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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Guest favourite

Home in Holiday

4.96 out of 5 average rating, 186 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!

31 Aug – 7 Sep

$298 NZD 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.

23–30 Aug

$309 NZD per night

Superhost

Apartment in Hudson

4.81 out of 5 average rating, 107 reviews

Gulf Access Waterfront Fully Furnished Home W Dock

Walking distance to the Hudson beach and restaurants . Grocery stores and shopping plazas nearby. Short drive to the Sun West Beach park. 45 minutes drive to the Clearwater Beach. 50 minuted to Tampa airport. Backyard canal directly lead to the Gulf. Take your boat or canoe and go fishing, looking for dolphins, watching the sunset ... This home features large living room with hardwood floor, granite counter tops, fully equipped kitchen, front load washer and dryer, nice leather sofa, ...

29 Dec – 5 Jan

$245 NZD per night

Guest favourite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

14–21 Apr

$261 NZD per night

Guest favourite

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.

19–26 Jul

$279 NZD per night

Guest favourite

Home in Tarpon Springs

4.96 out of 5 average rating, 319 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

4–11 Feb

$654 NZD per night

Guest favourite

Apartment in Port Richey

4.84 out of 5 average rating, 122 reviews

Port Richey, Fl. 1 Bedroom Bungalow

My place is across the street from the beautiful Pithlaschascotte River, close to parks, restaurants, kayak rentals, boat rentals, and dining. The Bungalow is nestled among 150 year old oak trees not far from downtown New Port Richey. The Bungalow is in the rear of a law office building. Nice porch with seating to enjoy your glass of wine at the end of the day.. You’ll love my place in a 1920 building with an old Florida feel. My place is good for couples and solo adventurers.

17–24 Oct

$161 NZD per night

Guest favourite

Farm stay in Odessa

4.99 out of 5 average rating, 288 reviews

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

20–27 Sep

$295 NZD 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.

25 Oct – 1 Nov

$559 NZD per night

Guest favourite

Apartment in New Port Richey

4.94 out of 5 average rating, 163 reviews

Clean & Comfy 2 Bedroom Apartment

Spotless, private two bedroom apartment, located in downtown New Port Richey. In addition to the 2 bedrooms, there is a pull out sofa bed in the living room for additional guests. Only 6 blocks from Main St., where you'll find restaurants, Sims Park, live theatre and plenty of night life choices. And our lovely local beach, Green Key, is only 3 miles away. This apartment is located in a triplex and I live in the back unit, and so I'm usually right there if needed.

30 May – 6 Jun

$223 NZD per night

Guest favourite

Cottage in Brooksville

4.94 out of 5 average rating, 420 reviews

The Shebeen on Irish Acres, A Country get away ...

While we are within a stones throw of restaurants, beach, Bike trails, Fishing, scalloping and manatee season get away, Racquetball court,Haunted House, and U-Pick when in season. You will love the The Shebeen a small Irish cottage; on a working farm . The ambiance, the outdoors space, the night sky, awaken to the rooster call in the morning, a walk along a quite country road, in all very enchanting for those that wish to spend some time on the farm away from it all.

4–11 Dec

$195 NZD per night

Guest favourite

Home in Clearwater

4.95 out of 5 average rating, 326 reviews

Coastal Cottage 1318 - Bikes and Beach items!

This guest house has been fully remodeled with brand new mini split-air conditioners. Sorry no animals/pets. It shares a parking lot, grill, and laundry with other units. Included with this unit are 5 beach cruiser bikes, bike trailer, 8 beach chairs, 6 beach towels, two umbrellas, one large cooler, one medium size cooler, 2 mesh beach bags, frisbee, football, volleyball, bag of sand toys, beach cart, boogie boards and more! All the extras make it fun!

27 Jan – 3 Feb

$293 NZD per night