Waterfront vacation rentals in Winter Haven

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Popular amenities for Winter Haven waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Kissimmee
4.88 out of 5 average rating, 34 reviews

3161-405 Resort Lake View Disney Universal Orlando

OryanRating, 5 stars1 month ago
Great place to stay Fonti was great with communication
Guest favorite
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!
Guest favorite
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 favorite
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 favorite
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.
Guest favorite
Apartment in Kissimmee
4.83 out of 5 average rating, 77 reviews

Oasis by the lake, first floor

VivekRating, 5 stars4 weeks ago
Great place to stay if you are in orlando. Feels right like home. It has everything that is listed and the host is warm and very responsive. The home is clean and very comforting. The neighborhood is great and peaceful too. A thing to note, It can be really quiet after dark, but doesn’t feel unsafe as it’s a gated community. Close to gas station, restaurants, and other attraction. MCO airport is 45min - 1hour long drive. In all, will very much would like to stay at this place. Andy and Maria do a great job of hosting you!
Superhost
Apartment in Kissimmee
4.74 out of 5 average rating, 109 reviews

2 Bd/2 Ba Sleeps 7! Storey Lake (3131-303)

KailaRating, 5 stars2 weeks ago
Great location to Disney! About 12 mins to the park! Shopping and restaurants nearby! Spacious and comfortable home! Would rent again!

Waterfront house rentals

Superhost
Home in Haines City
4.77 out of 5 average rating, 93 reviews

Luxurious 3BR: Pool, Golf Views, Disney, Legoland

AliciaRating, 5 stars4 days ago
Great place, great price would stay again!
Guest favorite
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!! ❤️
Superhost
Home in Winter Haven
4.92 out of 5 average rating, 36 reviews

Cozy Lakefront Home w/ Pool -7 mins from Legoland

AlejandroRating, 5 stars2 weeks ago
The house in general is fantastic, the beds are very comfortable everything is good but the front yard and the back yard need a little more love to make the house perfect other than that we really enjoyed our stay and recommend the house to anyone who visits Winter Haven
Top guest favorite
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 favorite
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.
Superhost
Home in Kissimmee
4.88 out of 5 average rating, 189 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

BriannaRating, 5 stars1 month ago
We had an amazing stay! The place was beautiful and in a nice neighborhood. The amenities were perfect for a family trip with kids so they weren’t bored at all. Lots of fun to be had here! Will definitely recommend!
Top guest favorite
Home in Kissimmee
4.99 out of 5 average rating, 137 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

EileenRating, 5 stars1 week ago
Completely recommended, 👌 the house is very nice and you really feel at home, we only had a small problem with the grill, which was immediately resolved. Bryan was attentive at all times.
Superhost
Home in Lake Wales
4.89 out of 5 average rating, 54 reviews

Lake Wales House with dock, 7 min to Bella Cosa

DemetriaRating, 5 stars3 weeks ago
We needed a one night stay close to Webber International University. This place was perfect. It was enough space for everyone. The pool area was peaceful early in the morning as I watched the sunrise. Martha was responsive and easy to work with.

Waterfront condo rentals

Guest favorite
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 favorite
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 favorite
Condo in Davenport
4.88 out of 5 average rating, 138 reviews

A Resort Getaway with many amenities

NorineRating, 5 stars2 months ago
Our stay here in Davenport was excellent. The resort and condo had everything we wanted and needed. The weather was great. The location was perfect. It took us 50 minutes to get to Universal and a hour and a half to get to Saint Petes Beach. The food and the drinks were excellent as well. We had 2 18-year-old boys with us and they were now bored. Hope to be back again soon.
Guest favorite
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.
Superhost
Condo in Orlando
4.89 out of 5 average rating, 153 reviews

[Lake View, Modern Decor, 1 Mile to Disney!]

JustineRating, 5 stars1 month ago
Had a wonderful stay! very clean, beautiful decor and very welcoming place. Love the scenery of the balcony. Host was very responsive and kind. Everything was very convenient and close to the parks. Overall, l enjoyed my stay here : )
Top guest favorite
Condo in Kissimmee
4.98 out of 5 average rating, 135 reviews

Condo on the top floor with lake view near Disney!

IwonaRating, 5 stars1 month ago
We’ve stayed at several rentals in Orlando before, and this one has definitely been our favorite. The apartment was spotless, very well equipped, and had everything we needed. The location is excellent, very safe and quiet, and close to everything we needed. We really enjoyed the peaceful view over the lake to the pool area behind it. The pool with the lazy river was nice and added to the relaxing atmosphere. Joanne was very quick to respond and helpful throughout our stay. Would absolutely come back.
Guest favorite
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 favorite
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

    ﺩ.ﺇ147 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