
Family-friendly holiday rentals in Dade City
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dade City
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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 Restful Retro Retreat
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.

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!

Spa Bathroom Suite • Luxury Private Retreat
Discover a private luxury retreat designed for comfort and relaxation, a hidden gem perfect for a peaceful escape. Ideal for couples, small families, business travelers, or work stays, unwind in a queen bed or queen sofa bed, enjoy a 55” TV, or relax in a cozy reading chair. The spa-inspired bathroom features a freestanding tub beneath an elegant arched window, a double rain shower, and dual sinks. Natural sunlight fills the space, while a private fenced patio offers a serene outdoor retreat.

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.

J&M Homestead
Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

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)

The Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This 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, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Quet’s Place | 10-Acre Retreat in Richloam
Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

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.

Under The Oaks Cottage
A charming cottage nestled beneath majestic oak trees, combining country living within reach of city amenities. This comfortable space features one bedroom with a king size bed along with built in bunk beds in the main living area. Savor a morning cup of coffee in the screened back porch while enjoying the beautiful tropical foliage. Chickens, goats, cows, and a horse forage nearby. You could possibly be entertained by the goats playing on the roof-tops.

Hickory Breeze Guest House
We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.
Popular amenities for Dade City family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Whistler Beach House with lakefront pool

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

The Jungalow SOHO - Pool/Hot Tub

Pool + Heated spa Family friendly King suite Oasis

Fantastic Water Front Home on the Chain of Lakes

Ranch Pool Resort with Horses jacuzzi nearby park

Rooms with a Pool

Log cabin on the river
Family- and pet-friendly home rentals

Heated & Screened in Pool/Coffee Bar/Fully Stocked

The Blue House

3BR Roman Oasis: Caesar's Place + Heated Pool

Weeki Wachee Springs heated pool home retreat

A Frame Stream Dream-WeekiWachee River

Ideal Home in Spring Hill

Cozy Florida Retreat

Firepit, Golf Cart, Kayaks, PedalBoat, Fish + more
Family-friendly home rentals with a pool

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Cozy Family Retreat, Tampa: Private Pool Oasis

Designers Villa @ Saddlebrook

Lakeview Retreat with Private Pool Perfect Getaway

"High-End Big, Bold & Beautiful.

‼️3BR in Wesley Chapel, Private Pool, Pet Friendly

Coastal Escape: heated saltwater pool & playground

Luxury Airbnb on Wesley Chapel
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 NZD | $215 NZD | $234 NZD | $206 NZD | $239 NZD | $241 NZD | $200 NZD | $198 NZD | $198 NZD | $198 NZD | $225 NZD | $213 NZD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Dade City

Total holiday rentals
Explore 20 holiday rentals in Dade City

Nightly prices starting at
Dade City holiday rentals start at $188 NZD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Dade City holiday 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!
Destinations to explore
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Old Town
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Aquatica
- Dunedin Beach





