
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 $139 CAD 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

Wifi availability
20 of Dade City vacation rentals include wifi 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.

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!

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.

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!

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!

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.

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!

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.

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.

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!

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.

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)

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.
Popular amenities for Dade City family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy AF Tiny-House Oasis

The Jungalow SOHO - Pool/Hot Tub

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Themed Disney Villa | Pool | Arcade | Resort ºoº

Tiny House/Glamping/Camping Tent & Garden Retreat

Weeki Waterfront Airstream Glamping Experience

Ranch Pool Resort with Horses jacuzzi nearby park
Family- and pet-friendly home rentals

Peaceful Home Retreat w/Pool Near St. Leo & Mirada

Relaxing Howard Hideaway

Golf Villa at Lake Jovita Golf & County Club

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Creekside Tiny House on Horse Ranch

Rural-Lux-Farm Stay-Pool-Animals-Private-Sleeps 8

Cozy Studio Cabin on Tranquil 10-Acre Homestead

Comfort of Home-Country-Horse Ranch Block Home
Family-friendly home rentals with a pool

Luxurious Entertainment Mansion

Cozy Tampa Home with Large Heated Pool

J&M Homestead

10 minutes from Mirada Lagoon/1 bed 1 bath Barndo

Heated Pool | Croom, CMA | Golfing | Brooksville

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂

Welcome to Our Charming Tiny Home in Zephyrhills

Coastal Escape: Heated Pool, Playground&Family fun
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 CAD | $176 CAD | $191 CAD | $174 CAD | $187 CAD | $180 CAD | $163 CAD | $162 CAD | $162 CAD | $162 CAD | $184 CAD | $174 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
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