
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!
KitchenFamilyCheck-in

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.
FamilyKitchenAmenities

Coastal Escape: Heated Pool, Playground&Family fun
★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras
KitchenFamilyAccess

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
FamilyKitchenAccess

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.
Indoor spacesFamilyCheck-in

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!
FamilyKitchenValue

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)
FamilyKitchenAmenities

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.
Indoor spacesFamilyLong stay

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.
FamilyIndoor spacesComfort

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
KitchenIndoor spacesGetting around

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 spacesKitchenAmenities

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!
KitchenFamilySleep quality
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

salt living at its best
FamilyKitchenGrill

Waterfront Studio Apartment w/access to Gulf
FamilyIndoor spacesSolo travel

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring
Indoor spacesKitchenAmenities

Tropical Paradise
Indoor spacesFamilyParking

Cozy AF Tiny-House Oasis
Indoor spacesFamilyAmenities

Ranch Pool Resort with Horses jacuzzi nearby park
FamilyIndoor spacesComfort

The Jungalow SOHO - Pool/Hot Tub
FamilyKitchenDecor

Bayside Retreat your tropical oasis
Indoor spacesKitchenDecor
Family- and pet-friendly home rentals

Charming Blue Bungalow With Amazing Yard
FamilyKitchenGrill

Luxury Modern Tiny Home
Indoor spacesKitchenParks

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
Indoor spacesKitchenBiking

Cozy suite with separate entrance. Unit A
FamilyIndoor spacesBeach

Modern 3 Bedroom 2 Bathroom House
Indoor spacesFamilyGrill

Angel's Waterfront Home Fishing Dock Heated Pool
Indoor spacesFamilyDecor

Dream Home in Holiday with POOL & SPA and More
FamilyComfortParking

Lake House w/ Kayaks, Fishing & Heated Comm Pool
FamilyAmenitiesBiking
Family-friendly home rentals with a pool

Pelican House, Game Room, Pool, 5 min to Beach
KitchenFamilyLocation

The Palm Haus • Heated Pool • Near Beach • Games
KitchenFamilyLong stay

Cozy Home, Country Setting, Close to Gulf Beaches
FamilyKitchenBeach

Coastal Holiday Home w/Pool - Minutes to Beaches
Indoor spacesKitchenPool

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

River Home with Pool, Sunset, Dolphin & Fishing
FamilyIndoor spacesNearby

Endless Summer
FamilyIndoor spacesNearby

Private Pool Oasis Pet-Friendly Home
KitchenIndoor spacesOutdoor spaces
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
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- 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





