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Kid-friendly vacation rentals in Holiday

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Holiday

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A vintage windmill stands among the trees, surrounded by fallen leaves, emphasizing the natural setting. Inset shows a cozy bedroom with a neatly made bed dressed in soft white linens and decorative pillows, complemented by a bedside table and lamp.

Apartment in Port Richey

5 out of 5 average rating, 160 reviews

The Bohemian Studio Countryside Gem Separate Entry

THE BEST OF BOTH WORLDS Affordable and cozy Studio in a private and peaceful country setting, NO HIDDEN FEES & just minutes away from hospitals, restaurants, shopping, and downtown. Self-check-in and separate entry.Enjoy your private fenced patio, full bathroom & a fully equipped kitchen. Located on 2 acres with plenty of FREE parking. High-speed internet, ethernet & FREE Netflix. This is the perfect spot for business travelers, traveling nurses, couples & nature lovers to unwind and recharge

Top guest favorite

The exterior of the cabin is showcased, featuring a white façade and a welcoming front porch. Decorated with colorful plants, the walkway leads to the entrance, framed by lush greenery and tall trees providing natural shade.

Cottage in Tarpon Springs

4.98 out of 5 average rating, 112 reviews

Cooper Cabin: Cute, Adorable, Standalone Studio

Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

Guesthouse in Palm Harbor

4.9 out of 5 average rating, 143 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

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.

Home in Port Richey

4.94 out of 5 average rating, 100 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.

Top guest favorite

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

5 out of 5 average rating, 193 reviews

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)

Top guest favorite

A spacious sleeping area features a large bed with a neatly arranged white coverlet. A comfortable sitting area is visible on the side, complemented by a lamp that provides soft lighting. A small window with light-colored curtains adds natural brightness to the room.

Apartment in New Port Richey

5 out of 5 average rating, 102 reviews

Cozy Apt. Suite - Sunny Tampa Bay Area

Don’t be fooled,This is a real gem and remodeled unit. Kick back and relax at this peaceful and cozy suite. Located near Historic Downtown New Port Richey and Trinity Area. You can visit the nearby Tarpon Springs Sponge Docks, Honeymoon Island or Clearwater which is rated one of the top 10 beaches in the nation. We are centrally located near 3 community hospitals. Travel Nurses or Professionals are welcomed. Whether you are traveling for leisure or work this is the place for you!

A well-appointed bedroom features a spacious bed dressed in black and white linens, complemented by decorative pillows. A cozy chair sits in the corner beside a side table, with a lamp providing soft light. Natural light filters through dual-window blinds.

Home in Holiday

4.75 out of 5 average rating, 101 reviews

Budget-Friendly and Cozy, Stay near beaches.

This house is perfect to stay for your vacations with friends or family or while you are rebuilding your house. Great location, clean and cozy, relax and enjoy tropical moments. Pet friendly. Close to: 10 minutes to Anclote park beach. 15 minutes to Sunset beach and Howard park beach in Tarpon Spring. 23 Miles to Clearwater Beach. 26 Miles to Weekie Wachee Springs. 28 Miles to Tampa International Airport. 30 Miles to Busch Gardens. 98 Miles to Disney World. And much more .

Top guest favorite

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

Guesthouse in New Port Richey

5 out of 5 average rating, 168 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

Top guest favorite

A welcoming entryway features a sliding barn door that leads to a cozy sleeping area. A small table with four black chairs is positioned against the wall. Soft lighting illuminates the space, while decorative elements, including artwork and plants, add charm.

Apartment in Holiday

4.98 out of 5 average rating, 52 reviews

Cozy apartment private retreat

Welcome to Your Cozy Retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect blend of comfort and style, making it an ideal getaway for couples, solo adventurers, and business travelers alike. Amenities: Free Wi-Fi Air conditioning and heating Complimentary coffee. Towels and chairs Free parking on premises. Security Cameras

A clear view of the heated private pool, surrounded by a screened enclosure. The water is inviting with a light blue hue. Colorful pool floats and lounge chairs are visible, providing ample space for relaxation.

Home in Holiday

4.92 out of 5 average rating, 106 reviews

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches

🌴 Your perfect Florida getaway 🌞 Relax in this private pool home near top beaches and attractions like Tarpon Springs, Dunedin, Tampa, and Clearwater. Enjoy fast Wi-Fi, a dedicated workspace, and nearby nature parks perfect for hiking. Fully equipped for your comfort. Book now and experience an unforgettable vacation under the sun! 🌞🌊🌿

Top guest favorite

A cozy sleeping area is presented with a spacious bed covered in golf-themed bedding. A light-colored accent wall complements the wood-like flooring. Natural light enters through a window featuring blinds. Additional decor includes subtle golf-themed artwork and a closet unit in the corner.

