Pet-friendly vacation rentals in Winter Garden

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Winter Garden

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favorite
Holiday park in Clermont
Mermaid Haus: SPARKLING A-Frame (30 min to Disney)
Sparkling CLEAN A-frame home. Dive into sleek, 680-thread count luxury sheets atop plush memory foam & surround yourself with cloud-like pillows. Fully equipped kitchen, workspace w/ FAST Wi-Fi, cable + 55" Samsung SmartTV. The timeless gated community includes a heated pool & private beach access on tranquil Lake Louisa w/ a picnic area & charcoal grill. Shopping, chef-owned restaurants, hiking, boat rentals, & cinemas are minutes away. Just 30 minutes to Disney & 40 min to Universal!
Sep 11 – 18
$107 per night
4.84 out of 5 average rating, 111 reviews
Guest favorite
Home in Minneola
Spacious Home ~ Heated LED Pool & Ping Pong
Welcome to your Spacious Getaway! With over 70 amenities offered, our goal is to provide an unforgettable experience for our guests! Exterior Features: ★ Heated Pool up to 95 Degrees - ($25 a Day to Heat the Pool) ★ LED Lights on pool cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ White/Clean Linens ★ TV with Netflix ★ Ping Pong Table ★ Shower Panel in Guest Bathroom ★Large Shower in Master Bathroom {Willing to Negotiate Monthly Prices}
Oct 2 – 9
$167 per night
4.98 out of 5 average rating, 109 reviews
Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.
Sep 10 – 17
$97 per night
4.93 out of 5 average rating, 162 reviews

Popular amenities for Winter Garden pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Orlando
The Comfy Milk District Home | Downtown |
May 6 – 13
$72 per night
4.83 out of 5 average rating, 120 reviews
Guest favorite
Home in Clermont
Our Poolhome by the Mouse house with Game Room.
Oct 18 – 25
$146 per night
4.85 out of 5 average rating, 122 reviews
Guest favorite
Home in Orlando
The Lake House - Next to Universal Studios - NEW ♥️
Nov 2 – 9
$416 per night
4.96 out of 5 average rating, 156 reviews
Guest favorite
Home in Orlando
Downtown Orlando -The Modern Zen Studio w/Hot Tub
Jun 5 – 12
$171 per night
4.97 out of 5 average rating, 123 reviews
Guest favorite
Home in Orlando
The Prince House w/Free Parking (Central Location)
Jun 24 – Jul 1
$130 per night
4.84 out of 5 average rating, 119 reviews
Guest favorite
Home in Orlando
Heated Pool 3 min Universal/15 Disney/10 Sea world
Mar 29 – Apr 5
$373 per night
4.95 out of 5 average rating, 153 reviews
Guest favorite
Home in Altamonte Springs
Eclectic Home Where Luxury Meets Affordability
Jun 2 – 9
$181 per night
4.97 out of 5 average rating, 267 reviews
Guest favorite
Home in Maitland
Orlando area pool home in Maitland
Feb 18 – 25
$179 per night
4.94 out of 5 average rating, 144 reviews
Guest favorite
Home in Winter Park
A Rare Jewel in the heart of Winter park. Can walk
Jul 24 – 31
$359 per night
4.92 out of 5 average rating, 100 reviews
Guest favorite
Home in Orlando
Pet Welcome/Fully Fenced Backyard/Washer & Dryer
Jun 10 – 17
$120 per night
4.94 out of 5 average rating, 368 reviews
Guest favorite
Home in Winter Garden
Winter Garden Experience
Sep 9 – 16
$124 per night
4.9 out of 5 average rating, 41 reviews
Guest favorite
Home in Winter Garden
Pet Friendly Winter Garden Get-Away near Orlando
Jun 9 – 16
$67 per night
4.88 out of 5 average rating, 16 reviews

