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Charming Downtown Gulfport Escape, Snowbird Friendly

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TV, offices
3 bedrooms, desk, iron/ironing board, WiFi
Dining
Exterior
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms912 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

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Gulfport, FL
  • Place, Gulfport Tuesday Fresh Market
    ‪1 min walk‬
  • Place, Gulfport Beach
    ‪3 min walk‬
  • Place, Gulfport Casino
    ‪3 min walk‬
  • Airport, St. Petersburg, FL (SPG-Albert Whitted)
    ‪12 min drive‬

Room options

Similar properties

Exterior
John's Pass Hotel
Madeira Beach
  • Free WiFi
  • Air conditioning
  • Parking available
  • Bar
4.3 out of 5, Excellent, 367 reviews
$106 nightly
The price is $120
Jun 29 - Jun 30
Total with taxes and fees
John's Pass Hotel

About the neighborhood

Gulfport

With a stay at this vacation home, you'll be centrally located in Gulfport, within a 15-minute drive of Tampa Bay and John's Pass Village & Boardwalk. .This vacation home is 5.6 mi (8.9 km) from St. Petersburg - Clearwater Beaches and 11.7 mi (18.8 km) from Fort De Soto Park.
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What's nearby

  • Gulfport Tuesday Fresh Market - 1 min walk - 0.1 miles
  • Gulfport Beach - 3 min walk - 0.2 miles
  • Gulfport Casino - 3 min walk - 0.2 miles
  • Island Community Theatre - 4 min drive - 1.1 miles
  • John's Pass Village & Boardwalk - 21 min drive - 7.6 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬17 min walk
  • ‪O'Maddy's - ‬4 min walk
  • ‪Pia's Trattoria - ‬2 min walk
  • ‪Hong Kong New York Style Chinese Restaurant - ‬19 min walk
  • ‪Stormrunners Tavern - ‬4 min walk

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
    • Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Conveniences include a desk and a microwave.
    Enjoy recreation amenities such as a water park or take in the view from a garden.
    Guests will find features like internet access and onsite parking.

    Property amenities

    Beach

    • Beach nearby

    Internet

    • Available in the house: WiFi

    Parking and transportation

    • Parking on site

    Kitchen

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

    Dining

    • Dining table

    Bedrooms

    • 3 bedrooms
    • Bedsheets provided

    Bathroom

    • 2 bathrooms
    • Hair dryer
    • Shampoo
    • Shower
    • Towels provided

    Living spaces

    • Dining table

    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

    • Smoking not allowed

    Services and conveniences

    • Iron/ironing board

    Location highlights

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

    Things to do

    • Optional golf privileges
    • Water park
    • 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)
    • First aid kit
    • 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

    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
    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 and a first aid kit
    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

    Property is also known as

    68f75ffd5bd5c00010e27a6b

    Charming Downtown Gulfport Escape, Snowbird Friendly Reviews

    Reviews

    9.6

    Exceptional

    Rating 10 - Excellent. 4 out of 5 reviews
    Rating 8 - Good. 1 out of 5 reviews
    Rating 6 - Okay. 0 out of 5 reviews
    Rating 4 - Poor. 0 out of 5 reviews
    Rating 2 - Terrible. 0 out of 5 reviews

    10/10

    Cleanliness

    Reviews

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