commonly Asked Questions
Q: Do you offer daily, weekly, or extended rentals?
Yes, we do offer daily to weekly rentals and extended stays. During peak periods and holidays, there may be a minimum stay requirement. We also offer longer-term rentals.
Call (866) 998-4807 to learn more.
Q: What vacation amenities do you have on-site?
A: We offer an open bay view, cable TV, a large heated pool, three docks, sun and shade lounging areas, flat panel TVs, free laundry facilities, two elevators all just steps from Treasure Island’s world-class beach.
Q: Do you charge for parking?
All reservations come with One Reserved Parking Space.
Q: Do you offer Wi-Fi?
Yes, we offer free high-speed wireless internet throughout the resort.
Q: What are your front desk hours?
Our front desk is available to assist you daily Monday through Saturday from 9:00 a.m. to 5:00 p.m, and on Sundays from 9:00 a.m. to 4:00 p.m. We also offer 24-hour emergency on-site assistance, as well as late check-ins.
Q: Are you on the beach?
We are located directly on the wide open bay, just steps from the beach (approximately 3 minutes walk). Many of our suites are direct waterfront condos facing the Bay.
Q: Is your resort family-friendly?
Absolutely! It’s always been our policy to provide a quiet, peaceful, family-friendly resort, free of noisy spring breakers and partiers. It’s perfect for families, couples, business travelers, and more.
Q: Do you allow pets on the property?
We do not allow pets on the property or in our units. If taking your pet is a must, we would be happy to recommend some pet-friendly hotels in the area.
Q: Do you offer a fitness facility?
We do not have a fitness facility directly on-site.
Q: Do you require a deposit to reserve a room?
A deposit is required to secure your reservation. We do ask that if you are canceling your reservation, that you do so within 48 hours of making your reservation.
Q: Do you provide disability accommodations?
We do have wheelchair-accessible first-floor units featuring larger floor plans. We also allow service / guide dogs.
“Our family of three stayed at Westwinds Waterfront Resort Luxury Condos for one week. The condo was newly renovated, facing the pool and intercostal waterway. Beds were comfortable, linens/towels plush. Kitchen well equipped for the vacation. My husband and son enjoyed the two flat screened TVs. While sitting on the docks we enjoyed watching the boats go by and even saw a dolphin! Easy access to the beach, local Publix and restaurants. The management staff went out of their way to accommodate us. The use of the fitness center at the local yacht club was a pleasant surprise. Definitely we would return to Westwinds Resort Luxury Condos on our next visit to the area!“
Floridabound from Naperville, IL
“My husband and I shared the weekend with our great friends and had a wonderful time.
The accommodations were fantastic, very clean, high end furnishings and large living areas. Large kitchen, dining area, living room, two bedrooms and two baths.
We were made to feel very welcomed and would absolutely stay there again. Thank you JD for your warm hospitality.“
Bill and Denise
“Had the distinct pleasure of starying at the Westwinds. This property was first rate & our clean and spacious condo unit had a beautiful view of a cove on one side with the beach directly across the street. Everything was so clean, including the sparkling pool on the property. Our hosts were very friendly and accomodating. We enjoyed our short vacation and would certainly stay here again when we visit Treasure Island.“
“My family took a vacation over Thanksgiving to the Resort and fell in love with EVERYTHING. The service was out of this world. The rooms were immaculately clean and had everything we could ever need in them. The view from our room was breathtaking. My girls enjoyed walking along the beach and seeing the wildlife from the docks. We enjoyed the town as well as the restaurants. There was so much to do and too little time to do it all. We will definitely return to this resort.“
“This Resort has beautiful, newly renovated, spacious suites with great furnishings for a very comfortable vacation. Very clean, which is always very important to me. Fully equiped kitchens with granite countertops and stainless steel appliances which was great for us since we didn’t want to go out for dinners every evening. Our suite # 207 overlooked the bay which was very nice and relaxing. Excellent location, across the street from the beautiful beach, grocery store within 3 minutes walk. Staff is extremely friendly and helpful. A lot of great restaurants around. We come to this part of Florida very often and we will be back to this resort for sure.
