Dade City holiday rentals

We found 4,216 holiday rentals — enter your dates for availability
Discover a selection of 37 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:18 Dec - 25 Dec

Interior
Living area
Dining
Interior
Exceptional
(7 reviews)

Luxury Pool Villa in Upscale Tampa Centrally Located

Tampa

16% off
AU$6,827
for 7 nights, 1 villa
AU$975 per night
includes taxes & fees
Luxury Pool Villa in Upscale Tampa Centrally Located
Interior
Living area
Room
Interior
Wonderful
(27 reviews)

Wilderness Escape, by Breathtaking Natl Park

Tampa

12% off
AU$3,515
for 7 nights, 1 villa
AU$502 per night
includes taxes & fees
Wilderness Escape, by Breathtaking Natl Park
Property grounds
Main house
Interior
Interior
Exceptional
(57 reviews)

❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️

New Port Richey

7% off
AU$1,212
for 7 nights, 1 room
AU$173 per night
includes taxes & fees
❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️
living room
pool view
room 2
outdoor sitting area
Exceptional
(32 reviews)

Busch Gardens Deluxe Edition w/heated pool

Tampa

8% off
AU$4,997
for 7 nights, 1 home
AU$714 per night
includes taxes & fees
Busch Gardens Deluxe Edition w/heated pool
Ultimate in tropical relaxation with our vacation rental's high ceilings
family and friends to gather and enjoy delicious meals together.
Living area
Room
Exceptional
(14 reviews)

Tropical Luxury Escape with Backyard Oasis & Pool

Tampa

7% off
AU$4,923
for 7 nights, 1 home
AU$703 per night
includes taxes & fees
Tropical Luxury Escape with Backyard Oasis & Pool
Pool
Private kitchen
Private kitchen
Exterior
Wonderful
(33 reviews)

Sunny Escape: Vibrant Pool Home

Port Richey

7% off
AU$1,940
for 7 nights, 1 home
AU$277 per night
includes taxes & fees
Sunny Escape: Vibrant Pool Home
Mid century modern decor… Lane Crawford couch Live palm tree
4 barstools, kitchen and main area Alexa controlled streaming speaker system
Blue Bedroom Queen bed Extra linens USB Charging Wi-Fi
View of front door from dining room
Excellent
(9 reviews)

10 min: Raymond James Stadium, Tampa downtown, Ybor, Midtown, USF. Pets

Tampa

8% off
AU$1,944
for 7 nights, 1 home
AU$278 per night
includes taxes & fees
10 min: Raymond James Stadium, Tampa downtown, Ybor, Midtown, USF. Pets
Private kitchen
Exterior
Interior
Bathroom
Exceptional
(45 reviews)

Cozy quiet cottage nestled in Safety Harbor

Safety Harbor

7% off
AU$1,444
for 7 nights, 1 home
AU$206 per night
includes taxes & fees
Cozy quiet cottage nestled in Safety Harbor
pool
living room
outdoor area
welcome gift
Exceptional
(16 reviews)

Frenzy for the old w/heatedpool in a safe and quite neighborhood!

Tampa

8% off
AU$3,428
for 7 nights, 1 home
AU$490 per night
includes taxes & fees
Frenzy for the old w/heatedpool in a safe and quite neighborhood!
Interior
Marina
Private kitchen
Outdoor dining
Exceptional
(5 reviews)

Private Hot Tub Guesthouse • Tropical Casita • Central Tampa • Free Parking

Tampa

8% off
AU$2,059
for 7 nights, 1 apartment
AU$294 per night
includes taxes & fees
Private Hot Tub Guesthouse • Tropical Casita • Central Tampa • Free Parking
Private kitchen
Interior
Interior
Property grounds
Exceptional
(15 reviews)

The Perfect Gateway Home with a large pool area, Gazebo, all fenced in.

Spring Hill

8% off
AU$2,699
for 7 nights, 1 home
AU$386 per night
includes taxes & fees
The Perfect Gateway Home with a large pool area, Gazebo, all fenced in.
Exterior
Sunrise
Property grounds
Private kitchen
Exceptional
(50 reviews)

Waterfront Hideaway

Inverness

8% off
AU$1,599
for 7 nights, 1 home
AU$228 per night
includes taxes & fees
Waterfront Hideaway
Property grounds
Private kitchen
Room
Interior
Exceptional
(49 reviews)

Beautiful and comfortable room Apt # 2

Tampa

8% off
AU$991
for 7 nights, 1 apartment
AU$142 per night
includes taxes & fees
Beautiful and comfortable room Apt # 2
Hallway leading to bedrooms decorated with vibrant greenery.
Full kitchen equipped for all of your culinary desires. Including coffee!
Bedroom #2 - Queen sized bed with a Smart TV for you to relax and watch a movie!
Spend time with your group over a movie or a card game!
Exceptional
(30 reviews)

