Pet-friendly vacation rentals in Winter Garden
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Garden
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winter Garden pet-friendly home rentals
Pet-friendly house rentals
Home in Orlando
4.9 out of 5 average rating, 20 reviewsPet-Friendly Bungalow Near Downtown Orlando
Meg's place has a great location in a quiet neighborhood. Lots of great restaurants nearby, grocery store, easy access to a number of Orlando area attractions, and very pet friendly. Good off-street parking and great backyard for a dog. Really nice set-up for 3-4 people for a few days.
Home in Orlando
4.97 out of 5 average rating, 101 reviewsModern 3/2 in Ivanhoe Village
It was the perfect place for me and my family. The house felt very spacious. The kitchen was very well equipped. They even had herbs and spices in the pantry, which I always appreciate. I reached out to him about something and he was very responsive. The location in that area of town was great and we were able to walk to different locations around town. We could not have hoped for a better place.
Home in Orlando
4.97 out of 5 average rating, 116 reviewsBeautiful House Completely Remodeled
Thank you so much Jonny for having us The house is beautiful, clean and perfect Me and my family have so much fun together.. The neighbor is great, the backyard for the dogs with fence and privacy.. we definitely came back soon. Appreciate it 🙌🏻
Home in College Park
4.92 out of 5 average rating, 115 reviewsThe Boho Jungalow Private | Peaceful | HotTub - DT
Thanks so much for letting us stay! We loved the exceptionally clean space; the hot tub was great, and the parking and location were convenient. We highly recommend choosing this as your spot if you stay in Orlando!
Home in Winter Garden
4.77 out of 5 average rating, 66 reviewsDowntown Winter Garden Mid Century Hipster
Mary Anne was a great host! Extremely responsive and helpful! The home was exactly as pictured, spotless, so much room, and she even left us snacks! Plenty of plates, cups, pans for your cooking needs. Overall we had an amazing experience and I would definitely book again!
Home in Orlando
5 out of 5 average rating, 5 reviewsCorporate Downtown Luxury Rental
This home was lovely and perfect for me for a couple weeks. It's in a relatively quiet area, albeit close to a main road, but still pretty neighborhoody, with a park down the street. Easy access to grocery stores, quick serve restaurants and a couple casual dining spots, and 5 mins from downtown/15-20 mins from Winter Park. The house itself was very functional, the kitchen is well equipped and living area is cozy. Closet space is a bit limited and it might be tight for more than one person for too long, but it was just what I needed while in town for business. The owners were very responsive and friendly, and when I needed help with a small issue were quick to address. Definitely would recommend.
Home in Clear Lake
4.93 out of 5 average rating, 435 reviewsPet OK/Big Backyard/Fast WiFi/Washer & Dryer.
I have now stayed here a few times. Needless to say, I will stay there again. Miguel is an excellent host. A superb host! You know what, Miguel is a SUPERHOST!!! I highly recommend!
Home in Sanford
4.94 out of 5 average rating, 16 reviewsMid-Century Modern Dwelling
We were there for a field hockey tournament. This place was conveniently located to Boombah sports complex, and the downtown Sanford area. Mallory’s home is very beautiful, and made us feel at home.
Pet-friendly home rentals with a pool
Home in Orlando
5 out of 5 average rating, 109 reviewsPrivate pool home near Downtown
Great location in Downtown Orlando. Very clean and neat property. Felt very comfortable. Host was very responsive. Highly recommend.
Home in Davenport
4.88 out of 5 average rating, 59 reviewsModern/Luxe Vacation, close 2 Disney, Heated Pool
Lovely place to stay! Responsive hosts; had no issues. We had a pleasant stay & especially enjoyed the warm pool. The house is lovely & clean. Safe neighbourhood. Tastefully decorated home; happy & bright. We especially enjoyed having three bathrooms! Would recommend & stay again. Five stars! ⭐️
Guesthouse in College Park
4.97 out of 5 average rating, 66 reviewsAmazing New Pool House!
I had a wonderful stay in College Park at David’s AirBNB. The pool house was clean and updated. What a great visit. I will return!
Home in Kissimmee
4.68 out of 5 average rating, 22 reviewsVacation Home with Pool & Spa near Disney
It was very peaceful and a nice house! Thank you
Townhouse in Orlando
4.7 out of 5 average rating, 111 reviews4 Rooms, Lake, Pool, Hot Tub, Bocce Ball, Putting
They were really good hosts, had great communication and responsive. House was really warm, spacious and great for a family vacation. Its a great spot!
