Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
The Wine Cellar in Gulfport Beach is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany-style vacation on the beach. Conveniently located 1 block from the main street and 4 blocks from Gulfport Beach. Boasting over 1200 sf of home and indoor-outdoor living the Wine Cellar has a bar for 2, a living room for 6 with a 55" TV. There is an enclosed backyard with a privacy fence. The outdoor patio has a barbecue and a gas fire-pit umbrella and Adirondack chairs. The enclosed 450 SF patio has 4 fans, a dining table with wine barrel chairs, a living room set, a 55" TV, in wall fireplace and games like Life size Jenga and Connect 4.
Guests will experience a great night's sleep with a queen memory foam bed in the master bedroom and a hybrid memory foam coil bed in the guest bedroom. Beds are fitted with high thread count sheets wrapped in a luxurious down comforter, 4 medium density pillows, throw blankets as well as three plugs, two USB ports, and reading lights at each bedside. The Master Bedroom has a partial view of the water as well as blackout blinds.
The Wine Cellar can accommodate 6 adults. 2 adults per bedroom, and 2 Adults on the queen sleeper sofa.
All guests are required to register with Check-in Software when emailed to them after the reservation has been booked. At any time the owners can request government ID of the guest making the reservation in order to establish their Identity.
Guests will be sent a copy of the Guest Rental Agreement and will agree to it by not canceling the reservation.
The kitchen comes stocked with dishware and cups to spare, a 14-piece cooking set, baking pans, spices, coffee maker, sugar cream, coffee, blender, toaster, plenty of towels, and cooking utensils.
Washer, dryer, detergent provided
Sit back and relax in the spacious enclosed patio with an oscillating fan while you barbecue your meals on your own grill in your private dog-friendly enclosed backyard.
You will be provided with beach towels for use at the beach and can rent beach chairs & umbrellas upon request.
To ensure the security of our guests we have fitted the property with 10 motion sensor lights, 8 security cameras, and 4 microphones at the doorways of the property. All check in's will be reviewed via security cameras.
To ensure the comfort of our guests we have provided central air conditioning and ceiling fans in every room. The thermostat is locked between 70 and 80 degrees. please call your host for any thermostat special requests. The water is purified through a whole house filter, water softener and de-scaler.
The Wine Cellar is a two-bedroom one-bath with a full kitchen. You can enjoy the outdoors with the propane fire pit provided or sit back in the large enclosed patio enjoying the game room. Your dog will enjoy a private enclosed yard just for them. The Wine Cellar has a four-car driveway and plenty of street parking in a well-lit safe area. The driveway is big enough to fit an RV, Boat, or trailer but there are additional fees for such parking.
You can also rent another 2 bedrooms one bath Luxury unit called the "Beach House" next store if you need to book up to an additional 6 guests.
Gulfport Beach is a hidden treasure in south St Pete. We have our own beach on the inter-coastal with professional volleyball courts on white sand. You can just see the beach down the street if you look from the bedroom window or the front of the home. Wood Ibis Park has a scenic lake walk one block from the house. Our Main street is full of shops, restaurants, breweries, and bars. We are two blocks off the main street in a safe and quiet neighborhood.
You are in the heart of the Gulfport Community in WALKING distance to everything you will want to do for your vacation.
= Gulfport Fresh Market is held every Tuesday morning one block away on the Main Strip.
= Gulfport Art walk is held First Friday and Third Saturday every month.
= Two local Markets one block away
= Too many amazing owner-run breakfast, lunch, dinner restaurants, and bars to count.
= Coffee shops, Kava Shops, Vegan Deli’s
= Eclectic shops with local art and keepsakes
= Community services like the library, the senior center, recreation center, the playhouse, and the dog park.
= Basketball courts, volleyball courts, the pier, the beach.
= City of Gulfport Municipal Marina
= Gulfport Historical Museum
= The Gulfport Casino which is a Dance hall.
= Wood Ibis Park, Hoyt Park, Clymer Park, Clam Bayou Nature Park
= Twin Brooks Golf Courses.
