
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.

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs
Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & 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.

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!

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.

Coastal Cottage E - Beach items and Bikes!
30 day minimum - This guest house has been fully remodeled with brand new mini split-air conditioners. It shares a parking lot, grill, and laundry with other units. Included with this unit are 4 beach cruiser bikes, beach chairs, beach towels, umbrellas, coolers beach bag, bag of sand toys, beach cart, and more! Note: sorry no animals 💕🙏

Golf-Themed Tiny Home w/ Private Entrance & Patio
Welcome to The 19th Hole Suite! Escape to your own cozy retreat at The 19th Hole, a fully detached tiny home designed for total privacy and relaxation. Whether you’re traveling for work, passing through, or planning a peaceful getaway, you’ll love the comfort, quiet, and fun touches we’ve added just for you.

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.

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.

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
Family-friendly home rentals with a hot tub

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Hidden Oasis #3, just a few mins to the beach

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

Rooms with a Pool

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Tropical Paradise

Millers, BeOne Naturally Clothing Optional Premium

Breathtaking Waterview & Pool View Condo
Family- and pet-friendly home rentals

Lazy Day Oasis

Entire Guest House near Tampa airport

Taste Of Florida-10 mi from Tampa Airport

Casa Pina. Cute 1bed 1 bath with patio and king

Private apartment perfectly located in Citrus park

Simply Charming

Heated Pool, Hot Tub & Sand Volleyball

Lakefront Farm Tiny Home
Family-friendly home rentals with a pool

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

Studio with Pool

J&M Homestead

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Tranquil Beach Villa, Dogs Welcome, Saltwater Pool

Mackarosa Tampa Bay Luxury Pool House

"Wet Feet Retreat" pool home

Heated Pool, 5 minutes to Beach!
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 CAD | $205 CAD | $222 CAD | $212 CAD | $185 CAD | $205 CAD | $174 CAD | $170 CAD | $188 CAD | $194 CAD | $185 CAD | $192 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
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 $42 CAD 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

Wifi availability
80 of Holiday vacation 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
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