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.

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Guest favourite

Tiny homes in Orlando

4.98 out of 5 average rating, 100 reviews

Private, Modern & Clean Tiny Home. “La Casita”

Take it easy at this unique and tranquil getaway. This tiny house fits up to 4 guests and comes equipped with everything you would have in a full size home; full sized kitchen, a washer/dryer combo. Queen bed in the main bedroom and two twin beds in the upstairs loft area. We do not recommend smaller children in the loft area. This is in a quiet neighborhood, so please no parties or loud events. We live right next to the tiny home so if you need absolutely anything, don’t be afraid to reach out

Aug. 11 – 18

$187 CAD per night

Guest favourite

Guesthouse in Orlando

4.9 out of 5 average rating, 610 reviews

Thornton Park's Historic Guest House - private

Please, read my reviews so you know what to expect when staying at the Thornton Park Guest House! One of the things I've personally love is finding new experiences in each city I travel to. Orlando has some amazing neighborhoods that most people don't know about because they stay near the Convention Center or the theme Park hotels... Here's a great spot that's close to the parks/convention center but also only a few blocks to Lake Eola, located in one of the most beautiful neighborhoods in FL

Dec. 12 – 19

$157 CAD per night

Guest favourite

Apartment in Orlando

4.93 out of 5 average rating, 101 reviews

Apartment, 7 Min to Orlando Airport/ Lake Nona

Complete private unit . A Private Door inside the room to step out to the pool .1 Bed/1 Bath, 2 TV’s , Netflix Amazon, sitting area, and and a small kitchen, We a Manual Slingshot available for rent, the rent for the Slignshot will be $200 per day. Pool area will be available all the time .We just build a door inside the room that way is easy access. This place is 25 Minutes driving to Disney World and most Parks, Lake Nona is 10 minutes away. We are Close to UCF, lake Nona, MCO, Waterford lakes

Aug. 1 – 8

$188 CAD per night

Guest favourite

Home in Orlando

4.94 out of 5 average rating, 374 reviews

Pet Welcome/Fully Fenced Backyard/Washer & Dryer

*IF YOU ARE BRINGING PET, please read house rules before a reservation. *Full House located walking distance to Camping World Stadium/3 miles to Dwtn & Amway Center/16 miles to Disney/6 miles to Universal Studios & Sea World/14 miles to MCO airport. *Bedroom #1: Queen mattress & Twin Trundle,TV. *Bedroom #2: Queen mattress. *Parking for 2 cars/Washer & Dryer. *Kitchen with amenities and stainless appliances. *Backyard fenced & Gazebo for families with kids. **Tenant living in attached studio**

Aug. 22 – 29

$191 CAD per night

Guest favourite

Guesthouse in Clermont

4.98 out of 5 average rating, 102 reviews

Downtown Apartment - Walk to Lake, Shops & Dining

This stylish apartment, in Downtown Clermont is @ the center of the coast-to-coast bike trail. Enjoy the quaint lake town experience to the fullest without having to drive anywhere. Lakefront, breweries, retail, dining- all within a 3 min walk! Best features indoors include comfy beds, a double shower, smart TV, & cozy aesthetics. The space is well stocked w/ all the essentials. Small appliances for cooking include an air fryer, crockpot & skillet. Garage storage available 4 recreational gear.

May 11 – 18

$221 CAD per night

Guest favourite

Home in Mount Dora

4.94 out of 5 average rating, 109 reviews

Modern Farmhouse & Pool in Mount Dora by Lake Ola

This recently renovated farmhouse cottage is the perfect “home away from home” to retreat w/ family & friends. Enjoy waking up to the beautifully updated kitchen w/ farm sink, catching the sunset over Lake Ola while refreshing in the pool, sipping your morning coffee on the large back porch. Only a few minute drive to downtown Mount Dora filled w/renown restaurants & boutiques . Close to Rock & Wekiva Springs, Sydonie Mansion & other wedding venues & easy commute to theme parks and beaches!

Aug. 25 – Sep. 1

$275 CAD per night

Guest favourite

Home in Minneola

4.98 out of 5 average rating, 111 reviews

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}

Nov. 21 – 28

$377 CAD per night

Guest favourite

Home in Winter Garden

4.92 out of 5 average rating, 167 reviews

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.

Nov. 12 – 19

$193 CAD per night

Guest favourite

Guest suite in Clermont

4.89 out of 5 average rating, 130 reviews

Private In-Law Suite. House in Hills. BIKE Trail

Completely PRIVATE In-law Suite in front section of house. Consists of: 2 bedrooms Bedroom 1: King size bed Bedroom 2: 2 Full size beds Full bathroom Washer/Dryer Kitchen (no oven, no dishwasher) Full living room with Smart TV Coffee station Located in a residential neighborhood Close to Route 50 and close to Route 27 1.5 miles from NTC 2.9 miles from Waterfront Park/Victory Point 27 miles from Disney West Orange 🍊Trail passes about 100 yards behind house n runs 33 miles

Jul. 14 – 21

$204 CAD per night

Guest favourite

Guest suite in Orlando

4.95 out of 5 average rating, 114 reviews

Charming Getaway Near Downtown & Disney

Relax and enjoy a quiet & newly remodeled private guest suite centrally located near Downtown Orlando. Features a full kitchen, spacious living area & luxurious queen bed for a peaceful & enjoyable stay. Private 2nd story entrance and convenient self check-in. Perfectly located walking distance from restaurants, shopping, and parks in a safe and family-friendly neighborhood. Easy access to Downtown Orlando, Theme Parks, and Winter Park/Park Ave.

Jul. 10 – 17

$206 CAD per night

Guest favourite

Guesthouse in Windermere

4.94 out of 5 average rating, 240 reviews

Small Guesthouse near Orlando's Theme Parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Aug. 19 – 26

$177 CAD per night

Guest favourite

Guest suite in Orlando

4.97 out of 5 average rating, 384 reviews

Vacation & Oasis Mood with #1 location - Pool

From our family to you, we are welcoming you in our Home into our private Orlando, Florida, Oasis :-) Located a very short commute to some of the world most famous tourist attraction, Disney & Universal studio to the privacy of our fully equipped Guest area. We want to make sure that your stay to our home will be memorable and we want to see you again :-)

Dec. 8 – 15

$190 CAD per night