
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.

Woodland Retreat
Florida’s Woodland Retreat is located on Florida’s Nature Coast, in Brooksville, near Crystal River, Spring Hill, New Port Richey, amongst world-class beaches and theme parks. Your Florida vacation starts here!!! Experience our private Woodland Retreat in beautiful Brooksville, Florida. A completely renovated 3 bedroom/2 bathroom home situated on 2 acres designed with your comfort in mind. Enjoy life’s simple pleasures of nature and wildlife conveniently located just 40 minutes north of Tampa.

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!

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.

The Woodsy Weekender
Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

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.

Luxury rural-farm stay-pool-farm animals-private
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.

Quet’s Place | 10-Acre Retreat in Richloam
Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

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

Relax & Recharge | Private Country Retreat

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Grand Poseidon A Majestic Stay in Nature’s Embrace

Tiny Casita w/ Private Patio & Entrance•Cozy Stay

Santorini Cabana in Zephyrhills

Charming Willow

The Little Porch House

Your perfect retreat in Zephyrhills
When is the best time to visit Dade City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,754 ZAR | R1,921 ZAR | R2,038 ZAR | R1,838 ZAR | R1,938 ZAR | R1,938 ZAR | R1,921 ZAR | R1,921 ZAR | R1,454 ZAR | R1,721 ZAR | R1,804 ZAR | R1,754 ZAR |
| 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 R1,002 ZAR 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 & 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

Wi-Fi availability
30 of Dade City vacation rentals include wi-fi 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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