
Apartment vacation rentals in Winter Haven
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Top-rated apartment rentals in Winter Haven
Guests agree: these apartments are highly rated for location, cleanliness, and more.
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
Literally a perfect apartment in every sense. Great price, great views, great location, great condition of the apartment. For anyone traveling to Orlando going to the parks, golfing, or just vacation, this apartment could not be in a better location. There is TONS of stuff to do within walking distance and I think the most we spent on an Uber was $35 since everything is so close. You can see Universal lit up at night and you can catch the Disney fireworks from the MASSIVE balcony. It really did feel like a home away from home, and we felt very comfortable there after a long day relaxing on the porch. As for Toby and the property manager Liz, they were extremely accommodating with our early check in plus very responsive and friendly. I was almost hesitant to write this review because I want the apartment to be available the next time I go to Orlando!

SereneScape-Hidden Gem, close to Disney- Salt/POOL
Great place to stay for vacation. Knowing that your belongings are within a private area helps keep your mind at ease. Beautiful apartment, great restaurants in the area. The host was fantastic and friendly. Would recommend staying.

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.

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
Erick's condo was very comfortable and spacious. It was very clean and nicely decorated. We happened to be going to a conference at the Rosen across the street and it was super convenient to walk over there. It was nice to have a Publix and several restaurants so close as well. I texted Erick a few times and he was very responsive and helpful. We would stay there again anytime.

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
Yara was fantastic. I was a last minute booking due to one not responding. She answered immediately and was so accommodating. Will stay again for sure. Thank you Yara!!

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

Amazing 1 Bedrooms Next to Universal
Love love loved this Airbnb! Me and my husband went for a 5 day trip to Orlando for his birthday and this unit was perfect. Right in the middle of downtown Orlando, everything was minutes away. The building was brand new, everything was updated and the apartment itself was well stocked and cleaned thoroughly. Bruce was nice and very responsive as well. 10/10!

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!

Winter Garden King Bed Pet-Friendly 15 Min to Park
Felt just like home , everything went great !
Private apartment rentals

Studio 4A !
great place for what we needed and very responsive host! definitely would stay again .

Beautiful Apartment near Disney
Vanessa was very helpful and responded in a timely manner. Her place looks exactly like the pictures. Great location around everything. It only took 16 minutes to get to Disney. I would recommend this place to family and friends. I would book again when I come back.

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!

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!!

Adorable Studio
This place was a true gem! Me and my sister were greeted with a beautiful cleanly space and we had goodies upon arrival. Our host was incredibly thoughtful and communicative. One of the best places I’ve stayed in Orlando. We had access to the pool and it was cozy and private the check in process was quick and secure and the environment was warm and inviting. I would definitely stay here again the neighborhood is gated so safety is a priority and the community is gorgeous and quiet. I would recommend this place to anyone for a short stay or even long vacation we felt right at home. Our host had extra blankets and space heater if needed which helped because at night was cool but everything was perfect. If you are thinking about booking just go ahead and do it. A great place for a couple. We can’t wait to come back and stay again. Thank you Betzaida we had a great time!
Quick stats about apartment rentals in Winter Haven
Total rentals
20 properties
Nightly prices starting at
$60 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
- 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
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
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- Tampa Theatre
- Curtis Hixon Waterfront Park
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