Dade City Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dade City holiday rentals

A lush garden with a variety of ferns and greenery, a small pond, and a decorative bird bath.

1. Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow

Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
Dade City
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing stay will definitely stay again next year "
United States
Lorrie R.
The price is AU$239
includes taxes & fees
26 Nov - 27 Nov
Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

2. Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.8 out of 10, Exceptional, (26 reviews)
"We had a great time. The highlight was the sweet resident deer there. It was an experience we will never forget."
United States
Lori L.
The price is AU$239
includes taxes & fees
18 Nov - 19 Nov
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A large water park with multiple water slides and pools.

3. Dade City 2BR | Gated Pool & Pickleball

Dade City 2BR | Gated Pool & Pickleball
Dade City
10.0 out of 10, Exceptional, (4 reviews)
"I came back to this property after a stay in June. It provided just what I needed."
United States
Cindy S.
The price is AU$573
includes taxes & fees
30 Nov - 1 Dec
Dade City 2BR | Gated Pool & Pickleball
A dining room with a wooden table, six chairs, a rug, and a staircase.

4. The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop

The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop
Dade City
The price is AU$453
includes taxes & fees
10 Nov - 11 Nov
The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

5. Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (38 reviews)
"It is a wonderful and peaceful environment. My son and I enjoyed all of the animals and especially appreciated the tour which was provided."
United States
Erik M.
The price is AU$319
includes taxes & fees
15 Nov - 16 Nov
Florida Breeze - Wildlife Sanctuary
A large building with a classical architectural style, surrounded by mature trees and well-maintained lawns.

6. Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT

Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT
Dade City
10.0 out of 10, Exceptional, (12 reviews)
"Right on the course, very clean, wonderful host! Easy check in, Wi-Fi and golf cart!"
United States
Genevieve C.
The price is AU$840
includes taxes & fees
8 Dec - 9 Dec
Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT
A large water park with multiple water slides and pools.

7. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
The price is AU$1,638
includes taxes & fees
17 Nov - 18 Nov
Executive 5 Bedroom Pool Home, Dade City!
A wooden interior with a door, a rocking chair, a small table with a plant, and a window with a view.

8. New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views

New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
Ridge Manor
8.8 out of 10, Excellent, (6 reviews)
"The location was ideal for our trip needs and the home layout was very accommodating. Would definitely stay again."
United States
John
The price is AU$579
includes taxes & fees
16 Nov - 17 Nov
New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
A large water park with multiple water slides and pools.

9. Lakefront Estate | Sleeps 18, Pool, Events OK

Lakefront Estate | Sleeps 18, Pool, Events OK
dade city
9.4 out of 10, Exceptional, (8 reviews)
"Second time staying at the lovely well appointed home. Extremely spacious well appointed home away from home. "
United States
Meghan C.
The price is AU$1,523
includes taxes & fees
17 Nov - 18 Nov
Lakefront Estate | Sleeps 18, Pool, Events OK
A compact living space with a kitchenette, a sofa, a dining area, and a ceiling fan.

10. Ultimate Glamping Stay & Play Fun Spot

Ultimate Glamping Stay & Play Fun Spot
Ridge Manor
The price is AU$480
includes taxes & fees
10 Nov - 11 Nov
Ultimate Glamping Stay & Play Fun Spot
A large water park with multiple water slides and pools.

11. 2 Bed Cozy Home, Dade City, Pickle Ball

2 Bed Cozy Home, Dade City, Pickle Ball
3.0 star property
Dade City
10.0 out of 10, Exceptional, (1 review)
The price is AU$611
includes taxes & fees
30 Nov - 1 Dec
2 Bed Cozy Home, Dade City, Pickle Ball
A compact bedroom with a bed, a desk, and a TV.

12. Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.6 out of 10, Exceptional, (70 reviews)
"Room was clean and perfect for 2 people. It’s smaller than a hotel room but loved the privacy. Microwave, refrigerator, and real cutlery were appreciated. Complimentary microwave popcorn bag was a nice touch."
United States
Wayne
The price is AU$160
includes taxes & fees
10 Nov - 11 Nov
Modern studio apartment with covered outside seating area
A compact RV interior with a sofa, a dining table with chairs, and two windows offering views of a grassy area.

