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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Top guest favorite

Home in Kissimmee

4.92 out of 5 average rating, 133 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

Disney Playhouse – Your Dream Vacation Awaits! Indulge in elegance and comfort at this newly upgraded, pet-friendly retreat. Relax in your private pool & spa within a fully fenced backyard. Unwind in the plush master suite, enjoy Roku TVs in every room, and stay connected with blazing fast 1GB WiFi. The Diner Themed game room features a Marvel electronic pinball machine, pool table, and Wii. Pool heat is optional, hot tub always free! Pets welcome. King Master. Book your luxury getaway today!

Superhost

Apartment in Orlando

4.8 out of 5 average rating, 127 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

Discover this luxurious, newly renovated Airbnb studio with a FULLY PRIVATE patio featuring a hammock under a shady mango tree. Enjoy PRIVATE LAUNDRY, patio seating, and umbrella. The fenced backyard ensures privacy, minutes from UCF, Universal, Disney, and local amenities. The studio sleeps 4 and is part of a property with a house and a separate private apartment, each with its own kitchen, bathroom, bedroom, sitting room, garden hammock, patio, and entry. Experience tranquility in a quiet area

Guest favorite

Home in Clermont

4.84 out of 5 average rating, 223 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75 USD fee per pet. HEATED pool with a charge fee of $ 25 USD per day. BBQ grill has an extra charge of $40 USD (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Top guest favorite

Cottage in Mount Dora

4.93 out of 5 average rating, 104 reviews

Cozy Cottage 3 blocks from town

Come as guests, leave as friends. This super-clean 1 bed, 1 bath cottage sleeps up to 4 adults. "Cozy Cottage" is pet friendly and laid back with a super-fast internet connection. Historic Mount Dora is only steps away. Enjoy the many quaint shops, restaurants and regional festivals. The rolling hills and lakeside views give this town its New England seaside charm. Orlando theme parks are only 1 hour away. We are the perfect place to retreat after the hustle and bustle of the theme parks.

Superhost

Bungalow in Mount Dora

4.64 out of 5 average rating, 11 reviews

Casita Encanta-Dora, Steps to town, Pet-Friendly

Enjoy a stylish experience at this centrally-located one of a kind Sears Built 1950’s bungalow. Just a 2 minute walk to Lake Dora and the Marina and a 5 minute walk to Donnelly Street for all of your shopping, entertainment and dining experiences . This pet-friendly, two bedroom home offers a fully fenced in front yard, two king size beds, a twin size daybed and a down filled living room couch with a chaise lounge . The loft area is set up for the little ones with a night light and books

Guest favorite

Home in Orlando

4.85 out of 5 average rating, 206 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

Top guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 269 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 - Pool, not heated, with private double patio sitting area with 2 Fire pits Gas & Wood; BBQ gas grill

Guest favorite

Bungalow in Mount Dora

4.86 out of 5 average rating, 104 reviews

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

The perfect place to stay while visiting beautiful Mount Dora. Just a short walk or bike ride (provided) to historic downtown Mount Dora. Enjoy all the nearby shops, cafes and galleries. Located in an established neighborhood amongst other renovated historical cottages. Walk to the library, parks and to Lake Dora at sunset. Built in 1948, this inviting 2 bedroom 2 bath home has been recently renovated. The kitchen is fully equipped with a mini fridge, microwave, coffee maker, and stove.

Top guest favorite

Home in Maitland

4.94 out of 5 average rating, 163 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Top guest favorite

Home in Mount Dora

4.98 out of 5 average rating, 132 reviews

Spacious, modern and cozy , close to downtown.

Comfy, clean and cute! Only 5 min drive to downtown. The house is one story and located in a quaint neighborhood. Inside as you entered there is a spacious living room with a L shaped couch overlooking the beautiful modern electric fireplace and large TV. Great layout with Master on one side and the other two bedrooms on the other side. Kitchen is fully stocked with all you need. Outside there is a porch in front, a large covered lanai in the back and big fenced yard for your pets.

Guest favorite

Cottage in Umatilla

4.95 out of 5 average rating, 128 reviews

The perfect Cottage for your Family Private Stay!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway from the City! ❤️ Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Rocking Horse, Black Horse, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

Superhost

Home in Altamonte Springs

4.82 out of 5 average rating, 127 reviews

Quiet Place, convenient to everything!

