Pet-friendly vacation rentals in Longwood

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Longwood pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Orlando
4.98 out of 5 average rating, 122 reviews

Modern 3/2 in Ivanhoe Village

LiamRating, 5 stars1 week ago
Very nice place. Close to everything but in a peaceful neighborhood. Great host aswell.
Top guest favourite
Home in Orlando
4.93 out of 5 average rating, 101 reviews

24/7 HomeCare Group

BinuRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Orlando
4.97 out of 5 average rating, 124 reviews

Beautiful House Completely Remodeled

AmandaRating, 5 stars1 week ago
This was one of the BEST houses we have ever rented! Great location, very spacious house, very well put together and literally had everything we needed! Loved the covered section out back and was nice to sit out there! The whole experience is exactly what we needed and very comfortable!
Superhost
Home in Winter Park
5 out of 5 average rating, 5 reviews

Casa Winter Park

ElisaRating, 5 stars3 months ago
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!
Guest favourite
Home in Orlando
5 out of 5 average rating, 5 reviews

Corporate Downtown Luxury Rental

NicholeRating, 5 stars4 months ago
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.
Guest favourite
Home in Clear Lake
4.93 out of 5 average rating, 450 reviews

Pet OK/Big Backyard/Fast WiFi/Washer & Dryer.

JeremyRating, 5 stars1 week ago
This location was ideal for my visit to Universal Studios. The home was clean and cozy and was well suited for my dogs and I. During my stay, Miguel was flexible, courteous and responsive.
Guest favourite
Home in Sanford
4.88 out of 5 average rating, 25 reviews

Mid-Century Modern Dwelling

AriannaRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Kissimmee
4.87 out of 5 average rating, 169 reviews

Close to Disney!

AlexisRating, 5 stars1 day ago
Sarah’s place is just as described, close to everything and was prefect for our stay ! Would definitely book again.

Pet-friendly home rentals with a pool

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 119 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

OmarRating, 5 stars2 weeks ago
Very nice house we love the pool. Thank you
Top guest favourite
Home in Orlando
5 out of 5 average rating, 128 reviews

Private pool home near Downtown

HeatherRating, 5 stars1 week ago
This was my first Airbnb experience. Kyle was very responsive and when we needed batteries for a remote, Kyle had them delivered so my daughter would be able to watch tv in her room. Very clean, and loved the private pool!
Top guest favourite
Home in Clermont
4.94 out of 5 average rating, 68 reviews

Pet friendly+ Big Fenced Bkyd+Near Disney

SteveRating, 5 stars3 weeks ago
We booked this AirBnB for our 2025 Family Vacation. It was a fantastic place for our family to stay! Everything was very clean, organized, and details on everything in the house and surrounding area were provided. We have a toddler and she also loved her stay in this house. We would highly recommend this house and it's renters to anyone looking for an affordable and nice place to stay near Orlando. We will be back for sure!
Top guest favourite
Guesthouse in College Park
4.97 out of 5 average rating, 76 reviews

Amazing New Pool House!

EmiliyaRating, 5 stars1 week ago
I had a great stay at the amazing new pool house! The space was thoughtfully designed, clean, and cozy. Although I didn’t have time to use the very nice pool, it was definitely a lovely feature to have. The location was incredibly quiet, which made it perfect for relaxing and getting good rest. It was also very convenient and fast for me to get to school every day, which made my daily routine so much easier. Overall, a great experience!
Guest favourite
Townhouse in Orlando
4.71 out of 5 average rating, 117 reviews

4 Rooms, Lake, Pool, Hot Tub, Bocce Ball, Putting

RichardRating, 5 stars2 weeks ago
amazing communication, beautiful property, cant wait to reutrn.
Superhost
Home in Davenport
4.81 out of 5 average rating, 181 reviews

4BR-2KingMasters-SPA-Private Pool-Remodeled

LaylaRating, 5 stars1 month ago
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. :)
Superhost
Townhouse in Kissimmee
4.81 out of 5 average rating, 135 reviews

T7674O/Windsor Hills Resort/3Bedrm/2miles Disney

Brenda Ashley JRating, 5 stars3 weeks ago
It was a pleasure staying at Michael's place, the condo was exactly as it was described in the listing and I always felt like Michael and cohosts were just a message away if we needed anything, they were excellent at providing clear detailed instructions for check in and check out and always there if we needed anything. This was our first trip to Florida and our first ever accommodation booking, and we will definitely be back again. With 3 kids and 3 adults, this condo was spacious and nobody felt on top of each other. Gated community, felt safe and was quiet and peaceful; the clubhouse was a plus !! fun times at the pool and a store for quick refreshments. we will be back again!! thank you
Guest favourite
Home in Davenport
5 out of 5 average rating, 43 reviews

5 bdrm Pet friendly, private pool, comm. waterpark

DestinyRating, 5 stars2 weeks ago
Great stay with kids! We loved all the activities & games provided. Pool was the perfect size, especially if you have little ones. Make sure to read the information given by the host about how to enter the community gates, as the lines to get in the gates get really long. Once we started coming in the opposite direction it was much easier. Overall great stay with the family. Tons of amenities and we were given a great amount of extras (towels, pillows, soaps, dish soap).

