
Waterfront holiday rentals in Winter Haven
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Top-rated waterfront rentals in Winter Haven
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
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Popular amenities for waterfront rentals in Winter Haven
Waterfront apartment rentals

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*
We enjoyed our stay and definitely will be back!

18 - Near Universal & Lake View
“I had a fantastic stay at your place! Everything was exactly as described, clean, and comfortable. Your hospitality and attention to detail made my experience even better. I truly appreciated your quick responses and helpful recommendations. I would definitely stay here again and highly recommend your place to others. Thank you for being such a great host!”

Lakeside Luxury Apartment
I wouldn't say this was "Luxury" but I'm not complaining about Jodi's place. It's on the smaller side and basic but it was just fine for my short visit. Being right on the lake gives it a great vibe in a more quiet setting, I enjoyed feeling a bit outside of the busy city. Very easy to get in and Jodi was accommodating with an earlier check-in.

Lovely one bedroom apartment.
Ramon’s place is in a quiet neighborhood. The entrance is private and the area feels safe. Very convenient location about a 20 minute drive from Disney. Plenty of restaurants and stores are a short drive away. The place was clean and cozy. Good size for 2 of us. The kitchen is small with a mini fridge, sink and microwave. There’s no stove or dishwasher. Highly recommend for an affordable place to visit Orlando.

Lake View Penthouse
The apartment is really spacious with brand new furniture and bright as well as really clean. Also, it has quite a few amenities that offers with the stay. Toby, the host tried to assist us in any requests we had and he was responsive. The place is in a great location as it is nearby the Universal Studios but at the same time is a quiet place to enjoy nature and relax.

WATER View 4BR/Elevator/DISNEY Area
wonderful stay beautiful view. stunning home had no issues at all

Mid-Century Loft| 11a-8p Check-In ONLY
The most satisfying stay experience! 1. Surrounding facilities: There is a Walmart supermarket just a five-minute walk away. The residents in the area are all very well-mannered and greet each other. 2. Facilities: The kitchen is fully equipped, and if you want to cook, it has all the utensils and seasonings you need. The refrigerator is large, and there’s a washer and dryer, along with laundry detergent. The living room has a great view, with a lake view. There is also a desk and an office chair, making it very suitable for working. 3. Landlord’s attitude: The landlord is very responsible and attentive. Angela carefully explained how to use various items and even bought vegetable oil specifically according to our preferences before we arrived. When we needed a hairdryer, she immediately drove over to deliver it, which deeply touched us. 4. Cleanliness and ambiance of the house: The place is extremely clean, and there are many decorative paintings on the walls. She has good taste.

Serenity Lake: Spacious & comfy 3BR/2BA Apartment
I would totally suggest you to choose this place.
Waterfront house rentals

Lake Whistler Beach House with lakefront pool
Couldn’t be happier with our stay!! Great space for teammates playing at Lake Myrtle Sports park, even close enough to wait out a lightning delay. Was a great place to stay in to watch a big game and enjoy a game night. We didn’t get out on the lake, but we’ll be back to enjoy more next time. Host was exceptional!

Cozy Lake House Retreat - Amazing Views !
Clean, comfy beds, and beautiful view! Luke’s place was just like the photos! Master bath shower was lovely as well!

Beautiful Lake House Boating Fishing near Legoland
Amazing...Garys place/ Garys World is truly amazing. The boathouse was very nice and super clean. Location is great; very peaceful. Everything you'd need is at Garys place. The beds, linens, towels, floors, walls, sofa, kitchen area, parking, etc; everything was perfect. The place is very kid friendly. Garys playground is really nice, our two girls loved this alot. The pictures don't do the play area justice, trust me. Its like a private park for the kids to play, enjoy the pool while you toss some burgers and hotdogs on one of the two grills Gary provided. Gary have fishing and kayaking equipment for use anytime you wanna step across the road to the peacefull lake for fishing and kayaking. Our girls enjoyed trying to catch a fish. It's nothing much else to say about the place but amazing. What you see in the pictures is what Garys place is plus more.

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space
Prefect place for a family vacation!

Waterfront Wizarding Home 6BDRM Lake Berkley
We loved this Harry Potter themed house, kids had great time. Instructions from host are helpful. great location, grocery stores and lot of restaurants and shops are within 1-2miles. 20 mins drive to all Disney parks. Communication with the owner was always awesome and responded to all questions. I also liked the checkout process, and they didn't request a lot of cleanups. We enjoyed our stay.

Florida Lake View With Private Pool And Fishing
I’ve stayed at Shane’s house in Lakeland several times. Always clean, easy to get into, he upgrades the place, it’s well kept. No complaints!

Little Castle on the canal on lake Arietta
Excellent !! Spend an unforgettable Christmas vacation with my family. A beautiful and very quiet place Excellent to spend any season with family or good company!! Comfort is one of my priorities when choosing a place and Emma's house has them all from the pool that just to see it relaxes you to the lake view or a simple tour of the place in the Gulf cart that includes the house !!! I would be happy to have another vacation at Emma's house and her attention was Exelente !!! Thank you Emma !!!

Breathtaking Home
Perfect Florida house and fully stocked for a great getaway! Fantastic game room and beautiful pool.
Waterfront apartment rentals

Storey Lake Water Park Resort Condo next to Disney
Shane's place was just as described the perfect place to come back to after a busy day in the parks. It was close to everything, shopping and restaurants, 15 min drive to the Disney parks. Shane was a great host, sweet, responsive and willing to work with my crazy flight schedule, it was like old school Airbnb.

Retro lake Eola 1 Bedroom Condo Thornton park
Location is fantastic and worked out perfect. Highly recommend.

Spacious 1King/2Bath w/stunning lake view
The unit is well maintained and not outdated. We stayed comfortably there and everything was nice and clean. It was nice to have amenities (the pool) as well. It was also nice we could walk to restaurants and other things and stores in the area. Jon and Mel were very easy to communicate with. I'm glad it all worked out well.

A Resort Getaway with many amenities
The place was great, my family and I loved it we will definitely book again.

Marvelous apartment near Disney first floor
The place is very nice and exceptionally clean. The host is always responsive and attends to your needs promptly. However, it is located a bit far from the parks, which might be inconvenient if you plan to visit them. Despite this, the cleanliness and overall condition of the place make it a comfortable stay."

Condo on the top floor with lake view near Disney!
Everything thing was very clean. Location and view from balcony was great. This is our 3rd time staying at this resort and this was the nicest place we’ve stayed. Would definitely stay again if in the Orlando area.

Gorgeous 1 Bed 2 Bath Condo just 1 mile to Disney
Very good location, everything worked perfect, very clean. Everything was perfect! Thank you very much

Beautiful Lakefront Condo just 1 mile to Disney!
A nice condo unit, spacious for a couple with two nice bathrooms and a nice patio overlooking the lake. The pool area was super nice, the bed was comfy, and everything was quiet for the most part (occasionally a neighbor next door would let the door slam at odd hours, but nothing the host of this unit could do about that). The only suggestion would be to get blackout curtains for the bedroom, as the light from the corridor shines all night (which is nice for safety for sure). Overall my wife and I really enjoyed our stay and would come back!
Quick stats about waterfront rentals in Winter Haven
Total rentals
80 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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