Family-friendly holiday rentals in Port Richey

5 out of 5 average rating, 257 reviews

A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.

Flat in Timber Oaks

The Bohemian Studio: Separate Entry & Fenced Patio

🚨 Unbeatable Deal-A serene, countryside escape, BEST PRICE IN THE AREA (JAN-MAY) This cozy studio offers total privacy, separate entrance & self check-in. Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen & bathroom 💻 High-Speed Internet, ethernet & FREE Netflix 🚗 FREE Parkings Perfect for traveling nurses, snowbirds or romantic escapes The best of both worlds Comfort, Peace & Privacy

An outdoor seating area is arranged around a central fire pit, surrounded by decorative gravel. Several black lounge chairs provide comfortable seating, while a wooden fence and palm plants create a sense of privacy and relaxation in the space.

4.96 out of 5 average rating, 108 reviews

Your Florida coastal vacation awaits you!

Come relax with the whole Family at our newly renovated home with all modern amenities and appliances. Located in Port Ritchey FL, the villa sleeps 8 with a Sunroom & Lanai sitting area, and a garage / gaming area for the kids. It’s north from the famous beaches in St. Petersburg, and 30mins to Tarpon Springs. Our home is centrally located and minutes away from restaurants, shopping and near by Hudson beach. Plus some of Florida's most famous springs with manatees and other wildlife's to see.

Guest suite in Spring Hill

The bathroom features a freestanding bathtub and two elegant showerheads within a marble-tiled enclosure. Natural light enters through a round window, highlighting the floral accents on the counter. Gold fixtures add a luxurious touch to the modern design.

4.98 out of 5 average rating, 248 reviews

Private Suite Boutique • Luxurious Spa Bathroom

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…

Two black rocking chairs with Buccaneers branding are positioned on a light-colored deck. Lush green grass and palm trees frame the view, with a path leading to a screened-in patio visible in the background under a bright blue sky.

4.94 out of 5 average rating, 118 reviews

Gulf Harbors Vacation Oasis

This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

4.92 out of 5 average rating, 145 reviews

The image captures an aerial view of a spacious two-story home in a serene setting. A pool is visible in the backyard, alongside a floating dock leading to a canal. Lush greenery and outdoor seating areas enhance the outdoor space.

Home in Hudson

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

4.91 out of 5 average rating, 131 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Sunny Pool Home • Near Tarpon & Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

4.92 out of 5 average rating, 38 reviews

Cozy Oasis Screened Pool Picturesque Canal Views!

5⭐⭐⭐⭐⭐ Service & Accommodations! Welcome to our serene waterfront retreat, a 3-bedroom, 2-bathroom home that comfortably sleeps 10 guests. Nestled along a picturesque canal, our property offers the perfect blend of tranquility and convenience for your next vacation. Unbeatable spot to have a relaxing and rejuvenating vacation experience ❤️❤️❤️❤️❤️ Inquire with us today for last minute specials, availability and other info! Professionally Managed by ❤️ Emperor Rentals 👑

4.99 out of 5 average rating, 176 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.

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, 129 reviews

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.

Guest suite in New Port Richey

4.95 out of 5 average rating, 103 reviews

1. Cotee River Tiki Hut

Private bungalow on the Cotee River with a dock. Boat, bicycle and golf cart rentals are close. Located 3/4 mi from the open Gulf. The interior has a tiki hut feel, with bamboo throughout. 3 bbq's-gas, charcoal or smoker, fire pit and a picnic table overlooking the river. Tiki bar/restaurants within .5 mi. It's fun to kayak to them. 1 mile to downtown NPR has several new restaurants and bars. Beach chairs and beach towels are available. Free use of kayaks.

4.93 out of 5 average rating, 148 reviews

Home in New Port Richey

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

Superhost

A private outdoor heated pool is framed by a concrete patio, featuring a curved design and clear blue water. Four colorful chairs provide seating around the pool, with additional lounge chairs nearby. A wooden fence offers privacy in the background.

4.9 out of 5 average rating, 214 reviews

"Wet Feet Retreat" pool home

Cozy beach themed 1,000sq ft pool home in Port Richey, FL. Relax by your private outdoor heated year round pool or take a drive over to the sponge docks in Tarpon Springs to sample authentic greek cuisine. Want to swim with the Manatees or go scalloping? Then check out the nearby city of Weeki Wachee. Close to multiple beaches, state parks, restaraunts, and local attractions. Fishing poles and equipment on site to take with you to the beach or pier.

Popular amenities for Port Richey family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 201 reviews

A spacious outdoor deck is shown, featuring a hot tub covered with a protective lid. Blue and white lounge chairs, along with bright cushions, are arranged for relaxation. The cottage's vibrant turquoise exterior is complemented by a cheerful yellow door and lush surrounding greenery.

Cottage in Safety Harbor

Harbor Oasis | Hot Tub | Private | Lush Backyard

4.93 out of 5 average rating, 137 reviews

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 572 reviews

Cozy AF Tiny-House Oasis

4.98 out of 5 average rating, 291 reviews

Home in Largo

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

4.96 out of 5 average rating, 192 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guest house in Dunedin

Tiki Hut Cottage

4.95 out of 5 average rating, 112 reviews

Home in Clearwater Beach

Waterfront Coastal Bliss at Brightwater w/ Heated

Camper van/Motorhome 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, 152 reviews

Weeki Waterfront Airstream Glamping Experience

A tranquil pool area is surrounded by lounge chairs, offering a space for relaxation. A gazebo is visible in the background, providing shaded seating. The scene is enhanced by a backdrop of lush trees and a colorful sunset sky, creating a serene outdoor environment.

4.88 out of 5 average rating, 168 reviews

Ranch Pool Resort with Horses jacuzzi nearby park

Family- and pet-friendly home rentals

A modern single-story home is depicted, featuring a clean exterior with a gray facade and a spacious driveway. A two-car garage is visible, and the front yard is landscaped with greenery. Clear blue skies are present in the background.

5 out of 5 average rating, 8 reviews

Cozy home! Pool.

A modern kitchen showcases white cabinetry with open storage, displaying dinnerware, a blender, and a coffee maker. A sleek microwave and stove are visible below, with utensils arranged on the countertop next to the coffee station featuring various coffee pods.

4.95 out of 5 average rating, 61 reviews

Dog Friendly House w/ Fenced Backyard

4.93 out of 5 average rating, 55 reviews

Luxury getaway, Heated Pool, Weeki Wachee

Superhost

Home in New Port Richey

5 out of 5 average rating, 4 reviews

River Road Retreat

4.91 out of 5 average rating, 139 reviews

A compact bedroom features a neatly made bed adorned with decorative pillows. A small nightstand with a lamp is positioned beside the bed. Wall art depicting floral designs enhances the room's decor. A fan hangs from the ceiling, providing airflow.

Flat in Port Richey

La Palma

Home in Sea Ranch on the Gulf

The exterior of a freshly redone home is visible, featuring a combination of yellow siding and stone accents. A welcoming sign is positioned near the entrance, surrounded by colorful flower beds with various blooms and maintained landscaping, creating an inviting approach to the property.

4.86 out of 5 average rating, 123 reviews

Waterfront house near Gulf of Mexico

The exterior of a single-story home is presented, featuring a large palm tree in the center of the yard. Lush green grass surrounds the home, with various potted plants enhancing the entrance. A welcoming pathway leads to the front door, complemented by a clear blue sky.

4.93 out of 5 average rating, 29 reviews

Pool home in Port Richey dog friendly

5 out of 5 average rating, 7 reviews

Sunset View, Private Heated Pool, Tiki Hut & Dock!

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 29 reviews

Bahama Behms pool house by the marina

Guest house 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, 181 reviews

J&M Homestead

A private heated pool is surrounded by a spacious patio. The serene lake view is enhanced by colorful sunset hues in the sky, creating a calm outdoor setting. Lush palm trees frame the area, contributing to the coastal atmosphere.

4.92 out of 5 average rating, 39 reviews

Lake House | Heated pool |10 PPL | Games | BBQ

An inviting pool lanai is showcased, featuring comfortable lounge chairs and small tables. An umbrella provides shade, enhancing relaxation by the heated pool. A serene lake view is visible beyond the screened enclosure, surrounded by greenery and residential properties.

4.96 out of 5 average rating, 50 reviews

Lakefront House with Heated Pool

The single-story house features a white exterior with a tan roof. A vibrant yellow door provides a welcoming entrance. A paved driveway leads to a two-car garage. Lush green grass surrounds the home, complemented by low shrubs and flowerbeds along the front walkway.

4.85 out of 5 average rating, 93 reviews

The Sunrise house

A shaded tiki hut with a thatched roof sits by the water, featuring a seating area and colorful lounge chairs. The scene is complemented by a private pool and lush greenery, with the bayou visible in the background under a blue sky dotted with clouds.

4.96 out of 5 average rating, 49 reviews

Paradise on the bayou

Four cushioned lounge chairs are arranged beside a tranquil pool, reflecting the surrounding waterfront. The sun illuminates the area, highlighting a nearby gazebo and lush greenery in the background. Calm waters stretch out, creating a serene outdoor setting.

5 out of 5 average rating, 30 reviews

Tropical Waterfront Beach House

Superhost

A screened-in pool area features a curvilinear pool surrounded by a concrete deck. Five lounge chairs are positioned nearby, offering space for relaxation. Natural light reflects off the water's surface, and a pink inflatable float rests within the pool.