Tiny home in Port Richey

4.97 out of 5 average rating, 119 reviews

Golf-Themed Tiny Home w/ Private Entrance & Patio

Welcome to The 19th Hole Suite! Escape to your own cozy retreat at The 19th Hole, a fully detached tiny home designed for total privacy and relaxation. Whether you’re traveling for work, passing through, or planning a peaceful getaway, you’ll love the comfort, quiet, and fun touches we’ve added just for you.

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.

Apartment in Port Richey

4.9 out of 5 average rating, 118 reviews

La Palma

Welcome to La Palma New apartments is very quiet place, WiFi , kitchen, free parking, close to the beach and nice Restaurant, 45 minutes from the Tampa Airport, 5 minutes to New Port Richey Downtown. Maximum of 2 Pets are allowed but there is $100 fee for pets, to stay in for a later checkout is a $20 fee.

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Popular amenities for Holiday kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

The charming exterior of the home is showcased at dusk, with warm lighting illuminating the entrance and garden. The driveway leads to a single-car garage, while solar-powered lights line the path, enhancing the inviting appearance of this mid-century oasis.

Home in Holiday

4.95 out of 5 average rating, 216 reviews

King Bed Ensuite+Queen 2/2/1—2 Living Spaces+4TVs

The exterior of the vacation home is showcased, featuring a white stucco façade and three archways that frame the entrance. A clear path leads to the front door, bordered by low-maintenance landscaping with dark stones and green plants under a bright sky.

Home in Holiday

4.78 out of 5 average rating, 41 reviews

3 Bedroom 2 Bath Home in Holiday

An outdoor space is highlighted by a treehouse featuring a slide, surrounded by patches of green grass. A fire pit with seating is positioned nearby, and stone pathways lead through the yard. A shaded seating area under an umbrella provides a cozy spot to relax.

Home in Holiday

4.89 out of 5 average rating, 62 reviews

Finca Vigia

Top guest favorite

The entrance of the house features a yellow exterior with an archway leading to a double door. Lush greenery and colorful flowers surround the walkway, creating a welcoming atmosphere. A small seating area is visible through the arch, adding to the appeal of the entryway.

Home in Port Richey

4.99 out of 5 average rating, 219 reviews

Quiet Neighborhood / All Essentials Provided

A view of Lake Conley is depicted, showcasing calm waters under a clear blue sky. Lush trees line the shore, with a walkway and dock visible on the left, offering access to the water. The scene reflects a tranquil outdoor environment.

Home in Holiday

4.87 out of 5 average rating, 128 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

A light-filled living space features soothing blue walls and modern furnishings. A glass dining table is surrounded by white chairs, while a comfortable recliner sits next to a glass coffee table. A mirror reflects the room's vibrant colors, enhancing the open atmosphere.

Home in Holiday

4.9 out of 5 average rating, 21 reviews

Charming and cozy house.

The exterior features a light grey cottage with a blue door and an American flag displayed prominently. Two wire chairs are situated on a gravel porch area, bordered by white fences and a small palm plant. The landscape is lush, providing a welcoming entrance.

Home in New Port Richey

4.85 out of 5 average rating, 116 reviews

Downtown NPR Studio Private Home in Downtown!

A screened pool area showcases a clear blue pool featuring a dolphin design at the bottom. The surrounding patio is designed with light-colored tiles, and lush greenery is visible beyond the enclosure, contributing to a private outdoor atmosphere.

Home in New Port Richey

5 out of 5 average rating, 30 reviews

Cozy Home, Country Setting, Close to Gulf Beaches

Kid-friendly apartment rentals

Top guest favorite

The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.

Apartment in Clearwater

4.99 out of 5 average rating, 186 reviews

Welcome to your cozy studio!

Top guest favorite

Apartment in New Port Richey

4.96 out of 5 average rating, 57 reviews

Charming 1-Bedroom Oasis in the Heart of Downtown

A vibrant beach scene is captured, featuring colorful kites soaring over calm waters. Kayaks are positioned on the sandy shore, while several individuals enjoy a day by the water. A distant view of the shoreline highlights subtle waves and a clear blue sky.

