10/10 Excellent
Shelly M.
Apr 27, 2026
Liked: Cleanliness
Shelly M.
Stayed 4 nights in Apr 2026
Entire home
Charming Downtown Gulfport Escape, Snowbird Friendly
Choose dates to view prices
Photo gallery for Charming Downtown Gulfport Escape, Snowbird Friendly
Reviews
1010 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
Gulfport, FL
- Gulfport Tuesday Fresh MarketPlace, Gulfport Tuesday Fresh Market1 min walk
- Gulfport BeachPlace, Gulfport Beach3 min walk
- Gulfport CasinoPlace, Gulfport Casino3 min walk
- St. Petersburg, FL (SPG-Albert Whitted)Airport, St. Petersburg, FL (SPG-Albert Whitted)13 min drive
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About the neighborhood
Gulfport
This vacation home places you within a 5-minute walk of Gulfport Beach and Gulfport Casino. The vacation home includes a kitchen, a balcony, and a refrigerator.
What's nearby
- Gulfport Tuesday Fresh Market - 1 min walk - 0.0 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 - 17 min drive - 8.0 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
- Dunkin' - 13 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
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
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
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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
- This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
- Check-in: 4:00 PM
- Check-out: 10:00 AM
- Minimum check-in age: 21
We should mention
Details about charges, deposits, or other important information:
- 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.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
68f75ffd5bd5c00010e27a6b
Frequently asked questions
What's there to see within easy reach of this vacation home?
This vacation home in Gulfport is within a 10-minute walk of Gulfport Beach and Gulfport Casino. You'll also find Corey Ave and Upham Beach Park within a short drive.
Will I be able to park at Charming Downtown Gulfport Escape, Snowbird Friendly?
No, there isn't parking at this vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Charming Downtown Gulfport Escape, Snowbird Friendly good for couples?
Couples staying at this vacation home will value amenities like a kitchen, a kitchen in some house, as well as a garden.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have connecting rooms available?
No, there aren't connecting guestrooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is St. Petersburg, FL (SPG-Albert Whitted), which is 6 mi away (13 minutes by car). Another top airport is St. Petersburg-Clearwater Intl. Airport (PIE), which is located 16.2 mi away (26-minute drive).
Can I book a room with a balcony at Charming Downtown Gulfport Escape, Snowbird Friendly?
Yes, every house at Charming Downtown Gulfport Escape, Snowbird Friendly comes with a balcony.
Charming Downtown Gulfport Escape, Snowbird Friendly Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Kristin G.
Apr 10, 2026
Liked: Cleanliness
The Pineapple House in Gulfport, FL, was perfect for our family's extended weekend celebration. The location was in easy walking distance to the beach, restaurants and shops in Gulfport. The property was chic, were equipped and we really appreciated the private parking at the facility. We highly recommend this cute house to future renters.
Kristin G.
Stayed 4 nights in Apr 2026