I know exactly what they are looking for. They want the Sandpearl resort in Clearwater Beach. Great for young couples. Has a great pool and great grounds. They hand you a glass of champagne when you walk into the lobby. Beachfront room has spectacular view of the sunsets. Lots of restaurant options there and on either side of the resort- Frenchy’s is a must do.
I second the Sandpearl. Quite a bit to do and has some great dining options. If that’s booked up or they’re looking for something a bit younger and chic, Opal Sands (owned by the Sandpearl) is another (new) option in Clearwater Beach. It’s also fantastic.
Ultimately, I think it depends on also what they’re looking for from their hotel/resort vs. the surrounding area. If not staying at either of those resorts, Clearwater Beach is mostly standard hotels (i.e. pool, one restaurant, basic amenities) with tons of dining, shops, and activities within walking/driving distance. But if they’re looking for something more self-contained, Clearwater isn’t really the place to go outside of those two hotels.
The Don Cesar on St. Pete Beach has been mentioned. It’s another lovey option; just keep in mind it’s a bit older so rooms are a bit smaller but service, dining, and amenities are great. I will caution that St. Pete Beach is kind of out there, so there’s not a ton to do immediately surround hotel. If they’re willing to be a bit further from the beach (instead, they’d be on the bay), the Vinoy is a hotel in St. Pete that’s right next to all the activities, shops, bars, nightlife and restaurants of downtown St. Pete. It’s a beautiful hotel with a central location, just again not on the beach (it does have a really nice pool and it’s on the bay).
One nice, more self-contained option (I think it’s been mentioned) is the Longboat Key Club, which has a wide range of accommodations depending on what they’re looking for. There’s also tons of on-site activities and the resort has a good selection of on-site restaurants. You’re also not far from St. Armands Circle with all its shopping and dining. At one point, during busier times of the year, they used to offer a shuttle between the Circle and the resort. Many of the other nearby options are going to be more compact hotels with fewer sprawling resorts amenities.
For even more of a “resort feel,” I’d suggest looking at Naples. If their budget allows, I’d highly recommend the Ritz Carlton Naples (the beachfront property, not the golf resort). As one would expect with any Ritz, service and amenities are stellar but the resort also has a wide range of activities, beautiful location, and outstanding dining (including a beachfront restaurant called Gumbo Limbo that’s food is as delicious as its views are breathtaking). Not sure if they’re spa people, but the spa here is also amazing. A slightly more affordable option — though still luxurious — would be the Naples Grand. This resort has a ridiculous amount to do. It has some absolutely fantastic pools, a number of watercraft rental and bike rental options, and a couple really good restaurant choices. Though it’s technically on the beach, it’s a bit more of walk (on a boardwalk) to the beach, but due to the resort’s tall height, there are still some breathtaking ocean views to be had from rooms on the higher floors.
If they’re willing to do a slightly longer drive (usually like 3 hours and 15 mins or so), the J.W. Marriott Marco Island is a fantastic self-contained option with tons of great activities and amenities and it has decent restaurants too. It’s more family-friendly but the price-point may be more appealing.
Those would be my recommendations. Mind you, my experience with all these hotels is pre-COVID-19 so not sure how the experiences will be affected by that.