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
Home in Orlando
4.97 out of 5 average rating, 119 reviews

Modern 3/2 in Ivanhoe Village

DanRating, 5 stars2 weeks ago
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!!
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
4.93 out of 5 average rating, 101 reviews

24/7 HomeCare Group

BinuRating, 5 stars5 days 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 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, 123 reviews

Beautiful House Completely Remodeled

AmandaRating, 5 stars1 day 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
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 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 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 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 favorite
Home in Clear Lake
4.93 out of 5 average rating, 448 reviews

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

BarbaraRating, 5 stars3 days ago
Miguel's place was comfort and we felt at home. We had the ability to bring my pets as well. I would definitely recommend this place. My family and I, look forward to our next visit. Thank you again for everything.
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
4.88 out of 5 average rating, 24 reviews

Mid-Century Modern Dwelling

AriannaRating, 5 stars1 week 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!
Superhost
A split-level house is depicted, featuring a spacious deck above with wooden railings and comfortable seating below. Adjoining the house is a well-maintained yard with lush grass. Two Adirondack chairs are positioned in the foreground, providing a relaxing spot to enjoy the outdoor environment.
Home in Ocklawaha
4.88 out of 5 average rating, 32 reviews

Cozy Lake House on Lake Weir

AndiRating, 5 stars1 week ago
H&H Vacation rentals place was perfect. We stayed here once before and loved it so we came back. The house is really cool. Very clean, comfortable, and we had everything we needed and more. We definitely recommend staying at H&H Vacation rentals place.

Pet-friendly home rentals with a pool

Guest favorite
Home in Haines City
5 out of 5 average rating, 11 reviews

Cozy Calm Cottage

RickeyRating, 5 stars1 month ago
My family and I thoroughly enjoyed accommodations. Home was clean and centrally located to all major attractions in Central Florida. Host was very responsive in sending alternative access code after primary didn't work. We will definitely stay here again!
Guest favorite
A heated pool is enclosed in a screened lanai, featuring a modern design with clear water reflecting evening lights. Surrounding areas are adorned with soft lighting, enhancing the relaxing ambiance. The pool deck is finished in smooth tiles, providing ample space for lounging.
Home in The Villages
4.95 out of 5 average rating, 122 reviews

2/2 custom pool home with 4 person gas golf cart

TracyRating, 5 stars5 months ago
Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.
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, 127 reviews

Private pool home near Downtown

MonikaRating, 5 stars1 week ago
He was a great host and attended to all my questions and help. My family and I enjoyed it so much! Perfect location! Beautiful home! And the pool is the perfect touch!
Guest favorite
A single-story home is visible, featuring a screened patio and a spacious driveway. Lush green grass surrounds the property, complemented by trees near the entrance. The setting is bright, with a clear blue sky and scattered clouds, highlighting the home’s welcoming exterior.
Home in Leesburg
4.83 out of 5 average rating, 29 reviews

2 bedroom 2 bath home with pool

CherylRating, 5 stars2 months ago
This house was better than I had hoped. It is spacious with very comfortable furniture, including the master bedroom and bathroom. The carport allowed my 2500 Chev p/u to easily park under it. Screened in porch and pool are a wonderful bonus, although I did not have time to use them due to work hours. Wi-Fi was super fast and the Roku options allowed me to watch my normal preferred apps. Area was very quite at night with no noticeable traffic through the neighborhood. Water pressure in the master bath shower was great. I will stay again, if available on my next trip to the Leesburg area. Fred was quick to reply to messages. A/C worked good and all the rooms had ceiling fans to help circulate the air like I do at home. The house is supplied with just about anything you would need just like being at your own house.
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-SpaHeat-Private Pool-Remodeled

LaylaRating, 5 stars3 weeks 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, 134 reviews

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

MiriamRating, 5 stars1 week ago
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!
Guest favorite
A private pool surrounded by a screened enclosure is featured, with clear blue water inviting relaxation. The pool area is framed by lush greenery in the background, enhancing the tranquil setting. Paved stones create a clear path around the pool.
Home in Kissimmee
4.86 out of 5 average rating, 72 reviews

Private Pool Home near Disney/Orlando attractions

ToniRating, 5 stars2 months ago
This home and this neighborhood is so nice! I see where people who stay at Airbnb choose to comment on all the creature comforts — well this home got all of the right ones done so well! The beds, the hot water, the shower heads — everything is very nice! The kitchen is well outfitted and we really felt like we had a home away from home during our stay! I'd recommend this to anybody but we so enjoyed it and our time with an easy hop skip and a jump to Disney World! Thank you and I hope you’ll have us again!
Guest favorite
Home in Davenport
4.83 out of 5 average rating, 101 reviews

Family Home Gated 10 Beds Pool Disney 7 miles.

SamanthaRating, 5 stars2 weeks ago
Great stay! The place was clean, comfortable, and exactly as described. Roy was very responsive and made check-in super easy. Would definitely recommend and stay again!

Private, pet-friendly home 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, 36 reviews

Pet-Friendly Bungalow Near Downtown Orlando

Kat HuttonRating, 5 stars5 days 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
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
4.87 out of 5 average rating, 67 reviews

The Tiny Cottage in the Springs/ Central FL

ArianaRating, 5 stars1 month 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 stars3 weeks 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
A spacious outdoor area is surrounded by tall trees, providing shade and a serene atmosphere. The well-maintained lawn is visible, softly lit by the fading sunlight in the background. A glimpse of an open pasture can be seen beyond the trees, enhancing the rural setting.
Home in Weirsdale
4.96 out of 5 average rating, 68 reviews

Cheerful, two bedroom Animal loving home,

RicardoRating, 5 stars2 weeks ago
Adrian was a fantastic host—very attentive and communicative throughout our stay. The property was perfect for us and our dogs, who absolutely loved every moment. We truly appreciated the warm hospitality and hope to return again soon. Highly recommend!
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 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!
Guest favorite
A welcoming porch features several rocking chairs, with one in vibrant red. Cushions add comfort to the seating, while wooden flooring leads to a front entrance. Decorative lights and a wooden sign contribute to the cozy atmosphere of the space.
Cottage in Umatilla
4.95 out of 5 average rating, 128 reviews

Heartwarming Authentic Cottage for Family Joy!

CharlotteRating, 5 stars3 weeks ago
Maribell couldn’t have been a better host. Perfect location, adorable cottage, quiet neighborhood.
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, 57 reviews

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

AleksandrRating, 5 stars1 week ago
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
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, 208 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

HaileyRating, 5 stars3 weeks ago
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 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

Destinations to explore