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Pet-friendly holiday rentals in Longwood

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Longwood

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Apartment in Orlando

4.78 out of 5 average rating, 117 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

Discover this luxurious, newly renovated Airbnb studio with a FULLY PRIVATE patio featuring a hammock under a shady mango tree. Enjoy PRIVATE LAUNDRY, patio seating, and umbrella. The fenced backyard ensures privacy, minutes from UCF, Universal, Disney, and local amenities. The studio sleeps 4 and is part of a property with a house and a separate private apartment, each with its own kitchen, bathroom, bedroom, sitting room, garden hammock, patio, and entry. Experience tranquility in a quiet area

Guest favourite

Guesthouse in Sanford

4.94 out of 5 average rating, 252 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ gas grill

Bungalow in Mount Dora

4.5 out of 5 average rating, 8 reviews

Casita Encanta-Dora, Steps to town, Pet-Friendly

Enjoy a stylish experience at this centrally-located one of a kind Sears Built 1950’s bungalow. Just a 2 minute walk to Lake Dora and the Marina and a 5 minute walk to Donnelly Street for all of your shopping, entertainment and dining experiences . This pet-friendly, two bedroom home offers a fully fenced in front yard, two king size beds, a twin size daybed and a down filled living room couch with a chaise lounge . The loft area is set up for the little ones with a night light and books

Home in Clermont

4.83 out of 5 average rating, 205 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75-dollar fee per pet. HEATED pool with a charge fee of $ 25 per day. BBQ grill has an extra charge of $40 (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Guest favourite

Townhouse in Orlando

4.97 out of 5 average rating, 76 reviews

Modern 2 story 4/2.5 Convenient Downtown Gem

We prioritize your comfort and convenience. Enjoy a seamless, contact-free check-in and minimize face-to-face interactions. If you're bringing along a furry friend, just let us know in advance. A pet fee of $250 applies. 🔹 Easy digital check-in 🔹 Sparkling clean spaces 🔹 All utilities included 🔹 Ready-to-brew coffee machine 🔹 Fresh towels provided 🔹 Speedy WiFi for all your browsing needs 🔹 Smart home features 🔹 Washer & dryer for fresh laundry 🔹 Kitchen stocked with essentials.

Guest favourite

Home in Orlando

4.85 out of 5 average rating, 203 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

Bungalow in Mount Dora

4.85 out of 5 average rating, 101 reviews

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

The perfect place to stay while visiting beautiful Mount Dora. Just a short walk or bike ride (provided) to historic downtown Mount Dora. Enjoy all the nearby shops, cafes and galleries. Located in an established neighborhood amongst other renovated historical cottages. Walk to the library, parks and to Lake Dora at sunset. Built in 1948, this inviting 2 bedroom 2 bath home has been recently renovated. The kitchen is fully equipped with a mini fridge, microwave, coffee maker, and stove.

Guest favourite

Home in Maitland

4.94 out of 5 average rating, 157 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Guest favourite

Home in Mount Dora

4.97 out of 5 average rating, 112 reviews

Spacious, modern and cozy , close to downtown.

Comfy, clean and cute! Only 5 min drive to downtown. The house is one story and located in a quaint neighborhood. Inside as you entered there is a spacious living room with a L shaped couch overlooking the beautiful modern electric fireplace and large TV. Great layout with Master on one side and the other two bedrooms on the other side. Kitchen is fully stocked with all you need. Outside there is a porch in front, a large covered lanai in the back and big fenced yard for your pets.

Guest favourite

Cottage in Umatilla

4.94 out of 5 average rating, 126 reviews

The perfect Cottage for your Family Private Stay!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway from the City! ❤️ Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Rocking Horse, Black Horse, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

Home in Altamonte Springs

4.82 out of 5 average rating, 121 reviews

Quiet Place, convenient to everything!

