The Best Beach Resorts in Siesta Key, Florida

Siesta Key is a perfect spot to catch the sunset
Siesta Key is a perfect spot to catch the sunset | © robertharding / Alamy Stock Photo
Nick Dauk

As if the Sunshine State’s beaches need any more acclaim, the barrier island of Siesta Key reinforces the fact that you can’t throw a seashell along the Florida Gulf Coast without hitting a remarkable beach.

Just a quick convertible cruise south of Sarasota, Siesta Key’s blissful beaches, walkable village and easy access to the city create a grand vacation without the dense populations of other waterside Florida towns. Need to see it for yourself? These resorts on Siesta Key will convince you that their shores are the best.

1. Hyatt Residence Club Sarasota


Hyatt Residence Club
Courtesy of Hyatt Residence Club / Expedia

You and your family may feel a little too at home in the Hyatt Residence Club’s condos. The sprawling units, some as large as 3,000sqft (280sqm), are only a few steps from the sand. The state-of-the-art fitness center does the heavy lifting that a garage gym cannot, and you’ll wonder how you’ll ever go back to living without a private poolside cabana. The sweetest perk? Saying farewell to cooking and dirty dishes as the chef-in-residence prepares your meals right in your room.

2. The Capri at Siesta

Boutique Hotel, Resort, Hotel

Courtesy of the Capri at Siesta / Expedia

A short 200 steps is all it’ll take to get from your villa to the beach, but be warned: your journey may quickly fall off course. The lush landscape in the private courtyard may tempt you to hang out a little longer in the shade as the scent of barbecue convinces you to order up some grub. The friendly competition on the private volleyball and shuffleboard courts may challenge you to get involved, too. Finally, as the sun sets, you’ll wave back to the Gulf and do an about face with your compass pointed to the Crescent Club for moonlit cocktails.

3. Twin Palms at Siesta

Independent Hotel, Hotel

Courtesy of Twin Palms at Siesta / Expedia

Twin Palms will help you take a load off. You can settle into your room with a kitchenette and have groceries delivered to your door, so you won’t have to make a late-night food run. Point of Rocks and Crescent Beaches are a hop, skip and a jump from your door. And don’t you worry about cab fare when you’re bar-hopping around the Key: Jonny’s Free Ride will take you around Siesta Key Village and the beaches before dropping you safely back at Twin Palms.

4. Palm Bay Club

Resort, Hotel

Courtesy of Palm Bay Club / Expedia

The secluded condos at Palm Bay Club grant you ample space for rest and relaxation. Wake up to a swim with direct Gulf access, then spend a few early hours casting a line off of the fishing pier. If you’re trying to live the true Florida lifestyle, you’ll need to hone your pickleball game on their floodlit court. End every night watching the sunset from your ninth-floor Gulf-view room and do it all again in the morning.

5. Captiva Beach Resort


Courtesy of Captiva Beach Resort / Expedia

Escape the resort rush and fees at the laid-back Captiva Beach Resort. Stretch out a bit in a suite or opt for a smaller space since you’ll be hanging out at Crescent Beach most of the time anyway. When you’re not, you’ll be tempted to hang by the pool and cook up burgers on the communal Weber grills. Take our word for it and spend a few hours at Siesta’s Daiquiri Deck: the 0.5mi (0.9km) stumble back to the resort is completely manageable any time of the day or night.

6. Tiny House Siesta

Hotel, Apartment

Courtesy of Tiny House Siesta / Expedia

Planning a short Siesta Key stay? Better book a Tiny House. These small quarters deliver a sizable siesta with one- to three-bedroom beach hut-style suites. They’ve even got room for your dog should you choose to bring Rover on holiday. Best of all, you can hit the shores of Crescent Beach lickety-split. In fact, you’ll make it across the Stickney Point Bascule Bridge so fast that you’ll have plenty of time to stop for a scoop at Abel’s Ice Cream to keep you cool under the sun.

7. The Inn on Siesta Key

Resort, Inn, Hotel

Courtesy of the Inn on Siesta Key / Expedia

An oasis only steps from the sand yet well enough away from the noise, the Inn on Siesta Key can be your old Florida homestead for as long as you’d like. Cottages come with single or double beds and baths, perfect for a spur of the moment couples’ vacay or a much-needed solo getaway. Beach chairs, umbrellas and towels are at your disposal, but no shame if you prefer to sit under the shade of the pergola beside the pool.

8. Sunset Beach

Resort, Hotel

Screenshot 2021-07-08 at 16.33.46
Courtesy of Sunset Beach

Sunset Beach Resort isn’t messing around when it comes to their room nomenclature. Along with cut-above sunsets that’ll sit warmly in your memory, their marine-named beachfront vacation rentals will indeed grant you access to sandcastles, sand dollars, seagulls and sea turtles (all of which should remain undisturbed, of course). Don’t worry, you’ll enjoy your own peace without interruption as you lounge on the shore, sip coffee on your private deck or take an unplanned snooze with the curtains drawn.

Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.

Edit article