
Family-friendly vacation rentals in Holiday
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Holiday

Total vacation rentals
Explore 110 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 2,970 verified reviews to help you choose

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Holiday vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holiday rentals

4.6 Average rating
Holiday stays receive an average rating of 4.6 out of 5 from guests
Top-rated family-friendly rentals in Holiday
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Bohemian Studio: Separate Entry & Fenced Patio
🚨Summer & Weekly Discount Serene Countryside Escape. Surrounded by nature & near everything This cozy studio offers total privacy, separate entrance & self check-in Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area 🌳 2 Acres & your own fenced Patio 🍳 Fully Equipped Kitchen & bathroom 💻 High-Speed Internet, Ethernet & FREE Netflix 🚗 FREE Parkings Perfect for traveling workers, visiting family or romantic escapes The best of both worlds!
Indoor spacesFamilySleep quality

Cozy 3-bed home close to beautiful beaches.
Newly updated 3-bedroom, 2-bath home close to everything. Centrally located, within 20-30 mins to the famous Tarpon Springs Sponge Docks, Sunset, Howard Park, Honeymoon Island, Anclote River Park & Clearwater Beaches, Busch Gardens Theme Park and Weeki Wachee. Close toTampa International Airport. Numerous country club golf courses, waterfront restaurants/bars within a short drive. Enjoy your home away from home with everything you need and more with a BBQ Grill/ Fire pit and other amenities.
Indoor spacesFamilyBackyard

Angel's Waterfront Home Fishing Dock Heated Pool
We love giving families peaceful getaway memories! +Backwaters of Gulf +Heated pool +Fishing, yes tarpon! +Big dock, BBQ, dining +Dolphin & Manatee watching +3 BRs: 1 King, 2 Queens +2 full baths +Easy to cancel +Pet friendly +Quiet neighborhood +Games +10 min to Tarpon Springs +9 min to Anclote River Park +20 min to Fred Howard Park +43 min to Tampa Airport +52 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs
FamilyKitchenDecor

Paradise!Renovated waterfront pool home.Sunsets!
No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy
KitchenIndoor spacesGrill

Screened in Heated Pool/Coffee Bar/Fully Stocked
🏡 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.
KitchenFamilyLocation

LAST Minutes OFFER-Weekend available at River Side
Cozy apartment for family vacations completely renovated, The SIDE RIVER HOME is very close to downtown, restaurants, bars, boat ramp and walking park overlooking the river, beaches, a few miles from Tarpon Spring Sponge Docks , located 20 mins from Fred Howard Park, if you want to kayak and Canoe the perfect place is Weeki Wachee, just 35 minutes from the house , clearwater beaches are for 42 mins, ahh if the passion is the parks we have Busch Gardens only 52 mins away . PETS ARE WELCOME!
Indoor spacesKitchenGrill

HORSE FARM Retreat, Newer Built Private Guesthouse
Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)
FamilyKitchenValue

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.
FamilyKitchenHospitality

HolidaySpring|CozyPrivate Apt near beach|2 parking
Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (“Little Greece”) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour
Indoor spacesFamilyAir conditioning

Lake access studio near Tarpon Springs.
🌿 Wake up just steps from a peaceful lake and enjoy a stay designed for relaxation, remote work, or exploring Florida's Gulf Coast. This private studio for 2 features a queen bed, fast WiFi, a dedicated workspace, a fully equipped kitchen, private parking, and 24/7 self check-in. Minutes from Fred Howard Park, Sunset Beach, Tarpon Springs, Dunedin, Clearwater, restaurants, and shops. Your perfect escape starts here.
Indoor spacesFamilyBackyard

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!
FamilyKitchenOutdoor spaces

Family Coastal Home w/ EV Charger, Bikes &Kayaks
🌴 Enjoy a spacious home perfect for adventure and relaxation! Charge your EV, fire up the BBQ, and make use of the fenced yard with plenty of space for your boat or water toys. Just minutes from historic Tarpon Springs, scenic parks, and beautiful beaches, this home is ideal for hiking, biking, fishing, and kayaking adventures 🛶. This is a single-story property. Relax in comfort after a day full of fun!
Indoor spacesFamilyBackyard
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy AF Tiny-House Oasis
KitchenIndoor spacesWifi

The Jungalow SOHO - Pool/Hot Tub
KitchenFamilyPool

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring
KitchenFamilyBathroom

Peaceful Pet friendly 2 BR cottage with hot tub.
FamilyIndoor spacesParking

Waterfront Studio Apartment w/access to Gulf
FamilyIndoor spacesHospitality

Weeki Waterfront Airstream Glamping Experience
FamilyKitchenBackyard

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

Ranch Pool Resort with Horses jacuzzi nearby park
KitchenIndoor spacesBeach
Family- and pet-friendly home rentals

Lazy Day Oasis
Indoor spacesKitchenOutdoor spaces

Cozy Home w/ Fire Pit & Outdoor Lounge
Indoor spacesFamilyAccuracy

Holiday Coast Hideaway
FamilyKitchenOutdoor spaces

Lake House w/ Kayaks, Fishing & Heated Comm Pool
FamilyGetting aroundBackyard

*NEW* Riverside Retreat w/Pool
Indoor spacesFamilyPets

Memories
KitchenFamilyBathroom

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
KitchenFamilyParks

Luxury Modern Tiny Home
FamilyIndoor spacesWalkability
Family-friendly home rentals with a pool

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!
KitchenFamilyNearby

River Home with Pool, Sunset, Dolphin & Fishing
Indoor spacesKitchenCleanliness

Waterfront Retreat H/Pool Private Dock Gulf Access
FamilyKitchenCheckout

Coastal Holiday Home w/Pool - Minutes to Beaches
FamilyKitchenCleanliness

Entire home with Gulf Access
KitchenFamilyNearby

The Palm Haus • Heated Pool • Near Beach • Games
FamilyKitchenPool

Canal-Front Getaway•HTD Pool Relaxation•Fishing
FamilyIndoor spacesLocation

Florida style home !
FamilyKitchenCleanliness
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 488 | ﺩ.ﺇ 580 | ﺩ.ﺇ 657 | ﺩ.ﺇ 595 | ﺩ.ﺇ 488 | ﺩ.ﺇ 499 | ﺩ.ﺇ 518 | ﺩ.ﺇ 488 | ﺩ.ﺇ 459 | ﺩ.ﺇ 455 | ﺩ.ﺇ 481 | ﺩ.ﺇ 525 |
| 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Panama City Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Destin Vacation rentals
- Savannah Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Three Sisters Springs
- River Strand Golf and Country Club
- Busch Gardens
- Splash Harbour Water Park





