
Condo vacation rentals in Winter Haven
Find and book unique condos on Airbnb
Top-rated condo rentals in Winter Haven
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 Haven condo rentals
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
We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Lovely 3-BR Condo With Pool 5.7mi from Disney!
Great place for family with kids. Highly recommended!

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!

Stunning condo close to everything!
Doris' place is a great location and close proximity from where we were headed. There were also plenty of restaurants and other shops/stores in the area which made it that much better. My daughters really enjoyed the pool and were happy about having a say in this selection. Most definitely a must visit.
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!

P12# Vista Cay/ Walk to OCCC & New EPIC PARK !
The condo is beautiful with a great view from the Lanai. Katharine and Gilberto were very responsive and very helpful. We asked for a few things to help with cooking and we received them the very next day Likewise, when the blender broke, a new one arrived the following day. The condo is huge and was very quiet. There was nothing better than getting up in the morning and having coffee on the Lanai while overlooking the water! We will be going back!

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
Couldn’t of asked for a better stay. The Condo was perfect exactly like the description. Adir is an amazing host. Don’t hesitate to rent this unit. I will be recommending to friends and family and can’t wait to return. Thanks

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.

3 Bedroom Condo - 7 minutes from Disney
We had such a lovely stay at Danny’s place! Everything was sparkling clean and thoughtfully set up. The location was perfect—so close to Disney, restaurants, and shopping. The beds were cozy, and the kids’ room was just right for our children. The kitchen had everything we needed to feel right at home, and the laundry room was a super convenient touch. We truly enjoyed our time here and would absolutely recommend it to anyone looking for a warm and welcoming place to stay!
Pet-friendly condo rentals

Disney 3BR |Suite Jacuzzi,Game Room,Resort |10 gts
We really enjoyed our stay! Renato and Edvania were very responsive and accommodating! The place was beautiful, we especially loved the murals on the walls. The clubhouse and amenities were stunning, Very secured, and family oriented. We definitely will be staying here again! Thank you for having us!

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

Newly Renovated Condo near Disney!
Cai Ling & John were wonderful hosts. Place was clean, quiet and was in a great location. They were very responsive through messaging as well. Would recommend and would definitely stay here again!

Cozy single story condo near Disney
Highly recommend. Very clean and quiet area. Easy drive to Disney Parks

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.

Bongos Disney Pad; First Floor Gated Resort Condo.
We had a wonderful time during our stay. The place was very clean and well equipped. Our host was extremely responsive and seemed genuinely interested in making sure our stay was comfortable and enjoyable. This is a fantastic location if you want to be near Disney and other activities while still having lots to do where you are. The pool is across the street and lovely, there’s a bar with pub food, and a small arcade and movie theatre. There are also various courts around and a small gym. There are lots of restaurants and gift shops within a 10 min drive or 1 hour walk if you’re up for it.

403 - Near Universal, Disney - Convention Center
where should I start? First off I put my filter to " Entire House". This was not a house, it was an apartment. There was barely any cleaning products, the dishes were dirty, and they charge for everything. They give you white towels and if they get stained they charge you for it. I wasn't expecting all of the out of pocket expenses just to clean the place du4ing my stay. The guidebook states there is a printer, however there was no ink or paper as it stated. When the owner came he told me nobody EVER uses the printer, and when he purchased ink and paper, and put it in the printer, it didn't work. The single bedroom toilet handle was off. Not enough thick blankets. I didn't know there was a pullout bed until the last minute because it wasn't listed in the description. We didn't use it because there were no blankets for it and it hadong dog hair all over it.

Westgate Vaction Villas - 1 Bedroom
Eddie was extremely responsive, the place was “as advertised,” and our family enjoyed the stay.
Quick stats about condo rentals in Winter Haven
Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
50 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, 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
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Amalie Arena
- Raymond James Stadium
- Universal Orlando Resort
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- ChampionsGate Golf Club
- Epcot
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