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Gulfport, FL Vacation Rentals

Our Favorite Vacation Rentals in Gulfport

Gulfport Vacation Rentals with a Pool

Gulfport Vacation Rentals with Wi-Fi

Gulfport Pet-Friendly Vacation Rentals

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.

Price and Availability in Gulfport

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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.
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 Weather in Gulfport

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94º 73º
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92º 63º
87º 49º
82º 49º
78º 32º
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87º 60º
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94º 74º
Rainy days
This climate histogram shows you the weather patterns in Gulfport. The hottest month in Gulfport is July, when temperatures peak at 94 ˚F. The coolest month is January, when temperatures drop to 32 ˚F. The wettest month in Gulfport is May with 9.68 inches of rain, while the driest month is February with 0.53 inches of rain.

What Expert Travelers Think

Vacation Rentals in Gulfport

Browse places to stay from all the leading providers including Airbnb, RedAwning, Priceline and many more at AllTheRooms has 540 vacation rentals, hotels and other great places to stay during your time in Gulfport, with everything from inexpensive 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. The average price of a rental is $256 per night.

Those needing to get some work done during their trip to Gulfport can pick from 355 places to stay that include WiFi. 39 places to stay include a breakfast. You can maintain your workout routine by staying at one of 14 accommodations that provide gym facilities. If you are driving to Gulfport, you'll want to pick from 344 places to stay that provide parking. We track 39 hotels and vacation rentals that have a pool or jacuzzi.

AllTheRooms has 166 pet-friendly places to stay in Gulfport, so if you're traveling with your cat or dog you won't have any trouble.

405 of our rentals in Gulfport have been rated by previous guests. They rated 80% as excellent or good. 202 places to stay in are instantly bookable.

Destinations near Gulfport