Holiday rentals in Dade City

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Top-rated holiday rentals in Dade City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the historic Carriage House showcases a charming two-story structure with a gray facade. Warm light glows from the windows, surrounded by trees. String lights create a cozy atmosphere against a pastel sunset sky.
Guest house in Zephyrhills
4.96 out of 5 average rating, 133 reviews

🌟Historic 1924šŸ’•Carriage HousešŸ”Quaint & Cozyā˜€ļøšŸŖ‚

Step into history with this 600 sq ft Carriage House, located in the heart of Zephyrhills’ Historic District. Built in 1924, the main house is lovingly lived in by the owners, while the Carriage House offers guests a private and unique stay on the same estate. 🌟 Prime Location: 2-minute stroll to Downtown Zephyrhills 8 minutes to Skydive City Z-Hills 15 minutes to Hillsborough River State Park Whether for adventure, history, or relaxation, this enchanting retreat makes exploring a breeze.

Top guest favourite
A close-up of a smiling fox is captured, showcasing its bright eyes and soft, fluffy fur. The animal's ears are perked up, indicating curiosity, while its mouth is open in a playful expression against a blurred background.
Farm stay in Dade City
4.94 out of 5 average rating, 363 reviews

Florida Breeze -Wildlife Sanctuary- 5 miles to I75

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife rescue here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway.

Top guest favourite
A modern living area features a plush navy blue couch and loveseat arranged around a glass coffee table. A large television is mounted on a white media console. Soft gray curtains frame a bright window, while a light area rug adds warmth to the space.
Flat in Dade City
4.95 out of 5 average rating, 114 reviews

Dade City Restful Retro Retreat

You will be close to everything when you stay at this centrally-located home. Thirty minutes from Tampa and Wesley Chapel, one hour to Disney and minutes to numerous wedding venues and amenities in the Dade City area. Come and enjoy the quaint downtown of Dade City, while still being close to all the action. The apartment has TVs and cable, in each bedroom and living room, kitchen with all amenities, washer and dryer and garage. We ask for dogs to be under 30lbs for reservations over 30 days.

Top guest favourite
The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.
Campsite in Thonotosassa
4.99 out of 5 average rating, 279 reviews

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ā€˜tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This brand new luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Guest favourite
A camel stands prominently in the foreground against a backdrop of blue skies and fluffy clouds. The camel's facial features are highlighted, showcasing its distinct nose and expressive eyes. A second camel can be seen in the background, prominently featuring the rural setting.
Campervan/Motorhome in Dade City
4.88 out of 5 average rating, 111 reviews

Dade City RV

A prime location for bikers and cycling with some of the only rolling hills in Florida. 30 minutes from Tampa attractions: Busch Gardens, Tampa Premium Outlets, Straz Center, ZooTampa. Local attractions: Giraffe Ranch, Kumquat Festival. Down the road is Snow Cat Ridge, Tree Hoppers, Scream-a-geddon. A rural place with a charming downtown scattered with unique eats and antique shops. Get away from it all while making memories on our farm. Enjoy our animals on your stay! Camel, ostrich and more!

Top guest favourite
The historic home features a welcoming front porch with white railings and steps leading to the entrance. Flower beds with vibrant plants line the porch area, while a spacious yard is surrounded by a fully fenced wooden perimeter. Trees provide natural shade, accentuating the serene setting.
Cottage in Dade City
4.98 out of 5 average rating, 45 reviews

The Historic Sweetwater Cottage Firepit & Cornhole

Enjoy a stay at this charming historic home in Dade City, Florida with a fully fenced in backyard. Perfect for relaxing getaways with modern comforts and cozy spaces. Highlights: •2 bedrooms: 1 king bed, 1 queen bed & 1 Air Mattress •Deck with a grill for outdoor dining •Firepit with chairs for cozy evenings •Fully fenced in backyard •Cornhole game for added fun •Perfect blend of historic charm and modern amenities •10 minute drive from downtown Dade City, 15 minutes from St Leo University

Top guest favourite
Barn in Dade City
4.89 out of 5 average rating, 9 reviews

15 minutes from snowcat ridge/1 bed 1 bath Barndo

It is a private studio apartment barn detached from the main house with its Private bathroom, kitchen, small dining space, and bedroom all in one private area just for you. Enjoy the lovely setting of this unique spot in the country side with nature. It has a beautiful sparkling blue pool and access to a nice lake at a walking distance. You are also 5 min nearby the downtown Dade City area and all the best and diverse restaurants in town. You are also 10 minutes away from the Mirada lagoon.

