Vacation rentals in Holiday
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Top-rated vacation rentals in Holiday
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Holiday vacation rentals
Other great vacation rentals in Holiday
Home in Holiday
4.88 out of 5 average rating, 49 reviewsThe Sunset Suite
Guest suite in Holiday
4.79 out of 5 average rating, 71 reviewsBuena Vista
Home in Holiday
4.95 out of 5 average rating, 19 reviewsVigia farm
Camper/RV in Holiday
New place to stayAdventure escape
Guesthouse in Holiday
4.89 out of 5 average rating, 55 reviewsSonia's Apartment
Home in Holiday
4.98 out of 5 average rating, 40 reviewsLazy Day Oasis
Guesthouse in Tarpon Springs
4.96 out of 5 average rating, 25 reviewsSponge Docks Quiet Studio
Guesthouse in Tarpon Springs
4.98 out of 5 average rating, 40 reviewsBayoutiful Getaway
Quick stats about vacation rentals in Holiday
Total rentals
140 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
3.4K reviews
Nightly prices starting at
$20 before taxes and fees
Your guide to Holiday
All About Holiday
Located just outside of Tampa Bay, Holiday combines the convenience of suburban living with easy access to Central Florida’s most popular natural attractions. The town’s Main Street offers everything from craft breweries to farmer’s markets, as well as an array of locally-owned shops and restaurants. Just west of downtown, you can find Key Vista Nature Park, a sprawling oceanfront park that has its own boardwalk and dog park, and is quite popular for hiking, fishing, and wildlife spotting. From Holiday, it is just a 30-minute drive to Honeymoon Island State Park and its four miles of white sand beaches leading to the Gulf of Mexico.
The three-mile Osprey Trail runs through a virgin slash pine forest, where you can spot eagles, great horned owls, and osprey circling overhead. Clearwater Beach, known as one of Florida’s best beaches, is only 20 minutes away, while the nearby city of St. Petersburg has a collection of world-class museums, such as The Dalí (Salvador Dalí Museum), the Florida Holocaust Museum, and the Chihuly Collection, which showcases glass sculptures.
The best time to stay in a vacation rental in Holiday
There is no bad time to rent cabins in Holiday. Thanks to the warm weather, Tampa Bay is a popular summer destination, making local attractions more busy than usual during this season. Things are much quieter during the spring and fall, so you may find fewer people in the Key Vista Nature Park and Honeymoon Island State Park. Winter starts to pick back up again as people head to Florida to get a bit of sunshine.
The Tampa Bay/Clearwater area hosts many interesting events throughout the year, including a jazz festival in October, when the city’s waterfront becomes a venue for musicians from around the world. The Mainsail Arts Festival in April is a free open-air event with live music and a food court in addition to local works of art.
Top things to do in Holiday
Key Vista Nature Park
Located just west of Holiday, the Key Vista Nature Park stretches out for more than 100 acres along the ocean and allows you to immerse in the beautiful natural surroundings without leaving the suburbs. The park features a lovely boardwalk through the forest, an observation tower looking over the Gulf of Mexico, and well-maintained hiking trails where you may see squirrels, peacocks, snakes, and an abundance of birds.
Whimzeyland
Part family home, part art installation, Whimzeyland provides a major splash of color to the nearby suburb of Safety Harbor. This rainbow-colored house started just like any other house in the neighborhood, but the owners have added works of art to the interior and exterior over the past few decades. You will find a psychedelic garden, a gallery of bowling balls, an enormous moon statue, and decorated cars. The house is accessible on guided tours and offers some fantastic photo opportunities.
Historic Sponge Docks
In the early 20th century, many newly arrived immigrants from Greece settled in Tarpon Springs to work in the local sponge industry. This fascinating waterfront area brings the region’s Greek culture to life with scores of authentic Greek restaurants and historic sailboats that wouldn’t look out of place in the Aegean Sea. The sponge docks are just a 10-minute drive from Holiday.
Frequently Asked Questions
Do apartment rentals in Holiday have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Holiday have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Holiday. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Holiday?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 110 homes with wireless internet, over 20 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Holiday?
Experience the best of Holiday with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 pet-friendly vacation rentals in Holiday?
Four-legged friends are welcome in Holiday. Choose from more than 60 vacation rentals for guests traveling with pets.
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!
Do house rentals in Holiday have a gym?
Absolutely! We offer over 10 house rentals with a gym in Holiday. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Holiday?
Holiday has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Holiday have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Holiday. Enjoy a tailored experience with all the comforts you desire.
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