Entire home

Charming Downtown Gulfport Escape, Snowbird Friendly

Holiday home in Gulfport with kitchen and balcony

3 bedrooms, desk, iron/ironing board, WiFi - 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.

Entire home

3 bedrooms2 bathrooms912 sq ft

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

On private beach
Pool
Hot tub
Pet-friendly

includes taxes & fees

22 Feb - 23 Feb

Compare 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

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

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

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.

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

Gulfport, FL

What's nearby

Gulfport Beach
3 min walk - 0.2 miles
Gulfport Casino
3 min walk - 0.2 miles
John's Pass Village & Boardwalk
17 min drive - 8.0 miles
Gulfport Tuesday Fresh Market
1 min walk - 0.0 miles
Island Community Theatre
4 min drive - 1.1 miles

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).