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 Orlando
4.9 out of 5 average rating, 104 reviewsSODO Mid Century Modern Cottage
Jul 21 – 28
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
Apr 28 – May 5
Home in Orlando
4.94 out of 5 average rating, 124 reviewsThe Orlando Retreat.
Dec 1 – 8
Home in Orlando
4.94 out of 5 average rating, 374 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Aug 24 – 31
Home in Orlando
4.97 out of 5 average rating, 138 reviewsDowntown Orlando -The Modern Zen Studio w/Hot Tub
Aug 4 – 11
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Aug 10 – 17
Home in Orlando
4.82 out of 5 average rating, 152 reviewsKing suite , Modern house perfect for vacation
Jul 22 – 29
Home in Longwood
4.96 out of 5 average rating, 112 reviewsCozy 3 Bedroom Home, Great location!!
Nov 10 – 17
Pet-friendly home rentals with a pool
Guesthouse in Mount Dora
4.9 out of 5 average rating, 707 reviewsKey West cottage of Mt Dora
Oct 22 – 29
Cottage in Orlando
4.96 out of 5 average rating, 141 reviewsMills Cottage
Jul 5 – 12
Guesthouse in Sanford
4.95 out of 5 average rating, 227 reviewsPalmetto Pool Retreat
Nov 11 – 18
Apartment in Winter Garden
4.88 out of 5 average rating, 112 reviewsStay A While
Jul 12 – 19
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
Sep 15 – 22
Guest suite in Orlando
4.85 out of 5 average rating, 107 reviews✨️Modern Suite with POOL- Close to All Parks!🎡
Nov 26 – Dec 3
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
Apr 20 – 27
Home in Orlando
4.86 out of 5 average rating, 157 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Sep 14 – 21
Private, pet-friendly home rentals
Guest suite in Orlando
4.78 out of 5 average rating, 525 reviewsPrivate guest suite with enclosed porch
Jul 19 – 26
Guesthouse in Orlando
4.93 out of 5 average rating, 267 reviewsCharming Thornton Park Guesthouse
Jan 31 – Feb 7
Guest suite in Orlando
4.84 out of 5 average rating, 194 reviewsPrivate Suite in Mills 50 District with Laundry!
Nov 25 – Dec 2
Tiny home in Orlando
4.85 out of 5 average rating, 220 reviewsThe Getaway NEW Secluded Unique Experience
Apr 28 – May 5
Camper/RV in Orlando
4.98 out of 5 average rating, 102 reviewsVintage Corner/Near OIA/Private/Self check-in/WiFi
Jan 13 – 20
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Aug 15 – 22
Tiny home in Orlando
4.98 out of 5 average rating, 101 reviewsPrivate, Modern & Clean Tiny Home. “La Casita”
Nov 29 – Dec 6
Condo in Winter Park
4.82 out of 5 average rating, 60 reviewsLovely Winter Park Home close to Hospitals !
Jan 20 – 27
Quick stats about vacation rentals that are pet-friendly in Winter Park
Total rentals
140 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
5.7K reviews
Nightly prices starting at
€ 19 before taxes and fees
Destinations to explore
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