= Gecko Art Show, Gecko Art Crawl, and Gecko Ball all held in August.
= "Beach Bums" Volleyball tournaments throughout the year.
= First Fridays are held in downtown St. Pete monthly where you can walk the city with open containers. Downtown is a 15-minute uber ride from Gulfport.
Plenty of private parking and street parking. You will walk to everything once you get here. We have two markets one block from the home. The Gulfport strip is one block away so you don't have to worry about walking too far to get to the fun.
Each reservation will be charged a one-time $50.00 Administrative Fee.
"Pet Fee" on all booking applications are referring to dogs. All other animals must be discussed with property management for approval. There will be up to a $700 pet fee for any other animal brought on the property other than dogs.
Local ordinances allow a limited number of 30-day minimum stays. Please call Jason's Vacation Rentals for further questions regarding your seasonal rental.
FRAUD ALERT! Jason’s Vacation Rental does not rent directly to first-time renters. We do not ask for checks, wire transfers, or credit cards over the phone. First-time renters must book through the major booking applications for their entire stay. Please notify Jason’s Vacation Rentals if this property is being solicited to you and requesting direct payment..
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All Guests are charged a $50.00 Mngmnt fee. Cancelations incur a $150.00 fee. VRBO does not fully refund the Lodging tax and guest service fee.
The owner of the card which booked the reservation must be present at check-in or the reservation will be canceled with no refund.
Pet owners must vacuum all pet hairs on floors, patios, chairs and couches. "Pet Fee" refers to Dogs, All Other Animals are up to a 700 pet fee.
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, a first aid kit and a deadlock
About the area
Gulfport
Located in Gulfport, this holiday home is in the city centre and on a lake. Shoppers can check out John's Pass Village & Boardwalk, while everyone can enjoy the natural beauty of Tampa Bay and St. Petersburg - Clearwater Beaches. Travelling with kids? Consider Splash Island Water Park, or check out an event or a game at St. Pete's Historic Coliseum. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with cycling.
Gulfport Tuesday Fresh Market - 6 min walk - 0.6 km
Gulfport Beach - 6 min walk - 0.6 km
Gulfport Casino - 8 min walk - 0.7 km
Island Community Theatre - 4 min drive - 1.8 km
John's Pass Village & Boardwalk - 17 min drive - 12.6 km
Getting around
St. Petersburg, FL (SPG-Albert Whitted) - 10 min drive
Restaurants
McDonald's - 18 min walk
O'Maddy's - 10 min walk
Dunkin' - 9 min walk
Pia's Trattoria - 7 min walk
Stormrunners Tavern - 9 min walk
Frequently asked questions
Is Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House pet-friendly?
Yes, this property allows dogs (limit 4 total). Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House?
As of 4 Apr 2026, prices found for a 1-night stay for 2 adults at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House on 31 Jan 2027 start from AU$307, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House?
On-site parking is available at the property.
What time is check-in at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House?
Check-in begins at 4:00 PM.
What time is check-out at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House?
Checkout is at 11:00 AM.
Where is Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House located?
This family-friendly Gulfport holiday home is located by the sea, within a 10-minute walk of Gulfport Beach and Gulfport Casino. Pasadena Shopping Center and Palms of Pasadena Hospital are also within 3 miles (5 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Location, Location, Location. Couldn't get any better for accessing the ambiance of Gulfport. Downtown, dog park and beach all within walking distance. Owner and property manager very responsive to your requests! Lots of amenities. Cannot wait for another opportunity to visit here.
Stay was okay. Porch was dirty and the TV in the porch didn't work, some light bulbs were out and dead batteries in TV remotes. Inside was clean, comfortable, and it had nice amenities. Nice quiet neighborhood, close to everything. Preserve/ beach are directly down the street.
Recently moved from Gulfport and wanted to come back down to visit friends and neighbors. Loved staying at Wine Cellar. Great location, clean, and comfortable stay. Communication with host was smooth and the check in / check out process easy. Considering coming back to stay within a few weeks
We have stayed in the Wine Cellar for several years and had a great stay again this year. Great location, comfortable and well equipped kitchen. Already reserved for next year.
The duplex was nice. Was everything we needed. We don’t drink wine, but the ambiance was nice. Doing a bit of laundry and cooking breakfast was wonderful. Walking to restaurants and library was great. Thanks for a great stay!
This property was perfect for my husband and I for a staycation for Christmas. Very clean, description was extremely accurate, great location to walk downtown and along the beach. We will definitely stay here again!
The property was amazing. Centrally located to many places for fun, fan, and entertainment. Close to various beaches and fully equipped. I will definitely stay here again.
The property was very clean and everything that we needed. When we had to get in touch with the owner they respond quickly. The location is perfect! Just a short walk to the amazing shops and the beach!
This is the third time we have stayed in this property. Very convenient location, comfortable accommodation. Host is always responsive when help is needed.
We love staying here
The host communicated well and was attentive. The house was just what we wanted and had all conveniences and supplies. The area was beautiful ...safe, friendly and had a lot of restaurants and shops within walking distance. If you're visiting Gulfport, I highly recommend you stay at Jason's Wine Cellar. You won't be disappointed!
Our third year in this unit. Great location. Easy walk to downtown but quiet neighborhood. 10-15 min to St Pete Beach. Comfortable space for relaxation and kitchen well supplied.
Loved this adorable house. Walking distance to restaurants, live music, beach on the bay. Five miles to the beautiful Gulf of Mexico beaches. House had everything we needed and more. Pet friendly, our dogs enjoyed the outside screened in porch as did we. We will be back for sure !
The home and neighborhood were perfect
I had to work and my Father stayed to explore the area with the dog
We enjoyed the beach close by and all the wonderful restaurants just blocks away
Definitely recommend!
Underrated location. Gulfport is very friendly and convenient spot. Many different places to eat and drink within walking distance. The Gulfport beach area is small but charming with an awesome park area to sit and relax. The unit was clean and had all the amenities you need highlighted by the classic sun room. We enjoyed our stay and would consider this location again.
N G.
Stayed 3 nights in Aug 2023
About the host
Hosted by Jason Patino
Intrinsically humans have a desire to spend their lives doing what we believe in. My 20 years of working in fortune 500’s have left a major deficit in the need to believe in what I am doing and express the creativity I was born with. I found that practicing true ethics and fairness requires a tireless swim upstream when you are beholden to self-serving organizations. I, like many others, sought a way out. In my search for a better life, I mentored under successful flippers but found that the neverending transactional aspect wasn’t appealing to me at all as my desire was to build an organization with perpetual value worth believing in. So I stopped looking for flips, became a Realtor for myself and I started looking for properties that would be good vacation rentals. Building Luxury vacation rentals seemed a perfect way to express my creativity and manage an ethical business that provided joy to others on a perpetual basis. This path has lead me to my first duplex in Gulfport, Florida; "The Beach House" & "The Wine Cellar". To say this was a diamond in the rough would be a major understatement. It has taken over a year for me to remodel the "Wine Cellar" to the standard in which I would like to provide for my guests. I take pride in the properties I offer to my guests and strive to provide the best vacation experience in their lives.
Why they chose this property
This property offers so much to those just wanting to get away from life and spend some time in the beautiful walking town of Gulfport Florida. The local beach bars, restaurants, and shops make this wacky and weird town the best-kept secret of Saint Petersburg. The home is minutes away from Downtown St. Petersburg and Saint Pete Beach so you can enjoy all that they have to offer without sleeping in noisy and expensive areas.
What makes this property unique
The Wine Cellar has a private enclosed backyard. The home has a partial view of Gulfport beach from the Master Bedroom Window. 4 short blocks from Gulfport Beach and one block from Gulfport's main Shopping and Attraction strip.
Languages:
English
Premier Host
They consistently provide great experiences for their guests