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

Top guest favorite
A colorful hammock is suspended between two posts outside a green bungalow. The entrance features a cozy wooden door with warm lighting. A fenced catio can be seen nearby, providing a safe outdoor space. Lush greenery surrounds the area, enhancing the tranquil outdoor setting.
Home in Orlando
4.94 out of 5 average rating, 34 reviews

Pet-Friendly Bungalow Near Downtown Orlando

LisaRating, 5 stars1 day ago
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!
Guest favorite
Home in Orlando
4.97 out of 5 average rating, 116 reviews

Modern 3/2 in Ivanhoe Village

LeahRating, 5 stars2 weeks ago
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!
Top guest favorite
A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.
Home in Orlando
4.97 out of 5 average rating, 122 reviews

Beautiful House Completely Remodeled

MichaelRating, 5 stars2 days ago
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.
Superhost
A private, screened-in pool area is featured, showcasing a clear blue pool surrounded by comfortable lounge chairs. Lush greenery and flowering plants enhance the serene outdoor space, inviting relaxation under the sunny sky.
Home in Kissimmee
4.75 out of 5 average rating, 67 reviews

3 Bed Home, Close to Disney, some pets considered

BryanRating, 5 stars5 months ago
Great stay in a calm and relaxed environment. Stayed for 3 weeks and felt right at home. Obviously with a rental (hotel or home) you always have some things that could be perfected with a little maintenance but on the overall the house was in a great state. Pool heating worked as stated and our kid loved it.
Superhost
A serene outdoor area features a sparkling pool surrounded by a paved patio. Two gazebos provide shaded seating options, complemented by a few lounge chairs and decorative planters. The fenced yard offers privacy, and the space invites relaxation and gatherings.
Home in Winter Park
5 out of 5 average rating, 5 reviews

Casa Winter Park

ElisaRating, 5 stars2 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 favorite
A spacious living area features a comfortable gray sectional sofa adorned with a warm throw. A cozy area rug lies beneath a glass coffee table. The open layout includes a dining area visible in the background, with stylish furnishings and natural light coming through the windows.
Home in Orlando
5 out of 5 average rating, 5 reviews

Corporate Downtown Luxury Rental

NicholeRating, 5 stars3 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 favorite
Home in Clear Lake
4.93 out of 5 average rating, 446 reviews

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

ChristyRating, 5 stars1 week ago
Parking is extremely convenient with the provided two spots. location is great especially when you drive becasue it is at the center of everything.
Top guest favorite
A spacious living room features a green sectional sofa, a striped area rug, and a round pendant light hanging from the ceiling. Large windows allow natural light to fill the space, and a small dog stands on the floor by the sofa, adding a welcoming touch.
Home in Sanford
4.95 out of 5 average rating, 22 reviews

Mid-Century Modern Dwelling

AnnaRating, 5 stars2 weeks ago
This was my 4th time staying here and plan on future stays when visiting my family.

Pet-friendly home rentals with a pool

Guest favorite
The in-ground swimming pool, shaped in a natural curve, is surrounded by a red deck and lush greenery. Pool toys and a basketball hoop are visible, alongside lounge chairs, providing space for relaxation and enjoyment.
Home in Orlando
4.88 out of 5 average rating, 117 reviews

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

Jordan MatthewRating, 5 stars6 days ago
Great place to stay at. Lots to do. Host was helpful
Top guest favorite
A welcoming living area features a brown leather sofa adorned with a plaid throw and decorative pillows. A wooden coffee table sits in front, complemented by a woven rug. Artful accents are displayed on the floor along with a minimalist ladder shelf.
Home in Orlando
5 out of 5 average rating, 124 reviews

Private pool home near Downtown

AmyRating, 5 stars6 days ago
We had a wonderful time. The neighborhood was lovely and close to the business district. Walked all over the area. The owner was very helpful and responsive. Would come here again. Thank you, Kyle, for hosting us.
Top guest favorite
A swimming pool is surrounded by a spacious deck with lounge chairs. A pool house is visible in the background, featuring large glass doors that open to the outdoor space. Lush greenery and palm trees enhance the inviting atmosphere of the backyard.
Guesthouse in College Park
4.97 out of 5 average rating, 74 reviews

Amazing New Pool House!

