Dade City vacation rentals

We found 4,069 vacation rentals — enter your dates for availability

Discover a selection of 33 homes and other vacation rentals in Dade City that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, including air conditioning and cable TV. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Dade City

Showing deals for:May 29 - Jun 5

Image gallery for Charming 2-bedroom cottage in Odessa Fl. Minutes from Airport

Exterior
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Charming 2-bedroom cottage in Odessa Fl. Minutes from Airport

Odessa

9% off
Price is $111
$779 for 7 nights
All fees included
Charming 2-bedroom cottage in Odessa Fl. Minutes from Airport

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Dade City

Why visit Dade City

  • Outdoor Adventures: Dade City offers a variety of national and urban parks perfect for hiking, biking, and enjoying nature.
  • Family-Friendly Activities: The area is filled with attractions suitable for all ages, making it ideal for family vacations.
  • Charming Atmosphere: Experience the welcoming community with friendly locals and quaint historical excursions.
  • Scenic Landscapes: Enjoy nearby beaches and beautiful scenery that enhance your relaxation and exploration.
  • Diverse Accommodations: Find a range of vacation rentals from cozy homes to modern condos to suit your needs.

Popular types of accommodation in Dade City

Planning a getaway to Dade City? The next step is finding the perfect place to stay. Explore an array of vacation rentals, including houses, condos, and apartments, tailored to suit your needs. Whether you're searching for house rentals or Dade City homes for rent, you'll discover a variety of options with essential amenities to make your stay comfortable. Dive into the charm of Dade City with the ideal vacation rental waiting for you.

  • Houses: The top choice for visitors in Dade City, offering spacious accommodations ideal for families or groups.
  • Condos: A popular second option, providing modern amenities and often great locations for exploring the area.
  • Apartments: A practical third choice, these rentals offer convenience and comfort for solo travelers or couples.
  • Cottages: The fourth favorite, known for their charm and cozy atmosphere, perfect for a quaint getaway.
  • Villas: Rounding out the list, these luxurious options provide ample space and upscale features for a relaxing stay.**

Top attractions in and around Dade City

Dade City, Florida, is perfect for outdoor and family vacations, offering beautiful scenery and a variety of attractions. Visitors can explore national and urban parks, as well as modern colleges and universities. The area provides a rich cultural experience along with outdoor activities, making it an ideal destination for travelers seeking both adventure and family-friendly fun.

  • Saint Leo University: A modern college with a vibrant atmosphere just 4 miles from Dade City, offering a picturesque campus and engaging community vibes.
  • Giraffe Ranch: A unique reserve featuring friendly people and luxury excursions, where you can interact with giraffes and enjoy a memorable wildlife experience right in Dade City.
  • Dade City Atlantic Coast Line Railroad Depot: A historic building that showcases the rich culture of Dade City, offering a glimpse into the area's railroad heritage.

Things to do recommended for couples

For a romantic getaway in Dade City, indulge in luxury at Lake Jovita Golf and Country Club, savor wines at Strong Tower Vineyard nearby, or enjoy a couple's tennis match at Harry Hopman/Saddlebrook International Tennis. Each experience offers unique charm and memorable moments together.

Things to do recommended for families

Your family will have a blast at Advent Health Center Ice, an exciting ice skating venue located 16 miles from Dade City. With its vibrant sports and adventure atmosphere, it's the perfect spot for a fun-filled day of skating and entertainment.

Things to do recommended for groups

Enjoy a round of golf at Links at Lake Bernadette, just 9 miles from Dade City. For shopping enthusiasts, head to Tampa Premium Outlets, 17 miles away, offering great entertainment. Don't miss the vibrant atmosphere at Webster Westside Flea Market, located 19 miles from Dade City.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Dade City

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to prioritize your search effectively. Here are some helpful tips for booking on Vrbo.

  • Traveling to Dade City with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Dade City with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Dade City: For many, a family vacation wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Dade City: If you're in search of vacation rentals that offer discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Dade City

Dade City, Florida offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming town atmosphere, with its friendly locals and historical excursions. Nearby, you can enjoy local beaches and scenic landscapes that make for perfect family vacations. Whether you’re seeking relaxation or exploration, Dade City and its surrounding areas promise an unforgettable getaway filled with warmth and hospitality.

  • Ridge Manor: Nestled in the heart of Dade City, Ridge Manor is a charming village that beckons outdoor enthusiasts and families alike. This tranquil location is renowned for its recreational areas and hiking trails, perfect for adventurous travelers looking to immerse themselves in nature. With easy access to local parks and the nearby national state park, Ridge Manor offers a serene environment for picnics, birdwatching, and exploring the scenic river. Whether you're seeking a peaceful retreat or an active day outdoors, Ridge Manor provides a delightful escape.
  • Saint Leo: Located a mere 4 miles from Dade City, Saint Leo is a vibrant city that combines culture and outdoor experiences. Home to a prestigious modern college university, the city serves as a hub for educational pursuits and events. Golf enthusiasts will appreciate the well-maintained golf courses, while visitors can enjoy the charming neighborhood atmosphere. With its proximity to a theme park, Saint Leo is perfect for families looking to blend relaxation with entertainment. Explore the city’s rich history and vibrant community while enjoying a day of leisure.
  • Trilby: Another gem in the Dade City region, Trilby is a quaint village ideal for outdoor activities and family adventures. With access to recreational areas and an amusement park, it promises fun-filled days for visitors of all ages. Nature lovers can explore the surrounding forests and parks, offering a perfect backdrop for hiking and picnicking. Trilby’s close-knit community and inviting atmosphere make it a wonderful place to unwind while indulging in thrilling outdoor experiences.

Best time to go to Dade City

If you're planning a trip to Dade City, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January, March and September, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January59.4°F (15.2°C)Light RainMostly SunnySlightly HighSlightly Low
February63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly Low
March66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
April72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
May77.0°F (25.0°C)Light RainMostly SunnySlightly LowAverage
June80.6°F (27.0°C)Moderate RainMostly SunnySlightly LowSlightly High
July81.7°F (27.6°C)Moderate RainMostly SunnyAverageSlightly High
August81.9°F (27.7°C)Moderate RainMostly SunnySlightly LowAverage
September79.5°F (26.4°C)Light RainMostly SunnySlightly HighAverage
October74.3°F (23.5°C)Light RainMostly SunnyAverageSlightly Low
November67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
December63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really make a difference, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To help you find the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on your entire booking. Being the organizer truly has its rewards. Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on qualifying stays. Sign up today and start reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your travel arrangements, or review your existing bookings. You’ll find your saved or reserved properties neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Discover Dade City and beyond

Choose a vacation rental in Dade City to explore this welcoming town's antique stores, restaurants and historic downtown architecture. Dade City vacation rentals range from modern family homes on smart gated resorts to secluded lakefront cabins with scenic views. This part of Central Florida is dotted with natural parks where you can hike, bike, fish and birdwatch. What's more, in Dade City, you're just an hour away from the beautiful white sand of the Gulf Coast beaches. In the other direction, the theme parks of Orlando are just 90 minutes' drive away. But don't miss a leisurely stroll around Dade City's sleepy downtown while you're here!

Sightseeing in and around Dade City

Are you looking for attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Dade City a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Giraffe Ranch (5.9 mi / 9.6 km)
  • Saddlebrook Golf Course (12.6 mi / 20.2 km)
  • Advent Health Center Ice (16.2 mi / 26.1 km)
  • Safari Wilderness (19.9 mi / 32 km)
  • Keel & Curley Winery (22 mi / 35.3 km)
  • TPC of Tampa Bay (24.9 mi / 40 km)

Fun things to do near Dade City

The Hillsborough State River Park was one of the first of Florida's state parks and remains a popular fishing and kayaking spot, just 30 minutes from Dade City. Close by, you can enjoy great discount shopping at Tampa Premium Outlets, a large mall just north of Tampa and 30 minutes to the southwest of Dade City. The closest beach to your Dade City vacation rental is Alfred McKethan Pine Island Park on the Gulf Coast – just don't forget to call in and see the mermaids at Weeki Wachee Springs State Park on the way back to Dade City.

Dade City seasonal events

You can expect warm temperatures year-round when you stay at a Dade City vacation rental with December through March being the driest months. Local events run throughout the year. At Dade Battlefield Historic State Park, a 30-minute drive north, a re-enactment every January commemorates the battle that started the Second Seminole War. The 80-acre park is well worth a visit – you can enjoy the playground and picnic area and may spot gopher tortoises, woodpeckers and hawks among the pinewoods. Then, every January, Dade City hosts its very own Kumquat Festival – a celebration of the little citrus fruit grown locally.

Outdoor adventures near Dade City

There are plenty of outdoor activities to be enjoyed near your Dade City vacation rental – from local zipline adventures to fishing in local lakes. The closest natural park is Withlacoochee River Park. Popular with anglers and kayakers, its 406 acres are home to 13 miles of trails where you might be lucky enough to spot animals including alligators, gopher tortoises and river otters. The River Park is also a popular birdwatching spot; its possible to see bald eagles, swallowtail hawks and herons. Meanwhile, the neighboring Green Swamp Wilderness Preserve offers outdoor enthusiasts another 60 miles of multi-use trails to explore on foot, bike or horseback.

Traveling to and around Dade City

The nearest airport is in Tampa Intl. Airport (TPA), located 33.7 mi (54.2 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Tampa, FL (TPF-Peter O. Knight), which is 34.9 mi (56.1 km) away.

Frequently asked questions

What is the best area to stay in Dade City, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Dade City, Florida, the downtown area is an excellent choice. This charming neighborhood is known for its quaint, historic atmosphere and offers a range of properties that cater to different preferences, from cozy cottages to more spacious homes. Staying downtown puts you within walking distance of some delightful attractions, such as the Dade City Heritage and Cultural Museum, where you can delve into the local history and culture. Additionally, the nearby Pioneer Florida Museum and Village showcases the region's agricultural past and features beautiful outdoor exhibits.

Another appealing area is the outskirts of Dade City, which provides a more rural and serene environment. This area typically has larger properties with ample outdoor space, superb for families or groups looking to relax. It's also close to the scenic Withlacoochee River, where outdoor enthusiasts can enjoy activities like kayaking and fishing.
How much does it cost to rent a vacation home in Dade City?
Prices for vacation rentals in Dade City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dade City to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dade City vacation house rentals?
You can find great discounts on house rentals in Dade City on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Dade City?
In Dade City, vacation houses are the most popular rental option, with approximately 28 available throughout the area. These properties often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them a comfortable choice for families or groups. Many of these vacation houses also come with outdoor areas, such as patios or gardens, where guests can relax and enjoy the Florida sunshine. Additionally, there are several mobile homes, villas, and apartments scattered across the town, providing a variety of styles and amenities to cater to different preferences.
Are there any family house rentals in Dade City?
In Dade City, Florida, there are around 20 family-friendly house rentals available, making it an excellent choice for travelers seeking spacious rooms. This charming area is known for its picturesque landscapes and nearby attractions, including the serene Hillsborough River State Park, which offers opportunities for outdoor activities such as hiking and picnicking.

Many of the homes feature ample living spaces, fully equipped kitchens for preparing family meals, and outdoor areas where children can play and explore. Visitors can also find amenities like air conditioning and Wi-Fi to ensure a comfortable stay.

Additionally, the local community hosts various events throughout the year, providing a glimpse into the vibrant culture of Dade City.
Can I rent a vacation home with a pool or hot tub in Dade City?
In Dade City, there are several vacation homes available for rent that feature pools or hot tubs, with around 11 options to choose from. This charming area in Florida offers a mix of rural and suburban settings, making it a great destination for relaxation. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces for entertaining or unwinding after a day of exploring.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even game rooms or outdoor kitchens, enhancing the overall comfort and convenience of their stay.
Can I find long-stay vacation rentals in Dade City?
A long-stay vacation rental in Dade City is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Dade City?
In Dade City, travelers will find a variety of pet-friendly house rentals available, with around 22 options to choose from. Many of these vacation homes come equipped with essential amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces that are superb for enjoying the warm Florida weather. Some properties may also feature private pools, fenced yards, and patios, allowing pets to roam freely while providing a comfortable retreat for families or groups.

The area offers access to several pet-friendly points of interest, including parks and nature trails where you can enjoy walks with your furry companions. In addition, Dade City is known for its charming downtown area, which often features pet-friendly cafes and shops, enhancing the overall experience for those traveling with pets.
Are there any remote work vacation rentals in Dade City?
In Dade City, Florida, there are about 39 vacation rentals that cater to remote workers. This charming area offers a range of accommodations equipped with essential amenities for those looking to work remotely. Most properties come with reliable Wi-Fi, ensuring a smooth online experience, and many feature dedicated workspaces or quiet areas ideal for productivity. Additionally, you'll find comfortable living spaces and fully equipped kitchens, superb for those who prefer to prepare their own meals during longer stays.

Dade City is known for its historic downtown, where visitors can explore local shops and cafes. The surrounding natural beauty, including parks and nearby attractions like the Dade City Wild Things zoo, adds a leisurely touch to the work-life balance. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dade City vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Dade City with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Dade City?
In Dade City, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, as well as coffee and tea makers for a convenient morning routine. Many rentals are pet-friendly, accommodating travelers who wish to bring their furry companions along. Onsite parking is also a common feature, making it easy for guests to explore the area with their vehicles. Additionally, some properties permit service animals, ensuring a welcoming environment for all visitors.
When is the best time to visit Dade City for a vacation rental?
The most popular time to visit Dade City is in September, when the warm Florida weather begins to transition into a more comfortable climate. This month offers a delightful escape as summer's heat wanes, with temperatures typically ranging from the mid-60s to mid-80s Fahrenheit. Outdoor enthusiasts can fully enjoy the beautiful parks and unique attractions, such as the Dade City Wild Things, where visitors can engage with wildlife in a family-friendly environment.

The peak season for Dade City extends from January to March, during which the region comes alive with events and festivals, attracting many travelers seeking to enjoy the pleasant temperatures and vibrant local culture. This lively option is superb for those who appreciate community celebrations and outdoor activities.

If you're looking for a more budget-friendly option, consider visiting in May. This month often sees fewer tourists, allowing for a more relaxed experience while still enjoying the area's charm. May's warmer temperatures can be superb for exploring the scenic landscapes, indulging in local cuisine, or simply unwinding in a vacation rental.
How early should I book a Dade City vacation rental?
Book your Dade City vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Dade City, Florida, United States of America?
In Dade City, visitors can explore a variety of attractions that highlight the area's charm and natural beauty. The historic downtown area features quaint shops, local eateries, and the Dade City Heritage and Cultural Museum, which showcases the town's history and culture. Nearby, the Pioneer Florida Museum & Village offers a glimpse into the region's past with its collection of historic buildings and exhibits.

For those interested in outdoor activities, the surrounding landscapes include beautiful parks such as the scenic Withlacoochee River State Park, superb for hiking, biking, and birdwatching. The park offers various trails and picnic areas, making it a great spot for families.
Can I change or cancel my Dade City home rental booking on Vrbo?
To find Dade City vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dade City vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas