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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
4.93 out of 5 average rating, 30 reviews

Pet-Friendly Bungalow Near Downtown Orlando

StephanieRating, 5 stars1 week ago
Megan's place was everything we needed. We felt right at home and my dog was very happy with the house and the backyard. Totally fenced in yard was safe and secure for my fur baby and the neighborhood was super quiet and cute. Megan was very responsive if I had any questions and the instructions to get in were super easy. I am so very pleased with the comfort of the beds and how wonderful the space was. I will definitely be staying here again hopefully soon. If you need a safe, pet friendly place to stay close to just about everything this is the place for you and your pets. Highly recommend!!!!! 5 stars from me and my 4 legged friend.
Guest favorite
Home in Orlando
4.97 out of 5 average rating, 112 reviews

Modern 3/2 in Ivanhoe Village

MichelleRating, 5 stars2 weeks ago
Nice place, good location. Frank was a responsive host. Very clean.
Top guest favorite
Home in Orlando
4.97 out of 5 average rating, 118 reviews

Beautiful House Completely Remodeled

KimRating, 5 stars2 days ago
This was our 2nd stay at Jonny's house...this year for 6 weeks! It was a fantastic escape from our winter temps in PA. Jonny is a super host in every sense of the term. He and his wife go above and beyond to make us feel welcome and special..including treats and toys for our cat, Spencer. The house is located in a quiet neighborhood, excellent for walking. It's very close to so many things to do. We're already booked for next February!😊
Guest favorite
Home in Orlando
5 out of 5 average rating, 5 reviews

Corporate Downtown Luxury Rental

NicholeRating, 5 stars2 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, 442 reviews

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

BrendaRating, 5 stars3 weeks ago
Miguel was an awesome host! He was very attentive and accommodating to our request. He did reach out to see how we were enjoying the space. This space is very nice and cozy. We felt right at home! No thoughts of safety concerns at all. The temperature was a little cooler than we expected and we never touched the air conditioning-It was pretty cool inside and very clean. I really liked the motion night lights though out the house-allowing you to maneuver in an unfamiliar space at night with ease. Big kitchen and multiple utensils and cookware for our breakfast and dinner meals. Huge backyard for my German Sheppard to roam around. Didn’t get the chance to use the two bikes that were parked in the foyer, this was another nice added benefit. Overall, Miguel’s checkin instructions and all the information regarding this space were spot on. Could not have asked for a better spot. You were in fact a Super Host during our stay. Will mark this as a nice option to return again when visiting Orlan
Top guest favorite
Home in Sanford
4.95 out of 5 average rating, 19 reviews

Mid-Century Modern Dwelling

RossRating, 5 stars1 month ago
Beautiful home, great location and really cozy.
Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 162 reviews

Private pool home close to Disney

AshleyRating, 5 stars5 days ago
My family had a wonderful time at Sarah’s home. It was easy to get to and not far from Disney. The pool made down time easy and a full kitchen was great! We will definitely look for this home again in the future.
Top guest favorite
Home in Sanford
4.95 out of 5 average rating, 190 reviews

Historic Sanford Sunshine Cottage w/ Treetop suite

RachelRating, 5 stars2 weeks ago
This was a really fun, unique place to stay while we were in town for a family wedding. We particularly enjoyed hanging out on the screened porch upstairs. Sara was really accommodating with an early check-in when we ended up on a very early morning flight, which was SO appreciated. We’d definitely stay again.

Pet-friendly home rentals with a pool

Top guest favorite
Home in Orlando
5 out of 5 average rating, 117 reviews

Private pool home near Downtown

RemiRating, 5 stars5 days ago
An excellent stay in a beautiful and peaceful neighborhood. The host was very responsive and friendly, making the experience even more enjoyable. The accommodation was clean, well-maintained, and exactly as described. I highly recommend!
Top guest favorite
Home in Clermont
4.94 out of 5 average rating, 64 reviews

Pet friendly+ Big Fenced Bkyd+ Long & Short Stays

JeniRating, 5 stars2 months ago
Sharde's place was great! He was super communicative and allowed us to add on additional days when part of our group needed to stay longer. His place was clean and comfy. If we are in the area in the future would definitely stay here again.
Top guest favorite
Guesthouse in College Park
4.97 out of 5 average rating, 70 reviews

Amazing New Pool House!

AngieRating, 5 stars4 days ago
Amazing little pool house nestled in a quiet environment. David’s place was perfect for relaxing after a long day at Disney parks. The pool and hot tub were an added bonus and scheduling a time with David for the hot tub to be a perfect temp was very convenient. David was very responsive. Bed was very comfortable and the shower / bathroom is pristine. The back yard was beautifully landscaped and had loungers and table area for sitting and relaxing. Great stay and David’s and located right off interstate. We will be back when in Orlando area again.
Superhost
Townhouse in Davenport
4.78 out of 5 average rating, 41 reviews

Fantastic 5BD Pet friendly Home with pool and BBQ!

TieraRating, 5 stars3 months ago
Vanessa’s place was very clean and just as nice as the pictures. Vanessa was always responsive with any questions or concerns during our stay. We needed to extend our trip for a day and Vanessa made that very easy for us to do! I would love to come back and stay here with my family!
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 stars2 weeks 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.
Guest favorite
Home in Leesburg
4.83 out of 5 average rating, 29 reviews

2 bedroom 2 bath home with pool

CherylRating, 5 stars1 month 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
Home in Davenport
4.81 out of 5 average rating, 178 reviews

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

PaulRating, 5 stars1 month ago
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!
Superhost
Townhouse in Kissimmee
4.81 out of 5 average rating, 129 reviews

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

AndreaRating, 5 stars1 month ago
Great place with excellent location to the parks. Very clean place. It’s what you’d expect from an Airbnb. Quiet. We had an issue upon arrival that the key code didn’t work but Mike was very responsive in less than 5 minutes and was able to reset the code so we can enter. We were really grateful for the fast response. We had a wonderful stay and was thankful to have three bathrooms for our 6 guests. We did not use the pool but it looked nice. We did use the main pool which was heated and really nice. We also visited the arcade which was a great experience. We would recommend this Airbnb to our friends.

Private, pet-friendly home rentals

Top guest favorite
Townhouse in Clermont
4.97 out of 5 average rating, 74 reviews

The silver cottage

DonnaRating, 5 stars2 weeks ago
Vanessa was a wonderful host. The accommodations were exactly as pictured. Very clean and close to downtown Clermont
Guest favorite
Home in Orlando
4.85 out of 5 average rating, 55 reviews

Private luxury home w additional Suite on 0.6 acre

DianeRating, 5 stars1 month ago
The home was beautiful. Nice quiet area. Definitely a lot of space for a large family! Awesome decor and very clean. The only downfall for us is it was a little further from Disneyland than we wanted to be. However have we of had more time to relax and enjoy the house it would have been perfect. If our next visit is not so rushed then we would definitely consider this beautiful spacious home again.
Superhost
Home in Kissimmee
4.76 out of 5 average rating, 66 reviews

3 Bed Home, Close to Disney, some pets considered

BryanRating, 5 stars4 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.
Guest favorite
Bungalow in Longwood
4.94 out of 5 average rating, 16 reviews

Apartment

MatthewRating, 5 stars10 months ago
This space is a great value for the money and Loata cares about the experience you have. Quiet and private. Thanks again Loata!
Guest favorite
Tiny home in Apopka
4.87 out of 5 average rating, 54 reviews

Lux Tiny Home/RV in Prime Location Dog Friendly

StevenRating, 5 stars7 months ago
I stayed here for a couple months, had no complaints. Great Location, and very quiet. If I'm back in the area I would definitely stay again.
Guest favorite
Home in Orlando
4.96 out of 5 average rating, 48 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

MarkiRating, 5 stars4 months ago
Loved our stay! Back yard was perfect for the dogs. Neighborhood was off the main road and very quiet.
Guest favorite
Apartment in Orlando
4.95 out of 5 average rating, 55 reviews

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

JustinRating, 5 stars2 weeks 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
Home in Orlando
4.91 out of 5 average rating, 201 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

J JRating, 5 stars2 weeks ago
Great home and location. It was very close to downtown!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    1.4K 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