Family-friendly holiday rentals in Hernando Beach

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!!

Sunshine Escape Hernando Beach Direct Gulf Access

🌞 Sunshine Escape – Luxury Waterfront Retreat in Hernando Beach Freshly renovated in 2024, this stylish canal-front escape offers direct Gulf access, a private dock, kayaks, paddleboards, bikes, firepit, and boutique coastal charm. Relax under the waterfront pergola with a drink in hand, explore the water by day, and unwind in comfort by night. Inside, you’ll find a bright living space, fully stocked kitchen, Smart TVs, and comfy bedrooms (King + Queen). Bring your boat, cast a line, or explore

Waterfront direct GULF access with heated pool

Escape to paradise in this spacious and serene one level, Gulf-front retreat. This 3-bedroom home offers direct access to the Gulf from a private boat dock, perfect for boating and water adventures. Relax in the heated pool, nestled within a screened lanai! With plenty of space for up to six guests, this coastal getaway is designed for relaxation and unforgettable memories. Whether you’re lounging by the pool, or soaking in breathtaking sunsets, this is your perfect escape on the Gulf of Mexico

*NEW* - Waterfront - Heated Pool - 4 Kayak - grill

Waterfront Oasis w/ Heated Pool, Dock + Kayaks! Unwind in your private screened-in heated pool or fish right from the private dock. Bring your boat (up to 26’) & furry friends (small fee). Loaded kitchen, grill (propane included), complimentary coffee bar, snow cone machine, & 4 kayaks for fun on the water. Open floor plan, unbeatable backyard views, and the ultimate Florida waterfront escape — perfect for families, boaters, or couples! Don't miss this 5-star waterfront Florida escape!

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

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.

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

Little Stilthouse with Boatdock

Slow down the pace for a relaxing and serene stay on Florida's scenic nature coast. Enjoy a kayak or paddle through our amazing water channel neighborhood or a walk through the nearby Weeki Watchee Nature Preserve. Or simply relax in a hammock or swim from the dock. Walk or bike to the friendly restaurants and watering holes and enjoy the local flavor. Our fully renovated Little Stilt house has all the modern amenities to make your stay enjoyable and memorable.

Coppertale Hernando Beach

Welcome to Coppertale in Hernando Beach- your waterfront getaway! Whether you’re planning a family vacation or a group retreat, this waterfront gem has everything you need for an unforgettable stay. This tastefully designed home features an open floor plan, well-equipped kitchen, spacious island, screened patio, outdoor deck area, floating dock, kayaks and stunning water views – the perfect recipe for those looking to relax and unwind by the ocean.

Heated Pool | Waterfront | Dock | Kayaks | Beach

Waterfront escape with heated pool, private beach, and fast Gulf access. Dock your boat, fish from the seawall, or paddle out using four included kayaks. Watch dolphins from the backyard, relax under the shaded awning, or gather around the firepit. The fenced outdoor area features loungers, a grill, and dining space. Inside are three comfortable bedrooms, a full kitchen, and bright living areas. Less than a mile to the public boat ramp.

Waterfront & Gulfview Retreat | Hernando Beach

Escape to this cozy 3BD/2BA waterfront gem in Hernando Beach. With direct canal access & a small ramp, it’s perfect for kayaking, fishing, or simply relaxing by the water. Enjoy breathtaking sunsets from the west-facing patio, then settle into the home’s laid-back, beachy vibe. Just minutes from Pine Island Beach, Weeki Wachee Springs, dolphin tours, and fresh seafood dining—the ideal family getaway on Florida’s Gulf Coast.