Vacation rentals in Shady Hills

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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
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, 205 reviews

Relaxing private suite, Air bath tub, Safe area

Charm and comfort await you in our private Airbnb suite. This spacious suite features a queen-size bed and a queen sofa bed, perfect for families or small groups. Enjoy entertainment on the 55" Toshiba TV or relax by the window in the comfortable chair with your favorite book. The kitchen is small but fully equipped for your needs and has a large refrigerator too. The luxury continues in the bathroom, where you will find a Jacuzzi bathtub, double shower and double sink for your maximum comfort 🤗

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, 207 reviews

The Bohemian Studio Countryside Gem Separate Entry

Don't Miss Out on Our Studio Deal! Book NOW! Cozy in a PRIVATE countryside place but just minutes away from hospitals, restaurants, shopping, springs, beach & downtown. Self-check-in & SEPARATE entry. Enjoy your private fenced patio, full bathroom & fully equipped kitchen. Located on 2 acres w/ plenty FREE parking, high-speed internet, ethernet & FREE Netflix. This is the perfect spot for business, family trips, traveling nurses, romantic escape for couples & nature lovers at an excellent price.

Guest favorite
Home in Spring Hill
4.97 out of 5 average rating, 32 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
A well-designed studio layout is shown, featuring a spacious sleeping area with a textured blanket draped over the bed. The kitchen area includes sleek white cabinetry, modern appliances, and a dining setup with two stools at a counter, inviting guests to relax and dine comfortably.
Guest suite in Port Richey
5 out of 5 average rating, 53 reviews

Cozy & Stylish Studio Getaway

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work-related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have quick and easy access to a variety of restaurants, shops, highways, hospitals, and more. You’ll find yourself surrounded by peace, privacy, and a sense of home.

Guest favorite
The exterior entrance of the cottage features a covered porch with wooden beams and lantern-style lighting. A gray staircase leads to the front door, framed by white siding and dark shutters. Stone accents and flower beds enhance the welcoming ambiance.
Home in Brooksville
4.71 out of 5 average rating, 17 reviews

South Brooksville-Cottage- Cozy - Convenient

Be our guest at our brand-new charming cottage - The perfect location to enjoy all the nearby adventures in Florida's Nature Coast. If you're up for diverse experiences like a winery, drag racing, a pumpkin patch or the 47-mile paved Withlacoochee State Trail that also offers unpaved horse trails or see Manatees in Weeki Wachee & Crystal River. Many great local restaurants nearby. Minutes from 7 golf courses. Tampa is 30 minutes by Suncoast expressway - RV parking onsite .

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, 24 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 screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.
Home in Spring Hill
4.94 out of 5 average rating, 123 reviews

Spring Hill, Florida Quaint Paradise

The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Top guest favorite
The kitchen area features modern white cabinetry, a stainless steel stove and refrigerator, and a sleek sink with a mosaic tile backsplash. A small wooden table with two chairs is positioned near a window, allowing natural light to brighten the space.
Condo in Spring Hill
4.95 out of 5 average rating, 38 reviews

Cute Country Hudson Suite

Welcome Medical Professionals! Discover Tranquil Comfort Near Hospitals and Beaches! Are you a traveling nurse or medical professional or vacationer seeking a peaceful retreat that combines comfort and convenience? Look no further! Our one-bedroom country suite in Spring Hill, FL, is the perfect haven for your stay, offering a restful environment close to hospitals, stunning beaches, and vibrant shopping destinations.

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, 471 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
4.92 out of 5 average rating, 131 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
A spacious studio is shown, featuring a comfortable queen bed with light bedding. A kitchenette is visible with white cabinetry and a tiled backsplash. Two bar stools are positioned near a counter, and natural light fills the room through a nearby window.
Guesthouse in Spring Hill
4.97 out of 5 average rating, 31 reviews

Home away from Home 1

Welcome to our cozy and unique place where you can enjoy a quiet and pleasant atmosphere, with a unique style that gives you the comfort you are looking for. Incredible places like Weeki Wachee Spring just 13 minutes away, as well as restaurants and shopping centers.

Guest favorite
A private pool area is featured, enclosed by a screened structure that allows for natural light. The serene water is illuminated by sunlight, while the surrounding space is finished with a smooth surface. A comfortable seating area is seen in the distance, accompanied by nearby decorative landscaping.
Apartment in Land O' Lakes
4.92 out of 5 average rating, 125 reviews

Studio with Pool

If you’re planning a trip to Tampa, experience the charm of our private studio designed for couples. Enjoy a secure night’s stay, unwind by the pool, and savor the convenience of a BBQ and outdoor stove. Relax in this serene and stylish space.

Popular amenities for Shady Hills vacation rentals

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