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
4.9 out of 5 average rating, 105 reviewsSODO Mid Century Modern Cottage
Jun 14 – 21
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
Apr 23 – 30
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
Apr 3 – 10
Home in Orlando
4.97 out of 5 average rating, 139 reviewsDowntown Orlando -The Modern Zen Studio w/Hot Tub
Aug 10 – 17
Home in Orlando
4.82 out of 5 average rating, 158 reviewsKing suite , Modern house perfect for vacation
Dec 1 – 8
Home in Orlando
4.94 out of 5 average rating, 376 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Sep 29 – Oct 6
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Aug 12 – 19
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Aug 18 – 25
Pet-friendly home rentals with a pool
Guest suite in Orlando
4.97 out of 5 average rating, 384 reviewsVacation & Oasis Mood with #1 location - Pool
Sep 25 – Oct 2
Cottage in Orlando
4.98 out of 5 average rating, 105 reviewsMills Lakeside
Apr 29 – May 6
Guesthouse in Mount Dora
4.9 out of 5 average rating, 708 reviewsKey West cottage of Mt Dora
Oct 4 – 11
Guesthouse in Sanford
4.95 out of 5 average rating, 227 reviewsPalmetto Pool Retreat
Nov 20 – 27
Apartment in Winter Garden
4.88 out of 5 average rating, 113 reviewsStay A While
Sep 29 – Oct 6
Guest suite in Orlando
4.85 out of 5 average rating, 107 reviews✨️Modern Suite with POOL- Close to All Parks!🎡
Nov 14 – 21
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
Nov 20 – 27
Home in Orlando
4.86 out of 5 average rating, 158 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Aug 30 – Sep 6
Private, pet-friendly home rentals
Place to stay in Geneva
4.94 out of 5 average rating, 929 reviewsManCave apartment
Oct 5 – 10
Guest suite in Orlando
4.84 out of 5 average rating, 196 reviewsPrivate Suite in Mills 50 District with Laundry!
Oct 19 – 26
Tiny home in Orlando
4.85 out of 5 average rating, 220 reviewsThe Getaway NEW Secluded Unique Experience
Aug 26 – Sep 2
Guesthouse in Orlando
4.93 out of 5 average rating, 267 reviewsCharming Thornton Park Guesthouse
Jul 11 – 18
Tiny home in Orlando
4.98 out of 5 average rating, 101 reviewsPrivate, Modern & Clean Tiny Home. “La Casita”
Oct 22 – 29
Condo in Winter Park
4.82 out of 5 average rating, 61 reviewsLovely Winter Park Home close to Hospitals !
Nov 25 – Dec 2
Apartment in Winter Park
4.79 out of 5 average rating, 28 reviewsCute and Cozy Apartment 1 Bedroom Duplex - UNIT B
Jun 18 – 25
Guesthouse in Orlando
4.95 out of 5 average rating, 44 reviewsNew Mid Century-Modern Studio
Jun 15 – 20
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
$20 before taxes and fees
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Key West Vacation rentals
- Pet-friendly rentals Orlando
- Pet-friendly rentals Florida
- Pet-friendly rentals Florida
- Pet-friendly rentals Kissimmee
- Condo rentals Winter Park
- Rentals with outdoor seating Winter Park
- Family-friendly rentals Winter Park
- Rentals with pools Winter Park
- Rentals with lake access Winter Park
- Guesthouse rentals Winter Park
- Private suite rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a washer and dryer Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with a hot tub Winter Park
- Monthly Rentals Winter Park
- Apartment rentals Winter Park
- Kid-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a fire pit Winter Park
- House rentals Winter Park
- Pet-friendly rentals Orange County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom