Calypso Condo

Fourteen Floors Up, Zero Reasons to Move the Car

3 Bedroom 2 Bathroom Ocean Front Condo

The beach is downstairs. Two 175-foot pools are downstairs. Your chairs and umbrella are already set up on the sand every morning (beach service is on us, March through October). And Pier Park — 120-some shops and restaurants, the SkyWheel, Ripley's, the movie theater, the pier — is directly across the street. We've had guests tell us they didn't buy gas the entire trip. That's the whole pitch, honestly.

Summer and spring break go first, and repeat guests book a year out.

Check your dates with us directly — no platform fees.

Inside the Condo

The primary suite has a king pillow-top, blackout drapes (this matters more than any amenity list admits), and its own door to the balcony. Sunrise over the Gulf from bed. The bath has a double vanity and a walk-in closet big enough that you'll actually unpack.

The guest room — queen pillow-top, down duvet, its own access to the second bath, and a window that looks out over Pier Park all lit up at night.

The bunk room — two full-size bunks, so it works for four kids or, frankly, four adults who drew the short straw. It has its own TV and the Pier Park view. This is the room the kids claim before the bags are inside.

Living, dining, balcony. Sectional and oversized ottoman facing the Gulf, dining for eight, and the balcony with bar-height seating and a loveseat where every evening ends. We redecorated this unit ourselves and we're a little proud of it.

The kitchen is a real kitchen — granite, stainless side-by-side with filtered water and ice, full range, dishwasher, wet bar, and yes, a stockpot, because someone in your group is going to buy fresh crab and we've learned to be ready for it.

Full-size washer and dryer in the unit. Pack for four days, stay for seven.

The Resort

Two beachfront pools, tiki bar, fitness center, luggage carts, and a climate-controlled bridge from the parking level. Jet skis, parasailing, and banana boats operate right off the sand out front — the vendors will find you.

The Location

Calypso sits on the west end of Front Beach Road, about a mile east of Highway 79 — the best walkable stretch of the beach, in our opinion. Frank Brown Park and the Aaron Bessant amphitheater (check the summer concert calendar) are minutes away. When you want a quieter day, St. Andrews State Park and the Shell Island shuttle are twenty minutes east and worth every one of them.

The Stuff Guests Ask Us About Most

  • "Is parking really included?" Yes. Under the building, reserved, ride the elevator straight up. Most units at Calypso send you to the deck across the road.

  • "Do we need to bring beach chairs?" No. Seasonal chair service — two loungers and an umbrella — is included with your stay.

  • "What's the view actually like?" Fourteenth floor, gulf-front. You will take a picture of your coffee on that balcony. Everyone does.

A high-rise hotel building on the beach during sunset with a Ferris wheel in the background.
Living and dining area with sliding glass door leading to a balcony or patio, decorated with rustic and coastal-themed furniture and artwork.
Living room with cream-colored sofa and armchair, decorative pillows, artwork on wall, round mirror, table lamp, sliding glass door with curtains, ocean view outside.
Living room with white sofa, decorative pillows, a wooden coffee table, a wall mirror, wall art, a chandelier, and a TV on a wooden stand.
Living room with beige walls, white curtains, a beige sofa, a wooden coffee table, a TV on a wooden stand, a chandelier, a patterned rug, and large glass doors leading to a balcony with a view of the ocean.
A kitchen with white cabinets, black granite countertops, a stainless steel refrigerator, and a white microwave oven above a stove. There are various kitchen utensils and appliances on the counters. The wall behind the stove has a beige tile backspla
A cozy bedroom with a beige and white color scheme, featuring a large bed with beach-themed bedding, a wooden headboard, bedside lamps, a mirror above the headboard, and a window with white curtains letting in natural light.
A bedroom with a large bed, a flat-screen TV, and various decorative items on shelves and tables. The room has light-colored walls, white closet doors, and a ceiling fan with wooden blades and a light fixture.
A bedroom with a ceiling fan, a window with white curtains, a large bed with pillows and a quilt, a mirror, a TV, and decorative shelves with candles and ornaments.
A bathroom with orange walls, a white vanity with a sink, mirror, and toiletries, beige tile floors, and a shower with a curtain. Towel racks and artwork decorate the space.
A bathroom vanity mirror reflecting a bathroom with orange walls, towels, artwork, and shelves with small potted plants. The sink has various toiletries and a silver faucet.
Bedroom with light wood bunk bed, striped bedding, blue and striped pillows, large windows with white blinds, nautical decor including an anchor and crab print, wicker ottoman, and various decorative items.
Beach-themed decor in a room with wooden shelves, signs reading 'BEACH this way' and 'Beach', a small wooden bench with cushions, and nautical accessories including a lantern and coral decorations.
A bedroom with a large bed, ocean view through sliding glass doors, beige walls, ceiling fan, and tropical decor including paintings, candles, and plants.
A cozy bedroom with a large bed covered in a nautical-themed bedspread and pillows. There is a rustic wooden dresser with decorative items, a wall-mounted mirror, and wall art. The room has a ceiling fan with lights, a small bench at the foot of the
Bathroom sink with two mirrors, wooden wall decor, and shelves with folded towels and framed art in the background.
Bathroom with a white door, beige tiles, orange accent wall, a toilet, a shower with a curtain, and shelves with towels.
A bedroom with a large bed, ornate headboard, and patterned bedding. There are two nightstands with lamps, a bench at the foot of the bed, a large decorative mirror, and a comfortable armchair. The room has beige walls, wooden flooring, and is lit by
A laundry room with a stacked washer and dryer beside a white door, a towel rack with cleaning supplies hanging, and a wooden accent wall on the right.
Interior of a home showing a hallway with a view into a dining area, decorated with lamps, paintings, and various home decor items, leading to a balcony.
Balcony with outdoor chairs and pillows overlooking a beach with umbrellas and people, ocean and clear blue sky in the background.
Balcony view of a beach with umbrellas and people, overlooking the ocean and a pier, with a yellow building wall and patio furniture in the foreground.
A sunny beach with blue umbrellas and people swimming in the ocean. A pier extends into the water on the right side.
A beachside scene with four palm trees, a clear blue sky, and the ocean in the background. In the foreground, there are two wooden Adirondack chairs and a small round table on a tiled patio, surrounded by rocks and beach vegetation.
View of a hotel poolside area with palm trees, lounge chairs, and a yellow hotel building with balconies, under a clear blue sky.
An outdoor scene of a hotel pool area with palm trees, lounge chairs, a pathway, a building with yellow walls and balconies, and a glimpse of the ocean and pier in the background under a clear blue sky.
Fitness gym with treadmills, elliptical machines, free weights, and mirrors on the wall.
An aerial view of two tall, yellow beachfront hotel buildings with balconies, a large swimming pool, and a sandy beach with lounge chairs and umbrellas at the bottom of the image. There are other buildings, roads, and green areas surrounding the hote