Vacation rentals in Holiday
Find and book unique accommodations on Airbnb
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
Hotel room in Clearwater Beach
4.73 out of 5 average rating, 413 reviewsBay Front Apartment 18
Loft in Tampa
4.94 out of 5 average rating, 113 reviewsVacation Escape 1
Rental unit in Indian Rocks Beach
4.81 out of 5 average rating, 264 reviewsEnjoy brand new vacation 2/2 condo & water park!
Home in Redington Shores
4.94 out of 5 average rating, 124 reviewsSaltwater Retreat, 3 minute walk to Gulf beaches!
Home in Tampa
4.93 out of 5 average rating, 85 reviewsLuxury Home centrally located in Tampa Bay!
Condo in Madeira Beach
4.91 out of 5 average rating, 119 reviewsArie Dam 302, Beach Front Condo - 2Bed/2Bath
Vacation home in Indian Rocks Beach
4.85 out of 5 average rating, 40 reviewsBrand new vacation rental one block from the beach
Guest suite in Hudson
4.91 out of 5 average rating, 156 reviewsUVlite sanitized guest suite w/private entrance.
Quick stats about vacation rentals in Holiday
Total rentals
130 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
30 properties have a pool
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 Floridaâs most popular natural attractions. The townâs Main Street offers everything from craft breweries to farmerâs 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 Floridaâs best beaches, is only 20 minutes away, while the nearby city of St. Petersburg has a collection of world-class museums, such as The DalĂ (Salvador DalĂ 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 cityâs 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 regionâs Greek culture to life with scores of authentic Greek restaurants and historic sailboats that wouldnât look out of place in the Aegean Sea. The sponge docks are just a 10-minute drive from Holiday.
Frequently Asked Questions
Do house rentals in Holiday have wireless internet?
Absolutely! We offer over 90 house 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 10 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 90 homes with wireless internet, over 20 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Holiday?
Experience the best of Holiday with our house rentals, starting at about $20 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 60 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 30 vacation homes with pools in Holiday, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Holiday?
Holiday has more than 80 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 20 house rentals with a bbq area in Holiday. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Holiday?
Make yourself at home in Holiday by choosing from our most frequently booked neighborhoods. We have over 850 vacation rentals in Orangewood Village, over 430 vacation rentals in Buena Vista Melody Manor, and over 430 vacation rentals in Buena Vista.
Destinations to explore
- St Petersburg Vacation rentals
- Siesta Key Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Orlando Vacation rentals
- Rentals with beach access Holiday
- Rentals with a fire pit Holiday
- Rentals with outdoor seating Holiday
- Rentals with a fireplace Holiday
- Family-friendly rentals Holiday
- House rentals Holiday
- Kid-friendly rentals Holiday
- Rentals with lake access Holiday
- Waterfront rentals Holiday
- Monthly Rentals Holiday
- Rentals with pools Holiday
- Pet-friendly rentals Holiday
- Rentals with a washer and dryer Holiday
- Rentals with a patio Holiday
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom