
Vacation rentals in Gulfport
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Top-rated vacation rentals in Gulfport
Guests agree: these stays are highly rated for location, cleanliness, and more.

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...!

The Driftwood - Pet Friendly
Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

A slice of paradise!
The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Private Guest Suite 2 miles from Beach
Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Gecko House Unit #1
Romantic little apartment which is the lower left half of the house next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Cozy Cottage for Lovers
Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

Sweet & Simple guest suite Close to Everything.
Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Gulf Guesthouse - king bed, 3 blocks to downtown.
Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

Avocado Casita 10 mins to Beaches
Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

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.

Studio Garden Apartment
Studio apartment in Gulfport FL. New space with new bathroom and kitchenette, overlooking my garden. Hot plate and toaster oven with air fry capacity with a mini fridge. Sink, counter space and cupboards in kitchenette . Queen bed Private entrance with no shared space. Updated WiFi with strong signal to support many devices perfect for work space and TV with netflix and ruko. There is only space for one vehicle.. please adhere to one vehicle

Peaceful Getaway Close to Amazing Beaches!
This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!
Popular amenities for Gulfport vacation rentals
Other great vacation rentals in Gulfport

Latitude Adjustment! Hot tub Bungalow St Pete!

Brand New condo with water views, Pool/Beaches

King / Child Friendly / Near DT / No Chores!

Cozy funky duplex with KING bed

The Beach Way Garden Villa - Walk to Everything!

Writer’s modern retreat

Private Bungalow in Laid Back Beach Town

Gulfport 1BR-Semi-Private Beach
When is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 CAD | $214 CAD | $231 CAD | $194 CAD | $176 CAD | $168 CAD | $168 CAD | $167 CAD | $164 CAD | $168 CAD | $164 CAD | $177 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Frequently Asked Questions
Where should I stay in Gulfport?
Make yourself at home in Gulfport by choosing from our most frequently booked neighborhoods. We have over 1,580 vacation rentals in Childs Park, over 2,220 vacation rentals in Gulfport, and over 1,580 vacation rentals in Pasadena Golf-Yacht Club.
Are there vacation rentals with a dedicated workspace in Gulfport?
Yes! Work meets play with ease at over 240 vacation rentals in Gulfport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Gulfport?
Four-legged friends are welcome in Gulfport. Choose from more than 200 vacation rentals for guests traveling with pets.
Are there Gulfport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Gulfport, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Gulfport?
Experience the best of Gulfport with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Gulfport have a gym?
Absolutely! We offer over 20 house rentals with a gym in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Gulfport have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gulfport have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Gulfport have self check-in?
Absolutely! We offer over 10 cottage rentals with self check-in in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Gulfport?
Gulfport has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Gulfport

Total vacation rentals
Explore 470 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 18,950 verified reviews to help you choose

Family-friendly vacation rentals
270 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
460 of Gulfport vacation rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Gulfport rentals

4.9 Average rating
Gulfport stays are highly rated by guests—averaging 4.9 out of 5!
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