
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.

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

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!

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.

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

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

Cozy AF Tiny-House Oasis

The Jungalow SOHO - Pool/Hot Tub

Waterfront studio w/Hot Tub and Putting Green

Pool + Heated spa Family friendly King suite Oasis

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Fantastic Water Front Home on the Chain of Lakes

Rooms with a Pool
Family- and pet-friendly home rentals

Private Home in Zephyrhills | Pet Friendly

Studio with Pool

Private Waterfront Cabin Retreat with Kayaking

The Blue House

Weeki Wachee Springs heated pool home retreat

Cozy Florida Retreat

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Cozy Studio Cabin on Tranquil 10-Acre Homestead
Family-friendly home rentals with a pool

Horse Farm on a Beautiful Lake

Spring Hill, Florida Quaint Paradise

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

Designers Villa @ Saddlebrook

"High-End Big, Bold & Beautiful.

Coastal Escape: heated saltwater pool & playground

Tropical Pool Retreat in Tarpon Springs

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 | $194 SGD | $209 SGD | $209 SGD | $154 SGD | $178 SGD | $180 SGD | $149 SGD | $148 SGD | $148 SGD | $148 SGD | $168 SGD | $159 SGD |
| 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 $140 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Dade City holiday 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!
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- Epcot
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- Amalie Arena
- Aquatica
- Dunedin Beach
- Tampa Convention Center





