
Pet-friendly holiday rentals in Winter Springs
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Springs
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Popular amenities for Winter Springs pet-friendly home rentals
Pet-friendly house rentals

3 BR/2BA Home w Private Pool~12 min to Airport!
Had a nice stay with family and friends at Alyssaâs place along with 2 dogs. Was so nice to be able to bring out pets along on vacation. The house was clean, beds were comfortable, lots of space. I Spent most of my time out in the pool which was amazing.

Quiet Place, convenient to everything!
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!

Stunning home with screened patio & fenced yard
It was exactly like the pictures. Very spacious and clean. I would definitely recommend this Airbnb. Tony was amazing with instructions and responded quickly to everything. Thank you Tony

đ§ĄUnique 6/3 â Pool âPergola â Movie Room âUCF, 5âs
Jeremy was a great host! The home came with everything we needed. The pool was a little dirty when we arrived, but I contacted Jeremy and he came right out to clean it so we could swim the next day.

Downtown Orlando -The Modern Zen Studio w/Hot Tub
There is not really a word that can describe Brandi. Her phenomenal hospitality and love made me feel safe and right at home. The property is private and secure making it easy to enjoy your stay with no worries! I have a bit of OCD and NEVER was triggered by anything! I would recommend her x10!!!

Modern Tropical House Heated Salt Pool
I had a wonderful stay at this property. The host provided clear and concise instructions, making the check-in process seamless. The house itself is beautiful, offering a perfect balance of privacy and comfort. Renting the entire place gave us the space we needed, and it came equipped with all the essentials. Highly recommend for anyone looking for a relaxing and practical getaway!

Moxy Luxe Vacation / Heated Pool/ King Bed Ste
Enjoyed our stay. Home was just as pictures advertised. Really quiet and peaceful neighborhood. I recommend this place.

The Orlando Retreat.
Had a wonderful time!! Pool was great and house was very comfortable! We always feel right at home this is our second stay!! đ
Pet-friendly home rentals with a pool

Galloway Getaway Ranch
We had an incredible stay at Gateway Galloway Ranch! Our whole friend group loved itâespecially hanging out in the pool and playing games on the Switch. The space was comfortable, fun, and had everything we needed. Best of all, it was super close to our friendâs wedding venue, which made everything so convenient. Highly recommend!

Mount Dora, FL Private Corner Home w/pool
We had another great stay at Belkins place. The house was clean, cozy, spacious, and exactly as described in the listing. The location was convenient and quiet, making it easy to get around and relax. Belkins was friendly, helpful, and responsive. She made sure we had everything we needed for a comfortable stay. I would definitely recommend this place to anyone visiting the Mt. Dora area, and we'd be happy to stay again!

Mills Cottage
This place was spectacular. Sometimes with an air b and b experience, you hope the place is as pleasant as the pictures. This was such a wonderful surprise. Immediately it felt cozy and peaceful, surrounded by nature, wood and botanical details everywhere. But it surpassed that - Every detail of this place had been touched with diligent character, you immediately recognized the owners of this place genuinely cared down to the last morsel of decorations, plates, games and books. Nothing was forgotten. I HIGHLY recommend paying for the extra amenities which made our stay incredible; we booked an extra day just to relax and absorb the relaxation. It was one of the best parts of my trip to Orlando. I cannot speak highly enough about this place, I feel like weâve found a rare gem in the business of air b and bâs. I cannot wait to book our next stay. This place made you fall in love with Orlando and treating yourself to a hidden oasis away from the modern rat race. INCREDIBLE!

Private pool home near Downtown
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd

Kyle's Place - Private Unit, Pool + Laundry Room
Had more than what we needed and was a great spot to recharge from the daily adventures we had. Would book again if in the area.

Pool + Heated spa Family friendly King suite Oasis
What an amazing 2 weeks with family!! Donât hesitate to book this GEM of a home! Itâs beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then someâŚgames indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like itâs home. We canât rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! đ

~Chic Oasis ⢠6-Guest Suite ⢠Pool Heat ⢠Near All
AndrĂŠ was very nice and accommodating. He was always checking in and making sure we were having a good time!

Spacious Getaway ~ Heated LED Pool & Ping Pong
We had a great stay. The residence was beautiful and came with everything we needed. Our 4 and 1 year old enjoyed the toys provided. The pool was private and relaxing. Neighborhood very quiet with kind neighbors. Thank you for everything â¤ď¸
Private, pet-friendly home rentals

1917 Farmhouse Firepit & Hammock| 7âŻmin to Boombah
House was very clean and in a great location. Kaitlyn was very communicative.

Lovely Winter Park Home close to Hospitals !
This was my 4th time staying there to visit family who live in the area. Iâd say picking the same place 4 times is the ultimate complement of the condo unit.

UCF | Airport and Downtown Orlando | Pool | BBQ
Several members of our family met in Orlando for a birthday party and we stayed at Angela and Edwinâs place for three nights. It was a great choice!! Prior to arrival we had several questions and the hosts responded quickly and provided answers to all our questions. There were several aspects of the house we really enjoyed. The house was exceptionally clean and ready for our stay. The beds were excellent. Not too firm, and not too soft. Multiple pillows and blankets were provided. The linens smelled fresh. The large size washer and dryer were used more than once as we had an infant in the group. The pool was clean and the safety provided by the fence and key entry was appreciated. The bathrooms were clean and fresh. And the farm-style dining table provided for enjoyable family meals. The location was close to the venue for the party, and had easy access to grocery stores, WalMart, etc. It was a great stay and we would reserve the house again for our family events.

Tiny House | Airport & Downtown Orlando 15 Min
I had a very good experience, the place was very beautiful, clean, and cozy. The host was very attentive.

Chic Studio Near UCF â For Solo Guests & Couples
Great small spot for a small getaway, had just what I needed, nothing more & nothing less. Look into it!

Orlando's Private Studio King Bed & Massage Chair
We had such a relaxing and comfortable stay. Our hosts were so great and everything was so clean!!! We are so glad we found this Airbnb and I would highly recommend anyone visiting this area stay here. Everything was nice and private and Sanlando park was right around the corner which was great for my daughters to enjoy some time at the park. Iâll make sure to recommend to friends and family visiting the area.

Serenity @ Court
Very nice and welcoming. There was a sweet personalized welcome sign in the front entrance and everything was as seen on photos and as communicated to us. The only downside I have to say is the hot water only worked when the sink water was on. Overall really awesome and we enjoyed our stay.

New Cozy Apartment Studio
The space was perfect for what I needed and great location to my family, whom I was visiting! The one thing that wasn't a huge problem for me but that I could see being a problem for others, especially if you take your pets, is they were doing construction on the lot and I noticed a few of the noises startled my cat. She adjusted pretty fast but I know not all pets would. Everything about the apartment interior was great though! Be ready for that spiral staircase, it's not the easiest to navigate. I noticed there's a laundromat just down the road should you need it which is super convenient. Super fast responding to any questions I had, and a great stay overall.
Quick stats about holiday rentals that are pet-friendly in Winter Springs
Total rentals
30 properties
Nightly prices starting at
âš3,462 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Orlando Holiday rentals
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park