LeviRating, 5 stars5 days ago
David's BEAUTIFUL pool house is a place I could spend days and days! It's beautiful, well-designed, and feels like new. For sure one of my all-time favorite AirBnB stays. The pool is gorgeous, and provided a perfect place to enjoy the warm Florida weather. Our host, David, was super-responsive and just a message or text away. Parking is easy and safe, and the apartment is an easy, cute walk along bungalow- and tree-lined streets to Edgewater Drive. Parlour Donuts is nearby, as is Foxtail Coffee! I slept better here than I have in months. At night it's very peaceful and quiet, and for the times when you might just want to kick back and watch a TV show or movie, the TV in the living room area is huge! The kitchenette is more of a small, full kitchen, where everything one might need is provided. We had cold water upon check-in, as well as bath towels and a thoughtfully-placed chocolate on top. Just a perfect stay in a beautiful place, with thoughtful, and responsible hosts. Thank you!
Guest favorite
Townhouse in Orlando
4.71 out of 5 average rating, 116 reviews

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

DaciaRating, 5 stars1 month ago
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.
Superhost
An aerial view displays a single-story home surrounded by green lawns and trees. Neighboring properties feature screened-in pools. A clear driveway leads to the entrance, providing a sense of space and accessibility. The quiet neighborhood setting is evident in the layout.
Home in Davenport
4.81 out of 5 average rating, 180 reviews

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

LaylaRating, 5 stars1 week 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, 133 reviews

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

LeoRating, 5 stars1 week ago
Wonderful First Disney experience for our family. We plan on visiting again next year.
Superhost
The master bedroom is presented with an orange accent wall and a spacious bed. Natural light enters through a nearby window, highlighting the inviting atmosphere. A stylish chair is positioned next to the window, offering a cozy reading nook.
Home in Davenport
5 out of 5 average rating, 3 reviews

Spacious Home w/ Pool&Resort Amenities,near Disney

NelyRating, 5 stars1 week ago
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
Guest favorite
Townhouse in Kissimmee
4.93 out of 5 average rating, 99 reviews

Private Pool-StoreyLakesResort-Near Disney!

LoriRating, 5 stars3 weeks ago
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

Top guest favorite
A single-family home with a brick facade is surrounded by lush green grass. The property features a spacious driveway leading to a garage. Large windows allow for natural light, and a charming front porch area is furnished with seating options under the shaded trees.
Home in Orlando
4.95 out of 5 average rating, 98 reviews

24/7 HomeCare Group

RonaldRating, 5 stars1 week ago
Everything was great. Very nice clean home in convenient location. Highly recommended.
Superhost
A corner near the staircase features a serene arrangement of potted plants nestled among smooth white pebbles. The plants vary in height and shape, adding a natural element to the space. Light filters in, highlighting the greenery against the light-colored walls.
Tiny home in Altamonte Springs
4.86 out of 5 average rating, 66 reviews

The Tiny Cottage in the Springs/ Central FL

ArianaRating, 5 stars2 weeks ago
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.
Top guest favorite
The living area features a modern design with sleek white tiles and a stylish light fixture. A glass coffee table sits in front of a comfortable sofa, while the fully equipped kitchen with bar seating is visible in the background, complemented by a contemporary color palette.
Townhouse in Clermont
4.97 out of 5 average rating, 76 reviews

The silver cottage

AshleyRating, 5 stars1 week ago
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.
Guest favorite
Home in Orlando
4.86 out of 5 average rating, 57 reviews

Private luxury home w additional Suite on 0.6 acre

DanielRating, 5 stars2 weeks ago
The house was perfect for our needs. Plenty of space for everyone. Quiet neighborhood. Easy to get in & out. Responsive host. I would stay again & recommend to anyone need to stay in the area.
Guest favorite
A long pier extends over the sandy beach, with people seated along its edge. Warm lights illuminate the path and a building stands at the end, its sign glowing against the evening sky. The landscape transitions from beach to ocean in the background.
Bungalow in Longwood
4.94 out of 5 average rating, 18 reviews

Apartment

DavidRating, 5 stars2 weeks 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!
Guest favorite
A comfortable sleeping area features a spacious bed with neatly arranged bedding and a decorative pillow. A cozy sofa is positioned nearby, adorned with colorful cushions. A television is mounted on the wall, providing entertainment options.
Apartment in Orlando
4.91 out of 5 average rating, 56 reviews

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

JustinRating, 5 stars1 month ago
The stay was very cozy, was able to use the amenities freely and happily! + this place is close to Lake Eola which is a popular part of town!
Guest favorite
A playful scene features a dinosaur costume clad in a checkered apron and chef's hat, kneeling beside an open oven. Colorful cookies are placed on a paper towel on the oven's rack, adding a whimsical touch to the kitchen setting.
Home in Orlando
4.91 out of 5 average rating, 206 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

MarissaRating, 5 stars2 weeks ago
We enjoyed our stay at Andy's home. It was perfect for our family vacation to Universal. It was about 15 mins away. Located close to food, grocery stores, and shopping. Will be saving for our next trip to Orlando!
Superhost
A single-story home is shown, featuring a well-maintained exterior with a gray roof and a light-colored façade. A driveway leads to a garage, with colorful landscaping including bushes and grass surrounding the front yard, all set against a clear blue sky.
Home in Sanford
4.8 out of 5 average rating, 5 reviews

New, spacious home with fully-fenced yard

LarryRating, 5 stars1 month ago
The house was very clean and open. Our dogs loved the fenced in backyard to run around. Everything was new. We also like the garage being big to pull in our vehicle in. It's not far at all from Downtown Sanford with great local shops and food.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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

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