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Dade City Holiday Rentals

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Holiday Rentals in Dade City

"Like a Tree House" Overlooking the Water
10.0 out of 10, Exceptional, 171 reviews
"The home was fabulous and perfect for our little weekend getaway. Having the kayaks were great as we spent the day paddling up and down the canals and river. Saw a momma and Baby manatee to top off the day. Would stay here again"
"Like a Tree House" Overlooking the Water
Little House on the River - on main river not canal,includes kayaks,paddle-board
10.0 out of 10, Exceptional, 253 reviews
"We had a great time celebrating our 25 year anniversary. We spent most of our time lounging out back or in the Florida room people watching. We love the river and the property was perfection."
Little House on the River - on main river not canal,includes kayaks,paddle-board
Tampa Condo - GOLF/BUSCH GARDENS/ADVENTURE ISLAND/MOFFITT/BEACHES/DISNEY
9.4 out of 10, Exceptional, 56 reviews
"It was pretty clean, but some floors looked like a dirty string mop had been quickly swirled around. The tile floors are not set properly and they have missing grout in some spots. The bathtubs were clean but have chips as well as the frame for glass doors, but no glass. The shower curtains are hung above the frame. The faucet for the shower is hard to figure out where hot and cold are located. I turned the faucet to the right to get cooler water and it got extremely hot. The lights in the...
Tampa Condo - GOLF/BUSCH GARDENS/ADVENTURE ISLAND/MOFFITT/BEACHES/DISNEY
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Our piece of paradise!
9.8 out of 10, Exceptional, 103 reviews
"Wanting to stay on the canal at Weeki Wachee being able to have access to kayaks, was great. But the actual access to getting to Weeki Wachee from the House is receiving. The house was amazing. Our dray was great! Thank you so much. Had a great time."
Our piece of paradise!
Modern Heater pool house tampa. Close to the park and zoo
10.0 out of 10, Exceptional, 65 reviews
"Friendly host, amazing property! All our kids wanted to do was stay at the house all day :)"
The price is NZ$618
per night
2 Jul - 3 Jul
Modern Heater pool house tampa. Close to the park and zoo
NEW! Manatee Cove Main House Star5Vacations
NEW! Manatee Cove Main House Star5Vacations
Weeki fun house
9.0 out of 10, Wonderful, 32 reviews
"The river is so much fun."
Weeki fun house
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
9.6 out of 10, Exceptional, 22 reviews
"Lovely, clean home with everything you need to have a fun vacation! And Claudia is a terrific host- responsive and informative! Would definitely book again."
The price is NZ$612
per night
12 Jun - 13 Jun
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
10.0 out of 10, Exceptional, 55 reviews
"Ten sisters and friends celebrated an 80th birthday with a getaway to Tampa. The house was perfect! Clean, well stocked with plenty of room to congregate. We enjoyed the park like backyard and pool. The furnishing were beautiful and we were impressed with Yuly's art work. We highly recommend Sandy's Getaway!"
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
Brand New Pool|Waterfront|PingPong
10.0 out of 10, Exceptional, 16 reviews
"I looked for a place for our family to get together for a vacation and also celebrate my mothers 90th birthday. I have 3 grown children and 2 grand kids 18 months and 3 years old. We had the best time ! When we first walked in we were pleasantly surprised. This place looks even better in person. It is beautifully decorated. It was immaculate. The bedrooms are spacious. The kitchen has everything you need. Most people have the pool inside the lanai. The fact that it was outside allowed the kids...
Brand New Pool|Waterfront|PingPong
Home Near Weeki Wachee, King Bed, Huge Backyard
10.0 out of 10, Exceptional, 9 reviews
"Overall we were pleased with our stay. The beds were comfy, location was great, and property was overall exactly as described. Unfortunately, three of the adults were attacked by fire ants all over their feet in the backyard, but I did notify the homeowner and he was very apologetic and said he would get it taken care of before the next guests arrived. Overall, great stay and great communication with the owner!"
The price is NZ$667
per night
19 Jun - 20 Jun
Home Near Weeki Wachee, King Bed, Huge Backyard
Midway between Disney and the Gulf beaches
10.0 out of 10, Exceptional, 29 reviews
"The stay was wonderful. Our host was very responsive to anything we asked. The home is very beautiful and clean and in a great location. We will be back in the future."
The price is NZ$313
per night
7 Jun - 8 Jun
Midway between Disney and the Gulf beaches
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
10.0 out of 10, Exceptional, 31 reviews
"Perfect little gem of a home along a canal leading directly to the river. Full of thoughtful touches. The dock was a happening place! We saw turtles, manatees, crabs, cranes and tons of different fish right from the house’s backyard dock. Would definitely stay here again!"
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
Southern living with a resort style pool with lazy river, grotto, and hot tub!
9.8 out of 10, Exceptional, 79 reviews
"The pool area was the main attraction for everyone. Close to stores and attractions. Nice home to enjoy, everything you need just bring your groceries. Our daughter was getting married at a venue called Crescent Lake which was 15 mins. away so this home was ideal for us. You want go wrong renting this place."
Southern living with a resort style pool with lazy river, grotto, and hot tub!
Renovated retreat with pool, firepit, balcony, & bikes - snowbird-friendly
10.0 out of 10, Exceptional, 14 reviews
"Stayed at house for 5 nights, used it as a home base to vacation in the area. this is a great place to stay, the owners are a great family, the house is as listed, keep better then any hotel we have stayed at. if you compare this to a hotel, this is the only way to go. Will book again."
Renovated retreat with pool, firepit, balcony, & bikes - snowbird-friendly
Peaceful Weeki Rv Retreat, MAIN RIVER, sleeps 6, kayaks
9.4 out of 10, Exceptional, 6 reviews
"It was very relaxing!"
Peaceful Weeki Rv Retreat, MAIN RIVER, sleeps 6, kayaks
River Run Retreat on The Weeki Wachee River
10.0 out of 10, Exceptional, 104 reviews
"We have stayed at RRR in the past under previous owner. We love the improvements made since our last stay: easier access to kayaks and walkway from driveway, grill location and cover, reclining couch, washer and dryer, and deck chairs. We will definitely be back!"
River Run Retreat on The Weeki Wachee River
Manatee House Waterfront 3+ bedroom home with Hot Tub in Weeki Wachee
8.8 out of 10, Excellent, 9 reviews
"The property has everything you need for a great stay"
Manatee House Waterfront 3+ bedroom home with Hot Tub in Weeki Wachee
TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI
9.4 out of 10, Exceptional, 60 reviews
"Great house plenty of things to get you started great owners who will get back to you if there is a question. Pool was the best part of the stay no need to even go anywhere just jump in the 90 degree pool."
TWO BEDROOM HEATED POOL HOME - FREE CABLE AND WI-FI
HOT Deals from 300 FAMILY FUN Resort, Htd Pool, SPA, TIKI-bar, Grill Bikes/Toys
10.0 out of 10, Exceptional, 93 reviews
"My fiance and I booked this place to stay and also to host our engagement party. Elizabeth and John were amazing! The place was perfect for our small party! Plenty of space for everyone. We stayed with my mom and his 2 teenagers. It allowed for everyone to have space for themselves. Well stocked kitchen with supplies for cooking and entertaining. It is about 45 min from Tampa but worth it. Highly recommend for people with families."
HOT Deals from 300 FAMILY FUN Resort, Htd Pool, SPA, TIKI-bar, Grill Bikes/Toys
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See all available properties in Dade City
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.

Other types of properties in Dade City you may be interested in

La Vista Inn
2.0 star property
4.8 out of 10, 597 reviews
"My boyfriend and I are simple people and we have a different outlook on hotels than most. We book them just to sleep and move on so we don’t care about all the bells and whistles. This is a motel that you stay one night in and move on. It serves its purpose which is a bed and walls. Even we wouldn’t stay for more than one night. If you’re the type that requires modern, well kept, or even any type of extra hospitality this is not the place. There are people staying here because they have no other...
The price is NZ$127
per night
14 Jun - 15 Jun
La Vista Inn
Howard Johnson by Wyndham Lakeland
2.5 star property
6.0 out of 10, 1,002 reviews
"The room was very nice, clean and comfortable. The pool area was nice and clean. Pool was sparkling. The grounds around the hotel was very dirty. Bags of garbage not collected from the previous day."
The price is NZ$106
per night
16 Jun - 17 Jun
Howard Johnson by Wyndham Lakeland
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
4.0 star property
6.8 out of 10, 1,002 reviews
"Beautiful grounds. Rooms were clean and spacious. Would stay here again "
The price is NZ$213
per night
1 Jul - 2 Jul
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dade City holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dade City. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dade City. Seeing all the best attractions is bound to make you fall in love with Dade City. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dade City short-term rentals, that won’t be hard to do.

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?

River Run Retreat on The Weeki Wachee River: This holiday home rental outside of Dade City is located on a river, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Dade City?

Expedia has 19 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 Wildlife Gallery, whereas Giraffe Ranch and Colt Creek State Park are a couple of picturesque spots to enjoy the outdoors. While here, The HiBrow Gallery 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.

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