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Pet-friendly holiday rentals in Longwood

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Longwood pet-friendly home rentals

Pet-friendly house rentals

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
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!!! 💕
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 Delaney Park
4.89 out of 5 average rating, 147 reviews

3,000 Sqft Historic Home With Pool Near Everything

Alyssa MaeRating, 5 stars6 days ago
This was the perfect place to stay. This home is beautifully decorated, and such a nice little quiet retreat. I felt like I was staying in a home that was showcased in a magazine. The beds are so comfy and the pool is serene. I had the most relaxing weekend ever, thank you Nicole!
Guest favourite
Home in Sanford
4.91 out of 5 average rating, 117 reviews

Mid Century Modern home near downtown Sanford

LoganRating, 5 stars1 month ago
Felt like a home away from home right when I walked in, exactly what I was hoping for!
Guest favourite
Home in Orlando
4.91 out of 5 average rating, 159 reviews

SODO Mid Century Modern Cottage

GwynethRating, 5 stars6 days ago
The place was very impressive and clean. The place was very easy to find. Close to down town and was very near to the grocery. The neighborhood was very quiet. The kitchen was well stocked, there was even coffee and tea there for us to use in the next morning as well as during the tine we were there. The place felt like home. The beds were very comfortable. The bathroom was stocked as well. The owners take a great pride in how the place is kept . Would go back there again.
Guest favourite
Home in Sanford
4.95 out of 5 average rating, 106 reviews

Sweet Stay with fully fenced yard

VickyRating, 5 stars1 week ago
We were so grateful to have a space to stay while work was being done on our home.
Top Guest favourite
Home in Lady Lake
4.96 out of 5 average rating, 313 reviews

Cozy Lady Lake Guest House

CoreyRating, 5 stars6 days ago
Absolutely lovely - place was incredibly clean, pool and outdoor patio were spotless, WiFi was perfect and the air conditioning certainly did its job. Thoroughly enjoyed my stay and highly recommend.

Pet-friendly home rentals with a pool

Guest favourite
Villa in Kissimmee
4.87 out of 5 average rating, 131 reviews

Villa, Games, Theater, Nr Disney, Great Pool Heat

AmandaRating, 5 stars3 days ago
Our kids and family loved the house ! Pool was nice size that over looked the lake was the best part. It close to Disney about 15-20 mins . House was huge 6 bedrooms and every bedroom had a bathroom . We will hopefully come back again
Top Guest favourite
Guesthouse 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.
Guest favourite
Home in Casselberry
4.87 out of 5 average rating, 100 reviews

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

BeverlyRating, 5 stars1 week ago
Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.
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 ❤️
Top Guest favourite
Guest suite in Orlando
4.92 out of 5 average rating, 374 reviews

Downtown Orlando Garden Retreat

JasonRating, 5 stars4 days ago
Ernie and Jeff were immaculate hosts and now considered friends! The property was beautiful and well curated, but it was an environment to nurture and enrich the soul!! This will be an annual, if not bi-annual trip! Close to everything, great food and dining experiences all within 2-5 miles!! Ernie is a wealth of knowledge and is passionate to ensure his guests/new friends are cared for with the utmost of diligence. Thank you for an amazing vacation and we now consider them extended family! Job well done new friends! We miss you already! Much love!
Top Guest favourite
Guest suite in Orlando
4.97 out of 5 average rating, 484 reviews

Vacation & Oasis Mood with #1 location - Pool

AlexRating, 5 stars6 days ago
We had a wonderful time at André place! The apartment was clean, cozy, and in a fantastic location. The host was also incredibly communicative and made sure we had everything we needed. Just a heads-up: the bedroom doesn’t have A/C, but the fan provided kept things comfortable for us. Overall, it was a great experience, and we would definitely stay here again!
Top Guest favourite
Cottage in Clermont
4.9 out of 5 average rating, 111 reviews

Beautiful country house

FernandaRating, 5 stars2 weeks ago
This is the kind of place that exceeds our expectations. Much more beautiful and cozy than in the photos. Hill House is definitely the right place for you if you are looking for a few days of peace and tranquility. We chose this house to celebrate our wedding and it was definitely the best choice! We are counting down the days until we return to this magical place!
Guest favourite
Home in Orlando
4.88 out of 5 average rating, 111 reviews

POOL home w/ Mini Golf! 3 BR/1BA

KerriRating, 5 stars1 week ago
Francisco and Alyssa Were Very responsive to our questions/concerns and even our change of reservation (had someone back out of watching our dog and they were quick to allow us to change our reservation to bring him). Their home was as they described it! ... it was easy to find, location was quiet, and their home is clean, peaceful and just an all around a great place to stay (makes you feel right at home). I would highly recommend for anyone traveling down to Disney/Universal, as they are not far at all from the all the parks. As a matter of fact, we will be using them again the next time we decide to come down to Orlando (just have to figure out when that is). Thank you again for everything, you all are amazing!!!!

Private, pet-friendly home rentals

Superhost
Tiny home in Altamonte Springs
4.86 out of 5 average rating, 71 reviews

The Tiny Cottage in the Springs/ Central FL

ChristineRating, 5 stars1 month ago
Albia was amazing ! Super kind and welcoming , she made me and my guests feels so comfortable. Her decorating skills are phenomenal. She leaves snacks and stuff to drink , everything you need is right there and accessible. I would Recommend tiny cottage to anyone staying in the area weather it’s just for a peaceful get away or a business stay . Sitting outside feels like there’s nothing but peace around you . I can’t wait to come back and stay . Albia is one of the BEST hosts I’ve had so far . Thank you for all that you do to make you guests feel more than welcome and comfortable.
Guest favourite
Condo in Lake Mary
4.96 out of 5 average rating, 24 reviews

3/2 near beaches and theme parks

SridherRating, 5 stars6 months ago
Nice spot, will book again if in the area. Very responsive hosts.
Top Guest favourite
Home in Longwood
4.94 out of 5 average rating, 35 reviews

Central Florida Pool Home

LisaRating, 5 stars6 days ago
We were in the area for a softball tournament at the Seminole Softball complex which was a short drive away! Travis was an excellent and friendly host who answered all questions. We have stayed in a lot of Airbnb’s and this has to be the cleanest one we have stayed in! Everything was squeaky clean outside and inside! Home is well decorated, set up for entertainment and had everything we needed to be feel comfortable and at home. The pool was a perfect temperature and made me feel like I was in a backyard oasis! The screened in patio was perfect for having a few drinks while watching games on the very large TV and grilling hamburgers using one of the 3 options of grills provided. My daughter, husband and I enjoyed the Bocce Court as well as cornhole boards! To top it all off the beds and living room couch were super super comfortable! We throughly enjoyed our stay, this home is in our top 3 we have stayed. We will definitely book again when in the area! Thank you so much!
Guest favourite
Guest suite in Sanford
4.97 out of 5 average rating, 39 reviews

Bungalow Retreat 1 mile from Historic Downtown

MarcosRating, 5 stars2 weeks ago
Excellent, 100% recommended. A beautiful Kumbia property in a very quiet area. Thankful.
Guest favourite
Home in Winter Park
4.95 out of 5 average rating, 20 reviews

New built Private Studio Orlando/Winter Park area

GregoryRating, 5 stars4 weeks ago
This sweet little suite met all my needs for a week visiting friends. There was an internet problem one day, but Diana stayed in communication with me and the malfunction was corrected in a timely manner. The place is clean and well-appointed. I highly recommend it, and I would definitely return.
Guest favourite
Guesthouse in Sanford
5 out of 5 average rating, 30 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.
Top Guest favourite
Guest suite in Sanford
4.98 out of 5 average rating, 66 reviews

Countryside Guest Suite 1 Bedroom, 1 Bath Studio

ElaineRating, 5 stars1 week ago
Dana was a fantastic host, easy talk to, and friendly without being pushy. Dana knows the area was responsive to any questions I may have had. The Studio was immaculate and beautifully decorated. The surrounding area is beautifully kept, serene typical country setting. And Bella is the best greeter ever.
Guest favourite
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars1 week ago
WOW! What a great place. Very picturesque. Enjoyed the lakefront, pool, private. Location is close to the Altamonte Mall and alot of retail, restaurants, etc - however, the location is tucked away and you would never know it.

Quick stats about holiday rentals that are pet-friendly in Longwood

  • Total rentals

    30 properties

  • Nightly prices starting at

    $17 NZD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore