Dade City holiday lettings

We found 4,062 holiday rentals — enter your dates for availability

Discover a selection of 33 homes and other holiday rentals in Dade City that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Dade City

Showing deals for:22 May - 29 May

Image gallery for Riverside Casita: semi-private pool, spa, dock, garden oasis, 5 min to downtown!

Room
10 out of 10, Exceptional, (90 reviews)
Exceptional
(90 reviews)

Riverside Casita: semi-private pool, spa, dock, garden oasis, 5 min to downtown!

Tampa

7% off
Price is £839
for 7 nights, 1 cottage
£120 per night
includes taxes & fees
Riverside Casita: semi-private pool, spa, dock, garden oasis, 5 min to downtown!

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Why visit Dade City

  • Charming downtown: Dade City features a delightful downtown area with friendly locals and a vibrant atmosphere, perfect for leisurely strolls.
  • Outdoor adventures: Ideal for nature enthusiasts, the city offers numerous parks and scenic spots for hiking and family outings.
  • Family-friendly activities: Dade City is a great destination for families, providing a range of attractions suitable for all ages.
  • Welcoming community: The warm and inviting atmosphere makes visitors feel right at home during their stay.
  • Diverse accommodation options: From private homes to cosy apartments, there’s a variety of places to stay that cater to all budgets.

Popular types of accommodation in Dade City

If you're contemplating a stay in Dade City, rest assured we have an array of delightful options for you. The most sought-after types of accommodation include houses, cosy condos, and well-equipped apartments. Whether you're looking for house rentals, rental homes, or apartments for rent, Dade City has something to suit every taste and budget. Enjoy your stay with the comfort and reassurance of our curated selection!

  • Houses: The top choice for visitors to Dade City, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and communal facilities while enjoying a home-like atmosphere.
  • Apartments: Ideal for solo travellers or couples, these self-contained units provide convenience and accessibility.
  • Cottages: A delightful option for a quaint and charming stay, often nestled in serene surroundings.
  • Villas: A luxurious choice, these spacious properties offer elegance and privacy for a memorable getaway.**

Top attractions in and around Dade City

Dade City, Florida, is ideal for outdoor enthusiasts and families seeking scenic experiences. Visitors can explore a variety of attractions, including national and urban parks, as well as modern colleges and universities. The area's points of interest offer a delightful blend of outdoor activities and cultural experiences, ensuring a memorable holiday for travellers of all ages.

  • Saint Leo University: A modern university that exudes vibrant city vibes, located a mere 2.5km from Dade City. It offers a picturesque campus and opportunities to explore diverse academic programmes.
  • Giraffe Ranch: Nestled within Dade City, this reserve boasts friendly staff and offers luxury excursions. Experience the thrill of close encounters with giraffes and other exotic animals in a budget-friendly environment.
  • Dade City Atlantic Coast Line Railroad Depot: This historic building encapsulates local culture, providing insight into the region's rich railway history and serving as a charming reminder of days gone by.

Things to do recommended for couples

Ready for a romantic escape in Dade City? Indulge in luxury at Lake Jovita Golf and Country Club, savour wines at Florida Estates Winery for a delightful experience, or enjoy a game at Harry Hopman/Saddlebrook International Tennis, each offering the perfect setting for couples.

Things to do recommended for families

Families visiting Dade City can enjoy ice skating at Advent Health Center Ice, located 9.9km away. This venue offers a delightful mix of sports, entertainment, and adventure, making it a perfect outing for a fun-filled family day.

Things to do recommended for groups

Explore the Tampa Premium Outlets for a delightful shopping experience, only 10.6km from Dade City. Enjoy a round of golf at Links at Lake Bernadette, 5.6km away, or browse unique finds at the Webster Westside Flea Market, located 15.6km from the city.

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

When you’re planning a trip, whether with a group, family, or pets, or if you're considering an extended stay, it's important to filter your options according to your key preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Dade City with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily apply filters for all of these options, and much more, on Vrbo.
  • Traveling to Dade City with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Dade City: For many families, a holiday wouldn’t feel complete without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Dade City: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the perfect place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Dade City

Dade City, Florida, is a delightful destination for families seeking outdoor adventures and scenic beauty. Explore its charming downtown, where friendly locals and a vibrant atmosphere await. Nearby, you'll discover desirable neighbourhoods perfect for family homes and excursions. With a blend of history and warmth, Dade City offers a truly welcoming experience for all who visit, making it an ideal spot for a memorable vacation.