I am very happy that we found this property. Sometimes pictures and descriptions on the websites give a false impression. However this resort is everything that it says on their website and more. Excellent!!!“
“We stayed at Westwinds for 2 weeks. We enjoyed it from the time we arrived at 3:30AM and Jimmy greeted us in the parking lot to the morning we left. Weather was bad, cold and windy, but the accommodations were great. Jimmy and Dianne went out of their way to be helpful but they couldn’t control the weather. We would go back in a minute.“
St Paul, MN
“We have stayed in many condos, but Westwinds was the most comfortable and clean.
The host were so helpful and accommodating that we will recommend to all of our friends.
We will stay there again!!!!!”
“We stayed at Westwinds for our Spring Vacation with another family! We had a wonderful, relaxing time. The Westwinds is such a nice place!. It is redone nicely. It was very clean! It met our needs and Jim and Diane are awesome hosts. Anything you need, they will help out with! The only thing that was negative was we wished we had a balcony to sit out on but we coped without one. Thank you so much for such a relaxing, non stress vacation. We will certainly come back sometime! Oh and the weather was spectacular!“
David and Jane
“Just got back from a two week stay at Westwinds. Had a wonderful time and the accommodations were wonderful. Stayed in room 306 which is a two bedroom two bath. Newly renovated and beautiful with great views of the intercoastal, pool and beautiful sunrises! The sun sets out the front and is beautiful too.
Jimmy Dean went out of his way to accommodate us as my sister came to join us and he installed a queen bed in the second bedroom to make her comfortable. Just great!
Both Jimmy and Di were great hosts. You get what you pay for, believe me.
We will definitely be back.“
“New towels, blankets, sheets, comforters, and pillows and 100% remodeled units, building and grounds – everything looked and felt GREAT! Hard working, friendly professional, and available staff! All in all, a great stay and a great value!“
“When we were planning our vacation in Treasure Island there was so much to choose from. We really lucked out when we decided to stay at Westwinds. Your hospitality and friendly personalities made us feel so welcome from the moment we arrived. Your accommodations are beautiful. Our condo was everything and more than we could have wished for; modern, clean, comfortable and the view was just amazing. Our kids loved the pool and access to the beach was fantastic. we will definately be back and will take pleasure in recommending Westwinds whenever we get the chance.“
Fiona and Patrick Rea Burlington, Ontario Canada
“Just a quick note to say “thank you” for the great accommodations. Our son and friends said the place was really big and have two bathrooms and so many beds worked out great. From his pictures, everything looked so clean and nice; wish we had been able to go as well. Also, the beach was just across the street and they overlooked the bay.They went jet skiing nearby and swimming, and Publix was only a few blocks away to do food shopping.“
Trip Advisor Member
“This condo is absolutely gorgeous!!! It is truly just renovated – very tastefully decorated with impressive top grade features. Our room was very large and exceptionally clean – even exceeded my expectations. We cooked a full meal in the full kitchen (everything we needed was there). The manager on site was extremely helpful, friendly and responded quickly to all of our needs. There is a beautiful few of the bay from the room and it has easy beach access. The pool is right on the bay and there is a fishing dock. Publix, Walgreen’s and many restaurants are very close by. We stayed here for my daughter’s birthday and had the very best time!!! Will definitely stay again.
Recommended for: Girls getaway, Tourists without a car, Sightseeing, Families with teenagers, Families with young children, Romantic getaway“
“My family and I visited Westwinds over the Labor Day holiday and it was so nice, we didnt want to leave. Not only was the beach super family friendly with white clean sandy beaches but the pool at Westwinds was sparkling clear and clean. Our 2 bedroom unit was larger than we could have every imagined and the cleanest I have seen. Our children usually have a hard time sleeping away from home but not at Westwinds, it was so cozy they were out like lights each and every night and never complained about wanting to go home like they do on most trips. Another amazing advantage was we didnt have to worry about getting in the car to have dinner or pick a few snacks, Publix was well within walking distance as well as a few local tasty restaurants’. We cant wait for our next trip to Treasure Island and will look to stay no where else but Westwinds!!!“