Discover a selection of 154 vacation rentals in Dade City, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $105 per night, and houses and cabins are popular options for a stay in Dade City. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Dade City
Destination guide

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!

Things to do

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:

  • 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)
  • Giraffe Ranch (5.9 mi / 9.6 km)
  • Pebble Creek Golf Club (17 mi / 27.3 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.

Natural features

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.

How to get there

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.

What are the top vacation rentals in or near Dade City?

The heart wants what it wants, and right now that's to get away. Now's the time to pack your suitcase and retreat to one of these top vacation rentals in or near Dade City:

  • Take advantage of handy extras like a barbecue grill and free WiFi at "Direct Weeki Wachee Riverfront Key West Paradise". Located around 25 miles from Dade City, this unique property has 3 bedrooms and good guest reviews.
  • "Heated Pool ~ Bikes ~ Sups ~ Kayaks" also promises an awesome stay, offering 2 bedrooms, a bicycle, a smart TV and more. It's around 35 miles from Dade City.

For even more great options, use the search bar at the top of the page to find the perfect Dade City vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Dade City?

If you've been busier than an ant in a picnic basket, you deserve to escape for a couple of glorious days. Skip out of work early on Friday and live it up at one of these weekend getaways in or near Dade City:

  • "Enchanting Riverfront Cottage. Free Kayaks" is ideal for a weekend of enjoyment and rest. It offers a host of amenities, such as a boat and a barbecue grill, and is located about 30 miles to the west of Dade City.
  • Alternatively, throw a few clothes in your bag and head off to "Charming Riverfront Cottage. Free Kayaks". This top property is about 30 miles northwest of Dade City and offers a hair dryer and winery tours.

Can I find studio apartments for rent in and around Dade City?

You certainly can. If you want a simple yet stylish stay, you can't top a studio apartment. These compact properties exude charm and are often conveniently found in the middle of town. Take a look at the following options in or near Dade City:

  • After a big day of urban exploration, enjoy peace, quiet and privacy at "Waterfront Cozy Cottage On Cow Creek With Dock". Outdoor furniture and an oven are among the useful amenities you'll find here.
  • "The Sweet Panda, The Perfect Getaway" is another superb stay, offering all you could need for a dream Dade City getaway. Handy amenities here include WiFi and free WiFi.

Can I find short term rentals in or near Dade City?

Whether you're after a studio apartment just for you or a guesthouse with space for the whole family, there's no shortage of short-term rentals in and around Dade City. These retreats make the perfect base for a quick trip:

  • Within easy reach of central Dade City, "A Bit Of Key West In New Port Richey: Bright Home W" rolls out the welcome mat for short-term guests. When you're not relaxing in your cozy digs, get out and explore all the fun stuff around you.
  • Alternatively, book a few nights at "Charming Riverfront Cottage. Free Kayaks". This comfy, centrally located property makes it easy to explore the area's sights.

What are the best romantic weekend getaways in or near Dade City?

Whether spent in a cabin, a cottage or a treehouse, a romantic weekend getaway is an excellent way to add some fire to your relationship. Whisk your sweetheart off for a couple of days at one of these escapes in or near Dade City:

  • Put on some love songs and slow dance the nights away at "Direct Weeki Wachee Riverfront Key West Paradise". Around 25 miles from Dade City, this property has all you need for a romantic getaway, including winery tours and a nearby bay.
  • Alternatively, spend a few magical days enjoying each other's company at "Little House On The River - On Main River Not Canal", around 25 miles from Dade City. Beach sun loungers and outdoor furniture will help set the mood for romance.

What are the best large group vacation rentals in or near Dade City?

Check out these large group vacation rentals in or near Dade City where you won't have to leave anyone off your invite list:

  • Offering privacy, comfort and space, you'll get your guests' stamp of approval at "Fully Remodeled Historic Home, Downtown Zephyrhills Centrally Located". Up to 12 people can stay at this escape which has 3 bedrooms, a kitchen and a garden. You'll discover it around 10 miles to the south of Dade City.
  • "Amazing Waterfront Home For Your Perfect Vacation" is another terrific option. It's around 30 miles to the west of Dade City, has 3 bedrooms and accommodates up to 12 guests. A nearby river and a kitchen are among the things designed to make your visit even more comfortable.

What are the best houses for rent with a pool in or near Dade City?

A pool is often a must-have when choosing where to stay, especially if you're taking the kids. Check out these houses with a pool in or near Dade City and spend your days splish-splashing around:

  • Pack your swim gear and take your gang to "Little House On The River - On Main River Not Canal". There are plenty of other great amenities here, including on-site watersports and a stair gate.
  • "Like A Tree House" Overlooking The Water" is the kind of place you go to escape from it all and make the most of your surroundings, starting with its awesome pool. A separate dining area and a balcony are also on hand to make your visit a memorable one.

Dade City has a humid subtropical climate, with average summertime temperatures fluctuating between 75 ºF and 90 ºF. But there's no need to wait until summer to visit! Check out the search bar at the top of the page and adjust the filters to find the perfect Dade City vacation rental and plan your escape for whatever season you like.

What are the best large family vacation rentals in or near Dade City?

Whether you're traveling with a small group or you're bringing all your relatives along, family vacations equal fun. These large rentals in and around Dade City have space for everybody — as well as everything you need to keep them all happy:

  • With 3 bedrooms sleeping up to 8 guests, "Directly On The River, Deep Water" gives you space to reconnect with family or friends. It's around 25 miles northwest of Dade City and features amenities that'll keep your large group comfortable, such as a fenced yard and a microwave oven.
  • "One Of The Best Riverfront Homes On The Weeki Wachee River" is another rental the whole team will love. Invite up to 8 friends and family to this retreat which comes with 3 bedrooms, coffee and tea making facilities, a kitchen and more. It's around 25 miles to the northwest of central Dade City.

It may be tempting, but don't spend all day kicking back with the fam indoors. Get out and discover the area's family-friendly attractions, starting with Lane Glo Bowling.

What are the best large houses to rent with indoor pools in or near Dade City?

Add a serve of indulgence to your vacation by staying somewhere that has a private indoor pool. These large houses in or near Dade City have a swimming space that's all your own, along with ample room for whoever is lucky enough to be coming along:

  • Invite your friends over for a leisurely paddle around at "Seascape - Whole House 360 Water Views". This rental has space to spare, with 4 bedrooms comfortably sleeping up to 16 people. A swimming pool and a garden are other things your group will love about this place.
  • Another excellent property is "Private Luxury Estate Home, Hted Pool". With 4 bedrooms sleeping up to 10 guests, you can invite your entire gang to swim, lounge and hang out. A swimming pool and a garden are other amenities your guests can enjoy here.

Want to see a few more options? Find your dream pad by using the search bar at the top of the page. Simply adjust the filters to find the Dade City vacation rental that's perfect for you.

Are there vacation rentals with fire pits in or near Dade City?

Chocolate, wheat biscuits, marshmallows and a campfire are the four ingredients you need to make a finger-licking snack and nice vacation memories. If you love the sound of huddling around a fire pit nibbling on s'mores, have a look at these getaways in or near Dade City:

  • Sing, reconnect and laugh with friends and family around the fire pit at "Little House On The River - On Main River Not Canal". This getaway comes with lots of other great amenities, including a nearby waterfront and a garden.
  • Alternatively, let the dancing flames lull you into a state of peace and relaxation at "Charming Riverfront Cottage. Free Kayaks". When you're not catching up around the fire pit, make the most of conveniences like a nearby waterfront and a garden.