Thirty comfortable beachfront condos and villas on Longboat Key’s white sand — a Gulf-front tower, garden residences, and beach villas, each with a front-row seat to the sunset.
Live rates & secure checkout are powered by our Hostaway booking engine at turtlecrawlresort.holidayfuture.com — your dates carry over.
Turtle Crawl Resort sits directly on the white sand of Longboat Key at 4235 Gulf of Mexico Drive — the barrier island between Sarasota Bay and the Gulf. Our 30 rental homes come in three styles: Tower Beachfront condos stacked five floors over 200 feet of private beach, Garden Condos tucked into tropical greenery, and Beach Villas just steps from the sand — one with its own private pool.
Every unit has a full kitchen, air conditioning, free WiFi, and beach chairs waiting by the water. Days here move at island speed: shelling at sunrise, a swim in the heated pool, shuffleboard at golden hour, and a Gulf sunset every single evening. Eighteen units book instantly online; the rest are a short note away.
Amenities designed for slow, restorative days by the water. Family friendly, always.
Direct access to soft white Gulf-front sand — no streets to cross.
A warm, beachside pool with a sunny lounge deck, year-round.
Classic courts on the grounds for easy afternoon matches.
A landscaped putting green to keep your short game sharp.
Grills and covered beachside gazebos for sunset cookouts.
Complimentary wireless internet in every condo and villa.
Fully equipped kitchens — plus A/C and cable TV in every unit.
Beach chairs and pool toys are waiting for you — travel light.
Tower condos over the Gulf, garden condos in the greenery, and villas steps from the sand. Tap a card to browse real photos — “Book Direct” opens live rates on our booking engine.
18 units book instantly online · 12 units are reserved by direct inquiry with our front desk.
Longboat Key sits between Sarasota’s arts scene and Anna Maria’s old-Florida charm. Drive times are from the resort.

John Ringling’s 1920s shopping circle — boutiques, gelato and sidewalk cafés. 10 min drive.

Sharks, rescued sea turtles and manatees at Sarasota’s marine research lab. 10 min drive.

The circus king’s art museum, rose gardens and the bayfront Ca’ d’Zan mansion. 25 min drive.

World-class orchids and giant banyans on downtown Sarasota’s bayfront. 25 min drive.

Flamingos that eat from your hand in ten acres of old-Florida jungle. 20 min drive.

Cool quartz-white sand, ranked among America’s best beaches. 40 min drive.

Airboats, alligators and a treetop canopy walk through wild Florida. 50 min drive.

A historic fishing village and island time — fresh grouper off the docks. 15 min drive.
Area photography via Wikimedia Commons (Creative Commons licensed contributors).
4235 Gulf of Mexico Drive · Longboat Key, Florida — the sunset is included with every unit.
Our name comes from the “turtle crawl” — the track a nesting sea turtle leaves in the sand.
Long before bridges and beach chairs, native peoples of the Florida Gulf coast fished these passes and left shell mounds along Sarasota Bay.
Island legend holds that scouts from the Spanish expeditions came ashore here by longboat — and the name “Longboat Key” stuck for good.
Homesteaders settled the island’s north end, growing guavas and tomatoes and shipping them across the bay. “The Village” still keeps its old-Florida soul today.
Circus magnate John Ringling bought up the south end, planted Australian pines along Gulf of Mexico Drive, built a golf course, and dreamed of a grand Ritz-Carlton that the 1929 crash left unfinished.
Longboat Key incorporated as a town — one island, ten miles of beach, straddling Sarasota and Manatee counties, with a firm rule that quiet beats flashy.
From May to October, loggerhead sea turtles climb the beach at night to nest — leaving the “crawls” in the sand that gave our resort its name.
Thirty vacation beach condos and villas on the white sands of Longboat Key — beautiful Gulf waters, spectacular sunsets, and everything you need for an easy island stay.
📍 4235 Gulf of Mexico Dr, Longboat Key, FL 34228
✉️ turtlecrawlinnresort@gmail.com
🏖️ Private beach · Heated pool · Family friendly
Turtle Crawl Resort · 30 Vacation Beach Condos & Villas · 4235 Gulf of Mexico Dr, Longboat Key, FL 34228
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