Private, pet-friendly home rentals

Top guest favourite
Home in Orlando
4.95 out of 5 average rating, 37 reviews

Pet-Friendly Bungalow Near Downtown Orlando

Kat HuttonRating, 5 stars2 weeks ago
This place was very cute and charming. Megan communicated very proactively and was very kind. I slept in the bedroom with the TV and the bed was extremely comfortable. There are restaurants and a bar within walking distance (the bar was LGBTQ+ friendly, too, which was a plus for me). It was easy to get inside and comfortable to spend time in. The one note I will make is when you first walk in the pet smell is a bit overpowering, but the place is clearly very clean. I did get used to it very quickly and stopped noticing, but something to consider if you're sensitive to smells. I didn't get to bring my pup here, but it would be a perfect spot for traveling with a cat or dog!
Superhost
Tiny homes in Altamonte Springs
4.87 out of 5 average rating, 69 reviews

The Tiny Cottage in the Springs/ Central FL

PatriciaRating, 5 stars1 week ago
Albia was very accommodating when I needed to check-in a little early to be ready for a graduation at UCF. She was responsive and had the place clean and ready for me. The Tiny House is cute and what I expected for a Tiny House. The yard surrounding it was also nicely groomed with the waterfall pond, bistro table and chairs, and porch chairs to enjoy the outdoors. There was also an eliptical in the side yard that I briefly used. The kitchen was well equipped, but beware that the microwave is very small! The only problem I had was with the music. I loved the music- but I could not get it to turn off. I was not aware that Alexa was controlling the music - as I did not see an Alexa. My bad! Neighborhood was quiet, but not what I was expecting. Altogether, the visit was great! Thank you for allowing me to use your house!
Guest favourite
Townhouse in Clermont
4.96 out of 5 average rating, 78 reviews

The silver cottage

ThaisRating, 5 stars2 weeks ago
We had a great stay in Clermont, the space is well kept, well located and an overall great experience. Will definitely return
Guest favourite
Bungalow in Longwood
4.94 out of 5 average rating, 18 reviews

Apartment

DavidRating, 5 stars1 month ago
Loata’s place worked really well for us and our two pets! We booked last minute and she was very accommodating and the animals enjoyed the partially fenced back yard. Overall it was a great stay and Loata is an amazing host. Thank you!
Superhost
Villa in Altamonte Springs
4.78 out of 5 average rating, 101 reviews

Cozy Gated Nature Walk to MallParkPublix 2Story

TomRating, 5 stars2 weeks ago
I had an absolutely amazing stay at this Airbnb! The space was spotless, beautifully decorated, and exactly as described—if not better. Every little detail had been thoughtfully considered to make guests feel welcome and comfortable, from the cozy linens to the fully equipped kitchen and thoughtful touches throughout. The spiral staircase was a bit small but I was able to manage by accessing the second floor through the patio steps. What truly made the experience stand out, though, was the host. Davidson was incredibly kind, responsive, and genuinely cared about making sure everything was perfect. Communication was clear and easy from the moment I booked and I even had a great conversation with the maintenance guy. The reason why I needed the place for one night is because I had a final exam that took place near the property. I would 100% stay here again and recommend it to anyone looking for a convenient stay. Thank you so much for the hospitality!
Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 59 reviews

D&D’s Private Orlando Loft w fenced backyard!

AsiaRating, 5 stars2 weeks ago
Traveling solo with my autistic son. Him being comfortable enough to not have to "stim" to settle in was my first green flag. Melissa recommended a near by Park which he loved! I loved how spacious the shower and closet with full length mirror was . The private backyard space was perfect for my son to spend time outside safely . Even the neighbors were friendly and helpful. Definitely will be back!
Guest favourite
Home in Orlando
4.91 out of 5 average rating, 210 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

KimberlyRating, 5 stars2 weeks ago
We decided to stay here because of the photos (very beautiful and hilarious!) and the location is perfect. The house is very comfy, cozy, and just as expected (except we couldn't find the dinosaur costume.... womp womp). The patio is an awesome place to relax. We liked that there is a dedicated workspace so we could work remotely during our stay. Everything we needed was provided and the shower products are high quality. The host is amazingly friendly and quick to respond. Overall, everything was perfect, and we enjoyed our stay. 5/5 would stay here again! Thank you!
Superhost
Home in Deltona Lakes
4.78 out of 5 average rating, 23 reviews

Queen Palm Quarters

NickRating, 5 stars1 month ago
Stayed for a week. April was a great host and very responsive. I would recommend this location!

Quick stats about vacation rentals that are pet-friendly in Longwood

  • Total rentals

    30 properties

  • Nightly prices starting at

    $14 CAD before taxes and fees

  • Total number of reviews

    1.5K 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

    10 properties have a dedicated workspace

Destinations to explore