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Pet-friendly vacation rentals in Winter Garden

Find and book unique pet-friendly homes on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Winter Garden pet-friendly home rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Pet-friendly house rentals

Guest favourite

Home in The Villages

5 out of 5 average rating, 20 reviews

SpringHouse - 3 Bdrm Patio Villa in The Villages

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 103 reviews

Beautiful House Completely Remodeled

Superhost

Home in Kissimmee

4.76 out of 5 average rating, 63 reviews

3 Bed Home, Close to Disney, some pets considered

Superhost

Home in Orlando

4.79 out of 5 average rating, 121 reviews

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

Superhost

Home in Winter Garden

4.76 out of 5 average rating, 63 reviews

Downtown Winter Garden Mid Century Hipster

Superhost

Home in Orlando

5 out of 5 average rating, 4 reviews

Corporate Downtown Luxury Rental

Guest favourite

Home in Clear Lake

4.92 out of 5 average rating, 418 reviews

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

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 145 reviews

Private pool home close to Disney

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Pet-friendly home rentals with a pool

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 57 reviews

Pet friendly+ Big Fenced Bkyd+ Long & Short Stays

Guest favourite

Guesthouse in College Park

4.97 out of 5 average rating, 60 reviews

Amazing New Pool House!

Superhost

Home in Kissimmee

4.89 out of 5 average rating, 18 reviews

Vacation Home with Pool & Spa near Disney

Superhost

Townhouse in Davenport

4.75 out of 5 average rating, 36 reviews

Fantastic 5BD Pet friendly Home with pool and BBQ!

Guest favourite

Home in Clermont

4.85 out of 5 average rating, 20 reviews

Private Pool Home, Pet Friendly - 3134

Superhost

Home in Davenport

4.81 out of 5 average rating, 174 reviews

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

Superhost

Townhouse in Kissimmee

4.81 out of 5 average rating, 124 reviews

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

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 84 reviews

NEW! Private PoolIncredibleResort Near Disney!

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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

Townhouse in Clermont

4.97 out of 5 average rating, 61 reviews

The silver cottage

Guest favourite

Home in Orlando

4.86 out of 5 average rating, 36 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, 6 reviews

Sunset Cove at Champions! Book this very private

Guest favourite

Bungalow in Mount Dora

4.85 out of 5 average rating, 62 reviews

“Casa de Fior” 1925 home, Sleeps 4, Pet-Friendly

Guest favourite

Home in Orlando

4.96 out of 5 average rating, 45 reviews

3 Bedroom Home, Budget Friendly!+Fully Fenced Yard

Guest favourite

Rental unit in Orlando

4.95 out of 5 average rating, 43 reviews

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

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Quick stats about vacation rentals that are pet-friendly in Winter Garden

  • Total rentals

    30 properties

  • Nightly prices starting at

    $56 CAD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore