Pet-friendly vacation rentals in Cypress Gardens

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Cypress Gardens pet-friendly home rentals

Pet-friendly house rentals

Superhost
A private pool area is set within a spacious backyard, featuring a clear blue pool surrounded by stone tiles. Comfortable seating is arranged nearby, offering views of the yard. A floating lounge is visible in the water, adding an element of relaxation.
Home in Dixieland
4.84 out of 5 average rating, 160 reviews

Hollingsworth Pool Home

ErinRating, 5 stars3 weeks ago
Beautiful clean home with a refreshing pool. Hosts were very kind and responsive with any questions! I have to say that one of the best parts was not having to run around and make sure everything was spotless before checkout. That was a huge weight off my shoulders. Would absolutely recommend this listing and would stay here again!
Guest favorite
A bright living area showcases a light grey couch adorned with various patterned cushions, complemented by a matching armchair. A round wooden coffee table rests in the center, surrounded by natural light filtering through the open space. The kitchen area features stainless steel appliances and is visible in the background.
Home in Winter Haven
5 out of 5 average rating, 9 reviews

Bright Home Near Legoland & Lake

GomezRating, 5 stars3 weeks ago
Very easy process. I really like the flexibility. Very clean and organized place. I love it and will definitely recommend it to anyone. Thank you so much 🙏🏽
Guest favorite
A serene lakeside view is captured at sunset, with the sun reflecting on the water. Silhouettes of buildings are visible across the lake. A lush green tree and grass line the foreground, framing the scene. Utility poles and wires are present in the background.
Home in Winter Haven
4.88 out of 5 average rating, 48 reviews

Lakeside Bungalow - Winter Haven Chain-of- Lakes

LandonRating, 5 stars1 month ago
I really enjoyed my stay here at Laurie’s place! Nice and serene, the lake accross the street is beautiful, the stay itself was well equipped with all necessary appliances and utensils for all of your general needs. Will stay again if I’m in the area, Laurie is so personable and such a pleasant host.
Top guest favorite
A spacious living area features a comfortable gray sofa and a wooden coffee table adorned with a floral arrangement. Natural light fills the space through large windows, while a dining area with a light-colored table and chairs is visible in the background.
Home in Auburndale
4.95 out of 5 average rating, 56 reviews

Encanto At Auburndale

MattRating, 5 stars1 day ago
This is always our go to place in Auburndale when in town for the weekend. It is always super clean, and it makes it easy to sit back and relax.
Superhost
A private pool is surrounded by a spacious concrete deck, featuring several lounge chairs for relaxation. Lush greenery and a pergola provide a shaded area nearby. A secure fence encloses the backyard, ensuring safety and privacy.
Home in Winter Haven
4.77 out of 5 average rating, 13 reviews

Winter Haven Hideaway

JessicaRating, 5 stars1 month ago
Great stay for our yearly tournament. The extra living room was perfect for my elderly grandmother and the screened in back porch was great for enjoying outside and behind covered.
Superhost
The exterior of the luxury home presents a modern two-story design with a neutral color palette. A manicured lawn and colorful landscaping enhance the curb appeal. The driveway leads to a two-car garage, and large windows provide a view of the inviting interior.
Home in Haines City
4.84 out of 5 average rating, 50 reviews

Stunning 4BR home w/Pool

TerryRating, 5 stars1 month ago
I was very well pleased with the stay. The pool was nice and warm. The surrounding was peaceful and quiet. I really would love to come back again. Also, the cleanness of the house was excellent.
Guest favorite
A spacious living area is highlighted by a light-toned sectional sofa and a ceiling fan above. To the side, a dining table accommodates multiple guests, while an open kitchen is visible in the background. Natural light enters through large front doors, enhancing the inviting space.
Home in Winter Haven
4.88 out of 5 average rating, 17 reviews

3b2ba/master suite/pet friendly/6 mi. to LegoLand!

KeithRating, 5 stars3 months ago
Very nice home! Pictures are accurate and the home is very clean. Host was very responsive to communication.
Guest favorite
A cozy living area features a light brown sectional sofa and a matching sofa adorned with patterned cushions. A modern coffee table sits in the center, with a remote control placed on top. A large artwork of a character hangs above, flanked by two lamps.
Home in Winter Haven
4.89 out of 5 average rating, 98 reviews

Heated pool/hot tub, near Legoland, Disney,

MikaylaRating, 5 stars2 weeks ago
Stayed here for my nephews birthday trip for Legoland and it was so perfect! The house was beautiful and the kids loved the pool. They had a lot of accommodations for children such as plates/bowls/cups ect. They had plenty of toys for the kids. The location was literally 10 minutes from Legoland and close to stores. I would definitely recommend this place if you’re looking for something in the area! We very much enjoyed our stay.

Pet-friendly home rentals with a pool

Top guest favorite
Home in Auburndale
4.94 out of 5 average rating, 158 reviews

Lake Whistler Beach House with lakefront pool

AndrewRating, 5 stars3 weeks ago
Very rarely do you find an Airbnb that super-exceeds your expectations. This home absolutely did that. Everything was nicely appointed, yet warm and homey feeling. We stayed as 2 adult couples and had a great time. That said, if you're a family of 8, you'll likely have a great time as well. The game room was a lot of fun, the kitchen had everything you'd want to cook inside or out. The pool was perfect sized, clean, and we'll kept. The grounds were beautiful. The lakeside area was awesome. literally zero complaints other than hating to leave.
Top guest favorite
A circular fire pit area is surrounded by multiple light gray Adirondack chairs on a stone patio. The fire pit is filled with glowing flames, creating a cozy atmosphere against a backdrop of a calm lake at dusk, with soft colors in the sky.
Apartment in Winter Haven
5 out of 5 average rating, 13 reviews

Luxury by Legoland 104

KareemRating, 5 stars3 weeks ago
Loved this place. Brand spanking new, nicely themed and decorated, host was great and accommodating...can't complain. Me and the family thoroughly enjoyed our stay here.
Guest favorite
A serene pool area is surrounded by lush greenery and palm trees, creating a natural retreat. The clear water features a tranquil fountain at the center, while decorative pots with colorful plants add subtle accents to the landscape.
Guest suite in Winter Haven
4.86 out of 5 average rating, 76 reviews

The Treehouse at Camellia Grove - Winter Haven

RobertRating, 5 stars2 months ago
My girlfriend and I stayed with Martha and Joe and had an amazing time on the farm. We travel often for work and this is by far our favorite AirBnb we’ve stayed in for a while! The treehouse is very cozy and feels like a home. The pool and views from the back yard are stunning. We would definitely stay here again!
Superhost
A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.
Vacation home in Haines City
4.87 out of 5 average rating, 153 reviews

Modern Southern Dunes Pool House on Golf Course

JodieRating, 5 stars1 month ago
This place was everything and more very comfortable and made you feel like you were home,in addition usually when I stay in a Airbnb I get uncomfortable because of the AC being controlled and it makes it hard to sleep when the temperature of the home is uncomfortable but this is the very first time I sleep all night the beds were very comfortable and shower was amazing just all around a amazing place.
Top guest favorite
An outdoor area features a well-maintained swimming pool enclosed by a safety fence. Comfortable seating and lounge chairs are arranged around the pool, with a shaded area provided by the house's overhang. Large windows allow natural light to enter the connected indoor space.
Home in Davenport
4.98 out of 5 average rating, 172 reviews

House near Disney-Universal w/pool, game room @EV…

JennyRating, 5 stars1 week ago
Our family had a wonderful stay at Ana’s property. The house was just what we needed for our family of four. The pool was a highlight! Ana was incredibly responsive and we felt right at home. The house is about 20 minutes to Disney and 35 minutes to Universal. My only tiny complaint was that the WiFi was very slow and spotty, but not a huge deal. Otherwise, I would highly recommend this house to anyone traveling to the Orlando area!
Guest favorite
A large outdoor pool is surrounded by palm trees and lounge areas. The water is clear, reflecting the sky and clouds above. Paved pathways border the pool, providing access to seating and sunbathing spots.
Home in Haines City
4.88 out of 5 average rating, 225 reviews

⭐⭐⭐⭐⭐ 20 MINUTES FROM DISNEY WORLD/UNIVERSAL PARK

CecilyRating, 5 stars4 weeks ago
Great place. The only concern was the pool was a little ways from the home. But other than that it accommodated my family and I very well.
Guest favorite
A large two-story home is showcased with a well-maintained lawn and framed by palm trees. The exterior features a mix of light and dark colors, with a welcoming front porch and bright exterior lights. A driveway leads to a spacious garage, enhancing the home's curb appeal.
Home in Davenport
4.78 out of 5 average rating, 116 reviews

There is no other place you want to be than here.

SamanthaRating, 5 stars2 days ago
Franks place was perfect, everything in the pictures was accurate plus so much more. We had everything we needed to start and then some, we didn’t feel like we needed to unpack and go right to the store. We spent most of our time out at the pool and with small kids the door alarm, took some getting used to but was such a nice touch. Plenty of restaurants and grocery stores near by and only about 30/40min to universal. We would stay here again in the future, the place had so much space we never felt like we were cramped in the home.
Superhost
A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.
Home in Kissimmee
4.88 out of 5 average rating, 188 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

NickRating, 5 stars1 month ago
Laura was great, very responsive to our messages and dealt with everything promptly. The villa was lovely, really clean and well presented, just as expected from the photos. We had quiet of bugs in the master bath tub, Laura assured us this is due to the season and being by the lake however, very quickly organised someone to come out and spray them the next morning and we had no more bugs the rest of our 2 weeks stay!! The pool was lovely, the kids absolutely loved it. There were already inflatables there for the pool which was a lovely touch. The only downside was the distance from the villa to Disney and universal. On average, it would take 45 minutes to get to Disney factoring in traffic. To get home late at night we would average 35 minutes with light to little traffic. Universal was averaging 1 hour to get there in the morning and about 45 minutes home at night. This meant we couldn’t “pop back to the pool” in the afternoon heat as would take 1.5-2hours of the afternoon.

Private, pet-friendly home rentals

Top guest favorite
A charming white cottage is framed by a well-kept lawn, with a brick chimney visible on one side. Lush green shrubs and trees provide shade around the property, and a pathway leads to the entrance, suggesting easy access to the home.
Cottage in Davenport
4.99 out of 5 average rating, 97 reviews

Classic Cottage in country setting

JesicaRating, 5 stars1 week ago
The cottage felt like home away from home. Quiet safe area and convenient location. Very clean home you’d never guess they allow pets. Large fenced yard which my fur babies loved. 30 minutes with some traffic to WDW parks. We stayed 8 nights and it’s very comfortable for 4 adult. Will definitely check availability for our next trip to FL. Communication with Host very easy and prompt. Definitely recommend.
Superhost
The two-story lakehouse features light-colored exterior walls with blue shutters and a welcoming front door. Lush greenery surrounds the entrance, complemented by flower beds. The driveway leads to a spacious front yard, creating an inviting atmosphere in a tranquil neighborhood.
Home in Winter Haven
4.92 out of 5 average rating, 24 reviews

1937 family lakehouse kids and pet friendly

SherleannRating, 5 stars3 months ago
He was wonderful! I spend the weekend before my wedding and needed a place that was relaxing and cozy and this was exactly it !!! He received us with flowers as congratulations he made sure everything was perfect ! Everyone that stayed loved the air bnb. This will for sure be my go to place when I come back for vacations 🖤 If you are thinking about it do it the price is so worth it
Guest favorite
A modern townhouse is pictured within a gated community. The exterior features a tiled roof and multiple balconies, complemented by landscaped gardens. Paved walkways lead to the entrances, while surrounding greenery offers a serene backdrop.
Townhouse in Haines City
4.95 out of 5 average rating, 40 reviews

Modern townhouse Balmoral Resort

AlettaRating, 5 stars3 weeks ago
Raychelle was a very responsive host and was friendly which we appreciated. The home is beautiful and set up as described. We felt welcomed and at home. There are lots of restaurants and grocery stores etc in the area so that was nice as well.
Guest favorite
A light and spacious living area is shown, featuring a sectional sofa accented with yellow pillows. A flat-screen television is mounted on the wall, with natural light filtering through the nearby window covered by sheer curtains. A small side table displays decorative items.
Home in Haines City
5 out of 5 average rating, 8 reviews

Haines City Lakeview Getaway!

MelissaRating, 5 stars2 months ago
Absolutely loved our stay! This home was perfect for our needs—beautifully decorated, spotlessly clean, and incredibly comfortable. The beds were cozy, and the space had such a warm, welcoming vibe that made us feel right at home. We truly wished we could have stayed longer. Highly recommend and would love to return!
Guest favorite
A spacious living area is presented with light-colored leather sofas and decorative pillows. A dark coffee table holds items, and a large television is mounted on the wall. Soft lighting from a floor lamp adds to the comfortable ambiance of the room.
Home in Winter Haven
4.93 out of 5 average rating, 42 reviews

Arcade+Pingpong + 10 guests + 11 mil to Lego Land!

LaShayiaRating, 5 stars2 weeks ago
Our stay here was amazing! Nathaly was very responsive to all messages and the house was spectacular and spotless 👌 The decor was nice and free of clutter, very spacious. I will definitely book here again when I visit Winterhaven, Florida 😊 Five stars well deserved 🌟🌟🌟🌟🌟
Guest favorite
An outdoor space features a swimming pool with a spacious deck. A pergola provides shade over a dining area with four chairs and a table. Lounge chairs are positioned nearby, surrounded by greenery and a wooden fence marking the perimeter.
Home in Lakeland
4.89 out of 5 average rating, 93 reviews

Spacious Private Family Home with Pool

colleenRating, 5 stars2 weeks ago
need batteries for the TV remotes, floats that have holes should be throw out, your lock box is very hard to close with the key in it because it's to shallow and you need new pillows!
Top guest favorite
Two blue kayaks are positioned on a sandy shore, facing a calm lake. Lush greenery is visible in the background, contrasting with a clear blue sky dotted with white clouds. A paddle rests beside one of the kayaks.
Home in Lake Wales
5 out of 5 average rating, 38 reviews

Lake Front! Spacious Home w/heated pool & kayaks

MeganRating, 5 stars1 day ago
What a wonderful home! Had our large family here for a wedding at Bella Cosa. Enjoyed the pool and spacious home. The home was comfortable and had everything we needed. Kristy gave us recommendations for brunch and checked in with us regularly. Made lots of memories this trip and the house was icing on the cake. Would stay here again. Excellent location for the wedding night and beautiful views of Lake Wales. 10000/10 would recommend!!!!
Top guest favorite
Guesthouse in Haines City
5 out of 5 average rating, 15 reviews

Guesthouse

SarahRating, 5 stars1 month ago
Beautiful home with perfect boat access! She had everything we could have needed and more! Plus she even left snacks! We will be back for sure!

Quick stats about vacation rentals that are pet-friendly in Cypress Gardens

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    2.2K 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