27°14'48" N
82°32'02" W
SIESTA KEY · FLORIDA
The Alexandra
A private resort of one's own — heated pool, hot tub, pickleball and arcade — set three hundred steps from the white quartz sand of the Gulf.
PHOTOGRAPHED AT DUSK — THE POOL DECK, COURT & GAZEBO
THE ESTATE
Your Private
Siesta Key Retreat
The Alexandra is a private, resort-style estate designed for unforgettable getaways. From the heated pool and spa to the pickleball court and arcade, every detail is crafted for connection, relaxation and elevated coastal living — just three hundred steps from the world-famous white sands of Siesta Key Beach.
A PRIVATE
RESORT EXPERIENCE
Year-round heated pool, hot tub, pickleball and more — all for your group, all to yourself.
LIFE AT THE
ALEXANDRA
Sun,
Together
Mornings by the pool, afternoons on the beach, evenings under the palms. The Alexandra is more than a vacation rental — it's where lasting memories are made.
THE GREAT ROOM
OUTDOOR KITCHEN & BAR
PRIMARY SUITE
ARCADE & GAME ROOM
POOL & SPORT COURT
PARKED, PLUGGED IN & WAITING
INCLUDED WITH YOUR STAY
Your Golf Cart
Comes With The House
The island's favorite way to roll. A six-seater, street-legal golf cart is included with every booking — charged and waiting on arrival. Cruise three hundred steps to the sand at Point of Rocks, glide up to Siesta Key Village for dinner, or take the long way home for sunset. No rental lines, no keys to juggle, no extra fees — just turn the wheel.
THINGS TO DO
Explore Siesta Key
From powder-soft beaches to world-class dining, boutique shopping and unforgettable sunsets — Siesta Key offers something for everyone.
SIESTA BEACH
World-famous quartz sand and turquoise waters.
LEARN MORE →
POINT OF ROCKS
Snorkeling, marine life and natural beauty.
LEARN MORE →
CRESCENT BEACH
A quieter stretch of paradise.
LEARN MORE →
SIESTA KEY VILLAGE
Shops, dining and island charm.
LEARN MORE →
ST. ARMANDS CIRCLE
Upscale shopping and waterfront dining.
LEARN MORE →
THE RINGLING
Art, history and gorgeous grounds.
LEARN MORE →
MARIE SELBY GARDENS
Tropical beauty and bayfront views.
LEARN MORE →
SUNSETS & WATER
Boating, paddleboarding and golden hour magic.
LEARN MORE →THE LOCATION
Point of Rocks,
Siesta Key
Three hundred steps to the sand at Point of Rocks, minutes to Siesta Key Village, and a short cruise over the bridge to St. Armands Circle — the very center of the key, without the hustle.
OPENSTREETMAP — EXACT PROPERTY PIN
YOUR HOSTS, OFF DUTY
ABOUT US · YOUR HOSTS
Hosted by Tyler,
like family
Hi — we're Tyler & Co. The Alexandra began as our own family's escape: slow mornings by the heated pool, pickleball rematches that get far too competitive, and salt-air evenings that end too soon. We loved it so much we decided to share it. Every detail you'll find here — the golf cart, the arcade, the perfectly fluffed pillows — exists because it's what we want on our own holidays.
Book direct and you deal with us, and only us — no middlemen, no call centers. Tyler answers every message personally, usually within the hour, and lives just minutes away should you need anything at all.
Warmly,
Tyler
READY FOR YOUR GETAWAY
