
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$4,185 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.

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!
FamilyKitchenDecor

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 spacesKitchenLaundry

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 spacesFamilyPool

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 spacesKitchenCondition

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.
KitchenFamilyAccess

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!
Indoor spacesKitchenSleep quality

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

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.
KitchenFamilyGetting around

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.
KitchenIndoor spacesHot tub

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 spacesKitchenAccess

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 spacesFamilySleep quality

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!
FamilyIndoor spacesQuiet
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy AF Tiny-House Oasis
FamilyKitchenQuiet

The Jungalow SOHO - Pool/Hot Tub
KitchenFamilyComfort

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring
FamilyIndoor spacesPool

Peaceful Pet friendly 2 BR cottage with hot tub.
KitchenFamilyParking

Waterfront Studio Apartment w/access to Gulf
KitchenFamilyBathroom

Weeki Waterfront Airstream Glamping Experience
Indoor spacesFamilyCheckout

Ranch Pool Resort with Horses jacuzzi nearby park
FamilyKitchenValue

FREE Heated Pool & Spa l Book your Winter Vacation
FamilyKitchenBackyard
Family- and pet-friendly home rentals

Cozy Home w/ Fire Pit & Outdoor Lounge
KitchenFamilyCheckout

Lake House w/ Kayaks, Fishing & Heated Comm Pool
FamilyOutdoor spacesBiking

*NEW* Riverside Retreat w/Pool
Indoor spacesKitchenBeach

Memories
Indoor spacesFamilyGrill

Angel's Waterfront Home Fishing Dock Heated Pool
Indoor spacesKitchenCleanliness

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

Luxury Modern Tiny Home
Indoor spacesKitchenAccuracy

Charming Blue Bungalow With Amazing Yard
FamilyKitchenQuiet
Family-friendly home rentals with a pool

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

Lazy Day Oasis
KitchenIndoor spacesLong stay

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

Waterfront Retreat H/Pool Private Dock Gulf Access
KitchenFamilyLocation

Coastal Holiday Home w/Pool - Minutes to Beaches
KitchenIndoor spacesAccuracy

Endless Summer
Indoor spacesFamilyPool

The Palm Haus • Heated Pool • Near Beach • Games
FamilyIndoor spacesSleep quality

Florida style home !
Indoor spacesKitchenGrill
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,828 GYD | G$33,059 GYD | G$37,453 GYD | G$33,896 GYD | G$27,828 GYD | G$28,456 GYD | G$29,502 GYD | G$27,828 GYD | G$26,154 GYD | G$25,945 GYD | G$27,410 GYD | G$29,920 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 |
Destinations to explore
- Miami Vacation rentals
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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





