Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
House in Gulfport, FL
6 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones
About this house rental
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, and an indoor dinning-room. There is an enclosed backyard with a privacy fence. The patio has a barbecue and a gas fire-pit. The enclosed 450 SF patio has 4 fans, a dining table, a living room set, a 55" TV, and games.
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 with a 2" memory foam topper. This bed is also fitted with 500+ thread count sheets and is promised to deliver a great night's sleep.
All guests are required to register with Check-in Software after the reservation has been booked in order to receive their pin code for door entry. Check-In will require the following items:
Government ID and picture verification process of the guest making the reservation in order to establish their Identity.
Guests will agree to the Guest Rental Agreement published on all booking platforms with an electronic signature.
Please note. Saturday, Easter, Thanksgiving, and Christmas day Check-In and Check-Outs are not allowed unless a special exception is made. These days are blocked on the calendar for checking in and checking out.
There is a linen fee of $20 for use of additional bedding including the fold-out couch.
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 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.
Local ordinances allow Limited number of 30-day minimum stays. Please call Jason's Vacation Rentals for further questions regarding your seasonal rental.
The Wine Cellar is a 2 bedroom one bath vacation home where you can relax with your friends and family for any occasion. The home sleeps 4 in two queen-size beds plus another two in a queen-size sleeper sofa with a 2" memory foam topper.
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 with a 2" memory foam topper. This bed is also fitted with 500+ thread count sheets and is promised to deliver a great night's sleep.
All guests are required to register with Check-in Software after the reservation has been booked in order to receive their pin code for door entry. Check-In will require the following items:
Government ID and picture verification process of the guest making the reservation in order to establish their Identity.
Guests will agree to the Guest Rental Agreement published on all booking platforms with an electronic signature.
Please note. Saturday, Easter, Thanksgiving, and Christmas day Check-In and Check-Outs are not allowed unless a special exception is made. These days are blocked on the calendar for checking in and checking out.
There is a linen fee of $20 for use of additional bedding including the fold-out couch.
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 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.
Local ordinances allow Limited number of 30-day minimum stays. Please call Jason's Vacation Rentals for further questions regarding your seasonal rental.
The Wine Cellar is a 2 bedroom one bath vacation home where you can relax with your friends and family for any occasion. The home sleeps 4 in two queen-size beds plus another two in a queen-size sleeper sofa with a 2" memory foam topper.
Amenities
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Family friendly
Map of Gulfport, FL
$$$$
Ratings and reviews
3.0 / 5.0
Good.
Need decent wine glasses.
5.0 / 5.0
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!
5.0 / 5.0
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.
5.0 / 5.0
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!
5.0 / 5.0
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!
5.0 / 5.0
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.
5.0 / 5.0
The Wine Cellar was an awesome place to stay. Lots of fun activities and full of amenities. The location is perfect for exploring Gulfport.
5.0 / 5.0
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.
5.0 / 5.0
Enjoyed everything about our stay.
5.0 / 5.0
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!
5.0 / 5.0
Had a lovely weekend with my girlfriends! Muchhh cuter than the pictures show and love the neighborhood. Close enough to walk to restaurants and bars in Gulfport, but far enough away that it was quiet at night! Jason replied to my messages quickly and everything went smoothly! Would definitely recommend to a friend
5.0 / 5.0
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!
5.0 / 5.0
The property was so nice. And in a great area. We had one small issue and they made it right immediately! Thank you!!!
4.0 / 5.0
Smaller than I thought it would be, didn't realize it was a duplex either. Overall it was ok.
5.0 / 5.0
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 !
5.0 / 5.0
Clean and comfortable with all necessities and more. All linens and towels provided. Washer and Dryer. Well equipped kitchen. Great screened in porch, games, TV, sofa and chairs, table for a meal. Great place for morning coffee. Property Manager responsive. Would definitely stay again!
5.0 / 5.0
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.
5.0 / 5.0
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
4.0 / 5.0
Nice home with easy walking access to downtown. Worked out well with our pup!
5.0 / 5.0
Excellent value, extraordinarily well equipped. Great place to stay.
5.0 / 5.0
Excellent location, nice neighborhood walking distance to pier, shops, and easy access to St Petersburg.
4.0 / 5.0
We planned a weekend of fishing and the location was better than we could imagine.
We could walk to the following:
1) less than 5 min walk to a little market for basic food
2) 5 min walk to about 7-8 restaurants/brewery (beach street)
3) 15 min walk to the dock/beach (we were picked up here for our fishing trip.
House had a nice 3 season Room that we used one night watching football.
Only knock is the heating/air seems to focus strictly on bedrooms and it was not easy to balance temp in living room.
5.0 / 5.0
Quiet, comfortable, great location!
5.0 / 5.0
Jason’s wine house was just perfect for our vacation. The pictures of the listing are accurate and all amenities are there. The wifi is quick and every possible TV channel is available through YouTube TV, along with access to Netflix and Prime. The master bed was very comfortable and the entire house was super clean and had a great vibe. IMO what has to be experienced here is the screened game room. It’s like watching TV outside but being in the comfort of a home. Can’t describe it properly but I thought it was super cool. A great idea!
Would highly recommend this home.
5.0 / 5.0
This is a super place !! It's cute and cozy. Highly recommend this home. It was home away from home.
