Vacation rentals in Shady Hills

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Top-rated vacation rentals in Shady Hills

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Superhost
The living area features a light and airy design with a gray sofa, two armchairs, and a wooden coffee table. Large windows allow natural light to fill the space. A ceiling fan is visible, and the kitchen area can be seen in the background.
Home in Land O' Lakes
4.91 out of 5 average rating, 101 reviews

the Country House

Take a ride down a dirt road to a fully renovated home on a 2.5-acre wooded lot in rural Land O’ Lakes. Here, you’ll find a blend of rustic charm and modern comfort—far enough to feel like you’ve escaped, yet close enough to enjoy the convenience of city amenities. Wake up to the sound of birdsong, wander under the shady trees, or simply soak up the stillness of nature. Whether you’re seeking a weekend getaway or a longer retreat, this unique hideaway offers an escape from the everyday husttle.

Top guest favourite
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
4.98 out of 5 average rating, 249 reviews

Private Suite Boutique • Luxurious Spa Bathroom

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…

Superhost
Guest suite in Spring Hill
4.88 out of 5 average rating, 261 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!

Guest favourite
A spacious outdoor area features a large pool surrounded by a wood deck, set within a fenced yard. The landscape includes soft white rocks and manicured trees, offering a relaxing environment. Black seating around a circular fire pit provides an inviting space for gatherings.
Home in Spring Hill
4.91 out of 5 average rating, 92 reviews

Adv. Coast: 3/3 Heated Pool, Near Springs, Beach

Enjoy Florida's Adventure Coast and return to relax at this AirBnB with your own private pool and covered outdoor dining/lounging area in this 3-bedroom 3-bath home. This modern style home is centrally located-- 10 minutes to Adventure Coast Fun Park 7 minutes to Weeki Wachee Spring 8 minutes to Botanical Garden & Nursery 16 minutes to Pine Island (white sand beach w/ $5 all day parking) 45 minutes to Tampa International Airport 1 hour to Clearwater Beach 1 hour & 45 minutes to Disney World

Top guest favourite
An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.
Home in Spring Hill
4.95 out of 5 average rating, 143 reviews

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Top guest favourite
The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.
Home in Sea Pines
5 out of 5 average rating, 126 reviews

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

Superhost
Tiny homes in Spring Hill
4.87 out of 5 average rating, 180 reviews

Tiny Home

Escape to comfort and style in our beautifully designed studio. Whether you’re looking for a relaxing solo retreat, a romantic getaway, or a cozy stay for two, this tranquil beach-themed space offers the perfect balance of comfort, convenience, and charm. You’ll be greeted by a clean, modern interior that blends coastal decor with practical amenities. The room features a comfy queen sized bed dressed in a stunning canvas setting the mood for peaceful relaxing evenings.

Guest favourite
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, 130 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 favourite
A single-story country home is shown, featuring a cheerful yellow exterior with stone accents. Lush, well-maintained landscaping surrounds the entrance, and a driveway leads to a garage. Large windows provide natural light, and verdant trees frame the peaceful setting.
Home in Spring Hill
4.97 out of 5 average rating, 59 reviews

Sundance' Acres -Peaceful Private /Hot Tub/FirePit

Relax in a brand-new country home in the heart of beautiful Florida.  This home is located on a peaceful country-wooded road, high and dry and away from swamps.  Boasts 2 baths, laundry, 3 bedrooms (the Master has a king bed, and the 2 guest bedrooms have Queen beds), Wall mounted TVs in the living room and each bedroom. The home is beautifully furnished with everything you need for a relaxing fun-filled vacation. Everything provided is of high quality.

Top guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 119 reviews

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Top guest favourite
Home in Spring Hill
5 out of 5 average rating, 15 reviews

The Little Porch House

Peaceful Country Charm with Modern Comforts Escape to a cozy retreat where time slows and simple pleasures shine. Tucked just off the beaten path, this welcoming home offers quiet mornings, starry nights, and easy access to parks, beaches, shops, and local favorites. Inside, rustic touches blend with modern comfort—an inviting space to unwind, savor the calm, and make moments that feel like a true getaway.

Top guest favourite
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, 489 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.

Popular amenities for Shady Hills vacation rentals

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