
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 G$4,184 GYD 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.

Dream Home in Holiday with POOL & SPA and More
Dream home in Holiday with POOL & SPA,This beautifully remodeled 3-bedroom, 2-full-bathroom residence offers modern and comfort. Key Features, Updates: Benefit from recent upgrades, including a new roof , kitchen, appliances, Bathrooms, Doors and fresh paint . Step into stylish luxury brand new luxury vinyl wood flooring. Outdoor Oasis: Relax in your fully Pcv fenced backyard with your pool and spa. The jacuzzi and the Pool is Not Heated, Pet Allow (Only ONE)with a fee $100 Please ask you host
FamilyCleanlinessCheck-in

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
Indoor spacesKitchenGrill

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
Indoor spacesFamilySleep quality

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
Indoor spacesFamilyAccess

Heated & Screened in 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.
KitchenIndoor spacesCondition

Lake House w/ Kayaks, Fishing & Heated Comm Pool
Relax at this peaceful 3BR/2BA lake house! Minutes from Tarpon Springs Sponge Docks & beaches, the home has a fully remodeled modern interior, and a fully equipped kitchen with wine fridge & a coffee station. Enjoy the back patio & 2 decks for outdoor lounging. Kayaks & fishing poles are available to explore the lake & wildlife. Down the street, guests have access to a community pool & lounge area with a lanai, BBQ, games & relaxing spaces. Bikes are available to ride to the pool and parks!
FamilyBackyardOutdoor spaces

River Side Home. Three mins to Downtown.
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!
FamilyKitchenNearby

Charming Blue Bungalow With Amazing Yard
Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.
FamilyIndoor spacesComfort

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)
Indoor spacesKitchenWifi

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 spacesFamilyCleanliness

*NEW* Riverside Retreat w/Pool
Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…
KitchenIndoor spacesHot tub

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

Cozy AF Tiny-House Oasis
FamilyKitchenLocation

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring
KitchenIndoor spacesHospitality

Peaceful Pet friendly 2 BR cottage with hot tub.
KitchenIndoor spacesDecor

Waterfront Studio Apartment w/access to Gulf
Indoor spacesFamilyGetting around

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

Ranch Pool Resort with Horses jacuzzi nearby park
FamilyIndoor spacesPool

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean
FamilyIndoor spacesWifi

Tropical Paradise
Indoor spacesFamilyLocation
Family- and pet-friendly home rentals

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

Waterfront Escape, H/Pool, Boat Dock, Gulf Access
Indoor spacesFamilyLocation

Cozy Home w/ Fire Pit & Outdoor Lounge
FamilyKitchenBathroom

Holiday Coast Hideaway
FamilyIndoor spacesLocation

Oasis 2BR Lakefront home W/ inground pool
FamilyIndoor spacesCondition

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
FamilyIndoor spacesLayout

Screened Lanai /Clear Kayak / Waterfront / Fire Pi
FamilyIndoor spacesOutdoor spaces

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

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

Quiet Oceanside Getaway with Pool -Palm Harbor, FL
FamilyKitchenParks

Coastal Holiday Home w/Pool - Minutes to Beaches
FamilyKitchenPool

Endless Summer
FamilyIndoor spacesCondition

Private pool, Golf Cart, Completely Renovated!
FamilyIndoor spacesComfort

The Palm Haus • Heated Pool • Near Beach • Games
KitchenFamilySleep quality

Canal-Front Getaway•Poolside Relaxation•Fishing
FamilyIndoor spacesBackyard

Florida style home !
KitchenFamilyTV
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,823 GYD | G$33,053 GYD | G$37,446 GYD | G$33,890 GYD | G$27,823 GYD | G$28,451 GYD | G$29,497 GYD | G$27,823 GYD | G$26,149 GYD | G$25,940 GYD | G$27,405 GYD | G$29,915 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 |
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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
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Three Sisters Springs
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Fort Island Beach
- Adventure Island





