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Vacation rentals in Shady Hills

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shady Hills

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

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Top guest favorite
A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.
Apartment in Timber Oaks
5 out of 5 average rating, 229 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Unbeatable Deal! Secure a serene, countryside escape at an AMAZING PRICE (JAN-MARCH) A cozy studio offers total PRIVACY with self-check-in & a separate entry. Enjoy a PEACEFUL stay minutes from hospitals, dining, springs, & beaches 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen and bathroom 💻 High-Speed Internet & FREE Netflix 🚗 Ample FREE Parking Zero Hidden Costs Perfect for traveling nurses, snowbirds, or a romantic escape. Experience comfort and book your stress-free getaway now

Guest favorite
Home in Spring Hill
4.93 out of 5 average rating, 45 reviews

Luxury getaway, Heated Pool, Weeki Wachee

Enjoy a comfortable and private stay in this fully equipped home, ideal for families or groups.The property features two separate bedrooms, a spacious living room overlooking the pool, and a variety of amenities for all ages. The main house is for guests only. The garage is not part of the accommodation and is reserved for use by the host, isolated from the interior of the house, sealed walls and a separate entrance on the left side of the house,NO shared access between the garage and the house

Top guest favorite
The bathroom features a freestanding bathtub and two elegant showerheads within a marble-tiled enclosure. Natural light enters through a round window, highlighting the floral accents on the counter. Gold fixtures add a luxurious touch to the modern design.
Guest suite in Spring Hill
4.99 out of 5 average rating, 222 reviews

Relaxing Luxury Private Suite • SpaBathroom Chic

Discover unmatched luxury and comfort in our private suite. Drift into a queen bed or queen sofa bed, enjoy a 55” TV, or curl up in a comfortable reading chair. The compact kitchen with a full-size fridge adds convenience, while the spa-inspired bathroom enchants with a sculptural freestanding tub beneath an arched window, a double rain shower, dual sinks, and sunlight that warms the space. Step onto your private, fully fenced, tranquil patio and immerse yourself in serene elegance and calm…

Guest favorite
Guest suite in Spring Hill
4.89 out of 5 average rating, 244 reviews

King Suite•Private Entry•Driveway•Wi-Fi•Self Check

By heart of town conveniently close to many great amenities. Water & land adventures just minutes away! This cozy suite is super inviting & has all you may need for a comfy stay. Private entry with a large driveway parking. Open layout with en-suite bathroom&kitchenette. Windows for natural sunlight. Blue ambiance lights create an enjoyable atmosphere. New king hybrid mattress, seating &dining area, 55" smart TV, Free Wi-Fi + Streaming Apps. Mini fridge&freezer,microwave,coffee maker & more!

Top guest favorite
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.
Guesthouse in Spring Hill
5 out of 5 average rating, 176 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.

Top guest favorite
A charming exterior showcases a single-story cabin with a covered porch, framed by lush greenery. The porch features comfortable seating arrangements and potted plants. Wood paneling enhances the rustic appeal, while a welcoming entrance is visible to the left.
Cottage in Spring Hill
5 out of 5 average rating, 34 reviews

Breezy Botanical Bungalow

A perfect little hideaway while visiting the Tampa Bay area. Enjoy rocking on the porch, have a spa day reveling in the Infrared Sauna, take in a workout or some yoga. Soak in the Jacuzzi or experience your full coffee bar, relax on a swing and watch the goats and other animals play. Turn it up a notch and cook in the BBQ Hut equipped with a Blackstone with Air Fryer. Pizza oven also available. Evenings unwind at the firepit for some toasted marshmallows and quiet time.

Top guest favorite
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
4.94 out of 5 average rating, 478 reviews

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.

Top guest favorite
A cozy bedroom is furnished with a double bed, adorned with a patterned comforter and decorative pillows. A bedside table holds a lamp and a decorative piece. Natural light filters through sheer curtains, creating a bright and welcoming space.
Guesthouse in Spring Hill
4.93 out of 5 average rating, 148 reviews

Independent Guest House - Ideal for Rest

An independent guesthouse with its private fenced space and with 2 available parking spaces conveniently located in front. A newly furnished space with all all full bath, bedroom with double bed and fully stocked kitchen. Enjoy personalized attention for an unforgettable stay, ideal for rest and relaxation. Close park and beaches, near I-75 and Suncoast Parkway in Pasco County.

Top guest favorite
The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.
Cottage in Spring Hill
4.93 out of 5 average rating, 174 reviews

The Aripeka Shack

The "Shack" is our rustic weekend getaway in Aripeka, one of a few remaining "Old Florida" fishing towns. A great place to enjoy Florida nature as it used to be. Located between Hernando Beach, Spring Hill, and Hudson; Aripeka is an easy drive to the many attractions in the "Nature Coast" and the Tampa/Clearwater/St. Pete area.

Guest favorite
A spacious bedroom features a wooden bed framed with a floral-patterned quilt. Two bedside lamps provide soft lighting, and a round mirror reflects the room's decor. A wooden dresser and a small table are positioned nearby, contributing to a cozy yet functional atmosphere.
Guest suite in Spring Hill
4.85 out of 5 average rating, 175 reviews

Adelynn Suite

Is a fantastic suite to get a wonderful vacation with al benefits of private suite. Offert a private entrance, a queen size bed and full bathroom. You can find beaches 4 to 7 miles away from the place. Weeki Washer Preserve 2 miles away, Salt Spring park 4.5 miles and other interes places

Superhost
A well-appointed bedroom features a spacious bed with a light-colored comforter and decorative pillows. A piece of abstract artwork with blue and gold tones is displayed above the bed. A small nightstand with a lamp is situated beside the bed, and a full-length mirror is positioned against the wall.
Guest suite in Port Richey
4.83 out of 5 average rating, 111 reviews

Private suite with free parking.

Centrally located for convenience. Close to beaches, parks, supermarkets, restaurants and more attractions. Just 40 minutes from TPA. We invite you to explore Central Florida from our suite. We offer a healthy environment for children and families.

Guest favorite
Two horses are seen grazing in a green pasture, with a brown horse on the left and a white horse on the right. A wooden structure is visible in the background, surrounded by trees under a partially cloudy sky.
Apartment in Spring Hill
4.92 out of 5 average rating, 156 reviews

“Couples Retreat “barndominium horses pool Apt 3

Take it easy at this unique and tranquil getaway. This home will be a unforgettable stay nestled on 6 acres behind the gate you will find a paradise so peaceful. Bike trail access is also located on property. So bring your bikes for a nice outing.

Popular amenities for Shady Hills vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pasco County
  5. Shady Hills