what time of day) from the Animal Kingdom back entrance where all of the parks can be accessed with minimal traffic. Brooke was very helpful in letting us know exactly what to do do when we arrived. I was extremely pleased with our experience and I can be a tough judge!

Beautiful Vacation Condo at Windsor Palms Resort
Very cozy apartment, clean, super-equipped kitchen, comfortable beds, showers with super hot water, very conveniently located to go to Disney and Universal parks

P12# Vista Cay/ Walk to OCCC & New EPIC PARK !
This was our second stay at Katharines and it was just as enjoyable. Love the location and the view over Lake Cay. Everything went smoothly on check-in. Plenty of restaurants within walking distance or a short drive away. Hope to be back in the future.

Kingstown Reef, FL, *1 Bedroom Deluxe #2
Nice and clean place to stay near Sea World!

Because you deserve it! Disney - Pool - Tiki Bar
Just a great place! Good location. Very clean and comfy! Right by the parks. Very hospitable and generous. Thankyou!

Serene Lakeview By DisneyWorld -Universal Stds 8mi
Adir's place was fantastic. There were many personal touches that made it feel more cozy, which I've found in Orlando can be a struggle. I loved how there were cozy blankets, bathrobes, and a few treats when we arrived. The location is awesome. Very close to anything you could need, Disney, Universal, and the airport. Dollar Tree, Starbucks, Dunkin, Chick-Fil-A, Walgreens, and many more places are all within walking distance. I loved how peaceful the condo and location felt, despite being surrounded by everything. The view was beautiful to wake up to and my kids enjoyed playing in the pool. We would definitely recommend and be happy to stay again!

Ventura Country Club Home away from home
Excellent host, very responsive to our needs. Highly recommend.

2-104 Legacy Dunes, Lake View, Heated Pool, Gym
This was my first experience with AirBnb and I’ll probably never go back to hotels. I had a great experience with Anthony. The house was clean, there were great amenities, and Anthony was very responsive and gave a lot of details so there was no confusion.
Pet-friendly condo rentals

Disney 3BR |Suite Jacuzzi,Game Room,Resort |10 gts
The house is amazing, the view is incredible and it was spotless. I would go again no doubt.

London House | Orlando Airport Private Condo
Enjoyed every moment in his apartment. Everything is nearby

Newly Renovated Condo near Disney!
This is a very nice and spacious condo with a great location near Disney World. Unit was spotless and very comfortable. Will stay here again if traveling in the area. Wonderful restaurant options and easy access to main highways. excellent location

Cozy single story condo near Disney
very nice place. clean and had everything we needed for our time there.

Waterview 2BDR | 1st Floor | Near Disney | Pool
I honestly couldn't have asked for a better place. It felt homey and more important for me, the environ was QUIET & PEACEFUL. The effort Dana has put into keeping it simple but effective resonated well with me and my family for our stay. Definitely my first choice if I'm back in the area and need a place.

Bongos Disney Pad; First Floor Gated Resort Condo.
We were so lucky to book Bongo’s Disney Pad for a week in April. My one year old was thrilled by all the toys and the place had everything we needed plus extra touches. Lina was super responsive and helpful, and the cleaner was immaculate. We can’t wait to come back!

403 - Near Universal, Disney - Convention Center
Beautiful, clean, quiet and spacious condo. We would definitely stay again! We highly recommend staying here. Close proximity to everything.

Westgate Vaction Villas - 1 Bedroom
Eddie was extremely responsive, the place was “as advertised,” and our family enjoyed the stay.
Condo rentals with a pool

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!
We had a wonderful stay at Danny's home! It was incredibly comfortable and made us feel right at home. The amenities were fantastic, and the atmosphere was warm and inviting. Highly recommend!

Family Friendly Condo Near Disney World
Not only was Amanda an amazing host she also provided a space that was perfect for my family! The set up was great in the 2nd bedroom as it had a larger bed on the bottom and then a top bunk. The amenities in the complex were also great! We took advantage of the pool, basketball court, and even had a meal at the bar. Amanda was great with her communication and even checked in even though it was also Holiday time for her family! I would definitely recommend the stay due to its cleanliness and location and any place of Amanda’s I would stay in!

Near Disney World | Resort w/ Pools
I stayed there for three months last winter so a warm pool and hot tub were essential. The 6 foot pool is heated to 83° to 85°. The hot tub to about 101°. It was a 15 minute Uber to Disney. The clubhouse has a convenience store, a 50 seat movie theater, pool table, ping-pong table, arcade and a bar that served sandwiches, pizza, chips, etc. Tuesday and Thursday mornings they served pancakes that were quite good. The beds were very comfortable as well as the entire condo. The kitchen was well equipped, with the exception of a full-size blender and a hand mixer. The owner always responded to my texts within a very short time. My kids are lobbying me to rent it again next winter because they liked it so much!

Chic Condo + Star Wars Room | Pool & Near Disney
Kayla was a great host and I loved the condo immensely! Looking forward to visiting again.

Lovely 3-BR Condo With Pool 5.7mi from Disney!
Great place. Thank you for hosting us. Overall a great stay and the kids had a great time.

Windsor Hills Condo Near Disney
We enjoyed staying at this place! Travis described it perfectly and there was plenty of space for our family of 5 (3 kids 10, 7, 5). Pool was amazing with slides for the kids and most places were within 5-10 min drive. If you have kids and are doing Disney, don’t bother bringing a stroller. They have a double stroller that comfortably fit my kids (rotating seats). Excellent place and we will be back again in this condo!

Vacation Condo Resort
Very family-friendly with included amenities and easy drive to all the attractions. Includes access to the subdivision's great waterpark (slides, lazy-river, splashpad, pool, hot-tub, gym, bar). Also another pool adjacent to the building. Bright, spacious, and clean unit. Kitchen has everything necessary. Host is extremely responsive and attentive. Would definitely stay again.
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Playalinda Beach
- SeaWorld Orlando
- Disney Springs
- Titusville Beach
- ESPN Wide World of Sports
- Universal Orlando Resort
- Daytona International Speedway
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Blue Spring State Park