Home in Davenport
5 out of 5 average rating, 10 reviews4/2 home with Pool, BBQ, Playground near Disney
Good location, close to things. We had a nice time! Thank you for hosting our family!
Home in Davenport
4.81 out of 5 average rating, 176 reviews4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
Everything great thank you Tetyana.
Townhouse in Kissimmee
4.8 out of 5 average rating, 128 reviewsT7674O/Windsor Hills Resort/3Bedrm/2miles Disney
We are first timers in renting an Airbnb. I was satisfied, although the pool heater did not heat pool in our townhouse. But we still enjoyed the club house and what it had to offer, their club house pool was nice and warm. The location was very convenient to restaurants, shopping and amusement parks. The communication between our host was great. I love how they responded very quickly and answered my questions. I highly recommend this place if looking to travel to Orlando,Florida. Thank you so much Mike, Khris and Arjean, our stay was great.
Private, pet-friendly home rentals
Cottage in Lake Mary
4.91 out of 5 average rating, 54 reviewsCozy quiet cottage
Bob was a fantastic host and very responsive. One of the friendliest hosts I have ever had. This place was perfect in distance from the venue where my now wife and I got married. It is a small and cozy set up, perfect if you need a place to stay for a wedding at Lake Mary Event Center. Even my pets felt at home with a great surrounding area to walk them. Additionally a farmers market on Saturday’s nearby will make a morning stroll with your group and pets very memorable.
Home in Orlando
4.95 out of 5 average rating, 84 reviews24/7 HomeCare Group
We stayed for 5 days and from the well equipped kitchen, super comfortable tv room and comfortable bed we had a wonderful stay. It was a quiet and clean space that offered family time plus! Enda was a great hostess and so kind always available for suggestions and to offer local information if needed.
Townhouse in Clermont
4.97 out of 5 average rating, 72 reviewsThe silver cottage
When renting an Airbnb the 3 things I look for is cleanliness, comfort and convenience to shops and restaurants (I make it a rule to not cook on vacation!). Vanessa’s silver cottage hit all the marks. Vanessa was super easy to work with and there when I needed her. I will definitely book with her again!
Home in Clermont
5 out of 5 average rating, 8 reviewsSunset Cove at Champions! Book this very private
Sue was an excellent host. She was responsive to emails and was proactive in making sure we had everything we needed. The neighborhood was very private and quiet. The house was very nice, the yard was well kept, and the heated pool worked very well in the cooler temps. Would stay again!
Home in Orlando
4.96 out of 5 average rating, 48 reviews3 Bedroom Home, Budget Friendly!+Fully Fenced Yard
Loved our stay! Back yard was perfect for the dogs. Neighborhood was off the main road and very quiet.
Townhouse in College Park
5 out of 5 average rating, 7 reviewsLuxury Winter Park Condo | Modern & Prime Location
My family and I really enjoyed our stay - it was perfect for what we were looking for! We're never confident in ORL house airbnb's since some of the roads can be so busy, but this townhouse was a perfect fit for us, and we felt totally safe with our kids. It was new, clean, and a good location (5 minutes from the Holiday party we were attending). Only cons: it's very minimal (no paintings etc), and could use a few more "things" (ex: a coffee table). - Loved Madi and the garage-MyQ-check in process. Having the garage is super nice. - Highly recommend!
Apartment in Orlando
4.94 out of 5 average rating, 50 reviewsD&D’s Private Orlando Loft w fenced backyard!
My stay for several days was very good. Starting with excellent communication with Melissa and always offering her help if I needed something. The check-in was very simple and easy with easy instructions. The place was super quiet and even though it was New Year's Eve, everything was well maintained. Good cleaning. Just a few details like the area where you have to park the vehicle under a tree that releases some kind of seed or flower that stains the paint of the vehicle and you can't park anywhere else so as not to disturb the neighbors. Otherwise, the place is very good and Melissa's attention was excellent.
Home in Orlando
4.91 out of 5 average rating, 194 reviews★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★
Andy’s place was exactly what our team was looking for. We traveled for work and it was a home away from home. Conveniently located, quite and clean. Andy is a great host. Would definitely recommend and stay again.
Quick stats about vacation rentals that are pet-friendly in Winter Garden
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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