
Apartment holiday 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.
Holiday rentals for every style
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Popular amenities for Winter Haven apartment rentals
Weekly apartment rentals

Beautiful Apt 1/1 near to Disney
Excellent hosts. The home is very peaceful and relaxing. Quiet neighborhood. Highly recommended

King Bed, Pet-Friendly, 15 Min to Parks, Amenities
This place was amazing, very clean, Very Close to Disney for alot less then area motels

Oasis of Davenport.
We really enjoyed our stay at this Airbnb. The place was clean, quiet, and had everything we needed to feel comfortable during our trip. It looked just like the pictures. The location was super convenient, only about five minutes from a gas station, Publix, McDonald’s, and several restaurants, including pizza, Chinese, and Greek food places. It was also an easy jump onto I4 to drive to Magic Kingdom, which was perfect for our family. One of the highlights for us was the neighborhood pool and hot tub, which was great after a day at the parks. Finally, the owners were very responsive and kind, and we really appreciated how easy they made everything. We’d definitely stay here again.

4BR Condo w Pool | HotTub | Game Room in Davenport
Juan’s place was just as described! very clean & roomy. we absolutely loved the place! Thank you, Juan!

Luxury Modern 3BR Near Disney
Good price , clean , nice place and peaceful.

Our Florida Happy Place
This place was great! It’s absolutely perfect for family vacations. The home is clean, beautifully maintained, and located in a very peaceful area. It looks just like the photos and is even more spacious than we expected, with plenty of room for my whole family to feel comfortable and at home. We truly enjoyed our time here. Paul and Santa were wonderful hosts, always responsive, kind, and easy to communicate with, which made the whole experience smooth and stress-free. We’re so grateful for the lovely stay and definitely hope to come back in the future. Highly recommend this place to anyone looking for a quiet, comfortable getaway with family!

Apartamento 313 Club House -Davenport/Orlando- FL
great stay loved all the amenities

Southern Comfort
This place exceed our expectations! Clear checkin and checkout instructions. Very clean and very peaceful. Would definitely recommend. We’d like to come back to whenever we come to visit our friends and family again!
Private apartment rentals

Suites at Lake Buena Vista close Disney Spring
The place is perfectly placed for either shopping or visiting parks. Plus a lot of restaurants around. Room is clean, well equiped, and outside is plenty of parking space. Gabriel was helpful, his instructions were clear; making my stay a pleasant one.

Auburndale 2/1 Bed Apt Downtown
very good commination and very clean place. would definitely stay again

“Cozy Studio apartment “
This place is such a great little getaway, the lake out back makes for a beautiful view. They give you a shaded area to park your car, and a cute welcoming once you get inside the home. Alex and Leticia were more than helpful, they responded quickly always. I would definitely recommend and be back here!

2BR Family Retreat Minutes from Disney & Parks!
We had great time there with my family beautiful place everything was every nice and clean didn’t had no problems getting around the area felt just like home

Modern Luxury Kissimmee Retreat
This place beat our expectations! Was easy to access Disney springs and the OCCC from the apartment. The property itself was quiet which made our relaxing time very nice. Furnished very beautifully! The hosts were great to work with and very responsive!

Bahama Bay Resort-2BR/2BA Near Disney
I had a fantastic stay at this Airbnb! The place was impeccably clean and located in a beautiful area. The check-in process was super easy, which made everything so convenient. Overall, it was a wonderful experience, and I highly recommend this host to anyone looking for a great place to stay!

The Suite Spot @ Lake Hollingsworth
INCREDIBLE— this home was probably one of the best stays I’ve experienced on Airbnb! Everything was exactly as described. The place was cozy, comfortable, and quiet. It was well equipped and the hosts/owners thought of everything. I had a lovely stay and hope to be back. I cannot recommend this place enough. Honestly, the longer the stay, the better! It felt like my own place. Loved the interior design and style but appreciated how it never felt cluttered or small. 10/10 experience all around. Perfect for my four night stay.

Sunny Oasis *FreeParkShuttle*Boho-inspired retreat
Such a cute and cozy stay! The place was super clean, beautifully decorated, and felt just like home. It’s in a great location close to tons of shopping and restaurants, with plenty to do nearby. Camila was amazing and made everything so easy. Highly recommend!
Apartment rentals with a hot tub

3161-405 Resort Lake View Disney Universal Orlando
Great place to stay Fonti was great with communication

Condo in Kissimmee
Absolutely loved our stay here! We had 4 adults and three children and had plenty of space. The kitchen helped us save loads of money (goodness knows Orlando isn’t cheap) and the pool & hot tub were a very welcome sight. Host was phenomenal. Location was great : close to everything but tucked away so it didn’t seem hectic. Will stay here next time we’re back in Orlando. Fantastic host. Fantastic location. Fantastic accommodations. If this is available : book it now!

Modern 3 Bedroom Apartment Near the Theme Parks
The host responded really quick to any questions. It was quiet and nice . The beds were so soft and comfy. I definitely will be back...

Spacious Modern Penthouse
We loved staying at Evert’s apartment, its was our second stay at Bahama bay resort and this was our favourite. The pictures don’t do it justice, it is possibly the biggest apartment in the resort, lovely balcony and lake view. The resort itself is still fab too, great pools and restaurant. Great comms too from Evert made it really easy, thanks for having us.

Shady Lawn Lodge
Ronnie place was amazing, hot tub was incredible, spotless everything was clean! He also offered us to stay later than our check out time! Book with him no regrets!

Golf Course View/Free Parking/Pool /Gated/Disney
Great location, beautiful view, and felt nice and cozy

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404
If you plan to go to Disney World this is the perfect space to book! It’s very close to the parks and it’s so peaceful and quiet. It’s very clean as well we didn’t have any issues with cleanliness. I will definitely be back here!

Luxury LakeFront Condo by Disney
We really enjoyed our stay. Nice and easy to find. Clean, tidy and lots of space for our family to relax. Our son really enjoyed the gaming area, with endless games of pool. Christian was a great host and would definitely stay again.
Quick stats about flat rentals in Winter Haven
Total rentals
20 properties
Nightly prices starting at
₹5,194 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
Destinations to explore
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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