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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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88° 54°
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91° 63°
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93° 64°
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97° 69°
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95° 75°
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This climate histogram shows you the weather patterns in Gulfport. The warmest months in Gulfport are July and April, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to 37 ˚F. The wettest month in Gulfport is May with 8.78 inches of rain, while the driest month is December with 0.57 inches of rain.

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What Expert Travelers Think

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    BeckyKid World Citizen
    Kid World Citizen

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
    The Life of a Social Butterfly

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
    Travel Better Guide

Vacation Rentals in Gulfport

Find the perfect vacation rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, RedAwning and more. AllTheRooms has 643 rentals, hotels and other great places to stay while you enjoy Gulfport, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Gulfport is available at $25 per night. On average, a place to stay in Gulfport will cost you $223 per night.

Those looking to get some work finished during their trip to Gulfport can pick from 314 places to stay that include WiFi. 37 of our accommodations come with breakfast in the price. Choose from 21 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Gulfport, you'll want to pick from 312 places to stay that provide parking. 51 hotels and vacation rentals have a a pool or jacuzzi

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

In Gulfport AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 313 places to stay from Airbnb, 7 accommodations from Priceline and 7 places to stay from RedAwning.

466 accommodations in Gulfport have been reviewed; 72% are rated highly. 251 accommodations allow instant booking.

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