86 Holiday Vacation Rentals & Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Holiday vacation rentals from 5 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $38 a night.

Information about Holiday

About Holiday

Holiday is a city in western-central Florida. Whether you’re here to explore some of the area’s beautiful Gulf Coast parks or want to spend your vacation lounging in the sand along the Gulf of Mexico, this city provides fun no matter what you’re after.

Things to do in Holiday

There are plenty of fun things to do in and around the Holiday area. For some fun out on the water, grab a canoe and head out to Anclote Gulf Park, or just enjoy the views from the boardwalk. Fishers can plan a fun fishing trip at the Key Vista Nature Park, or bring the family along for a nice picnic near the playground. Both parks are also great places to try your hand at bird watching—see if you’ll be able to spot some of the gray kingbirds or skimmers that populate the area! Golfers will want to head over to Forest Hills Golf Course to tee up for 9-holes. Looking for some fun for the family? Make your way over to Jungle Bounce, Hillsborough County’s largest and best “Inflatable Party Center”. When it’s time for a bite to eat, you can stop for sushi at Grill One Nine, or enjoy Miss Vicki’s on the River while you’re out on the boat with your friends and family. Want to have a fun shopping day? Venture out to the Holiday Mall and shop at some of your favorite brands.

Holiday Day Trips

Holiday is in the perfect location for many fun day trips. The city of Tampa is under an hour away, and there you can find a variety of fun things from Busch Gardens to the Florida Aquarium. For a more high-end beach trip, head out to St. Petersburg and soak up the sun while you relax on the beach. Want to plan a fun camping trip, or enjoy some time by the lake? Lake Tarpon is only a short 15-minute drive away, and is the perfect place to stop for a fun family camping trip, picnic or fun day by the water. Golf fans may want to make the drive out to the Innisbrook Resort so they can tee up at the Copperhead Golf Course. For a fun vacation on the coast, travel to Palm Harbor and soak up the sun all day while you enjoy the beautiful views of the sunset over the water.

Holiday Accommodations

Whether you plan on spending your whole vacation in Holiday or want to venture out of the city on a fun day trip, we make it easy for you to find the perfect place to stay. Choose a rental west of town close to the Anclote area in order to be close to both the Anclote Gulf Park and the Anclote River, perfect places for you to plan a fun camping or canoe trip. For some fun bird watching or a nice family picnic, choose a rental up north of town near the Key Vista area. We have rentals available off to the east of town near Grand Boulevard that put you in the perfect location to take a quick day trip to places like Tampa or Lake Tarpon. Headed south to the beach or St. Petersburg? You may want to choose a rental Near Flora Avenue to make travel to these places much easier. No matter where you decide to stay, you can compare rentals by price, ratings, reviews and more on Tripping. Book your Holiday rental today!

Transportation in Holiday

Pasco County Public Transportation provides bus service throughout the Holiday area, but the most dependable method of transportation would be by car. Rental car services in the area include Hertz, Avis and Enterprise.

Vacation Rentals in Holiday

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Holiday offers 86 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $165 a night, or a long-term rental for an average price of $9041 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 70 of Holiday’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 33 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 72 cozy homes.

Traveling with pets? Choose from 31 pet-friendly rentals in Holiday for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 5 rental sites in Holiday where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 56 HomeAway rentals, 21 TripAdvisor short term rentals and 5 Booking.com vacation rentals.