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
Home in Hernando Beach
4.99 out of 5 average rating, 140 reviews

Firepit, Golf Cart, Kayaks, Pedal Boat, Fishing!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Guest favorite
Home in Spring Hill
4.91 out of 5 average rating, 66 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
4.98 out of 5 average rating, 262 reviews

Private Suite Boutique • Luxurious Spa Bathroom

Discover a private luxury retreat designed for comfort and relaxation, a hidden gem perfect for a peaceful escape. Ideal for couples, small families, business travelers, or work stays, unwind in a queen bed or queen sofa bed, enjoy a 55” TV, or relax in a cozy reading chair. The spa-inspired bathroom features a freestanding tub beneath an elegant arched window, a double rain shower, and dual sinks. Natural sunlight fills the space, while a private fenced patio offers a serene outdoor retreat.

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, 215 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, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Top guest favorite
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, 149 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 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, 186 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
Apartment in Port Richey
5 out of 5 average rating, 273 reviews

The Bohemian Studio: Separate Entry & Fenced Patio

🚨 Unbeatable Deal‼️Serene Countryside Escape. BEST PRICE IN THE AREA. This cozy studio offers total privacy, separate entrance & self check-in Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen & bathroom 💻 High-Speed Internet, ethernet & FREE Netflix 🚗 FREE Parkings Perfect for traveling nurses, snowbirds or romantic escapes The best of both worlds Comfort, Peace & Privacy

Top guest favorite
A cozy living area features a turquoise and white beach-themed couch, complemented by a neutral armchair. A coffee table sits in front of a flat-screen TV on a white mantel. Soft lighting is provided by lamps near the windows, which are adorned with sheer curtains.
Cottage in Weeki Wachee
4.96 out of 5 average rating, 312 reviews

The Hideaway - Quaint and Peaceful Cottage

1.5 miles from Weeki Wachee State Park. Charming, quiet, quaint cottage, beach theme, quiet neighborhood. 2 bedrooms, 1 bathroom. Utilities, flat screen TV, cable, Netflix, wireless internet, DVD player, DVDs, towels and linens. Fully equipped kitchen with pots, pans, utensils, plates, glasses, coffee cups, wine glasses, coffee maker, air fryer, toaster and blender. Outdoor sitting area with a charcoal grill and a fire pit. Bring boat or kayaks. Park your boat on the property.

Top guest favorite
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 Hudson
5 out of 5 average rating, 128 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.

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
4.96 out of 5 average rating, 45 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.

Guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 132 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
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, 61 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.

Popular amenities for Shady Hills vacation rentals

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