
Vacation rentals in Dade City
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Dade City
Guests agree: these stays 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…

Historic Sweetwater Cottage |Fenced Yard & Firepit
Stay in a charming pet friendly 1920s historic home in Dade City featuring a fully fenced yard, front porch swing, and firepit.— thoughtfully updated with modern comfort. Highlights: • 2 bedrooms: 1 king bed, 1 queen bed + air mattress • Front porch swing — perfect for morning coffee or evening relaxation • Deck with grill for outdoor dining • Firepit with chairs for cozy nights • Cornhole game for added fun • Just 10 minutes from downtown Dade City • 15 minutes from Saint Leo University

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.

The Guesthouse at 3 Ponds Farm
The Guesthouse at 3 Ponds Farm is located in Central Florida on a 22 acre family farm, at the end of a gravel country road. The house is private and secluded, situated under majestic oaks dripping in Spanish moss, and is convenient to both popular amusement parks and Florida's beautiful natural springs and wildlife. Enjoy the pool (not heated) fire pit & yard games The Guesthouse is perfect for a family vacation, girls getaway, fishing trip, or to celebrate a romantic anniversary.

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.
Popular amenities for Dade City vacation rentals
Other great vacation rentals in Dade City

Barndominium With a View

The Blue House

Rustic Retreat by The Krates | Outdoor Rain Shower

Luxury Campsite @ Colt Creek

Designers Villa @ Saddlebrook

City Slickers, Take a Break! Pool/Spa/Dogs/Games

Elegant 3BR Lake Jovita Golf Villa • St. Leo Acces

Palm & Peace Suite Private Studio in Wesley Chapel
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 CAD | $192 CAD | $208 CAD | $151 CAD | $159 CAD | $159 CAD | $157 CAD | $157 CAD | $119 CAD | $141 CAD | $148 CAD | $144 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 |
Frequently Asked Questions
Where should I stay in Dade City?
Make yourself at home in Dade City by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Orange Park, over 30 vacation rentals in Madill, and over 70 vacation rentals in Claireview.
Are there vacation rentals with a dedicated workspace in Dade City?
Yes! Work meets play with ease at over 20 vacation rentals in Dade City featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Dade City?
Four-legged friends are welcome in Dade City. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Dade City?
Experience the best of Dade City with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Dade City vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Dade City, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Dade City have wifi?
Absolutely! We offer over 10 house rentals with wifi in Dade City. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Dade City

Total vacation rentals
Explore 30 vacation rentals in Dade City

Nightly prices starting at
Dade City vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Dade City vacation rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill 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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