5.0 / 5.0
We were very happy with the quality of the furnishings at this VRBO and the extensive screened in area with seating area, games and TV. The bicycles could use some maintenance but the beach chairs and umbrellas were super convenient! A comfortable bed and a clean shower were great after a day of adventures.
5.0 / 5.0
The house was great and very nice! Short walk to a gulf port town, which had a lot of good spots to eat, listen to live music, and grab a drink. Town was laid back and right what we were looking for. 10-30 mi drive to a bunch of different beaches or within walking to beach in gulf port. House was everything we needed for a week stay. Would book again!
5.0 / 5.0
Amazing
Thanks for everything
5.0 / 5.0
Beautiful home
The house was decorated beautifully and very comfortable. Everything you could possibly want was provided within the home. My family loved the screened in game room. The beds were super comfortable and cozy. Jason and the people who worked for him were the best. They were very helpful and considerate. We throughly enjoyed our stay at the wine cellar.
5.0 / 5.0
Amazing Little Gem!
Jason’s Wine Cellar was perfect! We can not say enough good things about this place. It’s was just as the photos showed. A great house for relaxing,. The house has a patio for eating, a fenced in yard that worked great for our small dogs and also a screened in porch room that was perfect for hanging out where we could watch tv, play games and be together as a family. It was our favorite spot in the house! The house is ust a quick short walk to downtown Gulfport with good restaurants. It’s was a quick drive to area beaches, St. Petersburg, Treasure Island, Ft. Desoto Park and Tampa. We had the privilege of meeting Jason in person. He was very nice, personable and helpful with local places to check out. Jason and his team take great care of this place and you can tell he is dedicated to making a comfortable and good experience for his guests. The house was well stocked with dishes, amenities and very clean. Best of all it was pet friendly, even the guest touches were pet inclusive. The home also had a guest book with helpful instructions, local recommendations and rental information. It was the best guest/information book we have seen. Lastly the beds were very comfortable! We have vacationed a lot of places and the stay at this Gulfport home is on the top of our list for great accommodations. This house was fantastic. An amazing little gem! We had a fantastic vacation and hope he will allow us to stay again!
5.0 / 5.0
Great location
Easy access to town and restaurants. Very comfortable. Jason very accessible to help when needed
5.0 / 5.0
There's a reason we keep coming back
Jason's Wine Cellar is a terrific get-away place. Clean and nicely kept inside and out. The kitchen is easy to work in. The screened-in lanai is a relaxing spot for hanging out with friends, with TV, games and comfortable seating. There's a washer and dryer. Bikes are available. Best of all, it's a short walk to the shops and restaurants that give Gulfport its laidback charm. And it's an inexpensive Uber or Lyft ride to all the attractions in St. Pete.
5.0 / 5.0
Great location, stocked with everything you will need
The wine cellar is in a great location, just 3 blocks to the restaurants, shopping and people watching on Beach Blvd. The "wine cellar" theme is carried throughout the house - a fun decor for a vacation spot and a nice break from all the beachy decor in many properties. The large enclosed porch with it's fireplace, TV and games is perfect for relaxing and entertaining in the cooler weather. The house is well-stocked with kitchen and bath supplies so it doesn't take much to make it a home away from home. It is located on one of the minor thoroughfares for the beach community area, but it is only two lane, traffic was light and primarily in peak hours. The house seems well-insulated and quiet.
5.0 / 5.0
Excellent Location
Our first time to this area, we loved Gulfport. The home is a few blocks from Beach Ave for shopping, coffee, restaurants, bars, short walk to the beach, area is safe and lit up at night time so you can walk anywhere anytime. Bikes were nice to have - Home was clean, organized and has everything you need! 15 minute drive over to the beaches at St. Pete Will come again!
5.0 / 5.0
Wine Cellar
Very quaint place and community. Close to many parks for the kids. Dog Friendly community with a dog park a few blocks down from the house. Great outdoor screened in patio to relax and enjoy the tv or the board games and jenga tower with the kids.. Dogs were able to relax with us in this area as well.. Wine cellar decor was a great added touch and a guest booklet with menus and lists of the various restaurants and bars in the area was great to review before we headed out. We really enjoyed our time as a family and will be back next year.
5.0 / 5.0
Great stay at the wine cellar in gulfport
Had a wonderful time at this vrbo thanks to Jason. Would gladly stay here again and will probably do so when visiting again. Clean and centrally located
5.0 / 5.0
Fall Break ‘21
Great place for my us to stay while visiting Florida for Fall Break.
5.0 / 5.0
Amazing stay
Had an amazing stay at the wine cellar. The property looks great, was very clean, and is in a great location for getting to downtown st. Pete and gulf beaches. 10/10
5.0 / 5.0
Great place to stay
Clean, well stocked with everything you could need, a few blocks to restaurants, stores and waterfront. Property manager was easily reached when a small issue arose. He had a plan A,B and C inorder to help us.
5.0 / 5.0
GREAT TIME AND PLACE!!
The Wine Cellar was a perfect place for us.
Jason was attentive and oh so helpful. The property was exactly what we needed. Everything was there! First morning coffee, comfortable beds, spices enough to make it easy to get to the grocery list in order.
Thank you, Jason, for making this so memorable.
FAQs
How much does this house cost compared to others in Gulfport?
The average price for a rental in Gulfport is $334 per night. This rental is $144 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House?
We found 13 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and fireplace.
Explore similar vacation rentals in Gulfport
Explore all rentals in GulfportGulfport travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu