AllTheRooms.

Gulfport, FL Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. Florida
  4. Gulfport

Our Favorite Vacation Rentals in Gulfport

  • Pelican Place Two
     Home/Apartment
    Booking.com
    From
    $125
  • Luxurious and Cozy Bungalow
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $430
  • Beach House Suites By The Don Cesar
     Home/Apartment
    NextTrip
    From
    $395
  • holiday home for max. 6 persons in St. Pete Beach , Florida, Florida
     Country House
    TUIvillas
    From
    $166
  • Close to Beach/Host Guide
     Family Stay
    Booking.com
    From
    $90
  • Private room in elegant 2/2 condo, 920 sf., 3 mi. to St. Pete Beach!
    GoodHome/Apartment
    HolidayLettings
    From
    $48
  • Residence Inn St Petersburg Treasure Island
     Home/Apartment
    NextTrip
    From
    $366
  • Gulf Strand Resort 308 Condo
     Home/Apartment
    Booking.com
    From
    $190
Show all

Check prices for these upcoming dates

Gulfport Vacation Rentals with a Pool

  • Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL
    Nice70br 3-star Home/Apartment
    Booking.com
    From
    $86
  • Hibiscus Hideaway Private Oasis
    ExcellentHome/Apartment
    Airbnb
    From
    $101
  • Solar powered house with heated pool and game room
    Excellent2br Home/Apartment
    Airbnb
    From
    $189
  • Cute 1950's bungalow in central Saint Petersburg!!
    ExcellentHome/Apartment
    Airbnb
    From
    $74
Show all

Gulfport Vacation Rentals with Wi-Fi

  • Gulfport Guest Suite!
    Excellent2br Home/Apartment
    Airbnb
    From
    $85
  • 🍾Renovated Modern Efficiency in Old Town Gulfport
    ExcellentHome/Apartment
    Airbnb
    From
    $120
  • Gulfports' Hidden Bungalow
    Excellent2br Home/Apartment
    Airbnb
    From
    $167
  • Gulfport Artist's Garden Escape
    Good2br Home/Apartment
    Airbnb
    From
    $212
Show all

Gulfport Pet-Friendly Vacation Rentals

  • Pass-A-Grille Beach House
    ExcellentHome/Apartment
    Flipkey
    From
    $261
  • Tropical Fruit Garden,Heated Pool,Hot tub. about 5 minute drive to the beaches.
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $249
  • Misty Isles Redington Beachfront Unit 5
     Home/Apartment
    HolidayLettings
    From
    $402
  • Special $155/Night!
     5br Home/Apartment
    HolidayLettings
    From
    $1,090
Show all

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.

More+

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.
More+

The Weather in Gulfport

Rainy days
87° 49°
1
82° 49°
6
78° 32°
3
85° 56°
1
83° 53°
1
87° 60°
1
92° 70°
10
94° 74°
7
93° 64°
5
94° 73°
8
93° 73°
4
92° 63°
1
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Gulfport. The warmest months in Gulfport are July and May, when temperatures reach 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.

More+

What Expert Travelers Think

  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
    Visit Whitehat

  • — 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

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
    Kid World Citizen

Vacation Rentals in Gulfport

Choose the perfect rental for your trip at AllTheRooms.com. We compare Airbnb, RedAwning, Priceline and many more. AllTheRooms has 625 rentals, hotels and other great places to stay while you enjoy Gulfport, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Gulfport is available at $9 per night. An average rental in Gulfport costs on average $238 per night.

Those needing to get some work done during their trip to Gulfport can pick from 294 places to stay that include WiFi. 46 of our accommodations come with breakfast in the price. Choose from 16 places to stay that provide gym options, so you don't miss a single workout. If you're planning on getting to Gulfport by car, be sure to choose from 295 accommodations that provide parking. We track 43 accommodations that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in one of 141 accommodations that are designated as pet-friendly.

431 of our accommodations in Gulfport have been reviewed and rated. 75% are rated excellent or good. 252 accommodations allow instant booking.

More+

Destinations near Gulfport

  • Kissimmee146,895 Properties
  • Davenport59,470 Properties
  • Panama City Beach34,028 Properties
  • Champions Gate23,074 Properties
  • Destin17,915 Properties
  • Orlando15,916 Properties
  • Miramar Beach13,892 Properties
  • Fort Myers Beach13,852 Properties
  • Siesta Key9,661 Properties
  • St. Augustine8,707 Properties
  • Hollywood8,628 Properties
  • Marco Island8,276 Properties
  • Holmes Beach8,099 Properties
  • Cape Coral8,033 Properties
  • Clermont7,627 Properties
  • New Smyrna Beach6,459 Properties
  • Sunny Isles Beach6,370 Properties
  • Sanibel6,368 Properties
  • Santa Rosa Beach6,279 Properties
  • Miami Beach6,108 Properties
  • Haines City5,892 Properties
  • Celebration5,722 Properties
  • Naples5,231 Properties
  • Bradenton Beach5,153 Properties
  • Daytona Beach4,669 Properties
  • Miami4,640 Properties
  • Bonita Springs4,634 Properties
  • Madeira Beach4,615 Properties
  • Key West4,465 Properties
  • Pompano Beach3,823 Properties
  • Pensacola Beach3,819 Properties
  • Anna Maria3,640 Properties
  • Treasure Island3,582 Properties
  • Bradenton3,550 Properties
  • Indian Shores3,539 Properties
  • Fort Walton Beach3,388 Properties
  • Fort Myers3,257 Properties
  • Sarasota3,221 Properties
  • Indian Rocks Beach3,015 Properties
  • St. Pete Beach3,006 Properties
  • Daytona Beach Shores2,960 Properties
  • Palm Coast2,913 Properties
  • Hallandale Beach2,839 Properties
  • St. Augustine Beach2,538 Properties
  • Tallahassee2,534 Properties
  • Tampa2,520 Properties
  • Fort Lauderdale2,278 Properties
  • Marathon2,221 Properties
  • Key Largo2,151 Properties
  • Cocoa Beach2,067 Properties
  • Longboat Key2,028 Properties
  • Captiva1,867 Properties
  • Gainesville1,846 Properties
  • Ormond Beach1,815 Properties
  • Pensacola1,781 Properties
  • Englewood1,735 Properties
  • Venice1,680 Properties
  • Placida1,653 Properties
  • Clearwater Beach1,638 Properties
  • The Villages1,619 Properties
  • Islamorada1,600 Properties
  • Delray Beach1,590 Properties
  • North Bay Village1,543 Properties
  • Key Colony Beach1,529 Properties
  • St. George Island1,484 Properties
  • Lake Buena Vista1,469 Properties
  • Clearwater1,457 Properties
  • Oakland Park1,443 Properties
  • Fort Pierce1,435 Properties
  • Fernandina Beach1,399 Properties
  • Wilton Manors1,348 Properties
  • Dania Beach1,336 Properties
  • Deerfield Beach1,306 Properties
  • Cape Canaveral1,278 Properties
  • West Palm Beach1,229 Properties
  • Tavernier1,204 Properties
  • Lake Worth1,184 Properties
  • Boca Raton1,132 Properties
  • Vero Beach1,112 Properties
  • Dunedin1,107 Properties
  • Bay Lake1,097 Properties
  • Rotonda West1,081 Properties
  • Jacksonville1,080 Properties
  • Redington Shores1,027 Properties
  • Weston1,004 Properties
  • Port Charlotte970 Properties
  • Ponte Vedra Beach962 Properties
  • Jensen Beach932 Properties
  • Winter Garden931 Properties
  • Surfside926 Properties
  • Port St. Joe905 Properties
  • Mexico Beach859 Properties
  • Edgewater854 Properties
  • Coral Gables822 Properties
  • Stuart815 Properties