Tropical & Elegant l Pool, Bonfire, Outdoor Entertainment l Central Location

Tampa

13% off
AU$3,602
for 7 nights, 1 home
AU$515 per night
includes taxes & fees
Tropical & Elegant l Pool, Bonfire, Outdoor Entertainment l Central Location
Dining room and living room
Backyard with a pool
Kitchen
Bathroom 1 view of the pool
Exceptional
(8 reviews)

Casa Serena:Tampa 3BR Retreat w/ Heated Pool

Tampa

7% off
AU$3,834
for 7 nights, 1 home
AU$548 per night
includes taxes & fees
Casa Serena:Tampa 3BR Retreat w/ Heated Pool
Room
Exterior
Living area
Private kitchen
Exceptional
(7 reviews)

Charming 3-bedroom bungalow in Tampa Heights

Tampa

11% off
AU$2,789
for 7 nights, 1 home
AU$398 per night
includes taxes & fees
Charming 3-bedroom bungalow in Tampa Heights
Room
Private kitchen
Dining
Living area
Exceptional
(5 reviews)

Vintage Charm Meets Modern Comfort - Near Downtown / Ybor

Tampa

6% off
AU$1,848
for 7 nights, 1 home
AU$264 per night
includes taxes & fees
Vintage Charm Meets Modern Comfort - Near Downtown / Ybor
Property grounds
Living area
Exterior
Pool
Exceptional
(20 reviews)

Gorgeous 3 bd-2 bth in Fenney w/4-seat Cart; Near Brownwood, Sawgrass, Eastport

Wildwood

7% off
AU$2,409
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Gorgeous 3 bd-2 bth in Fenney w/4-seat Cart; Near Brownwood, Sawgrass, Eastport
Tampa Vacation Home
Private kitchen
Interior
Interior
Wonderful
(69 reviews)

Tampa Vacation Home 7 minutes to BUSCH GARDENS

Tampa

7% off
AU$1,832
for 7 nights, 1 home
AU$262 per night
includes taxes & fees
Tampa Vacation Home 7 minutes to BUSCH GARDENS
Property grounds
Pool
Interior
Interior
Wonderful
(16 reviews)

Family Paradise.4-Bedroom.Private Pool.BBQ.Mini Golf

Tampa

16% off
AU$4,616
for 7 nights, 1 home
AU$659 per night
includes taxes & fees
Family Paradise.4-Bedroom.Private Pool.BBQ.Mini Golf
Interior
Entrance to Guest Suite with the Patio/Pergola to the right.
Brand New Washer and Dryer so you don't have to go to a laundromat on vacation!
Abalone Shell Chandelier - One of our favorite Antique Shop Finds!
Exceptional
(52 reviews)

The Little Pink Guest Suite

Tampa

7% off
AU$1,074
for 7 nights, 1 home
AU$153 per night
includes taxes & fees
The Little Pink Guest Suite
Interior
Designer kitchen, island bar, and stainless steel appliances for great entertainment and fun in the chef's kitchen.
Welcome to you luxe villa!
Modern indoor-outdoor living room: open-plan design seamlessly integrates with nature. Features large glass French doors, comfortable furnishings, and a natural palette, ideal for relaxation a
Exceptional
(33 reviews)

Luxe Rooftop Villa · Skyline · 3BR · Plush Kingbed

Tampa

8% off
AU$5,272
for 7 nights, 1 home
AU$753 per night
includes taxes & fees
Luxe Rooftop Villa · Skyline · 3BR · Plush Kingbed
Room
Private kitchen
Dining
Living area
Exceptional
(15 reviews)

3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

Brooksville

8% off
AU$1,994
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Pool
Living area
Outdoor dining
Room
Exceptional
(10 reviews)

Tampa Family Oasis – Cozy Home w/ Screened-in Heated Pool

Lutz

8% off
AU$7,116
for 7 nights, 1 home
AU$1,017 per night
includes taxes & fees
Tampa Family Oasis – Cozy Home w/ Screened-in Heated Pool

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Mirada Lagoon (6.9 mi / 11.1 km)
  • Saddlebrook Golf Course (12.6 mi / 20.2 km)
  • Advent Health Center Ice (16.2 mi / 26.1 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Dade City holiday homes prices shown on Stayz?
Stayz 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.
Are there any Dade City holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Dade City holiday homes?
You can find great discounts on holiday homes in Dade City on Stayz, 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.
Can I change or cancel my Dade City holiday home booking on Stayz?
To find Dade City holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Dade City?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Dade City holiday home?
Book your Dade City holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dade City?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Dade City to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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