Gulfport, FL Vacation Rentals

Our Favorite Vacation Rentals in Gulfport

  • 2BR Gulfport Beach Bungalow
     2br Home/Apartment
  • 2nd Avenue S
     Country House
  • House Chispa
     2br Home/Apartment
  • holiday home for max. 6 persons in St. Pete Beach , Florida, Florida
    OkayCountry House
  • Deluxe, Bright, Spacious | Getaway on the Beach!
  • Bella Sirena Inn
  • GULF FRONT Studio at Beach Resort w/ Pool Tennis Spa Hot Tub & Family Activities
  • Caprice Resort 102
     2br Home/Apartment

Check prices for these upcoming dates

Gulfport Vacation Rentals with a Pool

  • Beachside Bliss w/ Pool - Walk to Restaurants!
  • Pass-A-Grille Anheiser Busch Resort Bay&Boat By Tech Travel
     8br Home/Apartment
  • 2BR Penthouse w/ Panoramic Views
     2br Home/Apartment
  • Historic Pass-A-Grille Beach Club Gulf Way 701-5 By Tech Travel
     2br Home/Apartment

Gulfport Vacation Rentals with Wi-Fi

  • Historic Pass-A-Grille Beach Bungalow 3110 By Tech Travel
     2br Home/Apartment
  • Northeast St Petersburg 1950's Cottage 3701 By Tech Travel
     2br Home/Apartment
  • Pass-A-Grille St Pete Beach Bungalow 105-1 By Tech Travel
     2br Home/Apartment
  • Holiday Island 2BR w/ Pool, Hot Tub, Tennis & Dock
     2br Home/Apartment

Gulfport Pet-Friendly Vacation Rentals

  • Renovated St. Petersburg Home -10 Minutes to Beach
    Excellent2br Home/Apartment
  • NEW! St. Petersburg Apartment, Walk to Vinoy Park!
     2br Home/Apartment
  • Lovely 3/2 House with pool,hot tub. Only about 5 minute drive to the beaches.
    Excellent3br Home/Apartment
  • Special $199/Night!
     5br Home/Apartment

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

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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.

The Weather in Gulfport

Rainy days
93 º73
92 º63
87 º49
82 º49
78 º32
85 º56
83 º53
87 º60
92 º70
94 º74
93 º64
94 º73
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 December, when temperatures drop to 32 ˚F. The wettest month in Gulfport is August with 9.68 inches of rain, while the driest month is November with 0.53 inches of rain.

What Expert Travelers Think

  • — 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.

    Alli Sims
    Alli SimsAlli Sims
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — 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

Vacation Rentals in Gulfport

Browse accommodations from all your favorite providers including Airbnb, RedAwning, Priceline and more at We have 606 vacation rentals, hotels and other places to stay in Gulfport ranging from low-cost options to extravagant places to stay. For those wanting to save money, the cheapest place to stay in Gulfport comes in at $15 per night. A typical rental in Gulfport costs on average $244 per night.

If you want to stay connected during your trip, then you can choose from over 384 accommodations in Gulfport that have WiFi. We have 44 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 19 accommodations that have gym facilities. If you are driving to Gulfport, you'll want to pick from 374 places to stay that provide parking. 41 hotels and vacation rentals have a a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 190 pet-friendly accommodations available.

431 of the accommodations in Gulfport have been reviewed by previous guests. They rated 76% as great. You can instantly book any of 238 places to stay right now.