13. Aljurelandia Cozy RV in Tranquil Plant City with AC, Private property

Aljurelandia Cozy RV in Tranquil Plant City with AC, Private property
Knights Community Club
10.0 out of 10, Exceptional, (6 reviews)
"Really enjoyed staying there loved the property peace and quiet and David was great would definitely recommend it"
United States
Erwin T.
The price is AU$156
includes taxes & fees
10 Nov - 11 Nov
Aljurelandia Cozy RV in Tranquil Plant City with AC, Private property
A wicker outdoor sofa set with cushions and a glass-top coffee table, placed on gravel.

14. Cozy 1-bedroom cottage in peaceful Brooksville with AC

Cozy 1-bedroom cottage in peaceful Brooksville with AC
South Brooksville
8.8 out of 10, Excellent, (6 reviews)
"Perfect little getaway. The space is located in a very quiet area and yet you are minutes away from local destinations. For us, the size and set up was great. All we need for our stay. "
United States
George I.
The price is AU$164
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom cottage in peaceful Brooksville with AC
A modern kitchen with dark cabinetry, a stainless steel sink, and a bar area with a stool.

15. Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
Paradise Lakes
9.8 out of 10, Exceptional, (104 reviews)
"Awesome experience,everything we need and very nice people"
United States
Luis
The price is AU$257
includes taxes & fees
10 Nov - 11 Nov
Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
A compact RV kitchen with a dining area, a microwave, stove, and cabinets.

16. Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cozy RV Retreat with Private Hot Tub and Fenced Yard
Spring Hill
10.0 out of 10, Exceptional, (2 reviews)
"Property very private and I recommend the stay there very highly."
United States
Raul Rivera
The price is AU$273
includes taxes & fees
4 Dec - 5 Dec
Cozy RV Retreat with Private Hot Tub and Fenced Yard
A spacious living area with a large L-shaped sectional sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a built-in refrigerator.

17. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (14 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
The price is AU$692
includes taxes & fees
10 Nov - 11 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A small, cozy cabin with a sloped roof, a single bed, and a table with a lamp.

18. Cabin in the Olive Orchard

Cabin in the Olive Orchard
Brooksville
10.0 out of 10, Exceptional, (11 reviews)
"Great gateaway! Beautiful place and love that we could sleep in a comfortable bed while looking at the stars! "
United States
Delphine R.
The price is AU$198
includes taxes & fees
10 Nov - 11 Nov
Cabin in the Olive Orchard
A house with a front porch, a brick pathway, and a well-maintained garden with various plants and flowers.

19. Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
Brooksville
10.0 out of 10, Exceptional, (10 reviews)
"Excellent everything Host, location, absolutely amazing!Thank you so much for making our trip memorable "
United States
markeeta S.
The price is AU$373
includes taxes & fees
12 Nov - 13 Nov
Garden Cottage Within Walking Distance to Downtown Brooksville
A white RV with a black lower half, surrounded by trees and outdoor seating.

20. Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway

Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway
Lutz
10.0 out of 10, Exceptional, (19 reviews)
"Lovely little stay!"
United States
Elysse
The price is AU$146
includes taxes & fees
10 Nov - 11 Nov
Cozy Glamping Retreat • Sleeps 4 • Family Fun or Romantic Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Dade City Hotel Reviews

A Best Western hotel with a prominent sign, multiple floors, and a well-lit entrance.
Best Western Wesley Chapel

Best Western Wesley Chapel

Best Western Wesley Chapel
Wesley Chapel

8/10 Good

Nice room
Australia
Jose
Reviewed June 26, 2024
Best Western Wesley Chapel

Find out more about Dade City

Everything you need to know about Dade City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dade City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dade City holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Dade City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dade City. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dade City holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dade City holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dade City rentals

At Expedia, we put the best Dade City holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dade City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dade City holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dade City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Dade City?

Yes, there are holiday rentals in Dade City close to Giraffe Ranch, or you can select a more secluded option if you're looking for a relaxing stay. Dade City is known for its restaurants and coffee shops. Make sure you have time to check out the zoo and bars during your trip.

What are some of the best holiday rentals that Dade City has to offer?

4 Bedroom Townhouse - Minutes to USF, Busch Gardens, Ybor City, and Casino: This holiday home rental outside of Dade City has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Dade City?

Expedia has 36 holiday rentals for your stay in Dade City.

What can I see and do in Dade City?

Cultural attractions include Dade City Atlantic Coast Line Railroad Depot and The HiBrow Gallery, whereas Giraffe Ranch and Price Park are a couple of picturesque spots to enjoy the outdoors. While here, Watson Park and Pioneer Florida Museum & Village are other places worth a visit.

What are holiday rentals like in Dade City?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dade City. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips.