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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.

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Top guest favorite
Farm stay in Dade City
4.94 out of 5 average rating, 383 reviews

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.

Top guest favorite
A modern living area features a plush navy blue couch and loveseat arranged around a glass coffee table. A large television is mounted on a white media console. Soft gray curtains frame a bright window, while a light area rug adds warmth to the space.
Apartment in Dade City
4.95 out of 5 average rating, 127 reviews

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.

Top guest favorite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 153 reviews

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!

Top guest favorite
Tiny home in Dade City
4.98 out of 5 average rating, 218 reviews

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.

Top guest favorite
Cottage in Dade City
4.98 out of 5 average rating, 62 reviews

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

Top guest favorite
The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.
Farm stay in Zephyrhills
5 out of 5 average rating, 205 reviews

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)

Top guest favorite
A tiny house, characterized by its vibrant green exterior and metal roof, is positioned alongside a gently sloping ramp leading to the entrance. Surrounding foliage and gravel pathways offer a natural setting, while the background displays open fields and a fading sunset.
Tiny home in Wesley Chapel
4.97 out of 5 average rating, 167 reviews

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.

Top guest favorite
Home in Dade City
5 out of 5 average rating, 24 reviews

Peaceful Home Retreat w/Pool Near St. Leo

Comfortable 2BR/1BA single-family home in a residential neighborhood, ideal for visiting family, extended stays, remote work, or local events. Includes a dedicated workspace and internet service (best effort; speeds not guaranteed). Enjoy a large screened-in lanai with an outdoor kitchen and a private yard with a gated in-ground pool (seasonally close November through February; No Heater). Owners live nearby and are available if needed while respecting guest privacy.

Top guest favorite
A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, with a tray positioned on top. The kitchen in the background includes a black refrigerator and a dining table surrounded by chairs, illuminated by pendant lighting.
Guesthouse in Zephyrhills
4.99 out of 5 average rating, 113 reviews

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.

Top guest favorite
An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.
Guesthouse in Dade City
4.95 out of 5 average rating, 234 reviews

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.

Top guest favorite
A modern kitchen and living area create a welcoming open space. The kitchen island, adorned with neutral decor, features a double sink and modern appliances. Natural light floods in from the windows, illuminating the comfortable seating area with a cozy sofa and stylish accent lamp.
Tiny home in Zephyrhills
4.99 out of 5 average rating, 264 reviews

💙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

Guest favorite
Home in San Antonio
4.96 out of 5 average rating, 55 reviews

Escape to Lagoon Bliss| Spacious Stay for 8 Guests

Create unforgettable memories at this stylish, family-friendly lagoon home! 🌊🌴🏝️ Located in the exclusive Mirada Lagoon community, this 3BR retreat sleeps 8 and offers access to water slides, a swim-up bar, and white-sand beaches. 🌊🏡 Enjoy a spacious layout, a fully stocked kitchen, peaceful lagoon views, and resort vibes all around. Perfect for families, couples, or groups seeking fun and relaxation in sunny Florida!🤩🌊⛱️

Popular amenities for Dade City vacation rentals

When is the best time to visit Dade City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 1,707 ZARR 1,869 ZARR 1,983 ZARR 1,788 ZARR 1,886 ZARR 1,886 ZARR 1,869 ZARR 1,869 ZARR 1,414 ZARR 1,674 ZARR 1,756 ZARR 1,707 ZAR
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°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.

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 R 975 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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  2. United States
  3. Florida
  4. Pasco County
  5. Dade City