Spacious home in a very quiet residential neighborhood. Perfect home away from home for your special getaway. Vacations, business trips, wedding groups, graduations have all been hosted in the past, and everyone had a great time. There's significant value in having your own quiet place and multiple rooms in a family-friendly setting. DO NOT BOOK MY QUIET PLACE IF YOUR PLAN INCLUDES ANY LARGE GATHERING WHICH MIGHT IMPACT MY HOME OR NEIGHBORHOOD. YOUR RESPECT IS EXPECTED.

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What guests are saying

* 1 min walk to DT Mt. Dora! KING bed! 5 stars!

4.98 out of 5 average rating, 80 reviews1 week ago

We thoroughly enjoyed our stay at this cute and comfy home. It had everything we needed to cook, great beds, pillows and linens. Furniture was comfy with throws and great lighting. We parked our car and walked everywhere. Truly, it's the best Airbnb we've ever stayed in! I would highly recommend it to others and we will likely return. Thank you!

Cottage in Mount Dora

What guests are saying

Pet Friendly Reunion Condo Minutes from Disney!

5 out of 5 average rating, 3 reviews2 months ago

Amazing little spot if you are in the Orlando area. Pristine air b&b. I walked into a freshly clean condo with soft music playing on the tv, lights turned on and a plate of snack waiting for me. Communication was wonderful and the door was peaceful and homey. Absolutely would stay here again.

Condo in Kissimmee

What guests are saying

2 bedroom 2 bath home with pool

4.83 out of 5 average rating, 29 reviews2 months ago

This house was better than I had hoped. It is spacious with very comfortable furniture, including the master bedroom and bathroom. The carport allowed my 2500 Chev p/u to easily park under it. Screened in porch and pool are a wonderful bonus, although I did not have time to use them due to work hours. Wi-Fi was super fast and the Roku options allowed me to watch my normal preferred apps. Area was very quite at night with no noticeable traffic through the neighborhood. Water pressure in the master bath shower was great. I will stay again, if available on my next trip to the Leesburg area. Fred was quick to reply to messages. A/C worked good and all the rooms had ceiling fans to help circulate the air like I do at home. The house is supplied with just about anything you would need just like being at your own house.

Home in Leesburg

What guests are saying

Southwest facing pool! 5 Miles from Disney.

4.72 out of 5 average rating, 96 reviews1 month ago

Everything was great! We had a few glitches, but the host was very quick to sort them out. The only thing I think the host needs to change is the heating of the pool, sometimes when we were late getting back from the city, we wanted to get into the jacuzzi after 9 p.m., because the heating of the pool was from 9 a.m. to 9 p.m.

Home in Kissimmee

What guests are saying

Private Pool Home near Disney/Orlando attractions

4.86 out of 5 average rating, 72 reviews1 month ago

This home and this neighborhood is so nice! I see where people who stay at Airbnb choose to comment on all the creature comforts — well this home got all of the right ones done so well! The beds, the hot water, the shower heads — everything is very nice! The kitchen is well outfitted and we really felt like we had a home away from home during our stay! I'd recommend this to anybody but we so enjoyed it and our time with an easy hop skip and a jump to Disney World! Thank you and I hope you’ll have us again!

Home in Kissimmee

What guests are saying

Modern Brick Rural Home

5 out of 5 average rating, 22 reviews3 weeks ago

We really enjoyed staying in this home. The rooms were so much bigger than they seemed in the pictures and I absolutely loved all the windows so that we could see the beautiful surroundings. The morning sun rose above a pond-filled pasture and it was amazing. Everyone in my family said they slept so soundly in this house and the beds were comfortable. We especially liked that there wasn't clutter or rugs in this home because, although we have a pet, we are also allergic to some pet dander in places that cannot be cleaned properly. I am happy to say that we had no problems with allergies here. The towels and bedding were very clean and there were extra blankets and pillows available if we needed them. They also have many items for babies that could really make it easier on families to not have to pack those things. Marjorie responded quickly and was always friendly when I contacted her. We would most definitely stay here again.

Home in Clermont

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