Holiday rentals in Holiday

Simply Charming

Summertime is here! Perfect place to stay. Relax with the entire family at this peaceful place. It is also perfect for a romantic getaway or a family vacation. It has a screened in back porch. It also has a washer and dryer. Central A/C and heating. It has a workspace, & 2 large screen TVs. It's pet friendly. Completely fenced in backyard. Centrally located. Easy access to Tampa, Dunedin, Clearwater, and St. Petersburg. Easy access to beaches. Book now and hit the beach! Visit "Greek Town" too!

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

Waterfront studio great for Pasco scallop season!

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

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

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.

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

*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 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!

Cozy Home w/ Fire Pit & Outdoor Lounge

Cozy and stylish home in Holiday, FL perfect for families, couples, or small groups ✨ Enjoy a private backyard with a fire pit, covered patio, and outdoor seating—perfect for relaxing after a beach day. Inside you’ll find comfortable beds, a fully equipped kitchen, fast WiFi, and bright cozy spaces designed to feel like home. Located in a quiet neighborhood just minutes from beaches, restaurants, shopping, and local attractions.

Memories

Enjoy a unique lakefront stay with a game room (pool table, darts, dominoes, chess & Monopoly), home gym, lakeview workspace, fully equipped kitchen, laundry room, home theater with projector, record player, easel with canvas and paints, fishing rods, fire pit, BBQ grill, hammocks, complimentary honor bar, beach package (chairs, cooler, tent, balls & towels), pergola, beautiful magnolia tree, and lake views from every bedroom.

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.

Cozy apartment private retreat

Welcome to Your Cozy Retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect blend of comfort and style, making it an ideal getaway for couples, solo adventurers, and business travelers alike. Amenities: Free Wi-Fi Air conditioning and heating Complimentary coffee. Towels and chairs Free parking on premises. Security Cameras