House vacation rentals in Holiday

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Holiday Vacation Home

Welcome to the Holiday Vacation Home! Located near attractions like Tarpon Springs/Sponge Docks, Clearwater, New Port Richey, Tampa, St Pete, Dunedin, Fred Howard Park & more! Home includes an equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small patio. New AC unit installed in 2024 to keep you comfortable! Laundry available for long term stays. Perfect home to unwind after a day exploring the beaches, shops and more!

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

Downtown Darling

Bring the whole family to this great property with lots of room for fun. 3 king bedrooms with pillow top mattresses, one bunk bed room that sleeps 3 kids. Large kitchen, large laundry room. Home has been completely renovated. Less than a 10 minute walk to all the activities on Main Street, Restaurants, breweries, roof top restaurant, axle throwing bar, sims park with weekly activities and a brand new playground and splash pad for the kids. Walk in the evening down the river boardwalk.

Modern Waterfront Home with Hot Tub, Dock, Kayaks

This luxury, waterfront home is situated in an upscale community. The home faces West for excellent sunset views. The inlet is perfect for bird watching, fishing or watching dolphins swim by and offers fantastic opportunities for kayaking through the Eagle Point Park Wildlife Preserve. There are three kayaks and a stand up paddle board at the house for you to use. If you would like to rent a Pontoon boat, sailboat, john boat or deep sea fishing charters are a few blocks from home.

Lakefront Bungalow |Fenced Yard | 10 Min to Tarpon

Blue Shore Bungalow – Lakefront Getaway Near Tarpon Springs Welcome to The Blue Shore Bungalow — a charming 2-bedroom, 1.5-bath lakefront retreat fully fenced that sleeps 6. Relax with peaceful water views, coastal-inspired interiors, and a cozy outdoor space perfect for morning coffee or sunset lounging. Just minutes from Tarpon Springs, Dunedin, local beaches, restaurants, and shops. Ideal for couples, families, or friends looking for a quiet getaway close to everything.

Beachy Holiday Hideaway- 3/2 up to 6 guests

Bring the whole family to this great Florida style home. Centrally located in Holiday, close to beaches, parks & world famous Sponge Docks. Anclote Gulf Park- 6 miles Key Vista Nature Park- 5 miles Tarpon Springs Sponge Docks- 4 miles Anclote Beach- 5 miles Fred Howard Park- 7 miles Innisbrook Golf Resort & Spa- 8 miles Honeymoon Island State Park- 15 miles Clearwater Beach- 23 miles Tampa International Airport- 28 miles Busch Gardens- 31 miles Disney World- 94 miles

*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…

Private 3 Bedroom House w/ Heated SaltWater Pool

Spend your holidays in HOLIDAY, FL! We welcome you to our cozy, fully renovated house with a large, heated private in-ground, SALTWATER pool. The house has three bedrooms and enough room for 7 guests, along with two full bathrooms. The kitchen is stocked with all cookware essentials needed. The house has everything you need for vacations, so you may kick back and relax. It is centrally located to many attractions if you're up for a drive.

Private pool home near Tarpon Springs 5 mi

🌴 Private pool home near Tarpon Springs, Gulf beaches, restaurants, and local attractions—perfect for a relaxing Florida getaway. Enjoy a fenced patio, BBQ area, fast WiFi, workspace, fully equipped kitchen, 24/7 self check-in, and on-site parking. Easy access to Dunedin, Clearwater, Tampa, and nearby beaches. ✨ Note: pool heat is available Nov–Mar, weather permitting. ⏳ Last-minute promos active—book and lock in your dates!

Relaxing Lake House

Take it easy at our tranquil getaway. Observe local and migrating birds right from the backyard, fish from the dock, or just relax and enjoy the view from the screened in porch. Minutes from New Port Richey and Tarpon Springs famous Sponge Docks and less than an hour from all the Tampa attractions and Clearwater Beach. Take a day hike at Honeymoon Island Osprey and Pelican Trail and end the hike with a swim at the beach.

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!