Pet-friendly holiday rentals in Winter Springs
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Springs
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Springs pet-friendly home rentals
Pet-friendly house rentals
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
23–30 Aug
Home in Orlando
4.93 out of 5 average rating, 151 reviewsCozy Downtown Orlando House
18–25 Jul
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
15–22 Sep
Home in Orlando
4.94 out of 5 average rating, 374 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
13–20 Dec
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
10–17 Jun
Home in Sanford
4.95 out of 5 average rating, 157 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
4–11 Feb
Home in Oviedo
4.92 out of 5 average rating, 259 reviews🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
4–11 Apr
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
28 May – 4 Jun
Pet-friendly home rentals with a pool
Guest suite in Orlando
4.92 out of 5 average rating, 316 reviewsDowntown Orlando Garden Retreat
7–14 May
Flat in Winter Garden
4.88 out of 5 average rating, 111 reviewsStay A While
17–24 Jul
Home in Orlando
4.94 out of 5 average rating, 123 reviewsThe Orlando Retreat.
23 Feb – 2 Mar
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
22–29 Sep
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
17–24 Sep
Townhouse in Kissimmee
4.92 out of 5 average rating, 226 reviewsBeautiful Farm House Decor near Disney, Sleeps 6
18–23 Sep
Guest house in Apopka
4.86 out of 5 average rating, 140 reviewsPrivate Guest House - Lake Access Getaway
21–28 Jul
Cottage in Orlando
4.96 out of 5 average rating, 141 reviewsMills Cottage
17–24 Aug
Private, pet-friendly home rentals
Guest suite in Orlando
4.93 out of 5 average rating, 561 reviewsCharming Comfortable Cottage in College Park
4–11 Sep
Guest suite in Altamonte Springs
4.91 out of 5 average rating, 32 reviewsCozy Modern Themed Private Room
20–27 Jun
Flat in Orlando
5.0 out of 5 average rating, 71 reviewsParent's Retreat!
24–31 Mar
Guest house in Oviedo
5.0 out of 5 average rating, 15 reviewsCozy Knight Stay
5–12 Mar
Apartment in Winter Park
4.82 out of 5 average rating, 60 reviewsLovely Winter Park Home close to Hospitals !
27 Nov – 4 Dec
Bungalow in Winter Park
4.87 out of 5 average rating, 63 reviewsCharming Farmhouse Bungalow
28 Nov – 5 Dec
Home in Sanford
4.94 out of 5 average rating, 35 reviewsBright & Airy in DowntownSanford
25 Dec – 1 Jan
Guest suite in Orlando
5.0 out of 5 average rating, 50 reviewsRomantic Getaway in Orlando, Fl
9–16 Dec
Quick stats about holiday rentals that are pet-friendly in Winter Springs
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
740 reviews
Nightly prices starting at
₹834 before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Naples Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Pet-friendly rentals Orlando
- Pet-friendly rentals Florida
- Pet-friendly rentals Florida
- Pet-friendly rentals Kissimmee
- House rentals Winter Springs
- Rentals with a patio Winter Springs
- Rentals with outdoor seating Winter Springs
- Rentals with pools Winter Springs
- Family-friendly rentals Winter Springs
- Monthly Rentals Winter Springs
- Rentals with a washing machine and dryer Winter Springs
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