
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

Lake Whistler Beach House with lakefront pool
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.

Hollingsworth Pool Home
Meghan's place was exactly what we needed for a family graduation weekend. I REALLY recommend eating at Harry's seafood if you stay here. Thank you so much for allowing us to stay with you.

1937 family lakehouse kids and pet friendly
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

three bedroom family house, near legoland
We love how clean and beautiful the house was. Very accommodating.

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.

Lake House by Legoland + Loft & Private Dock
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!! ❤️

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!

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.
Pet-friendly home rentals with a pool

Summer Booking Fast! 450' to Resort, Dogs OK
Shane and his team were great. There were two things I had reached out about (minor) and he offered to help right away, and response time is very quick. Shane is so kind, and works hard to make sure you are completely satisfied. We enjoyed our stay here, and would love to come back next year :-) The home is located across from the resort which was awesome and walking distance to stores/ice cream/ and pizza place. I highly recommend Shane and his team, and this home. Everything and more is provided for you! The kids really enjoyed the themed rooms and the fun pool toys! Thank you so much for being such a great host!

Winter Haven Hideaway
Great place! We enjoyed our stay! Will stay again when we visit!

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 !

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.

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.

There is no other place you want to be than here.
Franks place was perfect, everything in the pictures was accurate plus so much more. We had everything we needed to start and then some, we didn’t feel like we needed to unpack and go right to the store. We spent most of our time out at the pool and with small kids the door alarm, took some getting used to but was such a nice touch. Plenty of restaurants and grocery stores near by and only about 30/40min to universal. We would stay here again in the future, the place had so much space we never felt like we were cramped in the home.

Lake Front! Spacious Home w/heated pool & kayaks
What a wonderful home! Had our large family here for a wedding at Bella Cosa. Enjoyed the pool and spacious home. The home was comfortable and had everything we needed. Kristy gave us recommendations for brunch and checked in with us regularly. Made lots of memories this trip and the house was icing on the cake. Would stay here again. Excellent location for the wedding night and beautiful views of Lake Wales. 10000/10 would recommend!!!!

Summer Villa by the Lakes
This was perfect for our family. We were able to spread out and relax. The space was comfortable and had everything we needed.
Private, pet-friendly home rentals

30 minutes to Disney and Universal Studios
The house was really nice and very clean. It is located conveniently between Bartow and Winter Haven. Jennifer was proactive in her communications and very responsive. When a fire alarm started beeping from a low battery (and was too high for us to reach), Jennifer had the property manager there to fix it within 20 minutes. We would definitely love to stay there again.

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!

Lakeside Bungalow - Winter Haven Chain-of- Lakes
The property was as described. Very cute and homey. Laurie lives on premise she even offered to pet sit our puppy.

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.

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
great stay, definitely had a good amount of space and everything worked great

Cozy guest house w/ fenced yard and hot tub
Had a nice stay. Location is good to drive to disney world or universal. House is clean and as described. The host is very responsive and kind.
Quick stats about holiday rentals that are pet-friendly in Winter Haven
Total rentals
140 properties
Nightly prices starting at
$26 SGD 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
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Raymond James Stadium
- ESPN Wide World of Sports
- Busch Gardens Tampa Bay
- Amalie Arena
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- ICON Park