Pet-friendly vacation rentals in Winter Park
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Park
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park pet-friendly home rentals
Pet-friendly house rentals
Home in Winter Park
4.93 out of 5 average rating, 107 reviewsA Rare Jewel in the heart of Winter park. Can walk
Home in Orlando
4.83 out of 5 average rating, 163 reviewsKing suite , Modern house perfect for vacation
Home in Orlando
4.9 out of 5 average rating, 110 reviewsSODO Mid Century Modern Cottage
Home in Orlando
4.97 out of 5 average rating, 106 reviewsModern 3/1 in Ivanhoe Village - TrendyHome
Home in Maitland
4.94 out of 5 average rating, 151 reviewsOrlando area pool home in Maitland
Home in Orlando
4.97 out of 5 average rating, 147 reviewsDowntown Orlando -The Modern Zen Studio w/Hot Tub
Home in Mount Dora
4.94 out of 5 average rating, 117 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Home in Orlando
4.92 out of 5 average rating, 390 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Pet-friendly home rentals with a pool
Guest suite in Orlando
4.97 out of 5 average rating, 235 reviewsElegant home & Oasis mood centrally located & pool
Rental unit in Winter Garden
4.89 out of 5 average rating, 119 reviewsStay A While
Cottage in Orlando
4.97 out of 5 average rating, 107 reviewsLake House
Home in Mount Dora
4.99 out of 5 average rating, 100 reviewsMount Dora, FL Private Corner Home w/pool
Guesthouse in Mount Dora
4.9 out of 5 average rating, 723 reviewsKey West cottage of Mt Dora
Guest suite in Orlando
4.86 out of 5 average rating, 112 reviews✨️Modern Suite with POOL- Close to All Parks!🎡
Cottage in Kissimmee
4.98 out of 5 average rating, 148 reviewsRunaway Beach Club: Magic Kingdom, Disney Springs
Guesthouse in Apopka
4.86 out of 5 average rating, 146 reviewsPrivate Guest House - Lake Access Getaway
Private, pet-friendly home rentals
Guest suite in Orlando
4.84 out of 5 average rating, 207 reviewsPrivate Suite in Mills 50 District with Laundry!
Guesthouse in Tavares
4.99 out of 5 average rating, 163 reviewsCypress Point Cottage
Guest suite in Orlando
4.93 out of 5 average rating, 111 reviewsNewly Renovated Modern Studio Hideaway
Guesthouse in Thornton Park
4.89 out of 5 average rating, 633 reviewsThornton Park's Historic Guest House - private
Rental unit in Orlando
4.94 out of 5 average rating, 160 reviewsLake Eola suite 2
Camper/RV in Orlando
4.94 out of 5 average rating, 109 reviewsVintage Corner/Near OIA/Private/Self check-in/WiFi
Guest suite in Orlando
4.82 out of 5 average rating, 103 reviewsPrivate guest suite - Studio Retreat
Tiny home in Orlando
4.8 out of 5 average rating, 484 reviewsOrlando Venice- A Lakefront Tiny House
Quick stats about vacation rentals that are pet-friendly in Winter Park
Total rentals
140 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Pet-friendly rentals Orange County
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