
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 G$23,012 GYD 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.

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!

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.

Family Home in Brooksville FL
This beautiful newly constructed home is located in Brooksville Fl. Perfect getaway, amazing location for family and friends. It is also right next to I-75! The neighborhood is a safe family neighborhood, not far from restaurants and outdoor activities. Travel times: •Treehoppers Aerial Adventure park(24min drive) •Withlacoochee state forest (21mins drive) •Croom motorcycle area(7min drive) •Weeki wachee(25min drive) •Hernando beach(35min drive) •Tampa(35min drive) •Orlando(45min drive)

Lovely Meadow Farm Cottage
This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

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.

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

Heated Pool and Spa | 5 min to beach

The Jungalow SOHO - Pool/Hot Tub

Cozy AF Jungle-House Hideaway

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

Tiny Red - Art House & Garden Retreat

Pool + Heated spa Family friendly King suite Oasis

Log cabin on the river

“Couples Retreat” Horses gated jacuzzi pool Apt1
Family- and pet-friendly home rentals

Horse Farm on a Beautiful Lake

Studio with Pool

Bay Lake Cottage

Luxury Campsite @ Colt Creek

Cozy Florida Retreat

Creekside Tiny House on Horse Ranch

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

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

Florida Penthouse in luxurious mansion!

Private pool home near Tarpon Springs 5 mi

Mario-Themed Home! | Disney 30 Min | Pool + Lake

Cozy Family Retreat, Tampa: Private Pool Oasis

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4

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

Designers Villa @ Saddlebrook

Unique Relaxing Pool Home
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,359 GYD | G$26,359 GYD | G$28,661 GYD | G$25,313 GYD | G$29,288 GYD | G$29,497 GYD | G$24,477 GYD | G$24,267 GYD | G$24,267 GYD | G$24,267 GYD | G$27,615 GYD | G$26,150 GYD |
| 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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- Epcot
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