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Family-friendly holiday rentals in Holiday

Find and book unique family-friendly homes on Airbnb

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
A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.
Flat in Timber Oaks
5 out of 5 average rating, 228 reviews

The Bohemian Studio Countryside Gem Separate Entry

🚨 Unbeatable Deal! Secure a serene, countryside escape at an AMAZING PRICE (Nov-Feb) This cozy studio offers total PRIVACY with self-check-in & a separate entry. Enjoy a PEACEFUL stay minutes from hospitals, dining, springs, & beaches 🌳 2 Acres & Fenced Patio 🍳 Fully Equipped Kitchen and bathroom 💻 High-Speed Internet & FREE Netflix 🚗 Ample FREE Parking Zero Hidden Costs Perfect for traveling nurses, snowbirds, or a romantic escape. Experience comfort and book your stress-free getaway now

Top guest favourite
A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.
Home in Palm Harbor
5 out of 5 average rating, 132 reviews

Coastal Escape: heated saltwater pool & playground

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

Superhost
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.
Guest house in Palm Harbor
4.87 out of 5 average rating, 166 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.

Superhost
An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.
Guest house in Dunedin
4.82 out of 5 average rating, 134 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest favourite
A resort-style pool area is softly illuminated by blue lighting, highlighting the inviting water. Surrounding trees and a fence create a sense of privacy. Lounge chairs are positioned nearby, providing a space for relaxation under the evening sky.
Flat in Spring Hill
4.89 out of 5 average rating, 159 reviews

“Couples Retreat” jacuzzi horses pool Apt 2

Take it easy at this unique and tranquil getaway. This is a one of a kind barndominium with all the luxuries of a paradise getaway. Indulge in the beautiful resort style pool area this is truly a stunning property gated on 6 acres private and secluded. Bike trail access is also included, so bring your bikes for a nice outing. We also have a private fire pit and outdoor dining exclusive to you! 4 horses are also on the property as well as a goat and 2 mini horses connect with nature!

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, 116 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!

Top 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, 123 reviews

Heated Pool • Tarpon & Beaches

Oasis with a private pool heated Nov–Mar and a patio, 5 miles from Tarpon Springs, near Dunedin and a short drive to Clearwater/Tampa. Perfect for family or friends: fast Wi-Fi, workspace, fully equipped kitchen, and BBQ. 24/7 self check-in and on-site parking. Quiet for restful nights; beaches and parks minutes away. Note: pool heating available November–March (weather-dependent). Last-minute promos active. Book today!

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, 102 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!

Top guest favourite
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.
Guest house in New Port Richey
5 out of 5 average rating, 192 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.

Guest favourite
Home in Tarpon Springs
4.79 out of 5 average rating, 163 reviews

Mins to Beach/Studio Home/walk to dwtn/FreeParking

✨ Beautifully remodeled studio in the heart of Tarpon Springs. Just an 8-minute drive to the beach, this cozy retreat was thoughtfully designed with comfort in mind. Featuring a comfy queen bed and a bright, welcoming interior, it’s the perfect spot to relax after exploring the Sponge Docks, downtown, and nearby attractions.

Superhost
A well-appointed bedroom features a spacious bed with a light-colored comforter and decorative pillows. A piece of abstract artwork with blue and gold tones is displayed above the bed. A small nightstand with a lamp is situated beside the bed, and a full-length mirror is positioned against the wall.
Guest suite in Port Richey
4.83 out of 5 average rating, 111 reviews

Private suite with free parking.

Centrally located for convenience. Close to beaches, parks, supermarkets, restaurants and more attractions. Just 40 minutes from TPA. We invite you to explore Central Florida from our suite. We offer a healthy environment for children and families.

Guest favourite
A spacious sleeping area is highlighted by a wooden bed frame adorned with a light-colored quilt featuring floral patterns. A small writing desk and chair are positioned near the window, while a sliding wooden door leads to an en-suite bathroom.
Place to stay in New Port Richey
4.92 out of 5 average rating, 189 reviews

Sunflower Studio

Here you wake up to birdsong, as we are in the middle of a bird sanctuary. A peaceful place in the middle of a busy city. Sunflower Studio is a unique experience that you must feel. It will be a pleasure to welcome you, make your reservation!

Popular amenities for Holiday family-friendly rentals

When is the best time to visit Holiday?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 119€ 125€ 136€ 130€ 113€ 125€ 120€ 113€ 107€ 118€ 113€ 118
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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 € 26 per night before taxes and fees

  • Verified guest reviews

    Over 2,780 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

    80 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