Destinations near Gulfport

  • Kissimmee134,083 Properties
  • Davenport54,908 Properties
  • Panama City Beach32,288 Properties
  • Champions Gate20,455 Properties
  • Destin16,864 Properties
  • Orlando14,591 Properties
  • Miramar Beach13,273 Properties
  • Fort Myers Beach13,058 Properties
  • Siesta Key8,892 Properties
  • St. Augustine8,383 Properties
  • Hollywood7,947 Properties
  • Marco Island7,926 Properties
  • Holmes Beach7,763 Properties
  • Cape Coral7,528 Properties
  • Clermont6,987 Properties
  • New Smyrna Beach6,175 Properties
  • Sanibel6,015 Properties
  • Sunny Isles Beach5,998 Properties
  • Santa Rosa Beach5,970 Properties
  • Miami Beach5,892 Properties
  • Celebration5,643 Properties
  • Haines City5,420 Properties
  • Naples4,913 Properties
  • Bradenton Beach4,811 Properties
  • Miami4,527 Properties
  • Madeira Beach4,428 Properties
  • Bonita Springs4,420 Properties
  • Key West4,336 Properties
  • Daytona Beach4,335 Properties
  • Pompano Beach3,575 Properties
  • Anna Maria3,488 Properties
  • Pensacola Beach3,456 Properties
  • Treasure Island3,380 Properties
  • Indian Shores3,364 Properties
  • Fort Walton Beach3,327 Properties
  • Bradenton3,326 Properties
  • Fort Myers3,060 Properties
  • Sarasota2,995 Properties
  • Indian Rocks Beach2,864 Properties
  • St. Pete Beach2,856 Properties
  • Palm Coast2,828 Properties
  • Daytona Beach Shores2,778 Properties
  • Hallandale Beach2,624 Properties
  • St. Augustine Beach2,463 Properties
  • Tallahassee2,336 Properties
  • Tampa2,322 Properties
  • Fort Lauderdale2,207 Properties
  • Marathon2,079 Properties
  • Key Largo1,981 Properties
  • Cocoa Beach1,925 Properties
  • Longboat Key1,925 Properties
  • Captiva1,784 Properties
  • Gainesville1,744 Properties
  • Ormond Beach1,736 Properties
  • Pensacola1,645 Properties
  • Englewood1,631 Properties
  • Clearwater Beach1,590 Properties
  • Venice1,590 Properties
  • The Villages1,564 Properties
  • Placida1,547 Properties
  • Delray Beach1,512 Properties
  • Key Colony Beach1,493 Properties
  • Islamorada1,475 Properties
  • North Bay Village1,449 Properties
  • Fernandina Beach1,395 Properties
  • Oakland Park1,387 Properties
  • Clearwater1,372 Properties
  • Wilton Manors1,303 Properties
  • Lake Buena Vista1,302 Properties
  • St. George Island1,284 Properties
  • Dania Beach1,270 Properties
  • Fort Pierce1,264 Properties
  • Deerfield Beach1,236 Properties
  • Cape Canaveral1,233 Properties
  • West Palm Beach1,179 Properties
  • Tavernier1,126 Properties
  • Lake Worth1,106 Properties
  • Dunedin1,069 Properties
  • Boca Raton1,065 Properties
  • Jacksonville1,062 Properties
  • Vero Beach1,039 Properties
  • Redington Shores978 Properties
  • Bay Lake970 Properties
  • Weston968 Properties
  • Rotonda West958 Properties
  • Ponte Vedra Beach922 Properties
  • Port St. Joe888 Properties
  • Port Charlotte884 Properties
  • Surfside882 Properties
  • Jensen Beach859 Properties
  • Winter Garden859 Properties
  • Mexico Beach848 Properties
  • Edgewater837 Properties
  • Navarre773 Properties
  • Stuart767 Properties
  • Coral Gables762 Properties
  • Port St. Lucie748 Properties
  • Lauderdale-by-the-Sea744 Properties
  • Punta Gorda727 Properties
  • Boca Grande721 Properties
  • Panama City716 Properties
  • Estero701 Properties
  • North Captiva685 Properties
  • Aventura678 Properties
  • Doral671 Properties
  • Ocala662 Properties
  • Lakeland658 Properties
  • Flagler Beach629 Properties
  • Jupiter620 Properties
  • Matlacha611 Properties
  • Port Orange591 Properties
  • Palm Beach Gardens588 Properties
  • Nokomis586 Properties
  • North Redington Beach576 Properties
  • Ruskin575 Properties
  • Melbourne573 Properties
  • Largo570 Properties
  • Orange Park566 Properties
  • St. Petersburg565 Properties
  • Palm Beach549 Properties
  • Temple Terrace549 Properties
  • Boynton Beach535 Properties
  • Hudson531 Properties
  • Inverness526 Properties
  • Palm Beach Shores521 Properties
  • Miami Springs520 Properties
  • Miramar515 Properties
  • Plantation502 Properties
  • Crystal River489 Properties
  • Wellington476 Properties
  • Winter Haven463 Properties
  • New Port Richey463 Properties
  • Winter Park455 Properties
  • Redington Beach439 Properties
  • Altamonte Springs438 Properties
  • Spring Hill437 Properties
  • Sunrise436 Properties
  • Sebastian435 Properties
  • Brandon432 Properties
  • Belleair Beach414 Properties
  • Singer Island414 Properties
  • North Fort Myers412 Properties
  • Key Biscayne410 Properties
  • Homosassa410 Properties
  • Palm Harbor408 Properties
  • Sebring406 Properties
  • North Port404 Properties
  • Mount Dora379 Properties
  • Pembroke Pines375 Properties
  • Wesley Chapel369 Properties
  • Titusville340 Properties
  • Ponce Inlet335 Properties
  • Lake Placid328 Properties
  • Lutz325 Properties
  • Tarpon Springs323 Properties
  • Melbourne Beach317 Properties
  • Lake Mary314 Properties
  • Davie310 Properties
  • Palm Bay309 Properties
  • Lake City308 Properties
  • Lady Lake305 Properties
  • Lehigh Acres304 Properties
  • North Miami303 Properties
  • Bokeelia297 Properties
  • Sanford295 Properties
  • Riviera Beach290 Properties
  • Jacksonville Beach285 Properties
  • Satellite Beach277 Properties
  • Gulf Breeze275 Properties
  • Bal Harbour271 Properties
  • Indialantic268 Properties
  • Steinhatchee263 Properties
  • Port Richey261 Properties
  • Seminole256 Properties
  • Cocoa254 Properties
  • Lantana252 Properties
  • Homestead252 Properties
  • Miami Shores247 Properties
  • Coral Springs231 Properties
  • Apopka227 Properties
  • Okeechobee223 Properties
  • Lake Wales221 Properties
  • Highland Beach218 Properties
  • Juno Beach211 Properties
  • Merritt Island205 Properties
  • Florida City205 Properties
  • Port Saint Lucie202 Properties
  • Brooksville183 Properties
  • Big Pine Key180 Properties
  • Cedar Key177 Properties
  • DeLand170 Properties
  • Duck Key168 Properties
  • Niceville162 Properties
  • Leesburg156 Properties
  • Dunnellon154 Properties
  • Neptune Beach143 Properties
  • Ocoee124 Properties
  • Carrabelle115 Properties
  • Wildwood108 Properties
  • Apalachicola104 Properties
  • Atlantic Beach99 Properties
  • North Miami Beach89 Properties
  • Miami Gardens88 Properties
  • Land O' Lakes54 Properties
  • Ellenton38 Properties