Holiday rentals in Holiday

4.95 out of 5 average rating, 220 reviews

The charming exterior of the home is showcased at dusk, with warm lighting illuminating the entrance and garden. The driveway leads to a single-car garage, while solar-powered lights line the path, enhancing the inviting appearance of this mid-century oasis.

Home in Holiday

King Bed Ensuite+Queen 2/2/1—2 Living Spaces+4TVs

Step through the cheery door into your 2BD/2BA mid-century oasis. This home provides an elegant, yet comfortable vibe while featuring lavish amenities including 4 Smart TVs, a fully equipped kitchen, 2 living spaces, a dedicated workspace, a master ensuite, luxury mattresses, private patio, garage parking, a washer & dryer. Enjoy all the comforts while being minutes to grocery stores, restaurants, Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi) Honeymoon Island State Park(16.2mi) & more!

5 out of 5 average rating, 177 reviews

Flat in Timber Oaks

Jungle Studio. Spacious, Separate Entry, pvt patio

JANUARY-MARCH SPECIAL. No Extra Fees. Separate entry, PRIVATE, Quiet & Spacious Countryside Style Studio near everything in town. Easy access to highways, 35 min from Tampa, only 10 min from hospitals, shops, parks, beaches. Ideal x travel nurses, business, golfers, couples, snowbirds & those visiting Tampa Bay area. 2 FREE parkings, queen bed, full kitchen, full bath, big closet, high-speed WiFi, pvt fenced patio. 45" TV & FREE Netflix. A cozy retreat, the perfect family base x local visits

4.94 out of 5 average rating, 105 reviews

A comfortable living area features a beige sofa adorned with orange accent pillows, flanked by two stylish lamps. A round wooden coffee table is positioned on a decorative rug, with modern wall art enhancing the space. A red armchair adds a pop of color to the setting.

Home in New Port Richey

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.

4.91 out of 5 average rating, 126 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

4.94 out of 5 average rating, 16 reviews

Nice and Cozy Apartment great location.

Enjoy a comfortable and convenient stay in this charming space, perfect for up to 3 guests. The unit features one queen bed and a sofa bed, making it ideal for couples, friends, or solo travelers looking for a relaxing getaway. Just steps away from U.S. 19, you’ll have easy access to grocery stores, bars, and great local restaurants. Plus, you’re only a 10-minute drive from Tarpon Springs, the famous Greek village known for its sponge docks, delicious food, and vibrant atmosphere.

5 out of 5 average rating, 116 reviews

A spacious sleeping area features a large bed with a neatly arranged white coverlet. A comfortable sitting area is visible on the side, complemented by a lamp that provides soft lighting. A small window with light-colored curtains adds natural brightness to the room.

Flat in New Port Richey

Cozy Apt. Suite - Sunny Tampa Bay Area

Don’t be fooled,This is a real gem and remodeled unit. Kick back and relax at this peaceful and cozy suite. Located near Historic Downtown New Port Richey and Trinity Area. You can visit the nearby Tarpon Springs Sponge Docks, Honeymoon Island or Clearwater which is rated one of the top 10 beaches in the nation. We are centrally located near 3 community hospitals. Travel Nurses or Professionals are welcomed. Whether you are traveling for leisure or work this is the place for you!

4.97 out of 5 average rating, 64 reviews

A modern living area displays a comfortable blue sofa adorned with patterned throw pillows. An orange blanket rests on the arm. A patterned ottoman adds texture. Artwork in vibrant colors decorates the wall, while a light ceiling fan and natural light from the window enhance the space.

Flat in New Port Richey

Charming 1-Bedroom Oasis in the Heart of Downtown

Carpe Otium #2 - You will enjoy a stylish experience at this centrally-located duplex literally the next block from the heart of Railroad Square in New Port Richey. You are just steps from fantastic restaurants, shops, nightlife and the riverwalk. You will rest peacefully in this newly renovated apartment surrounded by grandfather oaks. 1 br/ba with the comforts of home including state of the art technology locks and security. 2 tvs with wifi, netflix and prime.