Apartment in Tarpon Springs

4.91 out of 5 average rating, 141 reviews

Beaches Sunset/Free Bikes

A furnished living area features a pair of comfortable gray sofas, accented with decorative pillows. A large wall clock is mounted above a textured stone wall, illuminated by soft lighting. Wooden candle holders enhance the cozy atmosphere beside the seating.

Apartment in Tampa

4.97 out of 5 average rating, 336 reviews

Hyde Park "Industrial-chic" with Private Backyard

A spacious bedroom features a large bed adorned with a patterned blue and white bedspread. Soft lighting from a bedside lamp provides a warm ambiance. A ceiling fan and two windows with sheer curtains contribute to the bright atmosphere, while a decorative piece hangs on the wall.

Apartment in Clearwater

4.89 out of 5 average rating, 394 reviews

Comfy Guesthouse # 1 - 4 miles to Clearwater Beach

Top guest favorite

A charming two-story building is nestled among lush greenery and vibrant flower beds. Large oak trees with hanging moss provide shade, while a welcoming staircase leads to the entrance. Outdoor seating areas are visible, enhancing the garden's tranquility.

Apartment in Tarpon Springs

4.93 out of 5 average rating, 167 reviews

Cozy Carriage House at Spring Bayou

The bedroom features a tufted headboard with decorative buttons, flanked by two nightstands equipped with modern lamps. A spacious bed is dressed in yellow and orange bedding, complemented by a red throw draped at the foot. Natural light filters in through the window adorned with grey curtains.

Apartment in Zephyrhills

4.94 out of 5 average rating, 105 reviews

Lovely 2-bedroom With a Forest Theme Oasis.

Top guest favorite

A modern living area features a comfortable gray couch adorned with decorative pillows, positioned in front of a glass coffee table. Light fills the space from large windows. An open kitchen with stainless steel appliances and a wooden countertop is visible in the background.

Apartment in St. Petersburg

4.98 out of 5 average rating, 122 reviews

Coastal Chic Cottage in St.Pete

Kid-friendly condo rentals

A private balcony offers a cozy seating area with blue cushions and a small table. Palm trees and beach views are visible beyond the railing, where the sand meets the water, enhancing the relaxing beach atmosphere.

Condo in Indian Rocks Beach

4.89 out of 5 average rating, 98 reviews

Oceanfront View, Spacious Townhouse, Heated Pool

Top guest favorite

A tranquil outdoor scene showcases lush greenery and a calm lake reflecting the surrounding trees. The image captures a glimpse of the condo building on the right, framed by manicured hedges and the golf course in the background.

Condo in Tarpon Springs

4.98 out of 5 average rating, 50 reviews

Beautiful 3 Bedroom Condo w/ all the amenities!

A serene waterfront area features wooden decking alongside dark water, surrounded by lush palm trees and greenery. A small bench is situated on the deck, providing a peaceful spot to relax and enjoy the tranquil lake views.

Condo in Palm Harbor

4.82 out of 5 average rating, 200 reviews

Lakeside 2- Bed Apartment Near Clearwater Beaches

The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.

Condo in Clearwater

4.81 out of 5 average rating, 153 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

Condo in Gulf Island Beach and Tennis Club

4.91 out of 5 average rating, 100 reviews

Florida Breeze

A spacious bedroom features a comfortable bed with a light-colored wooden frame. Soft throw pillows are artfully arranged, and ambient lighting is provided by bedside lamps. A patterned area rug adds warmth underfoot, while sheer curtains allow natural light to brighten the room.

Condo in Indian Rocks Beach

4.93 out of 5 average rating, 196 reviews

Waterfront, Harbourside, Water Park, Beach, #7720

Top guest favorite

A spacious living area features a comfortable beige couch and a plush armchair. Natural light fills the space through large glass sliding doors leading to a balcony overlooking greenery. A wall-mounted TV and a small dining table with stools are also present, enhancing the welcoming environment.

Condo in Palm Harbor

4.97 out of 5 average rating, 125 reviews

Newly Remodeled Condo In The Heart Of Innisbrook

A welcoming living area is presented with a round dining table and four wooden chairs, positioned near large windows offering views of the waterfront. A ceiling fan adds comfort, while a cozy armchair and side table complete the space, enhancing the serene ambiance.

Condo in Clearwater Beach

4.83 out of 5 average rating, 127 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

Quick stats about vacation rentals that are kid-friendly in Holiday

Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
600 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore