The Best Hotels to Book in Siesta Key, Florida

With a heated outdoor pool, the Inn on Siesta Key is a great stay all year round
With a heated outdoor pool, the Inn on Siesta Key is a great stay all year round | Courtesy of the Inn on Siesta Key / Expedia
Nick Dauk

The best places to stay on Siesta Key have every right to brag. With one of the best beaches in the US in their backyard, it’s no wonder why this city is always booming with visiting beachgoers. Add in poolside cabanas, fully equipped suites, and instant access to fresh seafood, and we wouldn’t be surprised if you never wanted to check out. See for yourself how seductive Siesta Key is when you stay at one of the city’s best hotels, bookable on Culture Trip.

1. Siesta Key Palms Resort

Resort, Hotel

The pool area at Siesta Key Palms Resort with hammocks and seating on sand
Courtesy of Siesta Key Palms Resort

Siesta Key Palms Resort pretty much plans your day for you. Wake up with a short walk to the beach with a cup of coffee brewed in your room. Swap the beans for a beer and the fresh catch with lunch at Spearfish Grill. Head back to the pool for sunset and then have one last drink under the shade of a tiki hut. Want to spice things up the next morning? Swap the beach for the pool, the bar for the barbecue, and skip the sunset for a yoga session on the activity deck.

2. Hyatt Residence Club Sarasota

Hotel

A stylish guest room at Hyatt Residence Club Sarasota with a double bed and views out to the Gulf of Mexico
Courtesy of Hyatt Residence Club Sarasota

Go on, pretend you live on Siesta Key while you stay at the Hyatt Residence Club. Rooms come as large as 3,000sqft (280sqm) and are outfitted with oversized jetted tubs, multi-head rain showers, and fully equipped kitchens to make you feel right at home. The beach, pool, and hot tub are right in your backyard with grills, kayaks, cabanas, and bicycles always available to use. While you’re savoring the sunset on the terrace, your kids will feel at home, too, gaming all night on an in-room PlayStation.

3. The Capri at Siesta

Boutique Hotel, Resort, Hotel

An outdoor common space at the Capri at Siesta with shaded seating
Courtesy of the Capri at Siesta / Expedia

The Capri at Siesta makes it mighty hard to get your daily 10,000 steps in. Only 200 steps from the beach, you’ll hardly hit a thousand by dinner. Don’t assume you’ll be able to make a few thousand up walking to your dinner reservation. Your room is within a block or two of the French cuisine at Miguel’s Restaurant, slices at Pizza N’ Brew, and ice cream scoops in homemade waffle cones at Siesta Creamery. Thankfully, the Capri also has a private volleyball court that will at least provide some opportunity for exercise!

4. Twin Palms at Siesta

Independent Hotel, Hotel

A freeform pool at Twin Palms at Siesta with seating under thatched umbrellas
Courtesy of Twin Palms

Twin Palms at Siesta seems to think that furnished kitchenettes, supremely comfortable beds, relaxing patios, and a temptingly close walk to the beach make for a perfect holiday. Spoiler alert: they do. The deluxe king suite’s separate living space sweetens the deal. Between the heated pool, private garden, and sandy shores of Siesta Key Beach, you’ll quickly realize that the suites aren’t the only sweet things about Twin Palms at Siesta.

5. Palm Bay Club by Beachside Management

Resort, Hotel

A tiled living room at Palm Bay Club by Beachside Management with leather sofas and a tv
Courtesy of Palm Bay Club by Beachside Management

Looking for bayside bliss with beachside beauty? Join the club – the Palm Bay Club, that is. This low-key resort on Siesta Key may face the bay, but it’s still within a light breeze of their private beach. Bring your tackle box and park yourself on their fishing pier or take advantage of their private boat dock so you can do a little deep-sea fishing. Does winding a reel sound like too much work for vacation? Then slide into the custom hot tub overlooking the bay.

6. Captiva Beach Resort

Resort

A quirky orange armchair with an extra-tall back next to an orange Captiva Beach Resort sign
Courtesy of Captiva Beach Resort

If sugar-white sand and emerald waves are what you seek, Captiva Beach Resort invites you to soak up both at your own pace. No need to rush about it; you’re just as close to the beach as you are to fresh java at the Toasted Mango Cafe and frozen feel-goods at Daiquiri Deck. But why go out when you can stay in? A swimming pool, shuffleboard deck, and smoky barbecue grills are yours to use whenever you please.

7. Sunset Beach Resort

Resort, Hotel

A gray cottage at Sunset Beach with a white front door
Courtesy of Sunset Beach

The sand and the surf play their part, but the headlining act at Sunset Beach Resort is, unsurprisingly, the sunset. These homey cottages right along the northern end of Siesta Key Beach give you front row seats to the spectacular nightly performance of the Florida sun’s disappearing act behind the Gulf’s horizon. Even if you merely peer at it from your living room couch or let the glare bounce off of the silverware while you do the dishes, every evening at Sunset Beach Resort comes with its own private sunset show.

8. The Inn on Siesta Key

Resort, Inn, Hotel

Two blue seats on the wooden decking outside the The Inn on Siesta Key hotel
Courtesy of the Inn on Siesta Key / Expedia

Winter, summer, spring, or fall, there’s always room for you at the Inn on Siesta Key. They’ve got a shady pergola to escape from the summer sun and a heated pool with jacuzzi jets to keep you warm in the winter. Rinse off in the outdoor shower after a beach walk in the spring and fire up the grill for a little pregame by the pool during the autumn. No need to bother with a seasonal packing list, though; it’s always flip flop and shorts weather on the key.

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