Pet-friendly holiday rentals in Winter Springs

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winter Springs pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 124 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

SuzanneRating, 5 stars1 day ago
Had a nice stay with family and friends at Alyssa’s 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.
Superhost
Home in Altamonte Springs
4.82 out of 5 average rating, 129 reviews

Quiet Place, convenient to everything!

FrancisRating, 5 stars1 month ago
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!
Guest favourite
Home in Deltona
4.95 out of 5 average rating, 100 reviews

Stunning home with screened patio & fenced yard

WandaRating, 5 stars3 days ago
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
Guest favourite
Home in Oviedo
4.9 out of 5 average rating, 311 reviews

🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s

Paramount Property GroupRating, 5 stars3 days ago
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.
Top guest favourite
Home in Orlando
4.98 out of 5 average rating, 210 reviews

Downtown Orlando -The Modern Zen Studio w/Hot Tub

KBRating, 5 stars2 weeks ago
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!!!
Guest favourite
Home in Orlando
4.9 out of 5 average rating, 146 reviews

Modern Tropical House Heated Salt Pool

LuisRating, 5 stars3 months ago
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!
Guest favourite
Home in Casselberry
4.89 out of 5 average rating, 63 reviews

Moxy Luxe Vacation / Heated Pool/ King Bed Ste

NelsonRating, 5 stars3 days ago
Enjoyed our stay. Home was just as pictures advertised. Really quiet and peaceful neighborhood. I recommend this place.
Guest favourite
Home in Orlando
4.93 out of 5 average rating, 182 reviews

The Orlando Retreat.

TaylirRating, 5 stars2 weeks ago
Had a wonderful time!! Pool was great and house was very comfortable! We always feel right at home this is our second stay!! 😁

Pet-friendly home rentals with a pool

Guest favourite
Home in Eustis
4.93 out of 5 average rating, 138 reviews

Galloway Getaway Ranch

RoxanaRating, 5 stars1 month ago
We had an incredible stay at Gateway Galloway Ranch! Our whole friend group loved it—especially 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 friend’s wedding venue, which made everything so convenient. Highly recommend!
Top guest favourite
Home in Mount Dora
4.99 out of 5 average rating, 128 reviews

Mount Dora, FL Private Corner Home w/pool

StanleyRating, 5 stars5 days ago
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!
Guest favourite
Cottage in Orlando
4.94 out of 5 average rating, 174 reviews

Mills Cottage

NicoleRating, 5 stars2 weeks ago
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 we’ve found a rare gem in the business of air b and b’s. 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!
Top guest favourite
Home in Orlando
4.99 out of 5 average rating, 135 reviews

Private pool home near Downtown

VanRating, 5 stars2 weeks ago
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd
Top guest favourite
Guest house in Orlando
4.92 out of 5 average rating, 111 reviews

Kyle's Place - Private Unit, Pool + Laundry Room

JamaiRating, 5 stars1 week ago
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.
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 130 reviews

Pool + Heated spa Family friendly King suite Oasis

VivianRating, 5 stars1 week ago
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s 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 some…games 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 it’s home. We can’t 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!!! 💕
Top guest favourite
Guest suite in Orlando
4.97 out of 5 average rating, 337 reviews

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

TiffanyRating, 5 stars4 days ago
AndrĂŠ was very nice and accommodating. He was always checking in and making sure we were having a good time!
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 162 reviews

Spacious Getaway ~ Heated LED Pool & Ping Pong

LaTishaRating, 5 stars1 week ago
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 ❤️

Private, pet-friendly home rentals

Top guest favourite
Farm stay in Sanford
5 out of 5 average rating, 8 reviews

1917 Farmhouse Firepit & Hammock| 7 min to Boombah

TimothyRating, 5 stars1 month ago
House was very clean and in a great location. Kaitlyn was very communicative.
Superhost
Apartment in Winter Park
4.83 out of 5 average rating, 98 reviews

Lovely Winter Park Home close to Hospitals !

MichaelRating, 5 stars1 month ago
This was my 4th time staying there to visit family who live in the area. I’d say picking the same place 4 times is the ultimate complement of the condo unit.
Top guest favourite
Home in Orlando
5 out of 5 average rating, 38 reviews

UCF | Airport and Downtown Orlando | Pool | BBQ

RoseRating, 5 stars1 week ago
Several members of our family met in Orlando for a birthday party and we stayed at Angela and Edwin’s 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.
Guest favourite
Guest house in Orlando
4.93 out of 5 average rating, 82 reviews

Tiny House | Airport & Downtown Orlando 15 Min

GeimaRating, 5 stars6 days ago
I had a very good experience, the place was very beautiful, clean, and cozy. The host was very attentive.
Top guest favourite
Guest house in Orlando
4.99 out of 5 average rating, 72 reviews

Chic Studio Near UCF – For Solo Guests & Couples

JuliannaRating, 5 stars4 days ago
Great small spot for a small getaway, had just what I needed, nothing more & nothing less. Look into it!
Top guest favourite
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 90 reviews

Orlando's Private Studio King Bed & Massage Chair

SeanRating, 5 stars2 days ago
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. I’ll make sure to recommend to friends and family visiting the area.
Guest favourite
Guest house in Sanford
5 out of 5 average rating, 29 reviews

Serenity @ Court

JamesRating, 5 stars1 month ago
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.
Superhost
Loft in Oviedo
4.89 out of 5 average rating, 9 reviews

New Cozy Apartment Studio

MorganRating, 5 stars5 months ago
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

    ₹3,462 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

  1. Airbnb
  2. United States
  3. Florida
  4. Seminole County
  5. Winter Springs
  6. Pet-friendly rentals