
Pet-friendly holiday rentals in Winter Haven
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Haven
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Winter Haven pet-friendly home rentals
Pet-friendly house rentals

Bright Home Near Legoland & Lake
Very easy process. I really like the flexibility. Very clean and organized place. I love it and will definitely recommend it to anyone. Thank you so much 🙏🏽

Encanto At Auburndale
This is always our go to place in Auburndale when in town for the weekend. It is always super clean, and it makes it easy to sit back and relax.

Winter Haven Hideaway
Great stay for our yearly tournament. The extra living room was perfect for my elderly grandmother and the screened in back porch was great for enjoying outside and behind covered.

Kid-friendly Home w/ Pool & BBQ
The house is exactly as pictured. Beds were comfortable and the hosue/pool & was clean. We would definitely recommend staying here!

Stunning 4BR home w/Pool
Me and my family had an amazing time here !! It was spacious , the pool was great , and we felt right at home ! I would recommend this air bnb to anybody I know visiting Orlando Florida. It was a quick drive to EPCOT Walt Disney world. I hope to come back soon !

Lakefront Home on the Winter Haven Chain O’Lakes!
We had an amazing stay at this beautiful property right on Lake Roy. The views of the water were absolutely stunning, and we loved having direct access to the lake—it made for the most peaceful mornings and relaxing evenings. The home was spotless, well-equipped, and clearly cared for with love. Whether we were sipping coffee on the dock, kayaking, or just unwinding inside, everything about our stay was seamless and serene. Our hosts were responsive and welcoming, making the experience even better. Highly recommend for anyone looking for a quiet, scenic escape in Florida!

Arcade+Pingpong + 10 guests + 11 mil to Lego Land!
Our stay here was amazing! Nathaly was very responsive to all messages and the house was spectacular and spotless 👌 The decor was nice and free of clutter, very spacious. I will definitely book here again when I visit Winterhaven, Florida 😊 Five stars well deserved 🌟🌟🌟🌟🌟

Fresh & Modern 3BR Home
i had a great stay!! The place was exactly as described, well laid out and comfortable. The host is very proactive and very responsive. This is my second time staying at this home, as Im in the Orlando area frequently, it will become a space that I look for each time.
Pet-friendly home rentals with a pool

Modern townhouse Balmoral Resort
Raychelle was a very responsive host and was friendly which we appreciated. The home is beautiful and set up as described. We felt welcomed and at home. There are lots of restaurants and grocery stores etc in the area so that was nice as well.

Luxurious 3BR: Pool, Golf Views, Disney, Legoland
I recommend this place. The communication was excellent. The location was also excellent, and the house met the description.

The Treehouse at Camellia Grove - Winter Haven
My girlfriend and I stayed with Martha and Joe and had an amazing time on the farm. We travel often for work and this is by far our favorite AirBnb we’ve stayed in for a while! The treehouse is very cozy and feels like a home. The pool and views from the back yard are stunning. We would definitely stay here again!

A beautiful cozy home with heating pool
We had a wonderful stay. The host was very accommodating to anything we needed. He is a great host and we will definitely be returning.

Family Getaway with Pool Near Disney/Parks/Shops
The stay at Orvie’s place was excellent. Very kid friendly, would highly recommend for a family stay. The location was very convenient, and the home had everything we needed. Communication with the host was good and check-in went smoothly.

Modern Coastal Farm House/Pool+Jacuzzi/near Disney
My family really enjoyed our vacation. Stay at this location. It was very, very clean well appointed and exactly as advertised. What was the best part of all was the host who took care of? Everything answered all questions and made sure that we were very much right at home that was fantastic. If you need room to spread out for your family or room to relax, there are plenty of places in this house. The pool and hot tub worked perfectly and everything simply was great. We really enjoyed this. Thank you very much. We will see you again.

House near Disney-Universal w/pool, game room @EV…
Our family had a wonderful stay at Ana’s property. The house was just what we needed for our family of four. The pool was a highlight! Ana was incredibly responsive and we felt right at home. The house is about 20 minutes to Disney and 35 minutes to Universal. My only tiny complaint was that the WiFi was very slow and spotty, but not a huge deal. Otherwise, I would highly recommend this house to anyone traveling to the Orlando area!

Little Castle on the canal on lake Arietta
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.
Private, pet-friendly home rentals

Classic Cottage in country setting
The cottage felt like home away from home. Quiet safe area and convenient location. Very clean home you’d never guess they allow pets. Large fenced yard which my fur babies loved. 30 minutes with some traffic to WDW parks. We stayed 8 nights and it’s very comfortable for 4 adult. Will definitely check availability for our next trip to FL. Communication with Host very easy and prompt. Definitely recommend.

Cozy Family Vacation Villa
the house was well stocked with all kinds of things. the kitchenette had lots of water which is nice. William is an amazing chef and I would suggest taking him up on it if he offers to cook for you! He made us some really delicious and filling meals while we with him!

Travelers Haven
We had a great, week long, stay! Extremely clean. Host communicated quickly and accurately. Neighborhood is clean and quiet. We absolutely loved it.

Book Summer Vaca!, Legoland, Pet Friendly, 7 Beds
Spacious, clean, and thoughtful amenities (basket of snacks and water bottles, toiletries). Large fenced yard. Very responsive host. I highly recommend. We stayed here for a 2 day volleyball tournament.

Grand Room
This place is so nice! Very clean, and super close to Legoland! If you are looking at the listings with “The Block”….don’t go there. That place is very run down. Mara’s place was immaculate. The communication is very nice and quick. So glad we stayed here.

Spectacular Condo 2Bed/2Bath Close to Disney
Beautiful condo. The kids loved the water park and lazy river. Can’t wait for my next Disney trip and book the same condo.

Tiny Paradise
The place was very cute, cozy and especially clean. It’s small but it was just enough for me and hubby. I would definitely go back if in the area.

3b2ba/master suite/pet friendly/6 mi. to LegoLand!
Very nice home! Pictures are accurate and the home is very clean. Host was very responsive to communication.
Quick stats about holiday rentals that are pet-friendly in Winter Haven
Total rentals
140 properties
Nightly prices starting at
₹1,727 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
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- Disney's Animal Kingdom Theme Park
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