Holiday houses in Holiday

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Top-rated holiday rentals in Holiday

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of the retro home features a gravel driveway bordered by illuminated garden lights, creating a welcoming ambiance. Two front doors are framed by windows, and potted plants add a touch of greenery. A white fence encompasses the property, enhancing its charm against a twilight sky.
Home in Holiday
4.95 out of 5 average rating, 190 reviews

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs

Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

Guest favourite
Adirondack chairs are arranged on a pebbled area facing a tranquil canal, with a sunset casting a warm glow over the scene. The serene water reflects the colorful sky, surrounded by lush greenery and residential homes lining the opposite bank.
Home in Forest Hills
4.95 out of 5 average rating, 60 reviews

Holiday fun canal home

Fabulous newly remodeled waterfront home on a Gulf accessible canal. Hot tub & patio seating around gas tablefire! New beds w/ adjustable bases. Enjoy: billiard table, sound system throughout, lanai dining + outdoor grill, mini-fridge/sink & seating around a fire pit. Canal amazes w/views of seasonal wildlife: sometimes manatees & jumping mullet! Fish, canoe (1) & kayak (2) w/ lifejackets provided. Also: jetted tub, indoor fireplace, fully equipped kitchen & laundry. Florida favorites nearby.

Guest favourite
The exterior of the home is shown at night, featuring a well-maintained front yard and a concrete driveway. Soft lights illuminate the entrance, highlighting a welcoming doorway. A black car is parked in front, casting a shadow on the driveway.
Home in Holiday
4.85 out of 5 average rating, 41 reviews

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 a fully equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small backyard patio. Brand new AC unit installed in 2024 to keep you comfortable! Perfect home to unwind in after a long day exploring the local beaches, restaurants and shops!

Guest favourite
A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.
Home in Forest Hills
4.96 out of 5 average rating, 95 reviews

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

Top Guest favourite
A patio area is visible featuring a round table with chairs, surrounded by decorative plants. Kayaks are propped against the railing, while the shimmering water of the canal flows in the background, framed by palm trees and bright blue skies.
Home in Holiday
4.99 out of 5 average rating, 86 reviews

Nature Lovers Retreat

Relax and enjoy! Welcome to your 3 bedroom 2 bath vacation home. Newly renovated well equipped kitchen, new appliances and laundry room. Perfect for couples or families to make great memories. You can fish, kayak, paddleboat or just sit back and enjoy nature from our dock on Lake Connelly. Very centrally located in the Tampa Bay area and are close to plenty of things to do: Tarpon Springs Sponge docks, Dunedin, Safety Harbor, St. Pete, Honeymoon Island, Fred Howard Park and more

Guest favourite
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
4.91 out of 5 average rating, 132 reviews

Sunny Pool Home • Near Tarpon & 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!

Guest favourite
Home in Holiday
4.9 out of 5 average rating, 70 reviews

Modern Retreat, 9 Mins to Beach, Fast Wi-Fi

🌴 Escape to your peaceful Florida retreat Escape to our peaceful 2-BR Florida retreat located in a quiet neighborhood. Perfect for families, couples, or remote workers, this modern home comfortably sleeps up to 4 guests. Enjoy blazing-fast 500 Mbps fiber internet, a dedicated workspace, a fully equipped kitchen, and a relaxing private screened porch. 🏖️ You're just minutes from Gulf beaches and the famous Tarpon Springs Sponge Docks. ✨ Your serene Florida getaway awaits!

Guest favourite
An outdoor patio area is illuminated by soft string lights. A hot tub emits a soothing blue glow, surrounded by a covered seating arrangement, featuring a cozy couch and chairs. Lush greenery borders the area, creating a serene environment for relaxation.
Apartment in Holiday
4.88 out of 5 average rating, 137 reviews

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.

Guest favourite
A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.
Home in Forest Hills
4.96 out of 5 average rating, 71 reviews

*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…

Guest favourite
A sparkling saltwater pool is featured in the backyard, with a gently curving shape and a clear blue surface. The area is fenced for privacy, with a well-maintained lawn and a sunny sky visible above.
Home in Holiday
4.96 out of 5 average rating, 103 reviews

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.

Guest favourite
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
4.95 out of 5 average rating, 37 reviews

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.

Guest favourite
An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.
Home in Holiday
4.92 out of 5 average rating, 106 reviews

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!

Popular amenities for Holiday holiday rentals

When is the best time to visit Holiday?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$219 NZD$216 NZD$217 NZD$217 NZD$200 NZD$205 NZD$200 NZD$191 NZD$188 NZD$177 NZD$193 NZD$203 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Holiday?

    Holiday has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Holiday?

    Experience the best of Holiday with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Holiday?

    Four-legged friends are welcome in Holiday. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Holiday?

    Yes! Work meets play with ease at over 70 vacation rentals in Holiday featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Holiday vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Holiday, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Holiday?

    Make yourself at home in Holiday by choosing from our most frequently booked neighborhoods. We have over 910 vacation rentals in Orangewood Village, over 500 vacation rentals in Forest Hills, and over 420 vacation rentals in Buena Vista.

  • Do house rentals in Holiday have air conditioning?

    Absolutely! We offer over 110 house rentals with air conditioning in Holiday. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Holiday have a kitchen?

    Absolutely! We offer over 110 house rentals with a kitchen in Holiday. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Holiday have wifi?

    Absolutely! We offer over 110 house rentals with wifi in Holiday. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Holiday have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Holiday. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Holiday

  • Total holiday rentals

    Explore 140 holiday rentals in Holiday

  • Nightly prices starting at

    Holiday holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Holiday holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Holiday rentals

  • 4.8 Average rating

    Holiday stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Florida
  4. Pasco County
  5. Holiday