
Cottage vacation rentals in Gulfport
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Gulfport
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Walk to beach shops food drinks “The Cottage”
Island Rum Suites has another cozy little cottage on the list of awesome places to stay near Indian Rocks Beach only 1/2 mile away! Location is everything and this is it! 25 miles from TIA, and all major attractions in Tampa. You will be in walking distance to the beach (IRB), beautiful sunsets, nature parks, nature trails, bike trails, marina, boat launch, shopping, sports bars, restaurants, pizza and ice cream! There is even a water park less than 1/2 mile away! fall special stay 2 get 1 free

The Pelicans Roost / Gulfport
The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Pass-a-Grille Historic Cottage Unit 1
PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 1 - 1 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front patio area w/ BBQ grill. Private parking for 1vehicle on premises.

Clearwater Cottage Short Drive to Beach & Dunedin!
Perfectly nestled between the quaint town of Dunedin & Clearwater. Just a short drive across the bridge & you’ll be Sinking your toes into the beautiful white sandy beaches of Honeymoon Island State Park or Clearwater Beach. Enjoy Honeymoon Island natural beauty or exciting tourist attractions of Clearwater beach! Take a cruise on the dinner boats to watch the beautiful sunset. Walk or rent a bike & explore the Pinellas trail. Kayak or jet ski the Gulf. Max 5 Adult guests with government ID.

Artsy guest house; near downtown w/ private patio
This uniquely decorated guest house is a private oasis with a lovely, private patio. The house is decorated with Latin American art from the owner's collection & travels. Only 11 blocks to downtown and very close to grocery stores, art galleries and all the night light life St. Pete offers. The home has a full kitchen and a very comfortable bedroom for one or two people. A perfect location for those that want to experience a comfortable and relaxing place. Only 12 block walk to Tropicana.

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass A Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Step out the door and into the sand! Ground floor DIRECT beachfront one- bedroom/one-bath cottage nestled in the sand directly on the Gulf of Mexico with awesome amenities for the perfect Gulf Beach getaway! Enjoy a cozy bedroom, living/dining area, fully-equipped kitchen, beachfront patio and private beach area with lounge chairs. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l

Adorable Cottage, Pet friendly, near beach & DT
The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

Gulfport Art District - One Block From Beach!
Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Gulfport Getaway-Close to Everything!
Take a step off the beaten path with a stay at this tropical 2-bedroom, 1-bath Gulfport Beach vacation rental! The 'Sirens Cove' is ideally situated between St Pete Beach, downtown St. Petersburg, and the quirky, vibrant Gulfport Arts District. Take a ride on our beach cruisers and enjoy the Gulfport vibe! You'll have plenty of opportunities to recharge your soul, relax, and soak up the beautiful Florida sun! 30+ Day Rentals Available!
Popular amenities for Gulfport cottage rentals
Cottage rentals with a hot tub

Harbor Oasis | Hot Tub | Private | Lush Backyard

Tiki Cottage Sleeps 6, Pets OK, Steps to Beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Steps to Beach, Sleeps 6, Pets OK

Lemon Cottage Steps from Beach

Beachy Keen Cottage A only steps to the Beach

New Listing Hidden Gem 3 Bedroom Home

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.
Pet-friendly cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Vintage Florida Beach Cottage B

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

Cozy up in a French Country nest NEAR EVERYTHING

Beachy Paradise

The Cottage at Wishing Well, Gulfport

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB

Old Florida Paradise Secret Lair Cottage
Private cottage rentals

Beach Cottage October and November Openings!

2 Bedroom Beach House | Private Beach Access

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

Cottage with Rooftop Patio & Private Beach Access

Coquina Cove Studio #1 Heated Pool & Steps to Sand

6B Newly Renovated Casita at Coastal Cottages!

The Bitchin' Beach House

Carriage House 1893
Quick stats about cottage rentals in Gulfport

Total vacation rentals
Explore 10 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at R1,185 ZAR per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Gulfport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulfport rentals

4.9 Average rating
Gulfport stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Apartment rentals Gulfport
- Family-friendly rentals Gulfport
- Condo rentals Gulfport
- Rentals with outdoor seating Gulfport
- House rentals Gulfport
- Pet-friendly rentals Gulfport
- Rentals with a patio Gulfport
- Smoking-friendly rentals Gulfport
- Rentals with beach access Gulfport
- Beach condo rentals Gulfport
- Rentals with a fire pit Gulfport
- Rentals with pools Gulfport
- Rentals with a washer and dryer Gulfport
- Rentals with a hot tub Gulfport
- Rentals with a fireplace Gulfport
- Guesthouse rentals Gulfport
- Fitness-friendly rentals Gulfport
- Waterfront rentals Gulfport
- Rentals with a kayak Gulfport
- Beachfront rentals Gulfport
- Cottage rentals Pinellas County
- Cottage rentals Florida
- Cottage rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park




