Waterfront holiday rentals in Winter Haven

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Winter Haven waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 191 reviews

Lovely one bedroom apartment.

AlexisRating, 5 stars3 weeks ago
Very nice stay was nice and tidy the way it should be and the boat were excellent every issue we had they were right they’re to help
Superhost
Apartment in Clermont
4.79 out of 5 average rating, 273 reviews

Charming Lakefront Apt. Near Disney

EsmeraldaRating, 5 stars2 weeks ago
I had a wonderful stay in Clermont! I stayed here for a little solo getaway and it was exactly what I needed. Super peaceful, quiet, and the view was honestly so pretty. Everything was clean and comfy, and I just felt really relaxed the whole time. It was the perfect spot to take a breather. I would totally come back again!
Superhost
Apartment in Davenport
4.86 out of 5 average rating, 36 reviews

Lakeview, 15 Min to Disney & Golf Courses!

MatthewRating, 5 stars2 weeks ago
Host was great and responsive to all our needs.
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 108 reviews

Amazing Apartment in Orlando - Kissimmee

AmberRating, 5 stars2 weeks ago
I had a wonderful stay in Kissimmee, Florida! The place was exactly as described—clean, well-kept, and just like the photos. The location was perfect and made getting around easy. It truly added to the overall experience of the trip. I would definitely stay here again!
Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 30 reviews

Luxury LakeFront Condo by Disney

AnitaRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Kissimmee
4.89 out of 5 average rating, 106 reviews

*NrDisney*BrandNew*LakeFront*APT

JhyrielRating, 5 stars1 week ago
William was an amazing host! He was so attentive and very quick with the responses. His beautiful property definitely sits over the lake just like the pictures. Definitely the perfect spot for the price paid! William helped make my birthday weekend a huge success! Definitely will be back!
Guest favourite
Apartment in Kissimmee
4.97 out of 5 average rating, 63 reviews

One Bedroom close to Disney

RyanRating, 5 stars3 weeks ago
We stayed at Cami’s place during a trip to Disney, and it worked well for our family of three. The unit is in a quiet, gated complex that felt very safe. Our daughter especially loved the pool! The location was great—about a 20–25 minute drive to Magic Kingdom and close to plenty of restaurants and shopping. Cami was responsive and accommodating, especially with our (unplanned) late arrival, which we really appreciated. There were just a couple of things that felt a bit misleading from the listing. It mentioned two queen beds, but they were actually full-sized. Also, the listing stated that there was a washer and dryer in the unit, but if there was, it appeared to be behind a locked door and not accessible to us. This was a bit disappointing since in-unit laundry is something we typically look for, but we managed fine without it. We just wanted to note this in case it’s important for other guests too. That said, we overall had a lovely stay and would recommend it for a Disney trip.
Superhost
Apartment in Davenport
4.86 out of 5 average rating, 111 reviews

Remodeled, cozy 1 Bedroom apartment near Disney

BlakeRating, 5 stars1 month ago
Great place to relax and the pool was wonderful and aj was very responsive and helpful.

Waterfront house rentals

Top Guest favourite
Home in Auburndale
4.94 out of 5 average rating, 158 reviews

Lake Whistler Beach House with lakefront pool

AndrewRating, 5 stars4 weeks ago
Very rarely do you find an Airbnb that super-exceeds your expectations. This home absolutely did that. Everything was nicely appointed, yet warm and homey feeling. We stayed as 2 adult couples and had a great time. That said, if you're a family of 8, you'll likely have a great time as well. The game room was a lot of fun, the kitchen had everything you'd want to cook inside or out. The pool was perfect sized, clean, and we'll kept. The grounds were beautiful. The lakeside area was awesome. literally zero complaints other than hating to leave.
Superhost
Home in Winter Haven
4.92 out of 5 average rating, 24 reviews

1937 family lakehouse kids and pet friendly

SherleannRating, 5 stars3 months ago
He was wonderful! I spend the weekend before my wedding and needed a place that was relaxing and cozy and this was exactly it !!! He received us with flowers as congratulations he made sure everything was perfect ! Everyone that stayed loved the air bnb. This will for sure be my go to place when I come back for vacations 🖤 If you are thinking about it do it the price is so worth it
Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 116 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

CarterRating, 5 stars4 days ago
This was definitely a great place to stay, easy to check in and the host was so responsive! I hosted a birthday party and everyone had an amazing time and had everything they needed.
Guest favourite
Home in Winter Haven
4.95 out of 5 average rating, 37 reviews

Lake House by Legoland + Loft & Private Dock

KristineRating, 5 stars2 weeks ago
A Peaceful Getaway with a Stunning View First of all, I’d like to say thank you to Kenneth. Your home was clean, welcoming, and had a beautiful atmosphere. The location up the hill provided a breathtaking view, which we enjoyed right from the porch — absolutely stunning! If you’re looking for a peaceful place to relax and unwind, this is the perfect spot in Winter Haven. Whether you're escaping the city or just need some quiet time, Kenneth’s home offers the calm and comfort you need. We will be back!! ❤️
Top Guest favourite
Home in Four Corners
4.99 out of 5 average rating, 130 reviews

*Luxurious Paradise Mansion: Pool, Spa & Cinema

JustinRating, 5 stars1 month ago
All I can say is REVIEWS MATTER! Everything was wonderful, the photos were so accurate, we literally felt like we stayed in a mansion for our family vacation. We traveled as a multi-generational family and there was something for everyone. If we wanted to we could have literally stayed at the property and had everything we needed to occupy everyone!! Michael is a 10/10! He was incredible responsive, helpful, explained things proactively before I could even think of a question on something. He was kind and accommodating with every ask we had. We arrived to a personal card and welcome gift which just started us off on the right foot and made us feel appreciated. He truly was the icing to a great stay. We without hesitation would come back to this property or stay with Michael at any of his other listing's just because he was that great. Reviews matter, this place is worth it!
Top Guest favourite
Home in Auburndale
5 out of 5 average rating, 25 reviews

Little Castle on the canal on lake Arietta

LisaRating, 5 stars1 month ago
The house was even more spacious than expected. Easy to find, super safe-feeling and quiet neighborhood. The house was incredibly clean and well-organized, and was more stocked with essentials than any other house I’ve stayed in with my family.
Top Guest favourite
Home in Auburndale
5 out of 5 average rating, 44 reviews

Juliana Jewel on Lake Juliana

DianeRating, 5 stars1 month ago
I love this house and the location. Spotlessly clean and well decorated. Very comfortable. The lake is beautiful. Close to restaurants. There are a lot of interesting things to do close by. Easy to find. It was relaxing to watch the wildlife from the deck and see the wildflowers growing along the lake. Kristin was easy to communicate with and got back to us promptly with answers to our questions. It was a great experience.
Superhost
Home in Winter Haven
4.7 out of 5 average rating, 207 reviews

Awesome Lake House W/ Private Dock, Kayaks & More.

KelliRating, 5 stars1 week ago
The backyard was absolutely beautiful. We enjoyed spending our free time hanging out in the swings, fishing off the dock, and just enjoying the scenery in the backyard. There was plenty to keep my kids busy while we weren’t at Legoland. The house is very spacious and charming.

Waterfront condo accommodation

Superhost
Condo in Kissimmee
4.73 out of 5 average rating, 220 reviews

Homely spacious 2BD Close to Disney

JocelyneRating, 5 stars1 month ago
Had a great stay, was clean when arriving and had most of the amenities needed, would recommend staying here :)
Guest favourite
Condo in Orlando
4.92 out of 5 average rating, 101 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

LucindaRating, 5 stars1 week ago
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 195 reviews

New Lovely 3-bedroom Condo 5 minutes from Disney’s

AmyRating, 5 stars3 weeks ago
Very responsive. We stayed 9 nights with a family of 5. We bought some free&clear detergent, extra TP. He added black-out curtains in 3rd room for us & brought us a broom to use. The non-master sink didn’t drain well & the towel rack was coming out of the wall. Still usable. Master bathroom lighting terrible for make-up. Great hot water - never ran out when all 5 showering one after the other. Only non-master shower had a hand-held shower head (very helpful when washing my kids’ hair). No hand towels, but we weren’t using the pool, so we used two pool towels in the bathrooms to dry our hands. (6 bath towels and 6 pool towels are provided). Bathroom soap watered down and squirts out like water. Message Carlos before you arrive to get gate code & door code. Nice big table to eat at. No issues using kitchen - we used every morning & night. We were 10-20 min drive away from the 4 non-water Disney parks. The first night there was a loud party across the way till 10pm and I lost my mind
Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 136 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

CherylRating, 5 stars1 month ago
It was clean, looked like the pictures, responsive host. Would stay again.
Guest favourite
Condo in Kissimmee
4.9 out of 5 average rating, 149 reviews

Cheery 2BR Condo w/zero entry pool near Disney

MindyRating, 5 stars2 weeks ago
very cozy private location with lots of stores within 5 mins. beach accessories available for convenience. will book again.
Top Guest favourite
Condo in Kissimmee
4.98 out of 5 average rating, 157 reviews

Poolside! 3BR Condo in Windsor Hills-2mi to Disney

LoriRating, 5 stars5 days ago
So fab for families, has pool toys, kitchen stuff you forget to order, super close to Disney and condo’s pool; owner makes sure you are stress free and relaxed; everything for kids - little to older; right next to pool
Guest favourite
Condo in Davenport
4.93 out of 5 average rating, 156 reviews

Island Style at Bahama Bay - Minutes to Disney!

AngelinaRating, 5 stars1 month ago
Would absolutely recommend this condo to anyone ! We had an amazing time and felt so safe and comfortable. There was everything we needed and lots of amenities on the property. Very responsive host and will be staying again in future
Top Guest favourite
Condo in Orlando
4.98 out of 5 average rating, 180 reviews

Lakefront Resort Condo near Disney & Universal

KristenRating, 5 stars1 week ago
We loved our stay at Nicoleta's! Everything was very clean and exactly as described. The view was beautiful and truly the cherry on top of a perfect stay! We will definitely stay again next time we are in the area!

Quick stats about waterfront rentals in Winter Haven

  • Total rentals

    90 properties

  • Nightly prices starting at

    $67 NZD before taxes and fees

  • Total number of reviews

    5.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

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