Holiday houses in Shady Hills

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

Location · Value · Beach

Relaxing & inviting pool house

Welcome to your perfect Florida getaway! This home is designed for comfort, relaxation, and fun—ideal for families, couples, or friends. Enjoy TVs in every bedroom, the living room and our Florida room so everyone can unwind with their favorite shows. The Florida room, featuring a patio with a fireplace great for morning coffee or evening relaxation. Outside, you’ll love the private outdoor space, complete with a fireplace, BBQ grill, and hammock, for the perfect atmosphere and entertaining

Location · Family · Condition

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.

Location · Family · Nearby

Spa Bathroom Suite • Luxury Private Retreat

Discover a private luxury escape designed for comfort and relaxation, a hidden gem perfect for a peaceful getaway. Ideal for couples, small families, business travelers, or work stays. Enjoy a spa-like bathroom with a freestanding soaking tub, double rain shower, dual sinks, and elegant finishes, creating a true spa experience. Natural light fills the space, while a fully fenced private patio offers complete privacy, security, and a serene outdoor area to relax and unwind in peace.

Family · Value · Wi-Fi

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.

Location · Family · Decor

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.

Family · Location · Backyard

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.

Value · Family · TV

Triangle Ranch Lodge with Heated Pool

Ready for the perfect getaway? Triangle Ranch is the escape you've been looking for! The ranch is Rustic located on 24 acres of breathtaking views all to yourself. The lodge has 3 bedrooms and can sleep up to 10 guests. This former hunting property is rustic, and cozy, and allows you to feel like you are miles away, on an adventure. Come experience a unique getaway, relax and get in touch with nature. Triangle Ranch is happy to have you!

Location · Family · Accuracy

Ideal Home in Spring Hill

Welcome to Your Ideal Family Getaway! ​• Stay just minutes from top attractions: 7 minutes to Weeki Wachee Springs and 15 minutes to Hernando Beach. • Enjoy a Tempur-Pedic king-size bed for ultimate comfort. • Optional pool heating is available for $25/day for year-round relaxation. • Pets welcome: Up to 2 dogs allowed ($100 per stay). Please report their size, as dogs over 50 lbs may incur an extra charge.

Location · Value · Checkout

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.

Family · Location · Comfort

Born in a Barn at the Barnstead

Born in Barn is a fully finished, climate-controlled one-bedroom stay inside the barn at The Barnstead. Rustic in setting yet comfortable and enclosed, it offers a peaceful place to slow down. The room features an adjustable king bed, mini fridge, and microwave, plus a private wooden deck for morning coffee or evening quiet. We welcome guests who treat the space — and one another — with care.

Family · Kitchen · Indoor spaces

Private Pool, Sauna & Game Room Oasis

Relax and unwind at this comfortable 3-bedroom, 2-bath pool home in Spring Hill. Enjoy your private screened-in pool, spacious living areas, and a fully equipped kitchen. Located in a quiet neighborhood just minutes from Weeki Wachee Springs, local restaurants, shops, and outdoor adventures. Perfect for families, couples, or a relaxing Florida getaway.

Family · Location · Hospitality