
Holiday rentals in Dade City
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Dade City
Guests agree: these stays are highly rated for location, cleanliness and more.

The Bohemian Studio Countryside Gem Separate Entry
🚨 Deal Alert! Our cozy studio won't last long at this unbeatable price from November- February. Enjoy a PRIVATE countryside escape minutes from hospitals, dining, springs, & beaches. Self-check-in & SEPARATE ENTRY offer total privacy Features include: fenced patio, fully equipped kitchen, high-speed internet, FREE Netflix, ample FREE parking on 2 acres & flexible check-in. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now!

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.

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 brand new 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.

Dade City RV
A prime location for bikers and cycling with some of the only rolling hills in Florida. 30 minutes from Tampa attractions: Busch Gardens, Tampa Premium Outlets, Straz Center, ZooTampa. Local attractions: Giraffe Ranch, Kumquat Festival. Down the road is Snow Cat Ridge, Tree Hoppers, Scream-a-geddon. A rural place with a charming downtown scattered with unique eats and antique shops. Get away from it all while making memories on our farm. Enjoy our animals on your stay! Camel, ostrich and more!

Duck Haven - Wildlife Sanctuary - 5 miles to I75
Have you ever wanted the opportunity to feed an egg to a fox? Or feed 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 sanctuary 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

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)

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.

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

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, delight in the opportunity to interact with our friendly farm animals, adding a touch of rural charm to your agritourism escape.

Studio Zen
Rustic cabin 3 miles from Dade City, San Antonio and Saint Leo, Florida. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends - please count each pet as an extra person when reserving. Imagine glamping+++. Campground feel with more amenities, comfort and privacy.

Studio with Pool
If you’re planning a trip to Tampa, experience the charm of our private studio designed for couples. Enjoy a secure night’s stay, unwind by the pool, and savor the convenience of a BBQ and outdoor stove. Relax in this serene and stylish space.
Popular amenities for Dade City holiday rentals
Other great holiday rentals in Dade City

Gated and quiet community, NO cleaning fee!

Relaxing Howard Hideaway

Under The Oaks Cottage

Cozy Florida Retreat

The Historic Sweetwater Cottage Firepit & Cornhole

The Cozy Cabana

Lala’s Camper

Palm & Peace Suite
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179Â SGD | $181Â SGD | $197Â SGD | $143Â SGD | $150Â SGD | $150Â SGD | $149Â SGD | $149Â SGD | $113Â SGD | $148Â SGD | $171Â SGD | $156Â 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 |
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 20 vacation rentals in Orange Park, over 20 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 10 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.
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!
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 $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Dade City have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Dade City. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Dade City have free parking?
Absolutely! We offer over 10 house rentals with free parking in Dade City. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dade City have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Dade City. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Dade City?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Dade City

Total holiday rentals
Explore 30 holiday rentals in Dade City

Nightly prices starting at
Dade City holiday rentals start at $65Â SGD per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Dade City holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Dade City rentals

4.7 Average rating
Dade City stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Old Town Kissimmee
- Raymond James Stadium
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Dunedin Beach
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Vinoy Park
- Aquatica
- Amalie Arena
- Island H2O Water Park
- Disney's Hollywood Studios
- Jannus Live




