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 favorite

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 3 – 10

G$31,187 GYD per night

Guest favorite

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)

May 13 – 20

G$25,432 GYD per night

Guest favorite

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.

Sep 13 – 20

G$24,486 GYD per night

Guest favorite

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

Sep 27 – Oct 4

G$17,604 GYD per night

Guest favorite

Cottage in Tarpon Springs

4.99 out of 5 average rating, 137 reviews

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! 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.

Aug 22 – 29

G$31,644 GYD per night

Superhost

Home in Holiday

4.8 out of 5 average rating, 145 reviews

Cozy Darlington/Close to Beaches

Our beautiful Florida style house is centrally located in Holiday and short distances to the world famous Sponge docks, the historic Greek district of Tarpon Springs, restaurants, the beach, amazing springs where you can kayak/paddle board. Close to Anclote River and Fred Howard Park. The perfect place for couples, solo adventurers, and families. Popular with kite boarders, kayakers, boaters, cyclists, or those who just love to relax. Beach chairs are in the garage and towels in the closet.

Aug 28 – Sep 4

G$31,425 GYD 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!

Dec 17 – 24

G$32,820 GYD per night

Guest favorite

Home in Tarpon Springs

4.93 out of 5 average rating, 103 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.

Jul 19 – 26

G$27,054 GYD per night

Superhost

Guesthouse in Tarpon Springs

4.84 out of 5 average rating, 288 reviews

Papa Bear's Cottage Two Bedroom Vacation Rental

A simple, yet magical second-story guesthouse, nestled into a yard of Spanish Moss and Magnolia trees, above a garage (no one will be in the guest house but you!). Minutes from downtown Tarpon Springs and the famous Sponge Docks, and 15 minutes from beautiful Gulf beaches, 30 minutes from Clearwater Beach. Hunkered in at the end of a private drive, on over two acres of quiet, enchanting land. You and your crew will enjoy the respite, nature, and coziness of Papa Bear's Cottage!

May 27 – Jun 1

G$23,820 GYD 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.

Jul 24 – 31

G$42,795 GYD per night

Guest favorite

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 1 – 8

G$13,478 GYD per night

Guest favorite

Tiny home in Tarpon Springs

4.88 out of 5 average rating, 130 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!

Jul 2 – 9

G$20,592 GYD per night