Vacation rentals in Dade City

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Top-rated vacation rentals in Dade City

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

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Guest favorite
Guesthouse in Zephyrhills
4.96 out of 5 average rating, 134 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 favorite
Guest suite in Tampa
4.96 out of 5 average rating, 258 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 favorite
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 favorite
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, 73 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!

Top guest favorite
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, 283 reviews

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘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.

Top guest favorite
Barn in Dade City
4.9 out of 5 average rating, 10 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.

Top guest favorite
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, 47 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 favorite
A gentle-looking fox rests on the ground beneath a fence, surrounded by greenery. Its white fur blends with the natural surroundings, and its dark eyes reflect curiosity. The area is covered with soft earth and decorative wood chips, creating a tranquil setting.
Farm stay in Dade City
4.92 out of 5 average rating, 354 reviews

Duck Haven - Wildlife Sanctuary - 5 miles to I75

Have you ever wanted the opportunity to feed an egg to a fox? Or feed 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 sanctuary 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 favorite
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, 158 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 favorite
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.

Top guest favorite
A modern kitchen and living area create a welcoming open space. The kitchen island, adorned with neutral decor, features a double sink and modern appliances. Natural light floods in from the windows, illuminating the comfortable seating area with a cozy sofa and stylish accent lamp.
Tiny home in Zephyrhills
4.99 out of 5 average rating, 257 reviews

💙Tiny House New Build Near Park, Pond & Downtown

Experience a 2020 Tiny House on Foundation • One of three tiny houses on lot! • 360 SF / 1 Level • Weekly & Monthly Discounts • Private Front Porch • Steps to Beautiful Zephyr Park • 6 min. walk to Historic Downtown Main Street • Stocked + Equipped Kitchen • Charming Residential Neighborhood • Built by specialized FL Tiny Home Builder • Washer/Dryer • FiOS Wifi 500 Mbps • Onsite Private Parking • New sidewalk from parking pad to front steps

Top guest favorite
An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.
Tiny home in Dade City
4.98 out of 5 average rating, 189 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, delight in the opportunity to interact with our friendly farm animals, adding a touch of rural charm to your agritourism escape.

Popular amenities for Dade City vacation rentals

When is the best time to visit Dade City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,796 GYDG$29,214 GYDG$31,718 GYDG$22,954 GYDG$24,206 GYDG$24,206 GYDG$23,997 GYDG$23,997 GYDG$18,154 GYDG$21,493 GYDG$22,536 GYDG$21,910 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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 vacation rentals in Dade City

  • Total vacation rentals

    Explore 30 vacation rentals in Dade City

  • Nightly prices starting at

    Dade City vacation rentals start at G$12,520 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation 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 vacation 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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