This holiday home places you in the centre of Gulfport, steps from Gulfport Tuesday Fresh Market and within a short 5-minute stroll of Gulfport Beach. Highlights at this holiday home include a kitchen, a washing machine and a balcony. .Home features 2 bathrooms, a TV and a coffee/tea maker. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A hairdryer, an iron/ironing board and a desk are also available. .This smoke-free holiday home offers a water park and a garden. .Attractions within a 15-minute drive of this Gulfport holiday home include Tampa Bay and John's Pass Village & Boardwalk.
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.
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
No pets 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 and a first aid kit
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
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 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.
Property is also known as
68f75ffd5bd5c00010e27a6b
Frequently asked questions
Are there any beaches close to Charming Downtown Gulfport Escape, Snowbird Friendly?
Yep, Charming Downtown Gulfport Escape, Snowbird Friendly is a short 4-minute walk from Gulfport Beach.
Fun beach activities include fishing.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have a pool?
No, this holiday home doesn't have a pool.
Does Charming Downtown Gulfport Escape, Snowbird Friendly have a waterslide?
No, but it has a waterpark and lazy river.
Is there a free airport shuttle available at Charming Downtown Gulfport Escape, Snowbird Friendly?
No, Charming Downtown Gulfport Escape, Snowbird Friendly does not offer an airport shuttle service.
What time are check-in & check-out at Charming Downtown Gulfport Escape, Snowbird Friendly?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Charming Downtown Gulfport Escape, Snowbird Friendly?
All reviews shown are from real guest experiences. Only travellers 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
Shelly M.
27 Apr 2026
Liked: Cleanliness
Only thing was no beach equipment, adding a few beach chairs if possible would be nice. Hope that is helpful. We loved the place and will definitely rent again!
Shelly M.
Stayed 4 nights in Apr 2026
10/10 Excellent
Kristin G.
10 Apr 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.