
Family-friendly vacation rentals in Hernando County
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Top-rated family-friendly rentals in Hernando County
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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!!

A Frame Stream Dream-WeekiWachee River
This charming A-Frame Cedar Cabin is a perfect retreat on the Weeki Wachee River. Families enjoy kayaking, fishing, or relaxing on the dock by the water. In the evening, the atmosphere transforms with underwater lighting and LED dock lights. The cabin features 2 cozy Cedar bedrooms, including one with a spiral staircase and a master suite with water views. The main bathroom has a waterfall faucet and there's a heated outdoor shower nestled in nature. Create unforgettable memories on Weeki Wachee

Weeki Wachee, Florida Entire House- 2 bed 2 bath
Come and relax in our newly remodeled river front cottage. This spacious two bedroom two full bath home sits nestled between beautiful tropical trees on the crystal clear river that leads out to the gulf of mexico. The 20 x 20 master suite consist of a king bed, custom two person rain shower and walk out private balcony. First level has an open floor plan with a fully stocked kitchen ready to entertain family and friends. The garage has 6 kayaks, life jackets, fishing gear, washer and dryer.

Get to the Choppa! One-of-a-kind 2/1 Helicopter!
Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

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.

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring
Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

Off the Beaten Path
Our home is located on 5 acres in the middle of farms yet we are 10 minutes from shopping and a large variety of restaurants. Tampa International Airport is 50 minutes away so we have the best of both worlds. We enjoy the quiet beauty of the countryside but can be in Tampa for theatre in minutes. Hernando county boasts of some of the best golf courses in the area. We have a walking/biking trail 2 minutes from the house. Two State parks are 10 miles away and are a great way to spend the day.

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.

Wasted Time on the Weeki Wachee - Kayak & Manatees
Manatees, fishing, kayaks, crystal clear water and the best location await you at "Wasted Time," our waterfront retreat on the beautiful Weeki Wachee river, minutes from Rogers Park. This 2/2 stilt home is comfortably furnished, sleeps 6 and comes complete with all the essentials and toys you could imagine, including boat dock. It features a large, screened in balcony patio overlooking the river, and an entire screened in entertaining space underneath the home. Direct access to the Gulf!

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.

Riverfront Escape on the Weeki Wachee with Kayaks
Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.

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.
Popular amenities for Hernando County family-friendly rentals
Family-friendly home rentals with a hot tub

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

Brooksville In-town Mid Century -Sleeps 8 -Hot Tub

Private luxurious pool/spa home. 2acre sanctuary.

Weeki Waterfront Airstream Glamping Experience

Peace Cottage

Log cabin on the river

Coastal Cottage Getaway

The Aripeka Shack
Family- and pet-friendly home rentals

Soluna-Fully fenced home with private pool.

New house only minutes from Weeki Wache State Park

Waterfront & Gulfview Retreat | Hernando Beach

Forest Retreat

Luxury getaway, Heated Pool, Weeki Wachee

Flip Flop River Stop

Newly Remodeled | Direct Gulf Access Retreat

The Little Porch House
Family-friendly home rentals with a pool

Heated Pool Sun-Splashed 3 BR/2 BA Getaway

3 bedroom home with pool on quiet rd

POOL, gameroom, arcade, fishing, kayaks, bikes

Weeki Wachi House | Pvt Pool, Great Location

Pool + Great Location | Spring Hill

Restful Oasis Sleeps 11 |Pool |Game Room|Fire Pit!

Heated Pool | Waterfront | Dock | Kayaks | Beach

Cozy 2BR/2BA Private Pool, Lanai & Pet Friendly
Destinations to explore
- Rentals with a hot tub Hernando County
- Rentals with a fireplace Hernando County
- Apartment rentals Hernando County
- Rentals with lake access Hernando County
- Rentals with a washer and dryer Hernando County
- Rentals with a patio Hernando County
- Pet-friendly rentals Hernando County
- Private suite rentals Hernando County
- RV rentals Hernando County
- Guesthouse rentals Hernando County
- Rentals with a kayak Hernando County
- House rentals Hernando County
- Rentals with a fire pit Hernando County
- Rentals with outdoor seating Hernando County
- Rentals with pools Hernando County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Rainbow Springs State Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- University of South Florida
- Fort Island Beach
- Busch Gardens
- Adventure Island
- Crystal River Archaeological State Park
- Yuengling Center
- Weeki Wachee Springs State Park
- Fred Howard Park
- Three Sisters Springs
- Ben T Davis Beach
- World Equestrian Center
- MidFlorida Credit Union Amphitheatre
- Sunset Beach