Superhost
Tiny home in Zephyrhills
5 out of 5 average rating, 4 reviews

Charming Tiny Casita | Private Entry+Outdoor Patio

Welcome to your private retreat! This standalone Tiny Casita features a private entrance, fenced outdoor area, and dedicated parking. Perfect for solo travelers or couples, it includes a cozy Queen bed, full bathroom, and kitchen with fridge, microwave, and cooktop. Relax in your private outdoor sitting area and enjoy comfort, convenience, and privacy just minutes from Mouratoglou Tennis academy, Skydive City and Epperson lagoon. Close to local shops, Tampa outlets and Krate at the Grove.

Top guest favourite
Farm stay in Dade City
5 out of 5 average rating, 31 reviews

Comfort of Home-Country-Horse Farm 2/2 Home

Get away from it all when you stay under the stars at our farm. Lots of room to roam; Bring your horse or trail bike and enjoy the 64 Miles of trails within a mile of the door. Private 2 bedroom/2 bathroom home with cozy covered porch that overlooks a pasture of horses and cows. Comfortable queen sized mattress’s in each bedroom and an additional queen sized tempurpedic pull-out couch in the master bedroom. Your comfort and privacy are our goal while you are our guest.

Top guest favourite
A tiny house, characterized by its vibrant green exterior and metal roof, is positioned alongside a gently sloping ramp leading to the entrance. Surrounding foliage and gravel pathways offer a natural setting, while the background displays open fields and a fading sunset.
Tiny home in Wesley Chapel
4.97 out of 5 average rating, 154 reviews

King Lake Hideaway

Experience something different Our Tiny house with the amenities of home. Enjoy our very private spot in nature. Beautiful lake view. This is a tiny house. 280 sq feet including the loft. Lots of natural light. It’s perfect for relaxing. We are close to beaches, Sporting venues, museums the aquarium and Busch Gardens in Tampa. Situated between Epperson and Mirada lagoons. Wesley Chapel has movie theaters, mini golf, shopping and restaurants within a short drive.

Top guest favourite
An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.
Guest house in Dade City
4.95 out of 5 average rating, 219 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Guest favourite
A comfortable sleeping area features a spacious bed dressed in a dark blue coverlet. Colorful decorative pillows are arranged at the headboard. Natural light enters through a window, while curtains in soft tones frame the space, adding a layer of privacy.
Guest house in Zephyrhills
4.85 out of 5 average rating, 20 reviews

Modern Studio w/ Private Bath, Fast Wi-Fi, Laundry

Private studio with rain shower, in-unit washer/dryer (detergent included), Smart TV w/ Roku & Netflix, and a stocked coffee bar with coffee, sugar, and creamer. Mini kitchen includes microwave, fridge, dishes, utensils & seasonings. Queen bed, comfy sofa, cold A/C, and fast Wi-Fi. Private entrance in a quiet, safe neighborhood. Ideal for remote work, long stays, or short getaways. Clean, functional, and easy to settle into. Plenty of parking.

Popular amenities for Dade City holiday rentals

When is the best time to visit Dade City?

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Avg. price£103£104£113£82£86£86£86£86£65£85£98£89
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Frequently Asked Questions

  • Where should I stay in Dade City?

    Make yourself at home in Dade City by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Madill, over 30 vacation rentals in Orange Park, and over 70 vacation rentals in Claireview.

  • Are there vacation rentals with a dedicated workspace in Dade City?

    Yes! Work meets play with ease at over 10 vacation rentals in Dade City featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Dade City?

    Four-legged friends are welcome in Dade City. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there Dade City vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Dade City, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Dade City?

    Experience the best of Dade City with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Dade City have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Dade City. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Dade City

  • Total holiday rentals

    Explore 30 holiday rentals in Dade City

  • Nightly prices starting at

    Dade City holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Dade City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Dade City rentals

  • 4.7 Average rating

    Dade City stays receive an average rating of 4.7 out of 5 from guests

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