Family-friendly holiday rentals in Holiday

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Top-rated family-friendly rentals in Holiday

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

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Top guest favourite
The exterior of the retro home features a gravel driveway bordered by illuminated garden lights, creating a welcoming ambiance. Two front doors are framed by windows, and potted plants add a touch of greenery. A white fence encompasses the property, enhancing its charm against a twilight sky.
Home in Holiday
4.95 out of 5 average rating, 188 reviews

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs

Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

Top guest favourite
Flat in Timber Oaks
5 out of 5 average rating, 191 reviews

Jungle Studio. 1BE&1BA, kitchen, Priv Entry, Patio

JANUARY-APRIL SPECIAL. No Extra Fees. No Cleanning fees. Separate entry, PRIVATE, Quiet & Spacious Countryside Style Studio near everything in town. Easy access to highways, 35 min from Tampa, only 10 min from hospitals, shops, parks, beaches. Ideal x travel nurses, business, golfers, couples, snowbirds & those visiting Tampa Bay area. 2 FREE parkings, queen bed, full kitchen, big bathroom, 2 closets, high-speed WiFi, private fenced patio. 45" TV & FREE Netflix Located atThe Golden Acres Area

Top guest favourite
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, 122 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!

Top guest favourite
A cozy living room is displayed with a green sofa positioned beside a plant. A coffee table sits at the center, accompanied by a light fixture and a wall art piece. Natural light filters through the window, illuminating the warm wood flooring.
Holiday home in Tarpon Springs
4.97 out of 5 average rating, 134 reviews

Modern Home Great Location

Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

Top guest favourite
Guest suite in Tampa
4.96 out of 5 average rating, 264 reviews

"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.

Top guest favourite
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
4.99 out of 5 average rating, 265 reviews

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.

Guest favourite
The bedroom features a spacious bed adorned with a textured white coverlet and colorful decorative pillows. Two bedside tables with lamps flank the bed, while beach-themed artwork and signs are mounted on the walls. A comfortable armchair is positioned near the entrance, enhancing the cozy ambiance.
Guest suite in Holiday
4.91 out of 5 average rating, 111 reviews

The Sunset Suite

The Perfect location for a short drive to Anclote River Park 12 min, where you can enjoy a day at the beach and see some amazing sunsets. Miss Vicki's restaurant on the water for a afternoon lunch or dinner. Rent a boat and go to anclote Island and find some amazing shells. Don't forget The Sponge capital of the world in Tarpon Springs just a 11 minute drive from us. A quiet neighborhood, private suite, with private entrance, for two guest only and no babies, no children, or no pets.

Guest favourite
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
4.91 out of 5 average rating, 129 reviews

Heated Pool • Near Tarpon & Gulf 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!

Top guest favourite
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, 203 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 favourite
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.
Flat in New Port Richey
5 out of 5 average rating, 122 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!

Superhost
A small outdoor area features a glass-top table surrounded by black metal chairs. Potted plants and vibrant flowers add color to the space with a backdrop of a wooden fence. A section of artificial grass enhances the serene atmosphere.
Guest suite in New Port Richey
4.78 out of 5 average rating, 110 reviews

Adorable one bedroom studio near the beach

Forget your worries in this serene and beautiful space. As soon as you enter the cozy courtyard, you can experience the tranquility of your private area. The studio is fully furnished, and kitchen is equipped with everything you need to prepare a delicious meal. Studio is close to stores, restaurants and shops. Enjoy kayaking on the still beaches of New Port Richey. Weeki Wachee Springs State Park is a 25-minute drive away. Downtown New Port Richey is only 5 minutes away.

Guest favourite
An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.
Home in Holiday
4.92 out of 5 average rating, 103 reviews

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Popular amenities for Holiday family-friendly rentals

When is the best time to visit Holiday?

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Avg. price$179 SGD$188 SGD$203 SGD$194 SGD$170 SGD$188 SGD$180 SGD$170 SGD$160 SGD$158 SGD$167 SGD$183 SGD
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Quick stats about holiday rentals that are family-friendly in Holiday

  • Total holiday rentals

    Explore 90 holiday rentals in Holiday

  • Nightly prices starting at

    Holiday holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,830 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Holiday holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Holiday rentals

  • 4.7 Average rating

    Holiday stays receive an average rating of 4.7 out of 5 from guests