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Waterfront holiday rentals in Winter Haven

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Winter Haven

Waterfront apartment rentals

Superhost
Flat in Kissimmee
4.85 out of 5 average rating, 124 reviews

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

RileyRating, 5 stars1 week ago
We enjoyed our stay and definitely will be back!
Superhost
Flat in Florida Center
4.9 out of 5 average rating, 151 reviews

18 - Near Universal & Lake View

Rodolfo Bruno S.Rating, 5 stars1 month ago
“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!”
Superhost
Flat in Winter Garden
4.83 out of 5 average rating, 29 reviews

Lakeside Luxury Apartment

TommyRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Kissimmee
4.93 out of 5 average rating, 177 reviews

Lovely one bedroom apartment.

AishaRating, 5 starstoday
Loved the stay, came here for a 5 days for my birthday. The water is such a pretty view. Host was very responsive with my questions and we enjoyed our time there :). Thank u again!
Top guest favourite
Flat in Orlando
5 out of 5 average rating, 63 reviews

Lake View Penthouse

GeorgeRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Kissimmee
4.96 out of 5 average rating, 138 reviews

WATER View 4BR/Elevator/DISNEY Area

RavenRating, 5 stars4 months ago
wonderful stay beautiful view. stunning home had no issues at all
Guest favourite
Flat in Orlando
4.83 out of 5 average rating, 6 reviews

Mid-Century Loft| 11a-8p Check-In ONLY

JunrenRating, 5 stars2 months ago
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.
Guest favourite
Flat in Kissimmee
4.89 out of 5 average rating, 74 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

MaheshRating, 5 stars2 weeks ago
I would totally suggest you to choose this place.

Waterfront house rentals

Top guest favourite
Home in Auburndale
4.94 out of 5 average rating, 155 reviews

Lake Whistler Beach House with lakefront pool

TeriRating, 5 stars1 month ago
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!
Top guest favourite
Home in Lakeland
4.96 out of 5 average rating, 117 reviews

Cozy Lake House Retreat - Amazing Views !

LindaRating, 5 stars1 month ago
Clean, comfy beds, and beautiful view! Luke’s place was just like the photos! Master bath shower was lovely as well!
Top guest favourite
Home in Winter Haven
4.98 out of 5 average rating, 125 reviews

Beautiful Lake House Boating Fishing near Legoland

QuintonRating, 5 stars4 days ago
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.
Guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 91 reviews

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

StephanieRating, 5 stars2 months ago
Prefect place for a family vacation!
Top guest favourite
Home in Kissimmee
4.98 out of 5 average rating, 127 reviews

Waterfront Wizarding Home 6BDRM Lake Berkley

SaikrishnaRating, 5 stars1 week ago
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.
Top guest favourite
Home
4.82 out of 5 average rating, 137 reviews

Florida Lake View With Private Pool And Fishing

JohnRating, 5 stars8 months ago
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!
Guest favourite
Home in Auburndale
5 out of 5 average rating, 22 reviews

Little Castle on the canal on lake Arietta

CarlaRating, 5 stars2 months ago
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 !!!
Guest favourite
Home in Haines City
4.89 out of 5 average rating, 103 reviews

Breathtaking Home

ReneeRating, 5 stars3 months ago
Perfect Florida house and fully stocked for a great getaway! Fantastic game room and beautiful pool.

Waterfront apartment rentals

Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 135 reviews

Storey Lake Water Park Resort Condo next to Disney

VeronicaRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Thornton Park
4.71 out of 5 average rating, 323 reviews

Retro lake Eola 1 Bedroom Condo Thornton park

JimRating, 5 stars2 months ago
Location is fantastic and worked out perfect. Highly recommend.
Superhost
Apartment in Orlando
4.87 out of 5 average rating, 260 reviews

Spacious 1King/2Bath w/stunning lake view

SunshineRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Davenport
4.87 out of 5 average rating, 132 reviews

A Resort Getaway with many amenities

JaniquaRating, 5 stars2 months ago
The place was great, my family and I loved it we will definitely book again.
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 213 reviews

Marvelous apartment near Disney first floor

MarianaRating, 5 stars1 week ago
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."
Top guest favourite
Apartment in Kissimmee
4.98 out of 5 average rating, 126 reviews

Condo on the top floor with lake view near Disney!

JeffRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Orlando
4.83 out of 5 average rating, 127 reviews

Gorgeous 1 Bed 2 Bath Condo just 1 mile to Disney

MarioRating, 5 stars2 weeks ago
Very good location, everything worked perfect, very clean. Everything was perfect! Thank you very much
Top guest favourite
Apartment in Orlando
4.98 out of 5 average rating, 65 reviews

Beautiful Lakefront Condo just 1 mile to Disney!

MichaelRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Winter Haven
  6. Waterfront rentals