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
4.94 out of 5 average rating, 374 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Dec 13 – 20
Home in Altamonte Springs
4.97 out of 5 average rating, 274 reviewsEclectic Home Where Luxury Meets Affordability
Aug 30 – Sep 6
Home in Orlando
4.92 out of 5 average rating, 102 reviewsSODO Mid Century Modern Cottage
Jul 17 – 24
Home in Orlando
4.81 out of 5 average rating, 151 reviewsKing suite , Modern house perfect for vacation
Dec 23 – 30
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
Jun 10 – 17
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 Orlando
4.94 out of 5 average rating, 123 reviewsThe Orlando Retreat.
Feb 23 – Mar 2
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
May 28 – Jun 4
Pet-friendly home rentals with a pool
Guest suite in Orlando
4.92 out of 5 average rating, 316 reviewsDowntown Orlando Garden Retreat
May 7 – 14
Guesthouse in Mount Dora
4.9 out of 5 average rating, 705 reviewsKey West cottage of Mt Dora
Jan 27 – Feb 3
Cottage in Orlando
4.96 out of 5 average rating, 141 reviewsMills Cottage
Aug 17 – 24
Guesthouse in Sanford
4.95 out of 5 average rating, 226 reviewsPalmetto Pool Retreat
Aug 8 – 15
Apartment in Winter Garden
4.88 out of 5 average rating, 111 reviewsStay A While
Jul 17 – 24
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
Sep 22 – 29
Guest suite in Orlando
4.85 out of 5 average rating, 107 reviews✨️Modern Suite with POOL- Close to All Parks!🎡
Feb 8 – 15
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
Sep 17 – 24
Private, pet-friendly home rentals
Tiny home in Orlando
4.98 out of 5 average rating, 100 reviewsPrivate, Modern & Clean Tiny Home. “La Casita”
Nov 25 – Dec 2
Guest suite in Orlando
4.83 out of 5 average rating, 191 reviewsPrivate Suite in Mills 50 District with Laundry!
Sep 9 – 16
Camper/RV in Orlando
4.98 out of 5 average rating, 102 reviewsVintage Corner/Near OIA/Private/Self check-in/WiFi
Dec 6 – 13
Condo in Winter Park
4.82 out of 5 average rating, 60 reviewsLovely Winter Park Home close to Hospitals !
Nov 27 – Dec 4
Guesthouse in Orlando
4.95 out of 5 average rating, 42 reviewsNew Mid Century-Modern Studio
Jun 18 – 25
Condo in Winter Park
4.94 out of 5 average rating, 35 reviewsChic Lake & Poolside Retreat in Winter Park
May 1 – 8
Bungalow in Winter Park
4.87 out of 5 average rating, 63 reviewsCharming Farmhouse Bungalow
Nov 28 – Dec 5
Home in Winter Park
5.0 out of 5 average rating, 17 reviewsMillion Dollar View on the Lake
Feb 7 – 14
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
ﺩ.ﺇ73 before taxes and fees
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