
Family-friendly vacation 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.

Jungle Studio. Private with Separate Entry & Patio
PRIVACY & COMFORT AT THE BEST PRICE. Country setting near everything. Experience affordability & convenience with NO extra fees! Enjoy peace and quietness at this spacious retreat. Separate entry & FREE parking. Just 10 mins to hospitals, near highways, restaurants & shops Features a queen bed, 45" TV with FREE Netflix, full kitchen, dinning area & full bathroom, high-speed internet & private, fenced patio. Perfect x travel nurses, business trips, golfers, romantic getaways & "snowbird" guests.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

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.

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.

Private pool suite in heart of Tarpon Springs!
Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

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!

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!

Warmth In Holiday
Tiny Living In Holiday offers a delightful and peaceful ambiance, ideal for a serene getaway. Conveniently located near stunning beaches, guests can revel in the beauty of the coast. The room creates a warm and homely atmosphere, ensuring guests feel snug and content during their stay. Furthermore, the room features a handy air fryer microwave oven combo, allowing guests to effortlessly prepare meals at their convenience. Listing does not accommodate infants/toddlers.

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.

Heated Pool Getaway · 5mi Tarpon & Beaches
Private pool oasis near Tarpon Springs, Dunedin, Clearwater & Tampa. Built for families/friends: fast Wi-Fi, workspace, equipped kitchen, BBQ patio and chill areas. Self check-in 24/7 and free parking. Close to beaches and nature parks for walks and exploring. Quiet for sleep; practical for work. Last-minute deals live this week. Book today and enjoy your own pool.

La Palma
Welcome to La Palma New apartments is very quiet place, WiFi , kitchen, free parking, close to the beach and nice Restaurant, 45 minutes from the Tampa Airport, 5 minutes to New Port Richey Downtown. Maximum of 2 Pets are allowed but there is $100 fee for pets, to stay in for a later checkout is a $20 fee.

“Couples Retreat “barndominium horses pool Apt 3
Take it easy at this unique and tranquil getaway. This home will be a unforgettable stay nestled on 6 acres behind the gate you will find a paradise so peaceful. Bike trail access is also located on property. So bring your bikes for a nice outing.
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

Tiki Hut Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

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

Resort Condo Close to Beach/Free Bikes

Coastal Cottage Getaway

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Millers, BeOne Naturally Clothing Optional Premium

Private Pool, Jacuzzi, Walk to Beach.
Family- and pet-friendly home rentals

Farm and lake stay at Malfini Cay

Studio with Pool

Entire Guest House near Tampa airport

Taste Of Florida-10 mi from Tampa Airport

The Oasis

Duck Haven - Wildlife Sanctuary - 5 miles to I75

Private apartment perfectly located in Citrus park

Simply Charming
Family-friendly home rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach

Lazy Day Oasis

Hickory Breeze Guest House

J&M Homestead

Your Home away from Home , Nice inground pool.

Mackarosa Tampa Bay Luxury Pool House.

Game Room, Heated Pool, 5 minutes to Beach

Saltwater Pool • Kayaks • Pedal boat + more!
Quick stats about vacation rentals that are family-friendly in Holiday
Total vacation rentals
Explore 90 vacation rentals in Holiday
Nightly prices starting at
Holiday vacation rentals start at € 26 per night before taxes and fees
Verified guest reviews
Over 2,780 verified reviews to help you choose
Pet-friendly vacation rentals
Find 60 rentals that welcome pets
Vacation rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
80 of Holiday vacation rentals include wi-fi 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
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