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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Guest favourite

Home in Holiday

4.96 out of 5 average rating, 187 reviews

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

Step through the cheery door into your 2BD/2BA mid-century oasis. This home provides an elegant, yet comfortable vibe while featuring lavish amenities including 4 Smart TVs, a fully equipped kitchen, 2 living spaces, a dedicated workspace, a master ensuite, luxury mattresses, private patio, garage parking, a washer & dryer. Enjoy all the comforts while being minutes to grocery stores, restaurants, Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi) Honeymoon Island State Park(16.2mi) & more!

Jul. 2 – 9

$243 CAD per night

Guest favourite

Home in Holiday

4.86 out of 5 average rating, 122 reviews

Casa Tropicana,Close to beaches 3/2 sleep 8-

Beautiful, cozy and comfortable 3 bedrooms 2 full bathrooms , private home. Great location , Close to the amazing gulf coast beaches, restaurants, boating, golfing, kayaking, deep sea fishing, shopping centers etc etc...only 10 minutes from Tarpon Springs Sponge Docks, 15 minutes from Honey Moon Island, 30 minutes to clearwater beach, 45 minutes to St. Pete beach, 45 minutes to tampa international airport, Bush Gardens , and much more, etc. Off street parking for 2-3 cars. (Garage no available)

Feb. 15 – 22

$260 CAD per night

Guest favourite

Bungalow in Holiday

4.95 out of 5 average rating, 154 reviews

COZY LAKE RETREAT NEAR BEACHES

The house was just renovated and designed specifically to be a home away from home vacation spot. It's fully furnished with all new furniture, kitchen fully equipped, and other necessary things the guests will need during their stay. It's located on cul de sack with no passing traffic. The back yard has lake access with dock and space to entertain. There is a large 3 person canoe, a paddle boat as well as fishing poles for you to use. Only a few miles away from Tourist attractions and Beach.

May 15 – 22

$210 CAD per night

Guest favourite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 108 reviews

Private suite in heart of Tarpon Springs!

House centrally located in a safe, residential area. Enjoy a clean, cozy & comfortable private suite with private entrance! Next to Downtown Tarpon, Tarpon Springs Sponge Docks, Sunset Beach, Safety Harbor, and many other attractions. Less than 5 minutes from the beach! Enjoy fast wifi, cable, and a cozy queen bed! Full kitchen. During your stay you’ll have access to bicycles, plenty of beach towels, hats, beach toys. Beach chairs, chairs umbrellas, small cooler and a variety of sunscreens

Nov. 15 – 22

$142 CAD per night

Superhost

Home in Holiday

4.91 out of 5 average rating, 107 reviews

Fun, Spacious and Modern Waterfront Pool Home

This waterfront pool home is the perfect place to relax and enjoy the Florida lifestyle! The entire home was completely updated in 2020 with a mid century modern style. Everything is new from the floor to the ceiling! Enjoy the gorgeous sunsets from the pool or jacuzzi. Kayak the canals and lakes filled with manatees, sting rays, fish and sometimes even Dolphins! Throw a line in off the dock and catch dinner, or release and catch again. 3 Bedrooms and 3 Bathrooms sleeps 6 comfortably.

Mar. 12 – 19

$441 CAD per night

Superhost

Home in Port Richey

4.85 out of 5 average rating, 130 reviews

Penwood Pool Villa

If our dates are open, the house is ready for you, you don’t need to confirm with us. Instant book! PRIVATE POOL! 5 min from kayak trail 15 min from Sun West Beach 25 min from Weeki Wachee Springs 25 min from Tarpon Springs 30 min from Honeymoon Island 45 min from Busch Gardens 50 min from Downtown Tampa Riverwalk 50 min from Clearwater Beach 40 min from TD Ball Park 50 min from Three Sisters Springs Our backyard is fully equipped with Grill, hammock, outdoor seating and lighted pool!

Aug. 24 – 31

$258 CAD per night

Guest favourite

Home in Tarpon Springs

4.93 out of 5 average rating, 104 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

Welcome to Gemini Place, a cool, quiet 2/2 filled with an easy charm. This solid 1,100- sq. ft house is in the heart of old Tarpon and is a perfect, simple escape for a few days, a few weeks or longer. The north-facing house sits on a one-way brick street and is an easy walk to everything in this quaint, Greek-flavored town. We are close to some of the best beaches in the U.S. We're pet friendly but do have restrictions and a fee that is determined by several factors. Please inquire.

Jun. 15 – 22

$226 CAD per night

Superhost

Home in Holiday

4.88 out of 5 average rating, 110 reviews

Waterfront, Sunsets & Heated Pool & pet Stay Free!

Close to the beach, family activities, public transport, and the Tampa Airport. You’ll love my place because of the ambiance, the outdoors space, the water view, & the sunsets, PRIVATE Heated pool and VERY comfy beds! I provide fishing poles, tackle box My place is great for everyone and furry friends (pets) too!. Third bedroom is Florida room with sliding glass door. Two twin beds and desk. dinning table. Let me know about your pets. Your pets stay free. Totally fenced yard.

Aug. 9 – 16

$367 CAD per night

Guest favourite

Guest suite in Hudson

4.91 out of 5 average rating, 143 reviews

UVlite sanitized guest suite w/private entrance.

Our 300 square foot guest suite is good for couples and solo adventurers. It offers many amenities for a small space. Step outside to enjoy the patio, pool and gazebo! Great location for those wanting to experience Florida's nature coast, but still be close enough to everything the Tampa Bay area has to offer at a reasonable price. For the safety of our guests, in addition to extensive cleaning and disinfection I am also using a UV/ozone sanitizing light before guests arrive.

Oct. 5 – 12

$107 CAD per night

Guest favourite

Tiny homes in Tarpon Springs

4.88 out of 5 average rating, 132 reviews

Driftwood Surf Shack

This unique Surf Shack is a guest home that sleeps up 4 & still plenty of room to relax inside or outside on the large wood deck situated under a beautiful oak tree. Located in the historic district Tarpon, just blocks from Downtown, the famous Sponge Docks & Craig Park where you can watch dolphins feed at sunset in the many Bayous. Close to beaches, shopping, restaurants, breweries, boat excursions, water sports & the Pinellas Trails you will never get bored in this town!

Sep. 28 – Oct. 5

$142 CAD per night

Guest favourite

Guest suite in Port Richey

4.99 out of 5 average rating, 106 reviews

Pineapple Suite Luxury Stay.

Come enjoy this quiet, spacious, elegant and comfortable space. Completely private with separate entrance to home with pleasant outside area for entertainment with table and gazebo. One queen bed and tiny office for work, private living room, two Tvs one 50” and other is 32” free netflix, coffee bar, complimentary cream, coffee, sugar, snacks and water. Microwave and under the counter refrigerator. An ideal space for vacation, work or just to relax.

Jun. 6 – 13

$131 CAD per night

Guest favourite

Guesthouse in New Port Richey

5.0 out of 5 average rating, 104 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 was completely renovated in 2022 & 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 a fire in the fire pit or paddle the kayaks.

Apr. 28 – May 5

$151 CAD per night