
Vacation rentals in Dade City
Find and book unique accommodations on Airbnb
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 G$12,550 GYD 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!
Top-rated vacation rentals in Dade City
Guests agree: these stays 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.

Relaxing Howard Hideaway
Welcome to our charming 3-bed, 1.5 bath home nestled in the picturesque town of Dade City, where comfort meets convenience! A perfect blend of modern living and recreational amenities, making it the ideal retreat for your getaway. As you step in, you'll be greeted by a spacious, inviting living area. The open-concept seamlessly connects the living room, dining area and kitchen, perfect for relaxation & socializing. Only 20 min. from Epperson Lagoon, 30 min from the Krate’s and Outlet Shopping.

Waters Edge-A Lakefront Oasis of Peace & Privacy
A 10-acre private lakefront estate ideally located to explore both Tampa Bay & Orlando attractions. A scenic, tranquil & luxurious retreat from the city. Directly on Lake Dowling with great bass fishing. Fishing kayaks (3), dock with custom kayak launch, four bedrooms (2 primary suites), 3 full/2 half baths, lux fully equipped kitchen, heated pool, fire pit, games, library, washer/dryer, birdwatching & stargazing. Water’s Edge promises an unforgettable experience in a stunning natural setting.

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.

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

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.

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

The Carriage House
The Carriage House – Downtown Dade City The Carriage House is a spacious 2,000 sq ft private two-story residence in the heart of Downtown Dade City. Featuring two bedrooms, two full baths, a king master suite, office space, full-size washer and dryer, dining area, and private entrance, this beautifully appointed home offers comfort and convenience just steps from shops, dining, and local charm. Ideal for extended stays, business travel, or a relaxing downtown getaway.

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 vacation rentals
Other great vacation rentals in Dade City

Peaceful Home Retreat w/Pool Near St. Leo

Dade City Farm Stay

The cottage in Brooksville

Tiny Casita•Private Patio & Entrance•Cozy Stay

Cozy Florida Retreat

Lakefront | Pool | Kayaks | Fire Pit | Sleeps 12

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

Comfort of Home-Country-Horse Ranch Block 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$21,962 GYD | G$24,053 GYD | G$25,517 GYD | G$23,007 GYD | G$24,262 GYD | G$24,262 GYD | G$24,053 GYD | G$24,053 GYD | G$18,197 GYD | G$21,543 GYD | G$22,589 GYD | G$21,962 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 |
Frequently Asked Questions
What are the best places to stay in Dade City?
Accommodations in Dade City are commonly found around the historic downtown, in quiet residential neighborhoods, or near area parks. Many vacation rentals have porches or outdoor spaces to enjoy the warm evenings.
What are the best things to do in Dade City with kids?
Families explore interactive local museums, play in tree-filled parks with playgrounds, or visit nearby wildlife farms. Many seasonal festivals also have activities and games for children of different ages.
What are some of the best things to do in Dade City?
Explore antique shops and local markets, visit historical museums, or attend seasonal festivals celebrating regional heritage. Outdoor enthusiasts can enjoy walking paths, picnic spaces, and birdwatching in nearby parks.
How is the weather in Dade City?
Dade City has mild winters, around 53–71°F (12–22°C), and hot, humid summers with temperatures near 77–91°F (25–33°C) and frequent afternoon rain. Bring light layers for spring and autumn, and plan for rain showers in summer.
When is the best time to visit Dade City?
Late winter through early spring is often recommended for mild temperatures and popular festivals, like the Kumquat Festival. If you prefer less rain and warm sunshine, autumn can be a comfortable season for outdoor activities.
What are the best places to visit in Dade City?
Dade City's historic courthouse, the downtown shopping district, and cultural museums are often suggested stops. Area parks and gardens invite visitors to relax or take a quiet walk among native plants.
What are some hiking trails in Dade City?
Dade City has paved and unpaved trails in public parks and nearby conservation areas, with options for both leisurely strolls and moderate hikes. Several regional preserves have shaded paths and opportunities for wildlife viewing.
What are some family activities we can do in Dade City?
Families often explore interactive museums, discover local history at heritage sites, or spend time at playgrounds in community parks. Seasonal festivals and farmers markets also have activities suitable for a variety of ages.
What are some of the best day trip ideas from Dade City?
Explore nearby natural springs, try hiking or birdwatching in state parks, or visit other historic downtowns for museums and local dining. The area around Dade City has u-pick farms that are often recommended during seasonal harvests.
Are there any pet friendly accommodations available in Dade City?
Many vacation rentals in Dade City welcome pets; travelers can filter for pet-friendly options. Several area parks also have walking paths and open spaces that people often enjoy with their dogs.
What are some local tips for visiting Dade City?
Locals often suggest wearing comfortable shoes for browsing downtown shops and markets. Bring sun protection and refillable water bottles, especially during the warmer months, and check for local festivals or farmers markets during your stay.
What is Dade City known for?
Dade City is known for its historic downtown, regional festivals, and Southern-inspired cuisine. Antique shops, heritage sites, and sprawling citrus groves contribute to its distinct character.
What are the best hidden gems to explore in Dade City?
Explore locally owned antique shops scattered in the historic downtown area, or wander lesser-known parks with shaded walking paths and picnic spaces. The area also has small museums and a historic courthouse that reflect regional stories and heritage.
What are the best foods to try in Dade City?
Dade City is known for Southern-inspired classics such as fried chicken, barbecue, and locally made citrus desserts. Farmers markets often feature preserves, jams, and honey from area producers.
What should I bring for a trip to Dade City?
Pack lightweight clothing, sunscreen, and a hat for sun protection, especially during warmer months. Bring comfortable walking shoes for exploring markets and parks, along with a rain jacket during the summer season.
What is the nightlife in Dade City like?
Dade City has a relaxed nightlife scene, with cozy pubs, locally owned restaurants, and occasional live music in the downtown area. Food-focused gatherings or local events sometimes extend into the evening.
What are the most popular events or festivals in Dade City?
Dade City has a renowned Kumquat Festival in late winter, alongside lively parades and seasonal markets throughout the year. Holiday celebrations and craft fairs in the downtown area are also frequently suggested.
Are there family friendly vacation rentals in Dade City?
Dade City has vacation rentals that welcome families, with many located near parks or in quiet neighborhoods. Filters on booking platforms help travelers find amenities such as kitchens, outdoor spaces, and multiple bedrooms.
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