
Apartment vacation rentals in Winter Haven
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Top-rated apartment rentals in Winter Haven
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Vacation rentals for every style
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Popular amenities for Winter Haven apartment rentals
Apartment rentals with a hot tub

Penthouse With EPIC Views
Good value close to I-Drive and Universal. Ubers were normally only 5-10 minutes and not expensive. It is fairly "walkable" to Universal for those that enjoy walking. Lol. The view is wonderful in the evenings....can see the lights of the attractions and just very pretty. It is half a block off of I-Drive and a couple decent restaurants and "toursity" things. There is a legit Irish pub near there that is AMAZING if you want a true Irish pub experience.

The Point Hotel & Suites - 603 Luxury - Pool View
Had a wonderful stay! The apartment is great, perfect for what we needed. The hotel is beautiful with a big pool and lounge area. AC worked great and there was plenty of bedding and extra blankets for our stay. The hosts were super friendly and flexible with check-in/checkout which made for a very peaceful last morning. 10/10 would recommend and we will be staying again next time we’re in Orlando!

Orlando 9th Floor - 5 min From Disney. Blue Heron
Excellent experience, very clean home and throughout the hotel. We were very pleased with everything from the initial host contact all the way to the end of our stay. The amazing views are unforgettable and worth every penny. We would definitely stay at this home again. Very close to the attractions and plenty of restaurants in walking distance.

Exclusive Second-Floor Apartment
The unit was clean and well stocked. It was in a location accessible to restaurants within walking distance. Giovanni was extremely responsive and everything from check in to check out went very smoothly. The pictures represent the unit well, however, they do make it look a little bigger than it seemed in person. Overall great stay.

Spacious Orlando APT w/ Jacuzzi near Theme Parks!
Excellent gost, clean place. The host was very responsive and helpful. If ever in the area I would book again. It's hard to find an host with this type of communication work well done.

Hidden Luxury Paradise
This place was so perfect for a quick weekend getaway, and I wish we could’ve stayed longer! The condo is so comfortable and beautifully decorated. The pool was nice and close, and the restaurant was so convenient! Definitely recommend!

Beautiful apartment in Vista Cay Resort
This was my first time in Orlando. Thank you Erik for my stay wonderful! I will definitely be back and I will always highly recommend!! I felt like I was truly home away from home!!

Studio # 1 1 bed - 1 sofa bed - 4 people
Unit was clean and modern.
Weekly apartment rentals

2 Bedrooms/2 Bath - For 10
The apt suite fit 8 comfortably and would have fit more ppl. Everything u need is in it. The location is great. Front desk check in was so quick and they were always fast when u called front desk for anything like towels extra shampoo etc. Brian always checked in and answered questions asap. Pools were clean and not too many ppl. They were open 8-12 midnight. The location is excellent. Oldtown and fun spot are right the walking distance and and everything else is close by. Good location when ur just using room to sleep, shower and eat. I would return.

3-103 Heated Pool Free Wi-Fi Free Resort Amenities
Everything was great, my family liked this place, highly recommended

Ariana Place - Tree House Like Lakefront Views
5 stars all around! I just spent 5 nights at the Treehouse and hated to leave. I'm in sync with all the other reviews as they say it all! Perfect place just off the highways but close to the necessities in the Orlando/Lakeland area. Delightful views on Lake Ariana and plenty of rabbits and squirrels to watch while relaxing at the end of the day. Joni and Dennis were wonderful hosts and just a text away to answer any questions. Definitely will stay here again when I get back to the area. BOOK IT!

Studio Apartment in Upscale Golf Community
This was a nice private unit well accommodated for my short stay

Charming Lakefront Apt. Near Disney
This place was amazing and not far from anything. Place was clean, private, very peaceful. The bed was to die for and like sleeping on a cloud. Definitely a gem to be had whether visiting Disney or diving the lower springs. Restaurants were very close by. Courtney was an amazing host and an amazing place

3171-302 Resort Lake View Disney Universal Orlando
This place was just what we needed for a quick weekend getaway. The house was comfortable, the beds were great and everything was extremely clean! The kitchen had all necessary equipment for meals and the home had just enough space for my family of five. My kids love the clubhouse “waterpark”. We would definitely stay again!

Lakeview Mid-Century Loft | 11a-8p Check-In ONLY
Angela is a great host, attentive and we felt comfortable during our stay!

Winter Garden King Bed Pet-Friendly 15 Min to Park
Great place and excellent hospitality will be back whenever I’m in this Area
Private apartment rentals

Beautiful Apartment near Disney
Really enjoyed how friendly the hosts were, quick response time. The apartment was so cute and well equipped, loved that it had a washer and dryer, fully stocked kitchen and the rooms were neat, clean and clutter free. 15-20 minute drive to the parks, close by to stores and gas stations. Highly recommend, we will be coming back for our next Disney trip !

Home Apartment in Orlando
Amazing place very clean I will definitely stay again 🙏🏾🙏🏾🙏🏾

Close to Disney + QR Clue Experience
Samuel has been a great host to us. He is very responsive and kind. The condo has literally anything you need to spend a great time, in an awesome place. We really loved our stay in Sam's place.

Graceful Paradise FL (By MCO Airport)
Thank you so much for your hospitality! Your place truly felt like a home away from home during our stay. It was comfortable, clean, and had everything we needed. We really appreciated the thoughtful touches and how responsive you were. Wishing you all the best—and I’ll definitely recommend your place to friends and family visiting the area!

Stay A While
We had a wonderful stay at Sonia’s place in Winter Garden! From the start, communication was smooth, clear, and friendly. Sonia is a thoughtful and welcoming host who made sure we had everything we needed. The house was spotless, spacious, and beautifully decorated — exactly as described, if not better. We truly felt at home and would gladly stay here again. Highly recommended!

Unique cozy studio.
I had an amazing time staying here. It had everything as described. Area was quiet and the house was beautiful. The host greeted me upon check in and was super friendly and helpful with all my questions. I definitely would stay here again.

Beautiful & Cozy 2Bed-2bath Apartment near Disney
A gate pass instead of having to scan ID and talk to operator each time would be a great idea. Appreciated having extra towels on our longer stay.

Like at home
Angels home was very clean and you could feel the comfort in the home! the home was near to every entertainment activities that we wanted to attend to. I would definitely book Angels home again in the future. Thank you!!
Quick stats about apartment rentals in Winter Haven
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
900 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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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
- SeaWorld Orlando
- Disney Springs
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Amalie Arena
- Universal Orlando Resort
- Raymond James Stadium
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Tampa Theatre
- Curtis Hixon Waterfront Park