
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 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!

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.

Cooper Cabin: Cute, Adorable, Standalone Studio
Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. 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! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

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.

Heated & Screened in Pool-All Essentials Provided
🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

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!

"Chic/cozy Petite Studio •"Spa-Inspired Shower”P2
Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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.

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.
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

Harbor Oasis | Hot Tub | Private | Lush Backyard

Tiki Hut Cottage

Tropical Beachfront Penthouse-Beach Cottages

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

Rooms with a Pool

St.Pete Modern Retro Oasis

Coastal Cottage Getaway

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)
Family- and pet-friendly home rentals

Driftwood Surf Shack

Entire Guest House near Tampa airport

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

The Clouds

Cozy place! Pet are welcome!

*Special Pricing* Studio Apt, 3 mi from beach

Heated Pool, Hot Tub & Sand Volleyball

Sweet & Simple guest suite Close to Everything.
Family-friendly home rentals with a pool

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

Hickory Breeze Guest House

J&M Homestead

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

Game Room, Heated Pool, 5 minutes to Beach

Mackarosa Tampa Bay Luxury Pool House

Private apartment perfectly located in Citrus park

Modern condo, minutes to the beach, free parking
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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