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

TV, offices - Charming Downtown Gulfport Escape, Snowbird Friendly (Gulfport)
3 bedrooms, desk, iron/ironing board, WiFi - Charming Downtown Gulfport Escape, Snowbird Friendly (Gulfport)
TV, offices - Charming Downtown Gulfport Escape, Snowbird Friendly (Gulfport)
Fridge, microwave, oven, stovetop - Charming Downtown Gulfport Escape, Snowbird Friendly (Gulfport)
Fridge, microwave, oven, stovetop - Charming Downtown Gulfport Escape, Snowbird Friendly (Gulfport)
Charming Downtown Gulfport Escape, Snowbird Friendly provides a garden and more. Guests can connect to in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Entire home

3 bedrooms2 bathrooms85 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
  • Property amenities

    Beach

    • Beach nearby

    Internet

    • Available in the house: WiFi

    Parking and transport

    • Parking on site

    Kitchen

    • Coffee/tea maker
    • Cookware, dishware, and utensils
    • Dishwasher
    • Hob
    • Ice maker
    • Microwave
    • Oven
    • Refrigerator
    • Toaster

    Bedrooms

    • 3 bedrooms
    • Bedsheets provided

    Bathroom

    • 2 bathrooms
    • Hair dryer
    • Shower
    • Towels provided

    Entertainment

    • Games
    • TV with cable/satellite channels

    Outdoor areas

    • Balcony
    • Garden

    Laundry

    • Washing machine

    Work spaces

    • Desk
    • Office

    Comfort

    • Air conditioning
    • Heating

    Pets

    • No pets allowed

    Suitability/Accessibility

    • Smoke-free property

    Services and conveniences

    • Iron/ironing board

    Location highlights

    • In the city centre
    • Near a zoo
    • Near the sea

    Things to do

    • Optional golf privileges
    • Casino nearby
    • Cycling nearby
    • Fishing nearby
    • Theme park nearby

    Safety features

    • 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

    Similar properties

    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

    Pets not 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
    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
    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

    Property is also known as

    68f75ffd5bd5c00010e27a6b

    About the area

    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. Visit our Gulfport travel guide
    View more Holiday homes in St. Petersburg - Clearwater
    Map
    Gulfport, FL

    What's nearby

    • A great blue Heron hangs out on the pier at the Gulfport marina
      Gulfport Beach
      3 min walk - 0.3 km
    • View from pier in Gulfport, Florida looking back across towards boat dock and beach. With blue water and clear blue sky on a sunny day.
      Gulfport Casino
      3 min walk - 0.3 km
    • HDCB17 Johns pass, St Petersburg, Florida sea side view of boardwalk
      John's Pass Village & Boardwalk
      17 min drive - 12.9 km
    • Gulfport Tuesday Fresh Market
      1 min walk - 0.0 km
    • Island Community Theatre
      4 min drive - 1.8 km

    Getting around

    • St. Petersburg, FL (SPG-Albert Whitted)
      13 min drive

    Restaurants

    • McDonald's
      17 min walk
    • O'Maddy's
      4 min walk
    • Dunkin'
      13 min walk
    • Pia's Trattoria
      2 min walk
    • Stormrunners Tavern
      4 min walk

    Frequently asked questions

    Is Charming Downtown Gulfport Escape, Snowbird Friendly pet-friendly?

    No, pets are not allowed at this property.

    How much is parking at Charming Downtown Gulfport Escape, Snowbird Friendly?

    On-site parking is available at the property.

    What time is check-in at Charming Downtown Gulfport Escape, Snowbird Friendly?

    Check-in begins at 4:00 PM.

    What time is check-out at Charming Downtown Gulfport Escape, Snowbird Friendly?

    Checkout is at 10:00 AM.

    Where is Charming Downtown Gulfport Escape, Snowbird Friendly located?

    Located in the heart of Gulfport, this holiday home is within a 5-minute walk of Gulfport Beach and Gulfport Casino. Pasadena Shopping Center and Boyd Hill Nature Preserve are also within 3 miles (5 km).

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    Charming Downtown Gulfport Escape, Snowbird Friendly Reviews

    Reviews

    9.0

    Wonderful