
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. Great location. 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, couples & "snowbirds".

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.

Comfy 1BR Near Beaches & Sponge Docks
Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

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.

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!

Beaches Sunset/Free Bikes
This is a SELF CHECK-IN cozy in- law apartment, it has its own private entrance, living room & bath room. Minutes to the beaches. * A 2 min to Sunset Beach. * A 5 min to Howard Park & Beach. * A 6 min to Historic Sponge Docks. * A 30 min to Clearwater Beach. Clearwater Beach dazzles with impeccable beaches and inviting waters. Trip Advisor named it the nation's #1 beach in 2018. * A 8 min drive to the golf courses of Innisbrook Resort, home of the PGA Valspar Tournament.

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!

Soothing Breeze
This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Heated Pool Oasis • 5mi 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!

Private apartment perfectly located in Citrus park
A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

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

Cozy AF Tiny-House Oasis

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Tiki Hut Cottage

Waterfront condo on top floor @ Boca Ciega Resort

Centrally Located Cozy 1-bed Private Cottage!

Millers, BeOne Naturally Clothing Optional Premium

HOT TUB & Free Wine !, Ping-Pong, Outdoor Theatre

salt living at its best
Family- and pet-friendly home rentals

Studio with Pool

Entire Guest House near Tampa airport

Boutique Stay•Beach•PSP4•PingPong/Billiard•FirePit

Taste Of Florida-10 mi from Tampa Airport

Cozy place! Pet are welcome!

The Palm Tree Getaway

*Special Pricing* Studio Apt, 3 mi from beach

Screened Lanai /Clear Kayak / Waterfront / Fire Pi
Family-friendly home rentals with a pool

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

Lazy Day Oasis

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

J&M Homestead

Your Home away from Home , Nice inground pool.

Game Room, Heated Pool, 5 minutes to Beach

Saltwater Pool • Kayaks • Pedal boat + more!

Heated Pool, Hot Tub & Sand Volleyball
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,222 GYD | G$30,683 GYD | G$33,187 GYD | G$31,726 GYD | G$27,761 GYD | G$30,683 GYD | G$29,430 GYD | G$27,761 GYD | G$26,091 GYD | G$29,013 GYD | G$27,761 GYD | G$28,804 GYD |
| 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 G$6,262 GYD 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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- Anna Maria Island
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- Dunedin Beach
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- Amalie Arena
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