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Holiday houses in Holiday

Find and book unique accommodation on Airbnb

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
Apartment in Timber Oaks
5 out of 5 average rating, 219 reviews

Jungle Studio 1BR/1BA, Fenced Patio, Full Kitchen

🌿 MAY SPECIAL‼️Escape the stress! Enjoy a relaxing, private & affordable Florida Getaway. Instant Booking Enabled. A quiet countryside studio located near everything in town, with a separate entrance , a spacious bathroom, 2 full closets for long stays, 1 BE w/a queen bed, full kitchen, high-speed WiFi , a fenced patio & 2 FREE parking spots ⭐️Prime Location ⭐️ 10 min to hospitals (ideal for nurses!), shops, beaches, Tarpon Springs 30 min to Tampa Perfect x couples, golfers & family visitors

Top Guest favourite
An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.
Apartment in Tarpon Springs
5 out of 5 average rating, 102 reviews

Waterfront studio w/Hot Tub and Putting Green

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.

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, 97 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, 89 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 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
4.95 out of 5 average rating, 76 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…

Top Guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 123 reviews

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 beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Guest favourite
Home in Forest Hills
4.93 out of 5 average rating, 46 reviews

Heated Pool, Hot Tub & Sand Volleyball

Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment.

Top 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, 111 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.

Top Guest favourite
Apartment in Holiday
4.98 out of 5 average rating, 103 reviews

Private Lake Access Studio Near Tarpon Beaches

Relax near the water in a private studio for 2, perfect for a peaceful getaway, remote work, or a quiet stay close to nature. Enjoy a lake view just a few steps away through a short hallway, plus 24/7 self check-in, private parking, queen bed, fast WiFi, workspace, and a fully equipped kitchen. Near Tarpon Springs, Fred Howard Park, Sunset Beach, restaurants, shops, Dunedin, Clearwater, New Port Richey, and Tampa. ✨ Save or book today.

Top Guest favourite
Home in Holiday
4.95 out of 5 average rating, 41 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
A private pool is surrounded by a screened enclosure, with clear blue water reflecting sunlight. Lounge chairs are positioned nearby, and palm trees are visible in the background, enhancing the serene lakeside view.
Home in Holiday
4.91 out of 5 average rating, 112 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!

Top Guest favourite
An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.
Guesthouse in New Port Richey
5 out of 5 average rating, 202 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

Popular amenities for Holiday holiday rentals

When is the best time to visit Holiday?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$198 NZD$218 NZD$213 NZD$213 NZD$196 NZD$201 NZD$196 NZD$187 NZD$184 NZD$174 NZD$189 NZD$199 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • Are there family-friendly house rentals in Holiday?

    Holiday has more than 100 family-friendly house rentals. 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 $50 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 house rentals in Holiday?

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

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

    Yes! Work meets play with ease at over 60 house rentals in Holiday featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Holiday house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 house rentals 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 950 vacation rentals in Orangewood Village, over 540 vacation rentals in Forest Hills, and over 450 vacation rentals in Buena Vista.

  • Do apartment rentals in Holiday have air conditioning?

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

  • Do apartment rentals in Holiday have a kitchen?

    Absolutely! We offer over 10 apartment 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 120 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 150 holiday rentals in Holiday

  • Nightly prices starting at

    Holiday holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 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

    150 of Holiday holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Holiday rentals

  • 4.7 Average rating

    Holiday stays receive an average rating of 4.7 out of 5 from guests

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