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Holiday rentals with lake access in Winter Haven

Find and book unique lake access rentals on Airbnb

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Popular amenities for lake access rentals in Winter Haven

Lake access house rentals

Top guest favourite
Home in Winter Haven
5 out of 5 average rating, 13 reviews

Lakefront House w/ Private Pool, Beach & Dock

CaseyRating, 5 stars3 weeks ago
We had a wonderful stay and would love to return! Very clean and comfortable. Lots of amenities and activities, making for a perfect stay! ✨
Top guest favourite
Home in Kissimmee
4.87 out of 5 average rating, 241 reviews

3 bedroom Villa in Kissimmee

JenniferRating, 5 stars2 weeks ago
I cannot say enough good things about Raymond & our stay. I travel a lot for my son’s lacrosse team & this was our favorite Airbnb so far! Raymond is very responsive & kind! I hope it’s available to book next year when we return.
Guest favourite
Home in Winter Haven
4.94 out of 5 average rating, 36 reviews

Lake House by Legoland + Loft & Private Dock

SharimRating, 5 stars3 weeks ago
A very pleasant place to stay, I was very satisfied with everything. Thank you.
Guest favourite
Home in Winter Haven
5 out of 5 average rating, 10 reviews

Executive home on private lake.

AnneRating, 5 stars1 week ago
I must say that we really enjoyed our stay at the home ..it was like home away from home all the amenities were great, the home is much larger and spacious than what the pictures shows. The area was peaceful, we had no issues. The home was clean and the Host Hospitality was absolutely amazing and stocked with everything a family needed or could ever ask for. We didn't really get to use the pool but it looked very inviting. if ever in the area my family would stay again, over all a great place to stay..
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 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.
Superhost
Home in Wahneta
4.91 out of 5 average rating, 94 reviews

Hidden 💎 Minimalist Design | Lego+Disney

KelliRating, 5 stars5 months ago
This was a beautiful place to stay! Our host was very responsive and easy to communicate with. We look forward to staying here again.
Guest favourite
Home in Winter Haven
4.89 out of 5 average rating, 56 reviews

Carefree Cove on Lake Connie - with Hot Tub!

KatrinaRating, 5 stars2 months ago
Great place to stay and relax, enjoying the patio, lake, and hot tub. Beautiful decor and home feel on the inside. Master bed slept great. Kitchen had everything needed and more. Will definitely try to stay again, if ever back in the area.

Apartment rentals with lake access

Guest favourite
Flat in Kissimmee
4.87 out of 5 average rating, 39 reviews

“Cozy Studio apartment “

JulianaRating, 5 stars1 week ago
Ótimo lugar para se hospedar. Cama muito confortável e bairro silencioso. Muito limpo e organizado. Bonita decoração e boa localização próximo a restaurantes, Walmart e cerca de 30 minutos da Disney e Universal. Os proprietários respondem rapidamente e são muito solícitos. Recomendo fortemente e voltaria mais vezes.
Top guest favourite
Flat in Kissimmee
4.95 out of 5 average rating, 108 reviews

Oceanic Oasis Near Disney

JamieRating, 5 stars1 day ago
My son and I thoroughly enjoyed staying at Jared's place! It looked exactly like the photos, very clean, and included all the basics needs (shampoo, conditioner, body wash, hand soap, laundry detergent, and dishwasher pods). The location was ideal, as our main goal was Legoland but we wanted to explore Orlando's attractions as well. It's also the perfect location for Disney travelers, though we didn't go there on this trip. Jared was an excellent host! Proactive and prompt in communication and appreciative of feedback. When asking my son what I should include he shared, "I had a huge, comfy bed all to myself!" (Referencing the sofa bed.) I would absolutely stay here again and will recommend it to anyone who asks!
Top guest favourite
Flat in Davenport
5 out of 5 average rating, 8 reviews

Hideaway Gem near Disney & Golf, 4th floor

LorenaRating, 5 stars2 months ago
We had an absolutely amazing stay at this vacation unit, managed by Denisse! The apartment was spotless, beautifully maintained, and incredibly comfortable. Every room was impeccable—clean, stylish, and well-equipped with everything we needed for a relaxing stay. The Tuscany Resort amenities were truly a dream. From the serene pool area to the quiet, well-kept surroundings, everything added to the perfect vacation vibe. Denisse was a fantastic host—responsive, thoughtful, and made the whole experience seamless. We’re already looking forward to returning. Highly recommended!
Superhost
Flat in Davenport
4.86 out of 5 average rating, 35 reviews

Lakeview, 15 Min to Disney & Golf Courses!

MatthewRating, 5 stars2 weeks ago
Host was great and responsive to all our needs.
Guest favourite
Flat in Kissimmee
4.91 out of 5 average rating, 107 reviews

Amazing Apartment in Orlando - Kissimmee

GabrielaRating, 5 stars3 weeks ago
We really love it !! It was a amazing place !! To stay
Guest favourite
Flat in Lake Wales
4.8 out of 5 average rating, 92 reviews

Acorn Loft - close to Bok Tower & Disney

KiraRating, 5 stars3 months ago
I’ve stayed at Jessica’s place twice. It’s convenient for me, the location is great, the place is clean. It’s perfect for solo travelers and/or couples.
Top guest favourite
Flat in Kissimmee
4.93 out of 5 average rating, 367 reviews

Great Full Apartment. Just 5' from Disney Orlando

LauraRating, 5 stars6 days ago
El departamento es precioso, grande, cómodo, limpio, tiene todo lo que uno necesita para las vacaciones y más! Nicolas siempre respondió rápido y respondió todo lo que consultamos. La pileta es hermosa y grande! Todo estuvo genial.
Guest favourite
Flat in Davenport
4.95 out of 5 average rating, 57 reviews

Bahama Bay Resort-2BR/2BA Near Disney

TiannaRating, 5 stars2 months ago
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!

Lake access cottage rentals

Guest favourite
Cottage in Winter Haven
4.79 out of 5 average rating, 210 reviews

Sweet Cottage- 5 mi to Legoland & 0.5 mi to dwntwn

KathrynRating, 5 stars2 months ago
The location was great. It’s a quick drive to Peppa Pig Theme Park, Artcade and Whitehead Blueberry Farm. The walk to Grove Roots Brewery was less than 10mins. Bok Tower is a 30mins drive. The house was very kid friendly! We have a 4 month old and 2 year old. It worked out so well. The hosts were very nice! We would stay there again!
Superhost
Cottage in Kissimmee
4.83 out of 5 average rating, 265 reviews

15min away from Disney- Family home and pool

TracyRating, 5 stars1 month ago
This was a last minute trip and I was so grateful for the opportunity to stay there! I would book again!
Superhost
Cottage in Clermont
4.83 out of 5 average rating, 211 reviews

Charming Lakefront Cottage Near Disney

AvaRating, 5 stars1 week ago
I had a wonderful stay here with my boyfriend. It’s a bit secluded which I saw some people complain about in reviews but what they fail to mention is that the hosts’ house is is around 200 feet away and there’s a second airbnb directly next to this one. It’s along a dirt road, yes, but there are still other people in the area. The lake and land are beautiful and there are some chairs and a table on the porch of the cottage where you can sit and enjoy the sunrise. Check in was easy, quick, and required no face-to-face social interaction (something I enjoy not needing to do). The AC works well and is quick to respond to your inputs. The bed is comfortable and there is a very roomy closet that you can keep your luggage in. You can walk straight to the watersports complex right out the door of the cottage. This stay was extremely affordable and I am so lucky that I found it and was able to snag a few nights! I enjoyed my stay so much, and so did my boyfriend. Highly recommend!
Cottage in Kissimmee
4.74 out of 5 average rating, 151 reviews

Sherwood Forest Vacation Home Near Disney

MikeRating, 5 stars1 month ago
this was our second stay at this home both for two weeks,what a lovely home this is and full of character with lots of nooks and crannys everywhere,plenty of room though maybe a bit smallish for 6 adults but ideal for four,very clean inside and out with beautifull views and lots of wildlife to see from the patio area,we saw deer,gatorts,racoons,snake,turtles,various birds of all sizes including an osprey,diana the owner was very helpfull with any problems,,,,,,,,,,,the only problem we had was the annoying noise,dust ect from the large building site directly next door,sadly they have dug up the smallish woods next to this property and building more homes which is such a shame though it didnt ruin our holiday in any way just a shame though,hopefully it will be finished soon and will look better though nothing can replace the trees they cut down,thank you so much diana for letting us stay there,hopefully will rebook for next year.
Cottage in Kissimmee
4.84 out of 5 average rating, 195 reviews

Cozy Lakehouse Cottage - 4 Miles to Disney!

DanaRating, 5 stars3 weeks ago
Very peaceful, a bit smaller than expected. I appreciated the host for her fast responsiveness. Even went out of her way to have a blow-dryer dropped off for me which I’m very grateful for.. The only thing that I would have to consider for the next time is It’s not gated around property so my dogs always had to be on a leash but it was overall a calm area.
Guest favourite
Cottage in Polk City
4.95 out of 5 average rating, 39 reviews

Paradise Cottage & Tiki Hut at Bay Lake Resort

Kathy Rating, 5 stars1 month ago
Great place, kids can ride bikes, great pool and clubhouse, close to parks. Friendly people and beautiful areas all around. Nice lake too.
Guest favourite
Cottage in Polk City
4.86 out of 5 average rating, 217 reviews

Cozy Historical Cottage

EricRating, 5 stars2 months ago
Isabel’s Historical Cottage was a great stay for us. She left all sort of welcoming niceties around and made us feel right at home.
Guest favourite
Cottage in Lake Wales
4.91 out of 5 average rating, 96 reviews

Cottage w/ Private Pool - Walk to Lake Wales!

TinaRating, 5 stars1 month ago
The host Tammy is absolutely the nicest person and so responsive! Adorable and quaint - perfect for relaxing, visiting and the pool is a great addition! House is comfy, including household items you may need. This is my go to place for vaca and quick getaway!

Quick stats about holiday rentals with lake access in Winter Haven

  • Total rentals

    160 properties

  • Nightly prices starting at

    $51 SGD before taxes and fees

  • Total number of reviews

    7.5K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    70 properties have a pool

Destinations to explore