  • Lauderdale-by-the-Sea811 Properties
  • North Captiva807 Properties
  • Port St. Lucie791 Properties
  • Navarre790 Properties
  • Punta Gorda784 Properties
  • Boca Grande774 Properties
  • Panama City745 Properties
  • Doral743 Properties
  • Estero725 Properties
  • Aventura720 Properties
  • Ocala719 Properties
  • Lakeland701 Properties
  • Jupiter657 Properties
  • Ruskin651 Properties
  • Flagler Beach648 Properties
  • Inverness641 Properties
  • Palm Beach Gardens626 Properties
  • Matlacha625 Properties
  • Port Orange620 Properties
  • Palm Beach Shores617 Properties
  • Nokomis616 Properties
  • Melbourne612 Properties
  • Palm Beach609 Properties
  • North Redington Beach605 Properties
  • Largo605 Properties
  • St. Petersburg587 Properties
  • Orange Park580 Properties
  • Boynton Beach576 Properties
  • Temple Terrace566 Properties
  • Hudson558 Properties
  • Miramar556 Properties
  • Plantation545 Properties
  • Miami Springs543 Properties
  • Crystal River521 Properties
  • Winter Haven517 Properties
  • Wellington507 Properties
  • New Port Richey505 Properties
  • Spring Hill489 Properties
  • Winter Park478 Properties
  • Redington Beach470 Properties
  • Sunrise467 Properties
  • Brandon458 Properties
  • Sebastian457 Properties
  • Altamonte Springs456 Properties
  • Palm Harbor452 Properties
  • North Fort Myers442 Properties
  • Sebring436 Properties
  • North Port436 Properties
  • Singer Island430 Properties
  • Homosassa429 Properties
  • Belleair Beach428 Properties
  • Key Biscayne426 Properties
  • Mount Dora411 Properties
  • Pembroke Pines407 Properties
  • Wesley Chapel396 Properties
  • Tarpon Springs368 Properties
  • Lake Placid358 Properties
  • Titusville355 Properties
  • Ponce Inlet354 Properties
  • Melbourne Beach353 Properties
  • Davie352 Properties
  • Lutz340 Properties
  • Palm Bay338 Properties
  • Lake Mary328 Properties
  • North Miami324 Properties
  • Lady Lake322 Properties
  • Lehigh Acres321 Properties
  • Indialantic317 Properties
  • Sanford317 Properties
  • Lake City316 Properties
  • Seminole312 Properties
  • Bokeelia305 Properties
  • Riviera Beach303 Properties
  • Gulf Breeze299 Properties
  • Satellite Beach293 Properties
  • Steinhatchee291 Properties
  • Jacksonville Beach289 Properties
  • Bal Harbour279 Properties
  • Port Richey277 Properties
  • Cocoa274 Properties
  • Lantana270 Properties
  • Homestead262 Properties
  • Miami Shores262 Properties
  • Coral Springs248 Properties
  • Okeechobee241 Properties
  • Apopka237 Properties
  • Merritt Island230 Properties
  • Lake Wales229 Properties
  • Port Saint Lucie226 Properties
  • Highland Beach225 Properties
  • Juno Beach225 Properties
  • Big Pine Key221 Properties
  • Florida City212 Properties
  • Brooksville194 Properties
  • DeLand181 Properties
  • Cedar Key181 Properties
  • Duck Key178 Properties
  • Niceville174 Properties
  • Leesburg163 Properties
  • Dunnellon159 Properties
  • Neptune Beach146 Properties
  • Ocoee141 Properties
  • Carrabelle126 Properties
  • Wildwood125 Properties
  • Apalachicola106 Properties
  • Atlantic Beach100 Properties
  • North Miami Beach97 Properties
  • Miami Gardens88 Properties
  • Land O' Lakes62 Properties
  • Ellenton43 Properties