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Gulfport, FL Vacation Rentals

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Gulfport Travel Guide

Gulfport is a charming seaside city in Pinellas County, Florida. Over the years, the city has become known for its spunky attitude and zest for life, as well as its locally owned one-of-a-kind stores, restaurants, and “no chain stores” motto. Here, visitors can experience authentic small town Florida.

Things to Do in Gulfport

One of the first things that many visitors do upon arrival to Gulfport is make their way to the beautiful Clam Bayou Nature Park, which features a number of easy walking trails and wooden decks to go out over the bayou for special moments and spectacular bird watching.

Visitors can also experience Gulfport’s beauty by zip lining in Caldwell Park, duck and blue heron watching in Ted Phillips Wood Ibis Park. Alternatively, enjoy beach volleyball at Gulfport Municipal Beach and then cross the street into downtown Gulfport and hit a classy bar, or embark on a shopping adventure.

Visitors who like to hike can take a walk up the Devil’s Shade Trail, taking in the views of whales in the distance, and those who want to purchase some unique art or trinkets can visit Beach Boulevard and make their way into one of the many art and novelty shops. Little Tommie’s Tiki is a popular spot on the boulevard, offering 21+ entertainment, craft beer, and performances every week.

Best Places to Stay in Gulfport

Within the Gulfport/St. Petersburg area, there are dozens of available vacation rentals. Some of the rentals are located on the beach, while others are tucked into the crowded city streets and directly in the middle of all of the excitement. Each rental is kept tidy and up to date, and has its own personality which shines through thanks to the modern decor found inside of each home.

Best Time to Visit Gulfport

The best time to visit Gulfport is from February to May when the weather is pleasant and great for exploring outdoors.

Best Events in Gulfport

One of the best events to take place in Gulfport each year is GeckoFest -- a large celebratory parade that offers costume contests, street performers, live music, and over 150 arts, crafts, and food vendors.

Another fun event is the Annual Arbor Day celebration, which honors Arbor Day by way of refreshments and the handing out of free sweetgum and red maple seedlings. A few more great events include the Holiday Hoopla, Shipwrecked Music Festival and International Cuban Sandwich Festival in nearby Tampa, and the 4th of July celebration.

Things to Do for Families in Gulfport

The Gulfport Tuesday Market is a great place for families to purchase fresh produce and health items, selling everything from vegetables to all-natural vitamins and health supplements, and providing hours of shop-till-you-drop fun.

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Price and Availability in Gulfport

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The cheapest day to stay at a vacation rental in Gulfport tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Gulfport tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Gulfport is in March, while the cheapest month is in May. The most popular time to book a vacation rental in Gulfport is in the high season in March. Gulfport has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Gulfport

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This climate histogram shows you the weather patterns in Gulfport. The warmest months in Gulfport are May and June, when temperatures reach 96 ˚F. The coolest month is January, when temperatures drop to 35 ˚F. The wettest month in Gulfport is April with 13.16 inches of rain, while the driest month is March with 0.23 inches of rain.

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What Expert Travelers Think

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
    Middle Class Dad

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
    Visit Tammymum

Vacation Rentals in Gulfport

Browse vacation rentals from all your favorite providers including Airbnb, Priceline, RedAwning and others at AllTheRooms.com. We have 643 vacation rentals, hotels and other places to stay in Gulfport ranging from cheap options to luxury places to stay. When traveling on a budget, the most economical place to stay in Gulfport is available at $25 per night. On average, an accommodation in Gulfport will cost you $223 per night.

If you need to stay connected during your trip, then you can choose from over 314 accommodations in Gulfport that have WiFi. 37 places to stay include a morning meal. Fitness addicts can get a workout in during their stay by choosing from 21 accommodations that have gym facilities. If you are driving to Gulfport, you'll want to pick from 312 places to stay that provide parking. 51 vacation rentals come with a pool or jacuzzi

If you're traveling with a furry friend, then make sure to choose one of the 142 pet-friendly accommodations available.

We combine a wide variety of Gulfport accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 313 places to stay from Airbnb, 15 accommodations from Priceline and 7 places to stay from RedAwning.

466 of the accommodations in Gulfport have been reviewed and rated. 72% are rated great. 251 accommodations allow instant booking.

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