Family-friendly holiday rentals in Holiday

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

Family · Comfort · Hospitality

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 spaces · Family · Laundry

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 spaces · Kitchen · Nearby

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

Kitchen · Indoor spaces · Check-in

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 spaces · Kitchen · Layout

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!

Family · Cleanliness · View

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.

Indoor spaces · Kitchen · Air conditioning

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 spaces · Family · Cleanliness

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 spaces · Kitchen · Quiet

*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…

Indoor spaces · Kitchen · Getting around

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!

Kitchen · Indoor spaces · Pets

Peaceful Lake Studio Near Tarpon & Beaches

✨ Work, relaxation, or a coastal getaway—you don’t have to choose. Enjoy a private studio for 2 with a queen bed, fast WiFi, workspace, fully equipped kitchen, private parking, and a peaceful lake just steps away. Close to Tarpon Springs, beaches, Dunedin, Clearwater, restaurants, and shops. 🌿 Comfort for work, tranquility for rest, and plenty to explore. Are your dates available? Book now and start enjoying your stay.

Kitchen · Indoor spaces · Cleanliness