Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House | House in Gulfport

10.0 (82 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  6 Guests  Stay&Play
Gulfport House | Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House

2 Bedroom House in Gulfport

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..

Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House is located in Gulfport. Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House provides accommodation, featuring Fireplace/Heating, Internet, Parking, among other amenities. This House features Fireplace/Heating, Internet, Parking, to make your stay a comfortable one.

Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Gulfport has interesting places to visit. If you want to learn more about the House in Gulfport, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 21
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy 4 total pets note from host: monthly pre chck-in $50 per pet post chck-in $100 pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy Smoking is not permitted;smoking only allowed on patio
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Gulfport, 33707, United States

What Our Guests say 500 + Reviews

Apr 22, 2025 07:41:53 AM
Summary: Place was just as advertised! Had everything we needed and was centrally located to everything. Would stay again and highly recommend!
Walter T. Walter T.
Apr 22, 2025 07:33:06 AM
Summary: 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.
Apr 27, 2024 04:50:55 AM
Summary: Good. Need decent wine glasses.
Helen M. Helen M.
Apr 23, 2024 12:19:43 AM
Summary: 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!
Tracey B. Tracey B.
Apr 15, 2024 04:22:03 AM
Summary: 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.
Apr 14, 2024 10:31:28 AM
Summary: We loved our stay here in Gulfport! We booked this house to be near the races in Bradenton and near Clearwater. We had no clue Gulfport was a thing. Our first night we walked to a nearby burger/pizza joint and discovered Gulfport. What an amazing place! The food selections were great! There was a beach there to top it all off. Gulfport was so cool that we never even made it over to Clearwater. This was right in the middle of spring break and the beach wasn’t even crowded at all there! The house was fantastic! We have done tons of Vrbo over the years and this was the best quality of all of them. There was extreme attention to detail and it seems that everything was thought of to make our stay as easy as possible. Our twin 5 year old daughters loved the screened in patio with all the games and so did we. The house was very clean and everything was of nice quality and construction. We for sure want to rent this property again due to its close walking distance to Gulfport and the quality of property. Our girls have been asking about what they call “The game house” ever since our stay a week ago. Our next stay can’t come soon enough!
Keith D. Keith D.
Jan 3, 2024 08:22:10 AM
Summary: 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!
Tracey L. Tracey L.
Dec 6, 2023 07:52:48 AM
Summary: We loved staying at this place it was local to everything and was very well kept! You can see everything that you need is there and the communication is awesome! There are a lot of extras that you don’t normally get at anywhere else in a VRBO. Very very nice.
Sharon W. Sharon W.
Sep 7, 2023 02:58:07 AM
Summary: The Wine Cellar was an awesome place to stay. Lots of fun activities and full of amenities. The location is perfect for exploring Gulfport.
Marla M. Marla M.
Aug 18, 2023 02:23:11 AM
Summary: 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. N G.

FAQ's

Is this Gulfport house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Gulfport house have a swimming pool?

No, this Gulfport house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Gulfport house?

Best-rates for the Gulfport house starts from $199 per night with includes Kitchen, Laundry, Air Conditioner, Ocean View, Bedding/Linens, Fireplace/Heating, Internet, Parking, View, Balcony/Terrace, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Pet Friendly, Sports/Activities, Wellness Facilities, TV, Oceanfront, Security/Safety StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Gulfport house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Gulfport house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Gulfport house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Gulfport house?

Based on the information reported by the owner or manager, the Gulfport house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Gulfport house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Gulfport house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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