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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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84° 56°
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82° 55°
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83° 44°
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84° 49°
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87° 55°
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89° 53°
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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 95 ˚F. The coolest month is December, when temperatures drop to 44 ˚F. The wettest month in Gulfport is April with 8.29 inches of rain, while the driest month is August with 0.12 inches of rain.

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What Expert Travelers Think

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  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

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  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

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Vacation Rentals in Gulfport

Browse rentals from all the leading providers including Airbnb, Priceline, RedAwning and many more at AllTheRooms.com. AllTheRooms has 643 rentals, hotels and other great places to stay during your time in Gulfport, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. If you are wanting to keep costs down, the cheapest place to stay in Gulfport is just $25 per night. A typical accommodation in Gulfport costs on average $223 per night.

If you would like to stay connected during your trip, then you can choose from over 314 accommodations in Gulfport that have WiFi. 37 of our accommodations include a breakfast in the price. You can maintain your workout regime by staying at one of 21 accommodations that provide gym facilities. If you're planning on getting to Gulfport by car, be sure to choose from 312 accommodations that provide parking. 51 accommodations have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in any of 142 accommodations that are designated as pet-friendly.

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 excellent or good. 251 places to stay in are instantly bookable.

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