Vacation rentals in Dade City

4.94 out of 5 average rating, 101 reviews

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

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.

4.95 out of 5 average rating, 43 reviews

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

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!

5 out of 5 average rating, 230 reviews

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

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.

Guesthouse in Spring Hill

A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.

5 out of 5 average rating, 164 reviews

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

4.92 out of 5 average rating, 338 reviews

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

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

5 out of 5 average rating, 198 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Tiny home in Wesley Chapel

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.

4.96 out of 5 average rating, 141 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.

4.95 out of 5 average rating, 202 reviews

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

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.

4.99 out of 5 average rating, 244 reviews

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

💙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

4.98 out of 5 average rating, 144 reviews

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

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.

4.94 out of 5 average rating, 465 reviews

A stone pathway meanders through lush greenery, leading towards a serene seating area. Tall palmetto plants are situated on either side of the path, with vibrant seating visible in the background. Sunlight filters through the surrounding foliage, creating a peaceful invitation to relax outdoors.

Cottage in Brooksville

Whispers of Country Where your soul will Wander.

The Shebeen – a charming retreat nestled along the Brooksville ridge, on a picturesque working dairy farm. Here, adventure meets relaxation in a space designed for, reflection, and a bit of romance. Let the rhythmic sound of the farm surround you as you step into a world where time slows, and every moment feels like a sweet escape. Book your stay now and find a little magic in every moment.

4.84 out of 5 average rating, 251 reviews

The rustic cedar cabin features a tall, angled roof and large glass windows, allowing ample natural light into the space. The exterior is clad in warm wood tones, surrounded by trees and a peaceful outdoor area. A small seating area is visible beside the cabin.

Guesthouse in Dade City

Studio Zen

Rustic cabin 3 miles from Dade City, San Antonio and Saint Leo, Florida. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends - please count each pet as an extra person when reserving. Imagine glamping+++. Campground feel with more amenities, comfort and privacy.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Dade City vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Dade City

The exterior of a one-story home is showcased, featuring a light grey facade and large windows. A neatly trimmed hedge and palm plant enhance the front yard, while a paved driveway leads to the entrance, which is partially covered by an awning.

5 out of 5 average rating, 6 reviews

Relax and enjoy the Sunshine!

A sparkling blue pool is surrounded by well-maintained palm trees and lounge chairs. A shaded pavilion with large columns provides seating options near the water, offering a tranquil spot for relaxation. Clear skies and greenery form a serene backdrop.

5 out of 5 average rating, 20 reviews

Sunset Serenity

Superhost

A bright sleeping area features two spacious beds with neutral bedding and decorative pillows. Soft carpeting covers the floor, and a ceiling fan is mounted overhead. A window draped with dark curtains allows natural light to illuminate the room, highlighting its clean and modern design.

4.6 out of 5 average rating, 5 reviews

Casa luxury Relax Zephyrhills wesly chapel Tampa

4.94 out of 5 average rating, 16 reviews

A modern kitchen features white cabinetry and a spacious island with seating for several. Stainless steel appliances, including a refrigerator and microwave, are visible. A dining area is nearby, accompanied by a glass table and chairs. Bright lighting enhances the clean, open layout.

Home in San Antonio

The Blue House

A spacious living area is presented with a large sectional sofa adorned with textured pillows. A glass coffee table holds decor items, while natural light enters through a nearby window, enhancing the neutral color palette of the room.

Home in Brooksville

4.81 out of 5 average rating, 98 reviews

Family Home in Brooksville FL

A two-story farmhouse with a light green exterior is positioned amidst trees. A covered porch with black railings and steps provides access to the front door. Gravel pathways lead to the home, enhancing the rural setting.

4.97 out of 5 average rating, 65 reviews

Cute farmhouse in a park like setting on 10 acres

4.98 out of 5 average rating, 45 reviews

A spacious living area features high ceilings and natural light, with a comfortable seating arrangement that includes a gray sectional and armchairs. A modern coffee table sits at the center, complemented by a decorative lamp and plants. The area seamlessly connects to a dining space with a large table.

Home in Wesley Chapel

Designers Villa @ Saddlebrook

The kitchen features modern grey cabinetry, white countertops, and stainless steel appliances. A spacious island with three bar stools is positioned for casual dining. Two pendant lights provide bright illumination over the island, enhancing the kitchen's contemporary design.