Pet-friendly home rentals with a pool

Superhost
Guesthouse in Mount Dora
Key West cottage of Mt Dora
Apr 14 – 21
$126 per night
4.9 out of 5 average rating, 690 reviews
Guest favorite
Condo in Orlando
Westgate Palace Resort 2 bedroom
Jan 4 – 11
$132 per night
4.89 out of 5 average rating, 115 reviews
Guest favorite
Guest suite in Orlando
Downtown Orlando Garden Retreat
Aug 11 – 18
$138 per night
4.92 out of 5 average rating, 309 reviews
Guest favorite
Guest suite in Orlando
Charming Getaway w/ Pool, Near Downtown & Disney
May 22 – 29
$129 per night
4.96 out of 5 average rating, 102 reviews
Guest favorite
Guest suite in Orlando
Sunny Resort Style - Pool & central location ☀️
May 10 – 17
$117 per night
4.99 out of 5 average rating, 328 reviews
Guest favorite
Guest suite in Winter Haven
Horse Farm on a Beautiful Lake
Apr 10 – 17
$100 per night
4.96 out of 5 average rating, 245 reviews
Guest favorite
Condo in Orlando
Luxurious Waterfront Resort near Disney &Universal
Jan 2 – 9
$164 per night
4.98 out of 5 average rating, 283 reviews
Guest favorite
Townhouse in Kissimmee
6 miles from Disney ! Private pool
Dec 5 – 12
$113 per night
4.84 out of 5 average rating, 188 reviews
Guest favorite
Apartment in Kissimmee
Spacious Apartment near Disney
Jun 1 – 8
$109 per night
4.81 out of 5 average rating, 108 reviews
Guest favorite
Cottage in Kissimmee
2/2 Condo with Private Patio:Disney, Pet Friendly
Jan 9 – 16
$122 per night
4.98 out of 5 average rating, 132 reviews
Guest favorite
Townhouse in Kissimmee
“MY Happy Place ONE”Minutes to Disney
Nov 28 – Dec 5
$110 per night
4.89 out of 5 average rating, 172 reviews
Guest favorite
Home in Apopka
* Luxury Pool * Hot Tub * 86 Inch TV *
Jul 13 – 20
$506 per night
4.87 out of 5 average rating, 159 reviews

Private, pet-friendly home rentals

Guest favorite
Place to stay in Mount Dora
The Boat House on Lake Dora - Downtown Waterfront
Aug 3 – 10
$203 per night
5.0 out of 5 average rating, 141 reviews
Guest favorite
Apartment in Orlando
Mid-Century College Park Hideaway Near Downtown
Nov 25 – Dec 2
$77 per night
4.89 out of 5 average rating, 139 reviews
Guest favorite
Farm stay in Dade City
Florida Breeze -Wildlife Sanctuary- 5 miles to I75
Oct 11 – 18
$83 per night
4.94 out of 5 average rating, 220 reviews
Guest favorite
Guesthouse in Tavares
Cypress Point Cottage
Aug 11 – 18
$92 per night
4.99 out of 5 average rating, 152 reviews
Guest favorite
Guesthouse in Orlando
Thornton Park's Historic Guest House - private
Oct 9 – 16
$109 per night
4.89 out of 5 average rating, 587 reviews
Superhost
Guesthouse in Dade City
Studio Zen
Oct 29 – Nov 5
$61 per night
4.82 out of 5 average rating, 211 reviews
Guest favorite
Guesthouse in Orlando
Charming Thornton Park Guesthouse
Jan 18 – 25
$79 per night
4.93 out of 5 average rating, 258 reviews
Guest favorite
Guest suite in Oakland
Historic, Private Quarters with Kitchenette
Aug 3 – 10
$125 per night
4.82 out of 5 average rating, 38 reviews
Guest favorite
Guesthouse in Clermont
Cozy guesthouse in Clermont
Feb 12 – 19
$99 per night
4.96 out of 5 average rating, 27 reviews
Guest favorite
Vacation home in Clermont
"Peaceful Downtown Studio, Ideal for All Stays"
Sep 7 – 14
$95 per night
4.96 out of 5 average rating, 25 reviews
Guest favorite
Townhouse in Clermont
The silver cottage
Dec 17 – 24
$105 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Apartment in Clermont
Relaxing 1-Bedroom Farm Retreat. Pets welcome!
Oct 18 – 25
$78 per night
4.95 out of 5 average rating, 44 reviews

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

Total rentals

30 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

660 reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore