
Pet-friendly vacation rentals in Maitland
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Top-rated pet-friendly home rentals in Maitland
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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
We (my husband and 2 children) loved staying at Frank's airbnb! In fact, we wish we could have stayed longer. The house is in a great location - just a 5 minute walk from Fresh Market for groceries, great restaurants, and right next to the Dinky Line trail for morning walks/runs. The place was spotless and bigger than I thought it was going to be. We had everything we needed and check-in/check-out was easy and straightforward. We definitely hope to return again! Thank you!

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!

Downtown Winter Garden Mid Century Hipster
We had to find a place quickly due to an unexpected emergency, and this home turned out to be an absolute blessing. From the moment we arrived, we felt safe, comfortable, and truly cared for. The house was spotless, well-equipped, and thoughtfully prepared with everything we needed. It gave us peace of mind during a stressful time, and for that, we are beyond grateful. Communication was seamless, and every detail from check-in, it was handled with care and attention. It truly felt like a home away from home, and we can’t thank the host enough for providing such a perfect space during our time of need. Highly recommend to anyone—whether you’re traveling for pleasure or facing unexpected circumstances. This home delivers comfort, reliability, and warmth.

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

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
Stayed for 2 nights and it was perfect! Exactly like the photos. The house was spacious with a lot of amenities! Total of 6 adults and 1 kid for our stay. More than enough beds for everyone and lots do for entertainment in the home. Highly recommend for a large group and/or kids. Location was great; within 10-15mins from restaurants, stores, and downtown.

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 Pool-StoreyLakesResort-Near Disney!
I had an amazing stay at this beautiful townhome! The private pool and stunning lake view truly made it feel like a luxurious retreat. The host was incredibly welcoming and attentive, making sure everything was perfect. The townhome itself was not only comfortable but also had a cozy, home-like feel. It was the perfect place to relax and unwind. Highly recommend!
Private, pet-friendly home rentals

24/7 HomeCare Group
Everything was great. Very nice clean home in convenient location. Highly recommended.

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!!

Townhouse Near Disney-Sleeps 8, Hot Tub & Pools!
My family enjoyed our week stay! Best sleep we’ve had in months. Clean space. Large eating area for entire family. Loved it . Booking agai this summer for sure

Renovated Peaceful Luxury Walk to Mall Park Publix
Have Stayed here multiple times it is one of my go to places to stay in there area!!

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
Quick stats about vacation rentals that are pet-friendly in Maitland
Total rentals
40 properties
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 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
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Daytona International Speedway
- 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
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