Westwinds Waterfront Resort — Hotel in Treasure Island

I decided to extend my trip by one night and booked this location through Expedia. The location and positive reviews initially drew me in, so I booked. Unfortunately, a family emergency came up and I tried to cancel, but it was non-refundable. I couldn’t get a flight out either, so I took it as a sign to just go with it.

Upon arrival, things immediately started going downhill. I received no check-in instructions—no access code, no room number, nothing. I stood outside the property, which looked more like a run-down motel than a vacation condo, for nearly 20 minutes trying to figure out where to go. Despite the reservation stating there’s no front desk, there was a sign pointing to an “office,” so I tried that to no avail. I called the number provided—no answer. Left a voicemail. My partner called and finally someone told us we’d get a text with instructions.

Once we finally got in, first impression: it looked nice. Clean-looking little apartment. But the issues continued. After showering, I found a towel with a large black stain on it—disgusting. I brushed it off and used another towel. We went to dinner and came back ready to rest after a long beach day, but the bed was unusable. It creaked loudly every time we moved, and the entire middle sank in. I couldn’t sleep at all. I didn’t want to make a fuss with my partner, but eventually she admitted she couldn’t sleep either. We tried the couch—worse.

By 3:30 AM, desperate and exhausted, I contacted Expedia. The rep reached out to the property manager, who refused a refund, saying I was “just trying to get out of the reservation.” That had nothing to do with it—the bed was completely broken.

I then called the property manager, Chad, directly. I explained the bed issue in detail. His response? He criticized me for waiting until 4 AM to call and brought up my earlier attempt to cancel—again, completely irrelevant. I explained that I tried to tolerate the situation but once I saw my partner, who works night shifts and was on her last night of vacation, unable to sleep, I couldn’t let it go.

Eventually, Chad called me back and offered a partial credit. I told him no refund could make up for a night of lost sleep. He sarcastically said “you’re welcome” and hung up. Completely unprofessional, rude, and dismissive. He claimed he “didn’t notice the bed was broken” during his inspection—which is laughable because unless he laid on it, he wouldn’t have noticed.

Between the broken bed, rude management, lack of proper communication, and dirty towels, this was by far the worst hotel experience I’ve ever had—and I paid nearly $400 for ONE NIGHT.

If you’re going to run a vacation rental, act like a professional, maintain your property, and at the very least, respect your guests. So disappointed. I would never stay here again or recommend this place to anyone.

For...

After just returning home from our stay in Treasure Island, Florida, I had to make time to write this review and express how pleased I was with everything about Westwinds Waterfront Resort. We checked in on Thurs., Dec. 10th and stayed until Tues., Dec. 15th, coming into the Tampa area to witness and celebrate our daughter's graduation from USF. To begin with, checking in was a breeze, the grounds are incredibly clean and well-kept. The tropical foliage, palm trees and landscaping create this Utopian effect and you feel, well...relaxed. The resort houses approx. 35 - 45 condo-style units that give you a far better value than some of the competing hotels. I completely spaced taking pics of the interior while there but I can describe it as being fully furnished with stainless steel appliances, a breakfast dining area, 2 bedrooms, 1 bathroom and approx. 1000 sq ft. The master bdr features one of the most comfortable king size beds I've ever slept on and I woke up each morning, feeling entirely refreshed. I'm gonna need to know the brand and style of mattress that was, when you read this, Westwinds! The place was super clean, fully stocked with a variety of towels, spacious and had a nice layout to it. The wildlife surrounding the resort were also quite the sight to see, as were the multiple dolphin sightings at the rear of the resort. The pool was crystal clear, heated and very clean. The only issues we encountered were very minor and weigh nominally on this review. Our shower head seemed to have a mind of it's own by spraying multiple directions due to some hard water build up in the shower head jets. When I adjusted the water flow to a more powerful stream, it worked fine and I just had to adapt to a thinner, high-pressure stream. The other notable issue that may also require 10 mins of attention by the maintenance tech, would be to adjust or replace the toilet lever. In order to accomplish a full flush, the handle had to be held down for approx. 3 - 4 seconds, rather than a press and release. Lastly, in the front guest bedroom, the ceiling fan was off-camber and made a significant humming noise, no matter the speed. Once again...minor issues. The service provided to my family and I, by Leslie, was nothing short of wonderful. Leslie is the main property manager and seems to do it all on the grounds. She was awesome. So awesome, as a matter of fact, we took her down some homemade taco soup, prepared by my wife the evening before. We felt genuinely welcomed and valued the entire time we stayed. We will be back and we will be staying at Westwinds once more. This place was great!!! Thank you! SCORE:...

We have stayed here multiple times, and it is always great. We reserve a 2 bedroom, and have had the pleasure to stay in 201 more than once. Even in June and July when the temps are sweltering the AC has been able to maintain whatever temp setting we have asked it too. We’ve never run out of hot water for showers even with 5 people. Everything we could need has always been available: pots, pans, dishes, coffee maker…all general supplies-dish soap, paper towels, dishwasher pods, TP, hair dryer etc. I don’t know how much is supplied by the resort and how much by previous tenants as we too leave the extra supplies we always bring, but we have never ran out of any item we would need. Our condo has always been stocked with plenty of bath and beach towels, more pillows than you could ever need, an extra set of sheets and a blanket for the sofa bed are in the master closet waiting if needed, a good broom and mop are available in unit and as a mom of three I appreciate those being available for me to use. Variety of cleaning supplies under kitchen sink (I believe the majority of those have been renter purchased, and we usually add an item or two to the stash, there is a target and dollar tree about 12 minutes away if you don’t want to pay Publix prices for anything you find lacking.) This unit also has a couple of beach chairs and pool noodles available for use as well. The mattresses and pillows are comfortable, in 201 the living room TV is a smart TV, master bedroom TV is a Roku, and we bring a portable Roku device for the other bedroom for our kids. It is just steps to the beach by way of a designated crosswalk with the flashing lights to stop traffic so you can cross the road easily which is awesome when you have kids in tow, but if gulf swimming isn’t your thing the resort has a great pool with loungers. There is a shower by the pool gate if you need to rinse off sand before returning to your rooms. You also get a designated parking spot so if you visit during the busy season you won’t have to worry about parking if you leave and come back. They have also upgraded the doors to be key coded so you don’t have to worry about taking a physical key with you when you go to the beach. Westwinds will continue to be our top choice to stay at year after year when we visit. We love staying here, and our kids specifically ask if this is where I booked. Management is kind and fast to respond to all queries or needs. We honestly couldn’t ask for better. When we leave we are already looking forward to...