
Pet-friendly vacation rentals in Winter Garden
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Top-rated pet-friendly home rentals in Winter Garden
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Popular amenities for Winter Garden pet-friendly home rentals
Pet-friendly house rentals

Pet-Friendly Bungalow Near Downtown Orlando
Megan was really attentive and great to book with! The house felt very comfortable, like I was staying at a good friend’s house for a few days. I loved being so close to downtown and really appreciated the pet friendly hospitality as well!

Modern 3/2 in Ivanhoe Village
2 couples and an adult child stayed here for 2 days in April. Everything was as expected, and the location was great for what we needed (very close to wedding venue). Host communicated clearly and thoroughly. Check-in time is precise - we arrived about 10 minutes early, and could unlock the door at exactly 3pm! Beds were comfortable, kitchen had enough silverware and storage for our needs, bathrooms had plenty of towels, and there was lots of other space for us to work a bit (ugh) and relax. Overall a great location and value for us. Thanks!!

SpringHouse - 3 Bdrm Patio Villa in The Villages
Walt was a fantastic host. His house was amazing. Very clean, well stocked with thoughtful items, extremely comfortable and Walt was amazing about helping with questions and giving us things to do in the area. I have never stayed at a nicer or more thoughtful Air Bnb. We will definitely be planning to come back.

Beautiful House Completely Remodeled
Jonny's place was lovely. He clearly puts a lot of effort into it. He was extremely helpful, responding to questions almost immediately. My family and I would be happy to stay there again and we highly recommend him.

Casa Winter Park
We had a wonderful stay! We came down to celebrate our daughter’s engagement and Juan accommodated us early and was very helpful! It was a wonderful place and it worked perfectly to gather together with family. We had a small celebration after the engagement and the house had plenty of dishes to use for food and the ambiance was great- piano, fireplace, nice big table for laying out food. We also loved the backyard but it was too cold to use the pool or fire pit, but still lovely features. It was wonderful that each bedroom had their own en suite bathroom..no fighting over who would get the best room! The house was clean, cozy and comfortable. The neighbors concerned me a little, but we felt safe. The road out front was a bit noisy but it’s also very close to Publix and other shopping which was great. Overal,l we would recommend staying there.. it was a wonderful experience!

Corporate 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.

Pet OK/Big Backyard/Fast WiFi/Washer & Dryer.
Great stay, close to Universal Studios, was able to stay with my family last minute and nice private backyard. House was clean and easy to find. The washer and dryer were a plus and the home was cute and cozy. Would recommend to anyone visiting Orlando or surrounding areas.

Mid-Century Modern Dwelling
Stayed here for my cousins wedding. It was a great place to stay. My dog enjoyed the backyard and the house was very nice. Would be a place we would stay again if needed!
Pet-friendly home rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!
Great place to stay at. Lots to do. Host was helpful

Cozy & modern home 4 bed/3 bath/private pool
We just left after staying for 12 days and it definitely felt right at home. Monique was always very responsive and even came to bring a pack and play and high chair for my grandson. Any concern I had, it was answered and taken care of. I would recommend this place.

Private pool home near Downtown
This is instantly become my favorite Airbnb. Such a wonderful and beautiful experience. It’s an absolutely fantastic location while also enjoying the aspect of privacy. This will definitely be my go to anytime that I have to come into Orlando!

Amazing New Pool House!
Dave and Nadia were very accommodating. Quick response to any of our requests. Great location. Nice quiet neighborhood. Walkable to numerous dining options.

4 Rooms, Lake, Pool, Hot Tub, Bocce Ball, Putting
amazing communication, beautiful property, cant wait to reutrn.

4BR-2KingMasters-SpaHeat-Private Pool-Remodeled
Tetyana’s place was very clean, welcoming, and felt like home away from home. It was conveniently located near Disney and easy to access. The bed was very comfortable and I slept like a baby. The master bath was a great way to unwind and relax after walking over 10,000 steps at the Disney parks. We LOVED the jacuzzi/pool combo and how secluded it was. Very quiet neighborhood, responsive host, and easy check-in. We’ll be back. :)

T7674O/Windsor Hills Resort/3Bedrm/2miles Disney
Had a great stay! Perfect location, we enjoyed the community pool! Host responded fast when I had questions and the place was extremely cute! Pictures match exactly!

Spacious Home w/ Pool&Resort Amenities,near Disney
I want to start thanking Alex and Luis becouse they was so nice with us. We enjoyed stay in their property and if we had any question they response very quickly. We are 100% sure that will go back to this place. I recommend this place with out doubt. thank you
Private, pet-friendly home rentals

24/7 HomeCare Group
Positives: The house is located in quiet neighborhood. It was clean and well organized. It was easy to communicate with Edna and she was very responsive. Negatives: The house is old and needs some TLC, one of the kitchen cabinet doors was falling off and the door to the backyard also needs repair.

The Tiny Cottage in the Springs/ Central FL
Perfect for a short term stay, comfy bed and nice size shower and good kitchen. Super close to Winter Park with all of its fun stuff to do. Nice promise entry and quiet location. Albia the host is very sweet and friendly, and responds quickly.

The silver cottage
Vanessa’s place was amazing as always. Location is very convenient and close to historic downtown. The house is cozy and has a large backyard. Really enjoyed our stay.

Disney Proximity: Luxury 5BD Home
We were very pleased with our stay it was comfortable and convenient to all the places we went to visit.

Pelican House
We stayed at the Pelican House for three whole months. This home worked well for our extended stay because of its proximity to restaurants, groceries and Disney World! The neighborhood was quiet pretty much every night and having the open green space in the back was really nice, especially when the Sandhill Cranes came by in the mornings. They were awesome to watch. Donna was very responsive to any questions or concerns we had during the stay. She would reply within 10 minutes usually. The biggest benefit for us was proximity to Disney World. We could leave the house and be at the parks within 15-20 minutes most days. Traffic coming back from Disney was typically a challenge, though I feel the whole area in Kissimmee would be the same. All in all, we would absolutely stay at the Pelican house again for any future long-term stay in that area. It worked great for our needs this trip! Thanks Donna!!

Sunset Cove at Champions! Book this very private
This lovely home was exactly as described. Located near the end of a gated street, but within 20 minutes of many restaurants. It also had the best selection of kitchen supplies and the nicest washer & dryer I’ve ever seen in a rental. Sue was a pleasure to work with!! We hope to return next year.

D&D’s Private Orlando Loft w fenced backyard!
Great neighborhood, lots of shops, parks nearby. There is everything for everyday life, clean, well-groomed and comfortable! Thank you very much, we liked it very much! I recommend

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★
Andy’s place was a great dog-friendly house in an ideal location! It’s right in the middle of town, close to everything, but surprisingly quiet—you’d never guess how close the traffic is when you’re in the neighborhood. It was also a quick and pleasant drive to Universal. Nice little park a couple blocks down. We had a great time and would gladly stay here again!
Quick stats about vacation rentals that are pet-friendly in Winter Garden
Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.1K 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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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Blue Spring State Park
- Magic Kingdom Park
- Aquatica
- ICON Park
- Island H2O Water Park
- Harry Potter and the Escape from Gringotts™
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