Verified
10/10 Excellent
Kristin G.
10 Apr 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kristin G.
Stayed 4 nights in Apr 2026
Entire home
Charming Downtown Gulfport Escape, Snowbird Friendly
Photo gallery for Charming Downtown Gulfport Escape, Snowbird Friendly
Charming Downtown Gulfport Escape, Snowbird Friendly provides amenities, such as a water park and a garden. Guests can connect to in-room WiFi.
Reviews
1010 out of 10
Exceptional
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
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
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
- 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
- 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
Similar properties
Crystal Bay Historic Hotel
La Vista
Crystal Bay Historic Hotel
La Vista
- Pool
- Breakfast included
- Spa
- Parking included
9.6 out of 10, Exceptional, 1,513 reviews
9.6
Exceptional
1,513 reviews
The price is AU$165
AU$165
includes taxes & fees
17 June - 18 June
SkyBeach Resort
Greater Pinellas Point
SkyBeach Resort
Greater Pinellas Point
- On private beach
- Pool
- Spa pool
- Pet-friendly
8.6 out of 10, Excellent, 726 reviews
8.6
Excellent
726 reviews
The price is AU$288
AU$288
includes taxes & fees
3 June - 4 June
Mint House St. Petersburg Downtown by Kasa
Downtown St. Petersburg
Mint House St. Petersburg Downtown by Kasa
Downtown St. Petersburg
- Pool
- Kitchen
- Washing machine
- Dryer
9.4 out of 10, Exceptional, 833 reviews
9.4
Exceptional
833 reviews
The price is AU$138
AU$138
includes taxes & fees
17 June - 18 June
Mari Jean Hotel - All Adults Welcome
Historic Kenwood
Mari Jean Hotel - All Adults Welcome
Historic Kenwood
- Pool
- Breakfast included
- Free Wi-Fi
- Restaurant
9.0 out of 10, Wonderful, 444 reviews
9.0
Wonderful
444 reviews
The price is AU$146
AU$146
includes taxes & fees
23 June - 24 June
Malibu Resort Motel
North Redington Beach
Malibu Resort Motel
North Redington Beach
- Pool
- Pet-friendly
- Parking included
- Restaurant
8.8 out of 10, Excellent, 812 reviews
8.8
Excellent
812 reviews
The price is AU$172
AU$172
includes taxes & fees
31 May - 1 June
Peninsula Bed & Cocktails
Gulfport
Peninsula Bed & Cocktails
Gulfport
- Pet-friendly
- Parking included
- Free Wi-Fi
- Restaurant
9.4 out of 10, Exceptional, 322 reviews
9.4
Exceptional
322 reviews
The price is AU$192
AU$192
includes taxes & fees
1 June - 2 June
Tru By Hilton St. Petersburg Downtown Central Ave, FL
Downtown St. Petersburg
Tru By Hilton St. Petersburg Downtown Central Ave, FL
Downtown St. Petersburg
- Breakfast included
- Pet-friendly
- Free Wi-Fi
- Air-conditioning
9.0 out of 10, Wonderful, 1,001 reviews
9.0
Wonderful
1,001 reviews
The price is AU$169
AU$169
includes taxes & fees
11 June - 12 June
Staybridge Suites St. Petersburg Downtown by IHG
Campbell Park
Staybridge Suites St. Petersburg Downtown by IHG
Campbell Park
- Pool
- Breakfast included
- Pet-friendly
- Free Wi-Fi
8.6 out of 10, Excellent, 1,000 reviews
8.6
Excellent
1,000 reviews
The price is AU$166
AU$166
includes taxes & fees
7 June - 8 June
GALAXY HOTEL
Downtown St. Petersburg
GALAXY HOTEL
Downtown St. Petersburg
- Spa
- Pet-friendly
- Free Wi-Fi
- Restaurant
8.6 out of 10, Excellent, 876 reviews
8.6
Excellent
876 reviews
The price is AU$226
AU$226
includes taxes & fees
31 May - 1 June
RumFish Beach at TradeWinds
St. Pete Beach
RumFish Beach at TradeWinds
St. Pete Beach
- Pool
- Spa pool
- Spa
- Pet-friendly
8.2 out of 10, Very good, 1,983 reviews
8.2
Very good
1,983 reviews
The price is AU$335
AU$335
includes taxes & fees
7 June - 8 June
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 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
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 Upham Beach. Looking to enjoy an event or a game while in town? See what's happening at Tropicana Field or St. Pete's Historic Coliseum. 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 Beach3 min walk - 0.3 km
Gulfport Casino3 min walk - 0.3 km
John's Pass Village & Boardwalk21 min drive - 12.2 km- Gulfport Tuesday Fresh Market1 min walk - 0.1 km
- Island Community Theatre4 min drive - 1.8 km
Getting around
- St. Petersburg, FL (SPG-Albert Whitted)13 min drive
Restaurants
- McDonald's17 min walk
- O'Maddy's4 min walk
- Pia's Trattoria2 min walk
- Hong Kong New York Style Chinese Restaurant19 min walk
- Dunkin'13 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 Tuesday Fresh Market, Gulfport Beach and Gulfport Casino. Pasadena Shopping Center and Boyd Hill Nature Preserve are also within 3 miles (5 km).
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Charming Downtown Gulfport Escape, Snowbird Friendly Reviews
Reviews
Exceptional
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.
More informationOpens in a new windowRating 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
Cleanliness
10
Location
Reviews
Verified
10/10 Excellent
Shelly M.
27 Apr 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
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