
Condo holiday rentals in Winter Haven
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Top-rated condo rentals in Winter Haven
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Winter Haven condo rentals
Weekly condo rentals

V.I.P 5 stars (Disney 15 mns ) Luxury House
Love love love this place! It was perfect for us and we would definitely stay again. The tub is a dream!

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

Cozy Condo in Champions Gate
We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY
Had a nice time I was a great place and fair price I enjoyed it !!

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.

Resort-Style Townhome with Golf Course View
I stayed over Easter with my three sons ages 13, 13, and 11. The communication was outstanding, easy check in with a code and parking permit to access the community. We were offered an early check in but our flight arrived later in the day so we weren't able to take advantage but appreciated the offer. The unit is immaculately clean, everything you need is provided, and all the linens and furnishings are in wonderful condition and very comfortable. The kitchen was well-appointed and tons of seating. My personal favorite part of the stay was enjoying the screened in porch area. It is so peaceful and quiet. We watched the sunrise every morning and the fireworks from the Magic Kingdom every night. Having access to the resort amenities was also wonderful and we used both pool areas frequently. The boys also enjoyed the basketball courts and soccer fields. Highly recommend and would definitely stay here again next time I'm in town!

Ken & Tanya's Tropical Retreat (near Disney Parks)
stayed with friends and absolutely, love the place great view, comfy, Very clean, beautiful space And so much more, I would highly recommend people to stay here and also I would love to stay here again.

Orlando Family Retreat – 3BR Near Parks
Accessible to grocery and eateries, clean, and quiet. While not handicap accessible (2 flights of stairs), this safe, secure, and spacious stay in suburbia was a welcomed reprieve with moderate water pressure, gorgeous views, and amazing resort-style amenities. Our host David was attentive and responsive to all concerns. Would stay again.
Pet-friendly condo rentals

Magical Champions Gate 3/2 Tuscan Penthouse
The apartment was super nice! The complex was good, we enjoyed the pool and the jacuzzi. Thanks very much we had an amazing stay.

Orlando 3BR/2BA/4BED Beautiful modern amenities
We had a wonderful time staying at Ilce’s place. The house was clean, comfortable, and had everything we needed. Ilce was a great host, and we would definitely stay here again.

Tuscana Resort,Disney a 17 minutos
This is the first time where I actually am overly satisfied, not only was this home beautiful but it felt like a home away from home. My family and I watched movies and played board games. This home was not only in a super local area we also drove maybe 30 minutes to the nearest outlet mall and had a great time. We also enjoyed the universal themes parks as well !! Great stay would definitely recommend 10/10

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.....

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!

Pet Friendly in Orlando Area near Disney.
We loved our stay. The pool was so fun for our one year old and we were able to bring our cat on our trip - and he loved people watching out the windows! It was clean, the hosts were responsive, and the pool/surrounding areas were so much fun. We will definitely book with them again if we go back to the area!

Pet Friendly Reunion Condo Minutes from Disney!
Amazing little spot if you are in the Orlando area. Pristine air b&b. I walked into a freshly clean condo with soft music playing on the tv, lights turned on and a plate of snack waiting for me. Communication was wonderful and the door was peaceful and homey. Absolutely would stay here again.

No BNB fees -Oasis Condo 5 min to Disney
Very beautiful location, calm surroundings and very close to all attractions
Condo rentals with a pool

2BR Bahama Bay | Pools, Beach, Sauna | Disney
Very nice and quiet place, everything was cleaned and ready for us to enjoy our stay. We enjoyed the pool and will definitely will be coming back.

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!
Perfect stay! Clean, accommodating and everything near by!

Gated resort minutes from all major attractions
Very spacious, clean , free of excessive clutter. I loved the items for an infant/toddler. (I brought my 10 month old). It was perfect for my small family. A responsive host a well equipped kitchen and it’s close to a lot of restaurants. Overall 10/10. Will be returning.

Aqua Dream > Tropical Bahama Bay Condo Near Disney
Spectacular!!! This was by far the best airbnb we have ever stayed in. Well decorated, furnished and filled with everything you'd ever need. Lots of fun to do around the resort. Raymond & Kevin were very responsive and helpful. Looking forward to booking with them in the future.

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.

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

Condo Near Theme Parks!
great place. I really liked that the kids room had toys for my child to okay with. he loved the bunk beds and the themed rooms. House was great and had everything we needed. Location is great and the community has things to do there aside, great for a rest day from going to disney

Home Sweet Home
Blancas place was definitely a great choice for us. We stayed here with 3 guests and it accommodated all of our needs; from having the indoor washer and dryer to a little work space for computer work. My group stayed here for our 3 day Disney trip, we still drove a little over 20 minutes to get to the parks but that was not an issue for us as it seemed like we weren’t really getting hit with terrible traffic whilst driving to near by stores or restaurants. Very close stores and restaurants less than 10 minutes from the place. Pool and hot tub were super nice. AC worked almost too good inside the space lol we had to turn it up a couple of times because we were freezing. Space was overall very clean and nice, the only thing I would mention is there is no BBQ/ grill however it is listed in the amenities. Lovely space and definitely will be booking here & with Blanca again in the future !
Quick stats about condo rentals in Winter Haven
Total rentals
10 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
50 reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
LEGOLAND Florida Water Park, Winter Haven Hospital and Harborside
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- 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
- Raymond James Stadium
- ESPN Wide World of Sports
- Busch Gardens Tampa Bay
- Amalie Arena
- Amway Center
- Epcot
- 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
- ICON Park