  • San Antonio: Located a mere 3.1km from Dade City, San Antonio is a charming city that offers a delightful outdoor experience perfect for families. Visitors can enjoy a variety of activities, including golfing at the local courses and relaxing at nearby resorts. The environment is complemented by beautiful beaches and picturesque neighbourhoods, making it an ideal spot for leisurely strolls. San Antonio's inviting atmosphere encourages exploration, whether you're seeking a fun day on the beach or a round of golf with stunning views.
  • Ridge Manor: This quaint village, nestled in the vicinity of Dade City, is a haven for outdoor enthusiasts and families alike. Ridge Manor boasts numerous recreational areas and hiking trails, offering ample opportunities for adventure. Nature lovers will appreciate its proximity to parks and the nearby national state park, where you can explore scenic landscapes and enjoy the tranquillity of riverfront views. Whether you fancy a challenging hike or a peaceful picnic, Ridge Manor provides a perfect backdrop for outdoor escapades.
  • Saint Leo: Just 2.5km from Dade City, Saint Leo is a vibrant city that combines cultural richness with outdoor enjoyment. The presence of a modern college university adds a youthful energy to the area, making it lively and engaging. Visitors can partake in educational experiences or enjoy a round of golf at the local courses. With its theme park and bay nearby, Saint Leo offers a blend of excitement and relaxation, making it a fantastic destination for tourists interested in culture and outdoor activities.

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 a breeze

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can make a significant difference, as prices can vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space for you to plan new trips, continue from where you left off, or review and organise your travel arrangements. You’ll find the properties you’ve saved or booked neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Dade City awaits your stay

Learn about the unique charm of Dade City with a stay in a holiday home rental. Revered for its restaurants, zoo and bars, this city is both welcoming and relaxing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Dade City

Are you hoping to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Dade City a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Hernando Oaks Golf and Country Club (17.3 mi / 27.9 km)
  • Big Cypress Golf Club (17.5 mi / 28.2 km)
  • Safari Wilderness (19.9 mi / 32 km)

Exploring the natural landscape of Dade City

Whether you're looking for adventure or just want to take in the scenery, Dade City is a great place to spend some time outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Giraffe Ranch (5.9 mi / 9.6 km)
  • Wesley Chapel District Park (10.3 mi / 16.5 km)
  • Withlacoochee Trail State Park (11.3 mi / 18.1 km)
  • Withlacoochee State Forest (20.8 mi / 33.4 km)
  • Weeki Wachee Springs (25.2 mi / 40.5 km)
  • Weeki Wachee River (25.3 mi / 40.6 km)

Travelling to and around Dade City

The nearest airport is in Lakeland Intl. Airport (LAL), located 27.9 mi (44.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Tampa, FL (TPA-Tampa Intl.), which is 33.7 mi (54.2 km) away.

Frequently asked questions

What is the best area to stay in Dade City when booking a holiday rental?
When considering a holiday rental in Dade City, Florida, the best area to stay would be near the charming downtown district. This area is brimming with character and offers a delightful blend of historic architecture and modern amenities. You'll find a variety of properties available, ranging from quaint cottages to more spacious homes, suiting different group sizes and preferences.

One of the top attractions nearby is the Pioneer Florida Museum and Village, where you can immerse yourself in the region's rich history and enjoy engaging exhibits. Additionally, the nearby Withlacoochee State Forest presents a fantastic opportunity for outdoor enthusiasts, offering scenic trails for hiking and biking, as well as peaceful spots for picnicking.

Staying in the downtown area not only places you within walking distance of unique shops and local dining options but also provides easy access to community events and festivals that Dade City is known for.
How much does it cost to rent a holiday home in Dade City?
Prices for holiday 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 holiday 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 holiday rental accomodation in Dade City?
In Dade City, holiday houses are the most popular type of holiday rental, with around 112 available throughout the area. These properties offer ample space, typically featuring multiple bedrooms, fully equipped kitchens, and spacious living areas, ideal for families or groups looking for a home away from home. Many holiday houses also come with outdoor spaces such as patios or gardens, superb for enjoying the pleasant Florida weather.

Additionally, there are about 20 mobile homes, which provide a unique and budget-friendly option for travellers seeking a different kind of experience. Villas and apartments are also available, with 12 of each type, offering various amenities that cater to different needs. For those looking for a more rustic experience, several cabins can be found in the area, providing a charming retreat in a natural setting.
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 those travelling with children. The area features spacious homes that often come with multiple bedrooms, allowing families to spread out comfortably. Many of these properties include amenities such as full kitchens, which are superb for preparing meals together, as well as outdoor spaces where kids can play.

Visitors can explore the nearby Dade City Wild Things, a small zoo that offers interactive animal experiences, or venture to the beautiful parks in the vicinity, ideal for picnics and outdoor activities. The charming downtown area, with its local shops and eateries, adds to the appeal, ensuring families have plenty to see and do during their stay.
Can I rent a holiday home with a pool or hot tub in Dade City?
In Dade City, there are several holiday homes available for rent that feature pools and hot tubs, with around 11 options to choose from. This charming town in Florida is known for its picturesque landscapes and proximity to local attractions such as the Dade City Wild Things animal park and the scenic Withlacoochee River. Many of the available properties come equipped with private pools, relaxing hot tubs, and spacious outdoor areas, making them ideal for families or groups looking to unwind.

Travellers can also expect amenities like fully equipped kitchens for self-catering, comfortable living spaces, and sometimes even outdoor entertainment areas with barbecue facilities.
Can I find long-stay holiday rentals in Dade City?
A long-stay holiday rental in Dade City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Dade City?
In Dade City, there are several pet-friendly house rentals available, making it a great destination for travellers seeking accommodations that welcome their furry companions. The area offers a variety of properties, often featuring amenities such as spacious backyards, modern kitchens, and comfortable living spaces, superb for families or groups.

Many of these rentals are conveniently located near local attractions, including the serene Dade City Wild Things, a wildlife park where visitors can interact with a range of animals, making it an exciting outing for pet owners. Furthermore, the nearby Withlacoochee State Forest offers ample opportunities for outdoor adventures, with trails suitable for walking and exploring with pets.
Are there any remote work holiday rentals in Dade City?
In Dade City, Florida, there are numerous remote work-friendly holiday rentals available, with around 156 options for travellers seeking a productive environment. The area offers a variety of properties, including charming cottages and spacious homes, many of which come equipped with essential amenities for remote work. Expect features such as high-speed internet, free Wi-Fi, dedicated desk spaces, and comfortable chairs to facilitate a smooth working experience.

Dade City is known for its picturesque landscapes and small-town charm, with local attractions like the Dade City Wild Things animal park and the historic downtown area, providing a nice balance between work and leisure. After a day's work, guests can explore nearby parks or enjoy the local dining scene. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dade City holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dade City with parking available—perfect for families or travellers 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 holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, and coffee makers for a fresh brew at any time. Many properties are pet-friendly, accommodating furry companions, and offer onsite parking for convenience. Additionally, rentals often permit service animals, ensuring that all guests can enjoy their stay comfortably.
When is the best time to visit Dade City for a holiday rental?
The best time to visit Dade City for a holiday rental is in September, when the weather begins to cool slightly and the summer crowds have diminished. This period offers a lovely balance of warm temperatures, typically ranging from 20 to 30 degrees Celsius, making it ideal for outdoor activities such as exploring the scenic parks and enjoying local attractions.

The peak season for tourists in Dade City runs from January to March, when visitors flock to the area for its pleasant winter climate and engaging events like the Florida Strawberry Festival. During these months, you'll find a vibrant setting with plenty of activities, but it's also the busiest time of year, which can mean higher rental prices and crowded attractions.

If you're seeking a more budget-friendly experience, consider visiting in May. This month offers a quieter environment for those looking to enjoy the local sights without the hustle and bustle of peak tourist season. The temperatures are still warm, and you'll have the chance to explore Dade City's unique charm, including its historic downtown and nearby natural reserves.

Ultimately, your choice of when to visit Dade City will depend on whether you prefer the lively energy of peak season or the tranquil charm of the shoulder months.
How early should I book a Dade City holiday rental?
Book your Dade City holiday 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 holiday 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?
In Dade City, visitors can explore a variety of attractions that reflect the area's charm and history. The Pioneer Florida Museum and Village offers insights into the region's past with its collection of historic buildings and exhibits. Nearby, the beautiful San Antonio de Padua Catholic Church showcases stunning architecture and is a focal point in the community. For a taste of the outdoors, the Withlacoochee River offers opportunities for kayaking and fishing, while the surrounding nature trails provide options for hiking and wildlife observation.
Can I change or cancel my Dade City home rental booking on Vrbo?
To find Dade City holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

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