4.94 out of 5 average rating, 35 reviews

A vibrant landscape features lush green grass and tropical plants, with a palm tree and bushes in view. A small body of water reflects the blue sky dotted with clouds. An American flag is positioned near a white railing, adding a charming touch to the scene.

Home in Holiday

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.

4.9 out of 5 average rating, 68 reviews

Home in Holiday

Modern Home with Fast WiFi and Yard

🏖️ Modern, Peaceful Getaway • 9 Min to Beach • Fast Wi-Fi Step into comfort and convenience in this newly updated 2-bedroom, 1-bath home, perfect for couples, solo travelers, remote workers, or small families. Tucked away in a quiet, residential neighborhood, this clean and stylish retreat offers a peaceful escape just minutes from Florida’s Gulf beaches, Tarpon Springs, and top Tampa Bay attractions.

4.96 out of 5 average rating, 77 reviews

The bedroom features a spacious bed dressed in a floral-patterned coverlet. A small table is placed at the foot of the bed, displaying the word 'RELAX.' A closet is visible beside the bed, and light-colored walls complement the wooden flooring.

Guest suite in Holiday

Cozy&Private|Big Parking|Near Beach

Cozy and private apartment with no cleaning fee, spacious parking, and just minutes from the beach and Little Greece. Located in a quiet and safe area, it’s ideal for relaxing or working from home. Enjoy : ✔ Fully equipped kitchen ✔ Bedroom with work desk ✔ Smart TV, WiFi ✔ Spacious bathroom with high-capacity shower ✔ Free parking Ideal for couples or solo travelers seeking peace near the sea.

A welcoming entryway features a sliding barn door that leads to a cozy sleeping area. A small table with four black chairs is positioned against the wall. Soft lighting illuminates the space, while decorative elements, including artwork and plants, add charm.

4.98 out of 5 average rating, 86 reviews

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

5 out of 5 average rating, 15 reviews

Tiny home in Holiday

Modern style tiny house

Welcome to your cozy retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect combination 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 Free coffee Free tea Free parking on the premises Security cameras

Popular amenities for Holiday holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Holiday

A spacious bed is adorned with a blue comforter and multiple decorative pillows. A bedside table with a lamp and a stylish chest of drawers are positioned nearby. A piece of wall art featuring flowers adds a decorative touch, while patterned curtains frame a window.

4.7 out of 5 average rating, 193 reviews

Luxurious Suite in the beach area

4.97 out of 5 average rating, 29 reviews

The living room features a brown leather sofa accompanied by a blue accent chair, all set on a patterned area rug. A round coffee table sits in the center, and a pendant light hangs overhead. A framed picture and a potted plant add decor against the light walls.

Home in Tarpon Springs

Poinsettia Place A, Tarpon Springs! Fully Fenced!

Guest suite in Port Richey

A welcoming entrance is framed by a lush palm plant, with light yellow siding providing a cheerful backdrop. The door features an oval glass panel, offering a glimpse of the interior. A pathway made of pavers leads up to the doorway, surrounded by greenery.

4.84 out of 5 average rating, 55 reviews

The Colonial Suite

Superhost

Home in Port Richey

4.87 out of 5 average rating, 31 reviews

Family home

5 out of 5 average rating, 4 reviews

Studio room

A screened-in green room features two wooden chairs positioned around a small table, surrounded by various indoor plants. Natural light streams through the slatted roof, illuminating the view of the river visible through the openings in the walls.

Home in Forest Hills

4.82 out of 5 average rating, 91 reviews

Riverside Home with Kayaks

4.92 out of 5 average rating, 48 reviews

A modern kitchen is showcased with white cabinetry and sleek countertops. Essential appliances include a microwave, coffee maker, and stovetop. An open drawer reveals utensils, while a trash bin is positioned underneath the sink. Natural light is enhanced by recessed lighting.

Tiny home in Port Richey

The Oasis