Family-friendly holiday rentals in Hernando Beach

4.99 out of 5 average rating, 133 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!!

4.96 out of 5 average rating, 261 reviews

Guest suite in Tampa

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

4.99 out of 5 average rating, 263 reviews

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

Home in Port Richey

Heated & Screened in Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

4.91 out of 5 average rating, 117 reviews

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 3 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for sunset cruises, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

4.97 out of 5 average rating, 174 reviews

A screened-in outdoor space features a large patio area with several lounge chairs and a dining table, all overlooking the river. A kayak is stored nearby, and a built-in ladder leads down to the water for convenient access.

Home in Weeki Wachee

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!

Two individuals are seen fishing from a large private dock next to calm waters, with a boat anchored nearby. Spacious Adirondack chairs offer comfortable seating, while houses with porches and greenery can be observed across the canal under a clear sky.

4.95 out of 5 average rating, 198 reviews

Waterfront | Gulf access | 4 Kayaks | Weeki Wachee

Single level. Waterfront, direct Gulf access, large private dock for fishing and boats! Bring your boat or rent one nearby at the Marina, just a few minutes away! Features: - 4 kayaks - EV Charging. - toiletries, cleaning supplies, ziplock bags, aluminum foil, etc all included - fully loaded kitchen - spices, lots of appliances, Calphalon pots and pans, lots of utensils, etc... - complimentary coffee bar (ground coffee, French Press, kcups, creamers, sugars - see pix for more info)

5 out of 5 average rating, 203 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

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)

Aerial view of the Seascape Oasis home showcases the expansive Gulf waters alongside a lush green landscape. The property is surrounded by palm trees and features neighboring homes. The scenery highlights the serene waterway and vibrant greenery, offering a glimpse of the tranquil environment.

4.89 out of 5 average rating, 114 reviews

Oasis on the Gulf- screened heated pool & jacuzzi!

You are renting this ENTIRE Seascape Oasis home sitting on the Gulf, with private water views, screened pool and a private dock for your boat: 3BRs, 2 baths + office BR + living + kitchen + breakfast room + dining room + gym + screened patios + 1 boat dock + Laundry room. Escape to kayaking, scalloping, fishing, crabbing, biking, pool, Florida sunset all at this Seascape Oasis! 5 mins to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, Walmart....

A modern kitchen features blue cabinets and stainless steel appliances. Natural light fills the space, highlighting the countertop's clean design. The open layout connects seamlessly to a living area, which includes light-colored furnishings and decorative rugs, creating a welcoming environment.

4.96 out of 5 average rating, 117 reviews

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!

4.96 out of 5 average rating, 301 reviews

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

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.

4.99 out of 5 average rating, 174 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

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.

4.99 out of 5 average rating, 151 reviews

A wooden dock extends into a serene canal, flanked by lush palm trees and vibrant greenery. A gazebo and outdoor seating area are visible in the background, providing inviting spaces for relaxation amidst the tranquil surroundings.

Cottage in Spring Hill

PARADISE POINT on Weeki Wachee (Boat Welcome)

Find tranquility at Paradise Point, a charming, private STUDIO home so there is not a separate bedroom. Our canal feeds into the Weeki Wachee River just before Rodgers Park. Short, easy paddle, (less than a quarter mile) to the amazingly clear, turquoise rivers. Stunning views from the back porch. Don't miss breathtaking sunsets on the water and watch for manatees, dolphins, and otters. ⭐️ PLEASE NOTE: 🐾 NO pets!

Popular amenities for Hernando Beach family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 134 reviews

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

4.86 out of 5 average rating, 152 reviews

A studio apartment includes a spacious bed with a light blanket, complemented by a cozy sofa and a festive Christmas tree. Soft lighting creates a warm atmosphere, while large glass doors provide access to natural light. A dresser and TV add functionality to the space.

Home in Holiday

Comfort In Holiday

4.98 out of 5 average rating, 183 reviews

A private heated pool is enclosed within a screened lanai, surrounded by serene natural landscaping. The water is calm and clear, with a tiled edge. Nearby, comfortable seating areas are visible, enhancing relaxation opportunities in this tranquil outdoor space.

Home in Weeki Wachee

Private luxurious pool/spa home. 2acre sanctuary.

4.83 out of 5 average rating, 102 reviews

An indoor pool is centrally located, surrounded by a tiled patio and a sculpture positioned on the edge. Large windows allow natural light to fill the space, revealing a view of the adjacent dining and kitchen areas. A second level overhangs the pool area.

Villa in Paradise Lakes

Leithen Lodge Is Like a Scottish Castle in N Tampa

Campervan/RV in Spring Hill

The image features a silver Airstream trailer positioned under a covered wooden structure. A fire pit sits in the foreground, surrounded by a circular metal grate. Rustic wooden benches are placed nearby, and a log rests on the sandy ground, creating a cozy outdoor gathering space.

4.99 out of 5 average rating, 150 reviews

Weeki Waterfront Airstream Glamping Experience

4.95 out of 5 average rating, 115 reviews

A spacious screened-in patio features comfortable seating arrangements with wicker armchairs, designed for relaxation. A circular table sits at the center, accompanied by a fire pit. The saltwater pool glistens in the background, surrounded by tropical greenery and ample natural light.

Home in Palm Harbor

FREE Heated Pool & Spa l Book your Winter Vacation

4.83 out of 5 average rating, 156 reviews

A modern living area features a light-colored sofa and dark accent chairs arranged around a central ottoman. A wall clock complements the artwork displayed above the couch, while the kitchen area is visible in the background, showcasing sleek cabinetry and appliances.

Condo in Paradise Lakes

Millers, BeOne Naturally Clothing Optional Premium

4.96 out of 5 average rating, 156 reviews

The kitchen area features a sleek layout with modern appliances, including a blue vintage refrigerator. A spacious sink is integrated into the countertop with ample storage cabinets above. A cozy seating area is located to the left, showcasing a daybed with decorative pillows.

Campervan/RV in Tampa

Cozy Camper + outdoor shower, fire pit & hottub!

Family- and pet-friendly home rentals

An aerial view of the stilt home, revealing a spacious concrete patio with colorful outdoor seating and a charcoal grill. The private dock extends into the water, ideal for boating activities. Surrounding greenery adds to the inviting ambiance of the property.

5 out of 5 average rating, 25 reviews

Waterfront Gulf Oasis: Renovated 2BR - Deck & Dock

Two kayaks, one red and one orange, are anchored near a wooden dock by a turquoise building. Four blue Adirondack chairs are positioned on the patio, which overlooks a grassy area and a canal. Large windows allow natural light into the space.

4.93 out of 5 average rating, 177 reviews

Little Bohemia! Waterfront+kayaks+dock+tikitub

4.98 out of 5 average rating, 245 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

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.

4.96 out of 5 average rating, 139 reviews

Weeki Wachee Springs heated pool home retreat

4.82 out of 5 average rating, 11 reviews

Hot Tub Waterview & BBQ! Kayak into the Sunset!

A charming pirate-themed home on stilts sits surrounded by lush greenery. The elevated structure features a porch with seating, providing a view of the tranquil river below, where kayaks can be seen ready for use. The inviting space offers a comfortable atmosphere for relaxation.

4.91 out of 5 average rating, 194 reviews

Weeki Wachee Pirate House - 6703 W. Richard Dr.

A serene canal setting is highlighted, featuring calm waters reflecting the surrounding greenery. Boating docks are visible along the banks, with multiple boats moored. Lush trees create a natural backdrop, while the peaceful atmosphere invites relaxation.

4.82 out of 5 average rating, 120 reviews

Flip Flop River Stop

A sparkling swimming pool features vibrant pool floats and is bordered by palm trees. The tranquil canal is visible, with sunset hues reflecting on the water. The outdoor area includes lounge chairs and a dock, creating an inviting space for relaxation and enjoyment.

4.9 out of 5 average rating, 10 reviews

The Salty Mangrove | Pool • Dock • Kayaks

Family-friendly home rentals with a pool

A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.

4.94 out of 5 average rating, 127 reviews

Spring Hill, Florida Quaint Paradise

5 out of 5 average rating, 49 reviews

A spacious heated pool area is surrounded by a screened enclosure, featuring clear blue water under bright sunlight. A view of the waterfront is visible beyond the pool, with palm trees and homes reflected in the water. Potted plants add a touch of greenery.

Home in Hudson

Beautiful sunsets, waterfront 2/2 pool home

A spacious outdoor area features a hot tub with bubbling water, surrounded by a screened patio. A swimming pool gleams in the sunlight, while a vibrant tree house play area with a slide and swing set adds a colorful touch to the yard.

4.99 out of 5 average rating, 91 reviews

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

4.95 out of 5 average rating, 85 reviews

Family Pool Retreat in Spring Hill near Mermaids

Guesthouse in Spring Hill

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.

5 out of 5 average rating, 180 reviews

J&M Homestead

The exterior of the home showcases a light blue façade under a clear sky. A covered porch with arches is featured above the entrance, while palm trees and well-manicured grass surround the property, enhancing the inviting atmosphere of this waterfront retreat.

4.94 out of 5 average rating, 36 reviews

Waterfront-Direct Gulf Access-Dock-Kayaks-Pool

Home in Sea Ranch on the Gulf

4.87 out of 5 average rating, 31 reviews

On the Water! *Pool & Golf Cart

The exterior of a vibrant yellow home features a stone accent wall and a prominent star detail. Lush green grass surrounds the property, complemented by tropical palm trees. The driveway leads to a garage, and an American flag decorates the front, contributing to a welcoming presence.