Pet-friendly vacation 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.

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Guest favourite

Apartment in Orlando

4.93 out of 5 average rating, 100 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

$188 CAD per night

Guest favourite

Apartment in Sanford

4.9 out of 5 average rating, 125 reviews

The Blue Aztec

Premier location, steps away from historic downtown • 1 Queen Bed • Completely renovated apartment totally equipped for a short or long stay • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give you the feeling that you are at home. • Lounge on the front porch, take a walk to the nearby dog park or walk down Sanford Ave right out your door (This unit is pet friendly but a non refundable pet deposit will apply. Ask for details.)

Jun. 24 – Jul. 1

$174 CAD per night

Guest favourite

Home in Altamonte Springs

4.97 out of 5 average rating, 274 reviews

Eclectic Home Where Luxury Meets Affordability

Welcome to the Haven at Temper Wild - Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (You must notify host if you are bringing a pet prior to booking) Read the rules of the property before booking, to ensure that you are OK with them.

Oct. 5 – 12

$314 CAD per night

Guest favourite

Tiny homes in Sanford

4.97 out of 5 average rating, 161 reviews

The Sanford Tiny House - Live Small, Dream Big

Our Sanford Tiny House is nestled beneath the canopy of 100-year old oak trees, less than a mile from bustling Downtown Sanford. Tucked away behind our main home, it is your very own private nook offering easy access to the historic by foot, bicycle, or golf cart. For pet owners who can't bear to leave their furry friends behind, we offer pet-friendly accommodation for an extra $70 per pet. Please register your pets before your visit to avoid additional charges of $250 per unregistered pet.

Mar. 31 – Apr. 7

$184 CAD per night

Guest favourite

Home in Longwood

4.95 out of 5 average rating, 111 reviews

Cozy 3 Bedroom Home, Great location!!

Experience pure luxury in this stunning home, perfectly situated in an ideal location. With beautiful marble countertops and stainless steel appliances, this dreamlike setting will leave you in awe. The fully fenced backyard features a lavish barbecue grill, smart TVs, and board games for your entertainment. Discover your own paradise in this opulent abode, just minutes away from i4, Wekiwa Springs State Park, Disney, and Downtown Orlando. Live like royalty and book this exquisite sanctuary.

Apr. 19 – 26

$575 CAD per night

Guest favourite

Guesthouse in Sanford

4.95 out of 5 average rating, 226 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ Gas

Jan. 28 – Feb. 4

$154 CAD per night

Guest favourite

Home in Winter Garden

4.92 out of 5 average rating, 166 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

$204 CAD per night

Guest favourite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 705 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Jan. 27 – Feb. 3

$213 CAD per night

Guest favourite

Guest suite in Orlando

4.92 out of 5 average rating, 316 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Aug. 8 – 15

$257 CAD per night

Guest favourite

Home in Altamonte Springs

4.83 out of 5 average rating, 107 reviews

Elegant, Spacious Three Bedroom Residential House.

Get the best experiences of Central Florida in this stylish, newly renovated centrally-located house. Minutes from top restaurants, beautiful Wekiva Springs and Rock Springs, Altamonte Mall, and Cranes Roost Area. Minutes from Super I-4 which can take you straight to downtown Orlando, Universal Studios, Walt Disney World. If you decide to go east enjoy beautiful downtown Daytona Beach, NASCAR, and New Smyrna Beach.

Jul. 12 – 19

$285 CAD per night

Guest favourite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

Mar. 23 – 30

$185 CAD per night

Superhost

Place to stay in Geneva

4.94 out of 5 average rating, 927 reviews

ManCave apartment

When the world seems crazy, sometimes you need to escape. The venues are separated on thirty acres. This is my Man Cave located in my airplane hanger. An eclectic collection of stuff is hung from the ceiling and walls. This is a fun space with a bar, microwave, satellite-TV, fireplace, Wi-Fi and air conditioning. The bed is located in the loft. Danville is a glamping experience.

Aug. 27 – Sep. 1

$195 CAD per night