
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 ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 720 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.

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 friendly farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to view my host profile for my other listing, Casa de Elvira.

Florida Breeze -Wildlife Sanctuary- 5 miles to I75
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!

Private Suite Boutique • Luxurious Spa Bathroom
Discover unmatched luxury and comfort in our private suite. Drift into a queen bed or queen sofa bed, enjoy a 55” TV, or curl up in a comfortable reading chair. The compact kitchen with a full-size fridge adds convenience, while the spa-inspired bathroom enchants with a sculptural freestanding tub beneath an arched window, a double rain shower, dual sinks, and sunlight that warms the space. Step onto your private, fully fenced, tranquil patio and immerse yourself in serene elegance and calm…

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)

Forest Theme Oasis | Peaceful Retreat Near Tampa
Escape to your own private forest-inspired retreat in Wesley Chapel 🌿✨ This beautifully designed 2-bedroom home blends comfort, tranquility, and convenience — located in one of the most desirable and growing areas near Tampa. Enjoy fast WiFi, free parking, a fully equipped kitchen, and peaceful garden views. Perfect for couples, small families, traveling professionals, or long stays. Just minutes from Tampa Premium Outlets, restaurants, shopping, hospitals, and I-75.

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.

💙Tiny House New Build Near Park, Pond & Downtown
Experience a 2020 Tiny House on Foundation • One of three tiny houses on lot! • 360 SF / 1 Level • Weekly & Monthly Discounts • Private Front Porch • Steps to Beautiful Zephyr Park • 6 min. walk to Historic Downtown Main Street • Stocked + Equipped Kitchen • Charming Residential Neighborhood • Built by specialized FL Tiny Home Builder • Washer/Dryer • FiOS Wifi 500 Mbps • Onsite Private Parking • New sidewalk from parking pad to front steps
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

Cozy AF Tiny-House Oasis

The Jungalow SOHO - Pool/Hot Tub

Pool + Heated spa Family friendly King suite Oasis

Fantastic Water Front Home on the Chain of Lakes

Rooms with a Pool

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

Private Home in Zephyrhills | Pet Friendly

Studio with Pool

The Blue House

Weeki Wachee Springs heated pool home retreat

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Your perfect retreat in Zephyrhills

Cozy Studio Cabin on Tranquil 10-Acre Homestead

Quet’s Place | 10-Acre Retreat in Richloam
Family-friendly home rentals with a pool

Spring Hill, Florida Quaint Paradise

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

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

Designers Villa @ Saddlebrook

Luxury Private Pool House ! Mackarosa ! Tampa Bay

Lakeview Retreat with Private Pool Perfect Getaway

"High-End Big, Bold & Beautiful.

Coastal Escape: heated saltwater pool & playground
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ558 | ﺩ.ﺇ602 | ﺩ.ﺇ602 | ﺩ.ﺇ444 | ﺩ.ﺇ514 | ﺩ.ﺇ518 | ﺩ.ﺇ430 | ﺩ.ﺇ426 | ﺩ.ﺇ426 | ﺩ.ﺇ426 | ﺩ.ﺇ485 | ﺩ.ﺇ459 |
| 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 |
Destinations to explore
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