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 Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
9–16 Aug
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
12–19 Dec
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
25 Mar – 1 Apr
Home in Orlando
4.93 out of 5 average rating, 151 reviewsCozy Downtown Orlando House
27 Aug – 3 Sep
Home in Sanford
4.95 out of 5 average rating, 157 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
25 Mar – 1 Apr
Home in Orlando
4.94 out of 5 average rating, 374 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
30 Nov – 7 Dec
Home in Oviedo
4.92 out of 5 average rating, 259 reviews🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
24–31 Mar
Home in Sanford
4.8 out of 5 average rating, 108 reviewsNice house just block away from Sanford downtown
15–22 Sep
Pet-friendly home rentals with a pool
Guest suite in Orlando
4.99 out of 5 average rating, 339 reviewsSunny Resort Style - Pool & central location ☀️
1–8 Oct
Apartment 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.
24–31 Jan
Townhouse in Kissimmee
4.92 out of 5 average rating, 226 reviewsBeautiful Farm House Decor near Disney, Sleeps 6
18–23 Sep
Cottage in Orlando
4.96 out of 5 average rating, 141 reviewsMills Cottage
16–23 Aug
Home in Eustis
4.94 out of 5 average rating, 114 reviewsGalloway Getaway Ranch
30 Jun – 7 Jul
Guesthouse in Apopka
4.86 out of 5 average rating, 140 reviewsPrivate Guest House - Lake Access Getaway
17–24 Jul
Guest suite in Orlando
4.85 out of 5 average rating, 106 reviews✨️Modern Suite with POOL- Close to All Parks!🎡
1–8 Apr
Private, pet-friendly home rentals
Guest suite in Orlando
4.93 out of 5 average rating, 560 reviewsCharming Comfortable Cottage in College Park
18–25 Mar
Tiny home in Orlando
4.98 out of 5 average rating, 100 reviewsPrivate, Modern & Clean Tiny Home. “La Casita”
1–8 Dec
Guest suite in Altamonte Springs
4.94 out of 5 average rating, 32 reviewsCozy Modern Themed Private Room
28 Jun – 5 Jul
Apartment in Orlando
5.0 out of 5 average rating, 71 reviewsParent's Retreat!
13–20 Jan
Guesthouse in Oviedo
5.0 out of 5 average rating, 14 reviewsCozy Knight Stay
30 Jan – 6 Feb
Condo in Winter Park
4.81 out of 5 average rating, 59 reviewsLovely Winter Park Home close to Hospitals !
8–15 Mar
Guesthouse in Orlando
4.95 out of 5 average rating, 41 reviewsNew Mid Century-Modern Studio
8–15 Jul
Guest suite in Orlando
5.0 out of 5 average rating, 50 reviewsRomantic Getaway in Orlando, Fl
29 Jun – 6 Jul
Quick stats about holiday rentals that are pet-friendly in Winter Springs
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
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
$17 NZD 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 washing machine and dryer Winter Springs
- Rentals with outdoor seating Winter Springs
- Rentals with pools Winter Springs
- Monthly Rentals Winter Springs
- Rentals with a patio Winter Springs
- Family-friendly rentals Winter Springs
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