Pet-friendly vacation rentals in Cypress Gardens

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Cypress Gardens

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Lake Wales

4.97 out of 5 average rating, 110 reviews

Charming, renovated 1917 Cottage

Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Guest favorite

Guesthouse in Winter Haven

4.94 out of 5 average rating, 212 reviews

The Paradise Hide Away

This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

Guest favorite

Home in Auburndale

4.93 out of 5 average rating, 152 reviews

three bedroom family house, near legoland

Relax with the whole family at this just renovate house with many amenities. everything new and really clean, is in a central location right next to the highway and many places like beautiful like. You will have a really nice experience. is centrally located to the Tampa and Orlando parks and just 10 miles from Legoland , next to the highway, close to many shops and restaurants, We have a super lake very close, for those who like to fish or ride a jet ski or boat,southeastern university 7.9 mi

Guest favorite

Home in Auburndale

5 out of 5 average rating, 101 reviews

Private Pool Tropical Garden Oasis, Fenced Yard

Come stay @ "The EstablishMint" while you experience Central Florida! Professionally designed home close to Disney, Legoland, Golf Courses, Lake Myrtle Sports Complex, Winter Haven Chain of Lakes, Waterskiing, Bike Trails. Between Tampa & Orlando. Minutes from Lakeland. Come relax at this clean, modern home. Hang out in the private pool or play yard games. Family & pet-friendly with fenced back yard. Walking distance to Lake Juliana for great fishing and watersports! Extended stays welcome!

Guest favorite

Vacation home in Haines City

4.9 out of 5 average rating, 134 reviews

Updated Southern Dunes Pool Home on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

Superhost

Home in Davenport

4.89 out of 5 average rating, 121 reviews

Camille's Family Guest Home.

Collecting Memories One City at a Time. Davenport Is The Place To Be. Remember Families That Vacation Together, Stay Together. Come Enjoy This Experience. We are only 20 minutes away from Disney. After a fun-filled day at Disney, you can enjoy our pool and spend time in our game room. We offer FREE WiFi. Must Do's In Davenport Lake Davenport True Blue Winery Providence Gulf Club Time In! (Kids) Fun Spot Crayola Factory All the bedrooms have a 📺 Disney World is about 7 miles away!!!

Superhost

Home in Winter Haven

4.79 out of 5 average rating, 144 reviews

★2/1★Central🎢Location🎢☀2-Mile LEGOLAND&Dining☀

Experience the perfect family-friendly escape at Wakulla Vacation Home (1)! Our spacious duplex offers privacy and convenience, just 2 miles from Downtown Winter Haven, the hospital, LEGOLAND, & Peppa Pig Theme Park. Whether for fun or relaxation, our home is designed for you! We uphold 3 core standards: 1. Safety – Your well-being comes first. 2. Cleanliness – Immaculate spaces. 3. Guest-readiness – Fully prepared for a seamless stay. * Pets with approval. Provide details before booking.

Guest favorite

Cottage in Lake Wales

4.89 out of 5 average rating, 114 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

Superhost

Home in Winter Haven

4.93 out of 5 average rating, 156 reviews

Cozy Family Home Near Legoland

Relax with the fam after a fun day at LEGOLAND (4.1 miles) or Disney World (36 miles) in our cozy home complete with a well-stocked kitchen, fully-fenced backyard, and comfortable beds. Spend a day on the famous Chain of Lakes (24 canal-connected lakes), catch a free ski show on Lake Silver, wander downtown to shop, or toast a pint at Union Taproom. Winter Haven is centrally located between Tampa and Orlando with plenty of fun nearby for the whole family.

Guest favorite

Rental unit in Winter Haven

4.92 out of 5 average rating, 126 reviews

Quint & Cozy, Confidently Clean Apartment

This is a unique 2 story antique building that has been completely renovated into 4 small apartments. This property was designed with the porpoise of offering our guest an oasis of peace, tranquility; geared towards meditation and relaxation. Though we are located only few minutes from restaurants, stores, hospitals, universities and much more, once you turn into our street, you will notice the quiet and serine atmosphere of the neighborhood.

Superhost

Cottage in Winter Haven

4.89 out of 5 average rating, 115 reviews

3 - Lake Life House 1 bed/1bath - Unit 15

Whether you’re planning to try your hand at fishing in the region’s world-famous Chain of Lakes or scheming up a surprise family retreat to Legoland with the kiddos, this Winter Haven home is ideally located for your getaway! With 1 bedroom, 1 bathroom and access to a boat ramp on a private canal to Lake Eloise. This vacation rental makes it easy to experience the Florida lake life.

Guest favorite

Home in Auburndale

4.94 out of 5 average rating, 152 reviews

Lake Whistler Beach House with lakefront pool

The Lake house is a resort with Paddle boards/Kayaks at no cost to our guests. Enjoy the entire yard and non-public lake with a private beach which offers you fishing. The main house has a pool table,air hockey and live darts! Also there is a BBQ, 4 TV's, cable, internet, movie library and washer/dryer, Pool and pool Jacuzzi. Small fenced back yard for pets (pet fee required).