Family-friendly vacation rentals in Dade City

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Dade City

  • Total vacation rentals

    Explore 20 vacation rentals in Dade City

  • Nightly prices starting at

    Dade City vacation rentals start at $100 per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Dade City vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dade City rentals

  • 4.8 Average rating

    Dade City stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Dade City

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

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Guest favorite
A spacious living area features a dark leather sofa and a coffee table on a textured area rug. Modern decor, including pendant lights and a fan, complements the rich green walls. Large windows provide natural light, while a dining area is visible in the background.
Home in Brooksville
4.98 out of 5 average rating, 103 reviews

South Brooksville Ave. Bungalow

Welcome to our historic home in Downtown Brooksville! This peaceful unit is located on one of the most historic streets in Brooksville, Florida! We are walking distance to local restaurants, shops, museums, concerts and trails! Sit, relax and enjoy the outdoors from one of the three decks or around the fire pit! Come and visit Florida's Nature Coast! We are near to Weeki Wachee River! Crystal River to visit the manatees and many other springs! Bike from here right to Withlacoochee State Trail!

FamilyKitchenBeach

Top guest favorite
A donkey with large ears and a gentle expression stands close to a fence. Green grass and trees create a tranquil rural background, while a pig can be seen in the distance, adding to the farm-like atmosphere.
Tiny home in Dade City
4.9 out of 5 average rating, 109 reviews

Dade City Farm Stay

A prime location for bikers and cycling with some of the only rolling hills in Florida. 30 minutes from Tampa attractions: Busch Gardens, Tampa Premium Outlets, Straz Center, ZooTampa. Local attractions: Giraffe Ranch, Kumquat Festival. Down the road is Snow Cat Ridge, Tree Hoppers, Scream-a-geddon. A rural place with a charming downtown scattered with unique eats and antique shops. Get away from it all while making memories on our farm. Enjoy our animals on your stay! Camel, ostrich and more!

KitchenIndoor spacesComfort

Top guest favorite
The living room features a flat-screen TV on a wooden console. A comfortable, tufted sofa and two leather armchairs are arranged around a coffee table. Natural light enters through the blinds of a nearby window, and decorative wall accents add a simple touch.
Apartment in Dade City
5.0 out of 5 average rating, 101 reviews

Dade City Cozy Little Coop

You will be close to everything when you stay at this centrally-located home. Thirty minutes from Tampa and Wesley Chapel, one hour to Disney and minutes to numerous wedding venues and amenities in the Dade City area. Come and enjoy the quaint downtown of Dade City, while still being close to all the action. The apartment has TVs and cable, in each bedroom and living room, kitchen with all amenities, washer and dryer and garage. We ask for dogs to be under 30lbs for reservations over 30 days.

Indoor spacesFamilyLayout

Top guest favorite
Farm stay in Dade City
4.94 out of 5 average rating, 393 reviews

Florida Breeze - 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife rescue here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway.

Indoor spacesKitchenBackyard

Top guest favorite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 172 reviews

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Indoor spacesFamilyTV

Top guest favorite
A cozy bedroom is highlighted by a spacious bed adorned with a patterned blue and white coverlet. Light-colored walls and exposed beams create a bright atmosphere, while a rustic cabinet and organized wooden crates add functional charm. A window offers natural light and views of the outdoors.
Farm stay in Plant City
4.99 out of 5 average rating, 584 reviews

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

Indoor spacesKitchenDecor

Top guest favorite
An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.
Tiny home in Dade City
4.98 out of 5 average rating, 239 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

KitchenIndoor spacesTV

Top guest favorite
The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.
Campsite in Thonotosassa
4.99 out of 5 average rating, 348 reviews

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Indoor spacesFamilySolo travel

Guest favorite
A charming exterior is showcased with a vibrant blue door framed by a white wall. Lush greenery, including plants and flowers, adds a touch of nature. A decorative fence provides privacy, enhancing the serene entrance to the property.
Home in Zephyrhills
4.96 out of 5 average rating, 104 reviews

Cozy Home Historic Zephyrhills

Escape to our 2-bedroom midcentury gem in Zephyrhills! Relax on the Santorini-inspired outdoors and patio, minutes from bars and parks. Sofa bed for extra guests’ flexibility, fully stocked kitchen with coffee and spices, and touch-free entry for a seamless stay. Explore nearby attractions: Zephyr Park, Sky Dive City, Dade City, Wesley Chapel, and Tampa. Easy drive to Busch Gardens, Tampa Premium Outlet, Disney World, and more. Your ideal retreat, blending style, comfort, and convenience!

Indoor spacesFamilyNearby

Top guest favorite
A two-story farmhouse with a light green exterior is positioned amidst trees. A covered porch with black railings and steps provides access to the front door. Gravel pathways lead to the home, enhancing the rural setting.
Home in Zephyrhills
4.97 out of 5 average rating, 104 reviews

Cute farmhouse in a park like setting on 10 acres

Come relax away from it all, in the middle of it all. Our super cute farm house is located on 10 peaceful acres in Wesley Chapel where you can sit on the covered porches and watch our abundant assortment of wildlife including deer, tortoises, and rabbits ALL while having your coffee or wine. You can see all of the stars in the night sky, yet you are 5 mins from shopping, dining and entertainment and a mere 15 mins from Tampa. 5 mins from I-75. Complete privacy, but centrally located.

FamilyIndoor spacesWalkability

Top guest favorite
The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.
Farm stay in Zephyrhills
5.0 out of 5 average rating, 210 reviews

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Indoor spacesKitchenAccuracy

Top guest favorite
A tiny house, characterized by its vibrant green exterior and metal roof, is positioned alongside a gently sloping ramp leading to the entrance. Surrounding foliage and gravel pathways offer a natural setting, while the background displays open fields and a fading sunset.
Tiny home in Wesley Chapel
4.97 out of 5 average rating, 173 reviews

King Lake Hideaway

Experience something different Our Tiny house with the amenities of home. Enjoy our very private spot in nature. Beautiful lake view. This is a tiny house. 280 sq feet including the loft. Lots of natural light. It’s perfect for relaxing. We are close to beaches, Sporting venues, museums the aquarium and Busch Gardens in Tampa. Situated between Epperson and Mirada lagoons. Wesley Chapel has movie theaters, mini golf, shopping and restaurants within a short drive.

KitchenIndoor spacesComfort

Popular amenities for Dade City family-friendly rentals

Family-friendly home rentals with a pool

When is the best time to visit Dade City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$126$126$137$125$134$129$117$116$116$116$132$125
Avg. temp62°F65°F69°F74°F80°F83°F84°F84°F83°F77°F70°F65°F

Destinations to explore