
Holiday rentals in Hernando County
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Top-rated holiday rentals in Hernando County
Guests agree: these stays are highly rated for location, cleanliness and more.

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!!

Weeki Wachee Pirate House-6703 W. Richard Dr.
Embellish in this once in a lifetime, perfect getaway on Weeki Wachee River. A local favorite! Fully furnished pirate themed, 500 sq ft home with 1 bedroom 1 bath full kitchen and sofa bed. It has everything needed to create unique memories. Swim with manatees in the crystal clear spring-fed river. Have your coffee on the porch over looking the water and your favorite drink around the fire at night. Kayaks are included. Minutes from Weeki Wachee mermaids, Pine Island Beach and Homosassa Springs.

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!

Relaxing Luxury Private Suite • SpaBathroom Chic
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…

Duck Haven - Wildlife Sanctuary - 5 miles to I75
Have you ever wanted the opportunity to feed an egg to a fox? Or feed a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife sanctuary here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway

Weeki Wachee River Escape Waterfront Home w/Kayaks
Stay at this Weeki Wachee River Escape! 2 BR, 2 BA, updated coastal-themed home on the river that sleeps up to 6 people with a floating dock! The main house has a large master BR with king bed, full bath, beautiful kitchen and living room with bunk beds (twin and full) The patio is screened-in and has a dining and seating area. The little house has a queen bed, full bath and washer/dryer. Relax out back by a fire pit or cookout on the grill and enjoy the 5 kayaks and paddle board!

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.

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.

Harbormaster’s Loft-Nature and Kayak
Find your zen...Relax in the surroundings of an 150 acre bird sanctuary. Hear the sounds of the birds and star gaze into the night. Paddle to the crystal clear waters of the weeki wachee from bay lake pond, then 15-20 min nature paddle down canal to river . Observe manatees, birds, otters and turtles , or spend the afternoon at the beach watching dolphins or cast a fishing line into the pond or river..

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.

Independent Guest House - Ideal for Rest
An independent guesthouse with its private fenced space and with 2 available parking spaces conveniently located in front. A newly furnished space with all all full bath, bedroom with double bed and fully stocked kitchen. Enjoy personalized attention for an unforgettable stay, ideal for rest and relaxation. Close park and beaches, near I-75 and Suncoast Parkway in Pasco County.

Coastal Cottage Getaway
Come enjoy our cozy cottage nestled on a peninsula between the Gulf of Mexico and the Mud River. We have a private boat ramp, fish cleaning room, hot tub, an outdoor cooking area, smart TV, kayaks, stand up paddleboards, and bicycles. The cottage is situated behind our home so if you need assistance we are here to help.
Popular amenities for Hernando County holiday rentals
Other great holiday rentals in Hernando County

Pine Island Escape | Kayaks, Sand, Sunsets & Games

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Hernando Beach Pool & Relaxation Home

Floral City Oasis | Pool, BBQ Area & Forest View

Cooler waters means Manatee Season on the Springs!

Spring Hill Serenity:Cozy Escape

Riverside Retreat

Vintage tiny house on Weeki w/ kayaks and RV site
Destinations to explore
- Guest house rentals Hernando County
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- Rentals with a washing machine and dryer Hernando County
- Pet-friendly rentals Hernando County
- Private suite rentals Hernando County
- Rentals with a fireplace Hernando County
- Rentals with a kayak Hernando County
- Flat rentals Hernando County
- Rentals with lake access Hernando County
- House rentals Hernando County
- Rentals with a firepit Hernando County
- Rentals with a hot tub Hernando County
- Rentals with pools Hernando County
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- Family-friendly rentals Hernando County
- Rentals with a patio Hernando County
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Amalie Arena
- ZooTampa at Lowry Park
- Rainbow Springs State Park
- Tampa Palms Golf & Country Club
- Fort Island Beach
- Adventure Island
- Honeymoon Island Beach
- Busch Gardens
- Fred Howard Park
- Clearwater Marine Aquarium
- Ben T Davis Beach
- Black Diamond Ranch
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- World Woods Golf Club
- Gandy Beach
- Bird Creek Beach
- Homosassa Springs Wildlife State Park
- Clerbrook Golf & RV Resort
- Honeymoon Island State Park Pet Beach




