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Pet-friendly vacation 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 favorite
A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.
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 favorite
A sparkling pool is surrounded by a screened enclosure, featuring a yellow floating toy. A soothing spa area with bubbling jets is visible, with lush greenery framing the scene. A shaded area with an umbrella is included, providing a relaxing retreat.
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 favorite
A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.
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 favorite
The exterior of a two-story Spanish Mission-style home is depicted in soft twilight. The structure features arched entryways with large windows, surrounded by lush landscaping. A decorative lantern illuminates the front entrance, enhancing the inviting charm of the property.
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 stars5 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 favorite
The single-story home is surrounded by lush greenery, featuring a landscaped front yard with tall palm trees. Decorative cranes are positioned on the vibrant lawn, while a brick facade and a carport enhance the inviting exterior of the residence.
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 favorite
A spacious living area features a comfortable brown leather couch and a matching armchair, positioned on a colorful geometric area rug. A wooden coffee table sits in front, and a large flat-screen TV is mounted on the accent wall, complemented by a ceiling fan above.
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 favorite
A cozy sleeping area is presented with a spacious bed topped with soft linens and decorative pillows. Two bedside lamps provide gentle lighting, while a small accent table and a mirrored frame add an element of charm. Rich maroon walls create a warm backdrop.
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 favorite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 313 reviews

Cozy Lady Lake Guest House

CoreyRating, 5 stars5 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 favorite
A private pool area is enclosed with a screened structure, featuring a pool with a colorful float. Loungers are placed along the pool's edge, with views of the serene lake and greenery just beyond. The space invites relaxation and enjoyment.
Villa in Kissimmee
4.87 out of 5 average rating, 131 reviews

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

AmandaRating, 5 stars2 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 favorite
A living area is presented with a comfortable gray sofa adorned with decorative pillows. A white coffee table is centered in front, accompanied by a minimalist glass side table. Tall plants bring a touch of greenery, while a television completes the space.
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 favorite
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 favorite
The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.
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 favorite
A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.
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 favorite
An inviting heated pool is surrounded by decorative plants and ambient lighting, creating a serene nighttime atmosphere. Comfortable seating areas are visible along the edges, enhancing relaxation opportunities in the private outdoor space.
Guest suite in Orlando
4.97 out of 5 average rating, 484 reviews

Vacation & Oasis Mood with #1 location - Pool

AlexRating, 5 stars5 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 favorite
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 favorite
The image showcases a spacious in-ground swimming pool with a clear blue water surface. The pool is surrounded by a white deck, featuring a pool float and a rubber duck. Palm trees and tall grass are visible beyond a fenced area, providing privacy.
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
The exterior of a charming tiny cottage is presented, featuring a front porch with white railing. A well-maintained paved area surrounds the cottage, complemented by landscaped flower beds and a small pond with rocks, alongside lush greenery and trees in the background.
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 favorite
The living area features a comfortable seating arrangement with a dark leather sofa and loveseat. A rustic coffee table is centered on a wood-style floor, while a stone fireplace adds warmth. Natural light enters through multiple windows adorned with blinds, enhancing the inviting space.
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 favorite
An outdoor patio area is presented, featuring a sturdy table surrounded by metal chairs. A large umbrella provides shade. A grill is visible in the background alongside a fenced perimeter. A friendly dog is seen seated beside the table, with decorative plants enhancing the space.
Home in Longwood
4.94 out of 5 average rating, 35 reviews

Central Florida Pool Home

LisaRating, 5 stars5 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 favorite
The front porch offers comfortable seating with wicker chairs, strategically placed beside a welcome mat. Large French doors, framed in blue, provide an inviting entrance, while windows on either side enhance natural light and outdoor views.
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 favorite
The entrance area is shown, featuring a welcoming front door framed by two lantern-style lights. A pumpkin sits on the ground next to a small garden bed with plants. A mat lies in front of the door, creating a cozy entryway.
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 favorite
A decorative chalkboard sign displays the text 'Serenity @ COURT' in flowing green script, situated next to a textured white planter containing a small green plant. The sign rests on a dark wooden surface, illuminated by natural light.
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 favorite
The sleeping area features a spacious bed adorned with earthy colored linens and an accent blanket. Two lamps provide soft lighting beside the bed, while artwork hangs on the wall above. A cozy seating area with vibrant pillows complements the warm tones of the room.
Guest suite in Sanford
4.98 out of 5 average rating, 66 reviews

Countryside Guest Suite 1 Bedroom, 1 Bath Studio

ElaineRating, 5 stars6 days 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 favorite
The pool area is shown with clear blue water reflecting sunlight, surrounded by lush palm trees. String lights hang above the pool, creating a vibrant outdoor atmosphere. A scenic view of the lake is visible in the background, enhancing the inviting environment.
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars6 days 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 vacation rentals that are pet-friendly in Longwood

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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

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