Spacious home in a very quiet residential neighborhood. Perfect home away from home for your special getaway. Vacations, business trips, wedding groups, graduations have all been hosted in the past, and everyone had a great time. There's significant value in having your own quiet place and multiple rooms in a family-friendly setting. DO NOT BOOK MY QUIET PLACE IF YOUR PLAN INCLUDES ANY LARGE GATHERING WHICH MIGHT IMPACT MY HOME OR NEIGHBORHOOD. YOUR RESPECT IS EXPECTED.

Home in Oviedo

4.72 out of 5 average rating, 61 reviews

Pet Friendly!✰ Charming home with big patio!

Discover a peaceful 3-bedroom home in a safe, quiet neighborhood near the University of Central Florida. It features 2 clean, modern bathrooms, a fully equipped kitchen, and a large porch with a workout area. The spacious backyard is pet-friendly, perfect for your furry friends. Enjoy a dedicated workspace with high-speed Wi-Fi. Close to nature trails, Black Hammock, shops, restaurants, and many local activities, this home is ideal for both relaxation and adventure

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Popular amenities for Longwood pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 111 reviews

Beautiful House Completely Remodeled

Guest favourite

Home in College Park

4.92 out of 5 average rating, 110 reviews

The Boho Jungalow Private | Peaceful | HotTub - DT

Home in Kissimmee

4.77 out of 5 average rating, 64 reviews

3 Bed Home, Close to Disney, some pets considered

Home in Orlando

4.75 out of 5 average rating, 134 reviews

Pet OK,3 bedrooms,2 baths,parking,washer,dryer

Guest favourite

Home in Winter Garden

4.77 out of 5 average rating, 66 reviews

Downtown Winter Garden Mid Century Hipster

Guest favourite

Home in Clear Lake

4.92 out of 5 average rating, 426 reviews

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

Guest favourite

Home in Leesburg

4.87 out of 5 average rating, 23 reviews

2 bedroom 2 bath home with pool

Guest favourite

Home in Kissimmee

4.89 out of 5 average rating, 152 reviews

Private pool home close to Disney

Pet-friendly home rentals with a pool

Guest favourite

Home in Orlando

5 out of 5 average rating, 102 reviews

Private pool home near Downtown

Guest favourite

Guesthouse in College Park

4.97 out of 5 average rating, 62 reviews

Amazing New Pool House!

Home in Kissimmee

4.81 out of 5 average rating, 21 reviews

Vacation Home with Pool & Spa near Disney

Townhouse in Davenport

4.78 out of 5 average rating, 40 reviews

Fantastic 5BD Pet friendly Home with pool and BBQ!

Guest favourite

Townhouse in Orlando

4.7 out of 5 average rating, 110 reviews

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

Home in Davenport

4.81 out of 5 average rating, 175 reviews

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

Townhouse in Kissimmee

4.8 out of 5 average rating, 127 reviews

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

Guest favourite

Townhouse in Kissimmee

4.96 out of 5 average rating, 89 reviews

NEW! Private PoolIncredibleResort Near Disney!

Private, pet-friendly home rentals

Guest favourite

Cottage in Lake Mary

4.91 out of 5 average rating, 53 reviews

Cozy quiet cottage

Guest favourite

Home in Orlando

4.97 out of 5 average rating, 77 reviews

24/7 HomeCare Group

Guest favourite

Townhouse in Clermont

4.97 out of 5 average rating, 66 reviews

The silver cottage

Guest favourite

Home in Orlando

4.88 out of 5 average rating, 42 reviews

Private luxury home w additional Suite on 0.6 acre

Guest favourite

Bungalow in Longwood

4.93 out of 5 average rating, 15 reviews

Apartment

Guest favourite

Home in Clermont

5 out of 5 average rating, 7 reviews

Sunset Cove at Champions! Book this very private

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 48 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

Guest favourite

Apartment in Orlando

4.94 out of 5 average rating, 47 reviews

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

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

Total rentals
30 properties
Nightly prices starting at
$16 AUD before taxes and fees
Total number of reviews
1.2K 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