
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.

The Flamingo Flat
This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

Shipwreck Bungalow
Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

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!

Gulfport - St. Pete bungalow centrally located
Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

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.

Lovely Guesthouse
We are ideally situated close to Tampa, Sarasota,Clearwater and St. Petersburg. Our neighborhood is wonderful, eclectic, alive. We have incredible restaurants a walk away. Our beach is walking distance. If you prefer you never have to leave Gulfport from the day you arrive. Everything you want is right here. There is free access for charging your electric vehicle on the beach in town which is walking distance from our guesthouse

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!

The Boho - 2BR Gulfport Waterfront District House
Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.
Popular amenities for Gulfport vacation rentals
Other great vacation rentals in Gulfport

The Little Cottage

The Milo Inn

Welcome to La Valencia!

Hibiscus Hideaway!

Avocado Casita 10 mins to Beaches

Sunshine State Of Mind

Writer’s modern retreat

Modern Private House Near Gulfport Beach
When is the best time to visit Gulfport?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | R2,505 ZAR | R2,731 ZAR | R2,940 ZAR | R2,470 ZAR | R2,244 ZAR | R2,139 ZAR | R2,000 ZAR | R2,000 ZAR | R1,965 ZAR | R2,087 ZAR | R2,174 ZAR | R2,400 ZAR |
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 2,150 vacation rentals in Gulfport, over 1,580 vacation rentals in Pasadena Golf-Yacht Club, and over 1,580 vacation rentals in Childs Park.
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 private suite rentals in Gulfport?
Experience the best of Gulfport with our private suite rentals, starting at about $40 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 bungalow rentals in Gulfport have a bbq area?
Absolutely! We offer over 10 bungalow rentals with a bbq area in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gulfport have self check-in?
Absolutely! We offer over 70 house rentals with self check-in in Gulfport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Gulfport?
Gulfport has more than 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Gulfport
Total vacation rentals
Explore 460 vacation rentals in Gulfport
Nightly prices starting at
Gulfport vacation rentals start at R174 ZAR per night before taxes and fees
Verified guest reviews
Over 18,990 verified reviews to help you choose
Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 200 rentals that welcome pets
Vacation rentals with a pool
120 properties feature pools
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Wi-Fi availability
450 of Gulfport vacation rentals include wi-fi access
Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Gulfport rentals
4.8 Average rating
Gulfport stays are highly rated by guests—averaging 4.8 out of 5!
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