Holiday houses 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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Top Guest favourite
Home in Wesley Chapel
4.98 out of 5 average rating, 40 reviews

Palm & Peace Suite Private Studio in Wesley Chapel

Disfruta de una estancia cómoda y relajante en Palm & Peace Suite, un estudio privado con entrada independiente, diseñado para dos personas. Ubicado dentro de una propiedad residencial en una zona tranquila de Wesley Chapel, este alojamiento combina elegancia y confort para que te sientas como en casa, ya sea por trabajo o descanso. A pocos minutos de tiendas, restaurantes y opciones de entretenimiento, lo que hace de este lugar una excelente opción para explorar Wesley Chapel y sus alrededores.

Guest favourite
Barn in Dade City
5 out of 5 average rating, 6 reviews

15 minutes from Snowcat Ridge 2 bed 1 bath barndo

Enjoy the sounds of nature when you stay in this unique place. An entire private apartment Barn with 2 bedrooms with queen size beds, 1 bathroom, kitchen, and livinroom. It also comes with a 2 great minisplit units with both Heater and cooling options, microwave, a refrigerator, toaster, and coffee maker. Its in a safely fully gated property. It also has surveillance outside the gates to make it extra exclusive. It's 5 minutes away from downtown Dade City, Fl, 4 minutes away Pasco fairgrounds.

Top Guest favourite
Guesthouse in Zephyrhills
4.96 out of 5 average rating, 138 reviews

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂

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
Guest suite in Tampa
4.96 out of 5 average rating, 263 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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, 368 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.
Apartment in Dade City
4.95 out of 5 average rating, 115 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.

Guest favourite
A donkey with large ears and a gentle expression stands close to a fence. Green grass and trees create a tranquil rural background, while a pig can be seen in the distance, adding to the farm-like atmosphere.
Tiny home in Dade City
4.9 out of 5 average rating, 77 reviews

Dade City Farm Stay

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!

Guest favourite
Tiny home in Zephyrhills
5 out of 5 average rating, 11 reviews

Cozy Private Tiny Casita•Patio & Separate Entry

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
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, 50 reviews

Historic Sweetwater Cottage |Fenced Yard & Firepit

Stay in a charming pet friendly 1920s historic home in Dade City featuring a fully fenced yard, front porch swing, and firepit.— thoughtfully updated with modern comfort. Highlights: • 2 bedrooms: 1 king bed, 1 queen bed + air mattress • Front porch swing — perfect for morning coffee or evening relaxation • Deck with grill for outdoor dining • Firepit with chairs for cozy nights • Cornhole game for added fun • Just 10 minutes from downtown Dade City • 15 minutes from Saint Leo University

Guest favourite
The bedroom features a tufted headboard with decorative buttons, flanked by two nightstands equipped with modern lamps. A spacious bed is dressed in yellow and orange bedding, complemented by a red throw draped at the foot. Natural light filters in through the window adorned with grey curtains.
Apartment in Zephyrhills
4.93 out of 5 average rating, 123 reviews

Forest Theme Oasis | Peaceful Retreat Near Tampa

Escape to your own private forest-inspired retreat in Wesley Chapel 🌿✨ This beautifully designed 2-bedroom home blends comfort, tranquility, and convenience — located in one of the most desirable and growing areas near Tampa. Enjoy fast WiFi, free parking, a fully equipped kitchen, and peaceful garden views. Perfect for couples, small families, traveling professionals, or long stays. Just minutes from Tampa Premium Outlets, restaurants, shopping, hospitals, and I-75.

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, 160 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.
Guesthouse in Dade City
4.95 out of 5 average rating, 220 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.

Popular amenities for Dade City holiday rentals

When is the best time to visit Dade City?

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Avg. price$194 AUD$197 AUD$214 AUD$155 AUD$163 AUD$163 AUD$162 AUD$162 AUD$123 AUD$145 AUD$152 AUD$148 AUD
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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 $84 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    30 of Dade City holiday rentals include Wi-Fi 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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