Entire home
Charming Downtown Gulfport Escape | Snowbird Friendly
Holiday home in Gulfport with kitchen and balcony
Photo gallery for Charming Downtown Gulfport Escape | Snowbird Friendly
3 bedrooms2 bathroomsSleeps 6912 sq ft
Popular amenities
Explore the area
Gulfport, FL
- Place, Gulfport Tuesday Fresh Market1 min walk
- Place, Gulfport Beach3 min walk
- Place, Gulfport Casino3 min walk
- Airport, St. Petersburg, FL (SPG-Albert Whitted)10 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
Dining area
About this property
Charming Downtown Gulfport Escape | Snowbird Friendly
Summary:
Pineapple House
The Space:
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.
Things To Know
Bedroom 3 is a loft-style room with two twin beds Free high-speed WiFi Fully equipped kitchen with dishwasher Beach towels provided Private washer & dryer Central air conditioning Snowbird-friendly
Pineapple House
The Space:
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.
Things To Know
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Sunny Escape: St Pete beach 4bd/2bath
Sunny Escape: St Pete beach 4bd/2bath
- Kitchen
- Air-conditioning
- Parking available
- Microwave
10.0 out of 10, Exceptional, (1 review)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Gulfport
Located in Gulfport, this holiday home is in the city centre and near the beach. Travellers eager for a bit of culture can stop by Salvador Dali Museum, while those wishing to experience the area's natural beauty can explore St. Petersburg - Clearwater Beaches and Tampa Bay. Looking to enjoy an event or a game while in town? See what's happening at St. Pete's Historic Coliseum or Al Lang Stadium. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Gulfport, FL
What's nearby
- Gulfport Tuesday Fresh Market - 1 min walk - 0.0 km
- Frank Edward Contemporary Art - 2 min walk - 0.2 km
- Gulfport Beach - 3 min walk - 0.3 km
- Gulfport Casino - 3 min walk - 0.3 km
- Island Community Theatre - 2 min drive - 1.8 km
Getting around
Restaurants
- Pia's Trattoria - 2 min walk
- O'Maddy's - 4 min walk
- Stormrunners Tavern - 4 min walk
- Stella’s - 2 min walk
- Tommy’s Hideaway - 4 min walk
Frequently asked questions
About the host
Your host
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback