
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 home rentals with a pool

Disney Playhouse, Private Pool & Spa, Near Disney

Country Pool home on 2 acres-30 minutes to Disney

Close to Disney!

Palmetto Pool Retreat

4BR-2KingMasters-SPA-Private Pool-Remodeled

Themed Pool Home Near Disney

4. Flexible Early Check ins / Late Check outs*

Family Home Gated 10 Beds Pool Disney 7 miles.
Pet-friendly home rentals with a hot tub

Disney Vacation 8 miles to Disney World

The Boho Jungalow Private | HotTub I Downtown

Jas Vacation Home

Mills Cottage

Pool + Heated spa Family friendly King suite Oasis

Resort-Living at a Bohemian Retreat with Hot Tub

Chill 4/2, Lakefront, Game Room, Fishing & Hot Tub

Beautiful villa home near Disney
Pet-friendly house rentals

Pet-Friendly Bungalow Near Downtown Orlando

24/7 HomeCare Group

Casa Winter Park

Chic 3/2 Mid‑Century • 6 min from Downtown

Spacious, modern and cozy , close to downtown.

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

Waterside Pet Friendly Lakefront

Mid-Century Modern Dwelling
Quick stats about vacation rentals that are pet-friendly in Winter Park
Total rentals
120 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
6.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Universal Studios Florida
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