Seaside stay .Within a 5-minute walk of this Gulfport vacation home, you'll find Gulfport Beach and Gulfport Casino. Pasadena Shopping Center and Boyd Hill Nature Preserve are also within 3 miles (5 km).
Welcome to Pineapple House - A sunny retreat in the heart of downtown Gulfport.
Bright, welcoming, and perfectly placed, Pineapple House offers the ideal blend of coastal charm and small-town energy - making it a favorite for families and friends looking to stay close to the action while enjoying a comfortable, relaxed home.
Set on a quiet street just moments from downtown, this cheerful home captures the tropical spirit its name evokes. Inside, light-filled living and dining spaces make it easy to gather for meals, games, and conversation. The open kitchen is fully equipped for everything from quick breakfasts to shared dinners, while the casual breakfast bar invites slow mornings before heading out to explore. Younger guests will love the loft-style bedroom - a cozy hideaway perfect for relaxing after a day in the sun.
Step outside and enjoy the enclosed yard, offering a private space to unwind after beach days, festivals, or sunset walks.
Location is what truly sets Pineapple House apart.
You’re within easy walking distance of downtown Gulfport and Gulfport Beach, a calm, family-friendly shoreline along Boca Ciega Bay known for its waterfront park, fishing pier, playgrounds, and spectacular sunsets. The area is rich with local flavor - stroll to favorites like Pia’s Trattoria, O’Maddy’s Bar & Grille, Isabelle’s, and the lively Tiki Bar, all just minutes away.
Gulfport is celebrated for its artsy, welcoming community and year-round events. Time your stay to enjoy the Tuesday Fresh Market, evening Night Markets, the popular GeckoFest, or seasonal waterfront art festivals that bring live music, food vendors, and colorful energy to the downtown streets. For classic Gulf beaches, St. Pete Beach and Treasure Island are just a short drive away, offering sugar-white sand and turquoise waters.
Whether you’re planning a family vacation, a friends’ getaway, or a festival-filled retreat, Pineapple House places you at the center of Gulfport’s charm - sunny, walkable, and unmistakably coastal.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Unit size: 912 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property is also known as
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Frequently asked questions
How close is Charming Downtown Gulfport Escape, Snowbird Friendly to the airport?
This vacation home is 6 mi (13-min drive) away from the St. Petersburg, FL (SPG-Albert Whitted) airport, the closest popular airport to the property.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Charming Downtown Gulfport Escape, Snowbird Friendly to the beach?
This vacation home is a short 4-minute walk from Gulfport Beach and 5.6 mi (19-min drive) from St. Petersburg - Clearwater Beaches. Don't forget your sunscreen!
Does Charming Downtown Gulfport Escape, Snowbird Friendly offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Charming Downtown Gulfport Escape, Snowbird Friendly?
No, there is no casino at this vacation home, but Gulfport Casino (5-min walk) is nearby.
What time is check-in at Charming Downtown Gulfport Escape, Snowbird Friendly?
Check-in begins at 4:00 PM.
Is there free parking at Charming Downtown Gulfport Escape, Snowbird Friendly?
Free parking is not available at this vacation home.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have a pool?
This vacation home does not have a pool.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have a spa?
There are no spa services available at this vacation home.
How close is Charming Downtown Gulfport Escape, Snowbird Friendly to downtown Gulfport?