
Pet-friendly vacation rentals in Longwood
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Top-rated pet-friendly home rentals in Longwood
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Pet-friendly house rentals

Modern 3/2 in Ivanhoe Village
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!!

24/7 HomeCare Group
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.

Beautiful House Completely Remodeled
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!

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!

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.
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.

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!

Cozy Lake House on Lake Weir
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

Cozy Calm Cottage
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!

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

Private pool home near Downtown
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!

2 bedroom 2 bath home with pool
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.

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!

Private Pool Home near Disney/Orlando attractions
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!

Family Home Gated 10 Beds Pool Disney 7 miles.
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

Pet-Friendly Bungalow Near Downtown Orlando
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!

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.

Cheerful, two bedroom Animal loving home,
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!

Apartment
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!

Heartwarming Authentic Cottage for Family Joy!
Maribell couldn’t have been a better host. Perfect location, adorable cottage, quiet neighborhood.

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

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★
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
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- 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
- Magic Kingdom Park
- Blue Spring State Park
- Aquatica
- ICON Park
- Island H2O Water Park