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 favorite

Tiny home 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

Nov 28 – Dec 5

G$24,107 GYD per night

Guest favorite

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

Dec 20 – 27

G$24,065 GYD per night

Guest favorite

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**

Nov 30 – Dec 7

G$26,659 GYD per night

Guest favorite

Guesthouse in Clermont

4.98 out of 5 average rating, 101 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

G$28,224 GYD per night

Guest favorite

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}

Jan 12 – 19

G$47,602 GYD per night

Guest favorite

Guesthouse in Orlando

4.91 out of 5 average rating, 144 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

Oct 17 – 24

G$28,060 GYD per night

Guest favorite

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.

Jul 20 – 27

G$24,366 GYD per night

Guest favorite

Guest suite in Clermont

4.89 out of 5 average rating, 129 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

Jun 8 – 15

G$24,212 GYD per night

Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 239 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.

Mar 21 – 28

G$28,544 GYD per night

Superhost

Guesthouse in Orlando

4.8 out of 5 average rating, 199 reviews

Luxury 5 star home 3 min Universal/ Orlando City

Enjoy this beautiful cozy and modern guesthouse. Recently built, our place has private entrance, private porch and private free parking located just 2 minutes from Universal Studios. The bathroom suite has a rain shower just like you would expect in a 5 star Hotel, new kitchen, appliances and 2 TVs one in the bedroom another in the living room Need to check-in early or check-out later? Please read Guest Access below.

Aug 23 – 30

G$20,169 GYD per night

Guest favorite

Guest suite in Orlando

4.93 out of 5 average rating, 561 reviews

Charming Comfortable Cottage in College Park

Welcome to the 1942 Cottage. This quaint cottage boasts an outdoor table, screened front porch, living room , bathroom, and a comfortable oversized bedroom that has a microwave, refrigerator/ freezer, and Keurig coffee maker all for your private use. PLEASE note, I live in the actual back of the cottage, like a bnb. It’s an older home with a few quirks but it’s comfortable and clean.:)

Mar 18 – 25

G$20,681 GYD per night

Guest favorite

Guest suite in Orlando

4.97 out of 5 average rating, 383 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 :-)

Jun 29 – Jul 6

G$27,943 GYD per night