Longboat Key · Florida Gulf Coast · Near Sarasota

Slow down.
The Gulf is waiting.

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 Hostinger booking engine at turtlecrawlresort.holidayfuture.com — your dates carry over.

Our Resort

A quiet beachfront home on Longboat Key

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. Eighteen units book instantly online; the rest are a short note away.

The Experience

Everything the island offers, and nothing it doesn’t

Private Beach

Direct access to soft white Gulf-front sand — no streets to cross.

Heated Pool

A warm, beachside pool with a sunny lounge deck, year-round.

Shuffleboard

Classic courts on the grounds for easy afternoon matches.

Putting Course

A landscaped putting green to keep your short game sharp.

BBQ & Gazebos

Grills and covered beachside gazebos for sunset cookouts.

Free WiFi

Complimentary wireless internet in every condo and villa.

Full Kitchens

Fully equipped kitchens — plus A/C and cable TV in every unit.

Beach Gear Provided

Beach chairs and pool toys are waiting for you — travel light.

All 30 Units

Our Beachfront Units

Tower condos over the Gulf, garden condos in the greenery, and villas steps from the sand. “Book Direct” opens live rates on our booking engine; the rest are reserved through our front desk.

Tower Beachfront — 20 condos over the Gulf

Unit 101

Tower Beachfront · Floor 1 · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Unit 102

Tower Beachfront · Floor 1 · Sleeps 4 · 1 Bed · 1 Bath · ★ 4.80

Unit 103

Tower Beachfront · Floor 1 · Sleeps 4 · 1 Bed · 1 Bath · ★ 4.00

Unit 104

Tower Beachfront · Floor 1 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Unit 201

Tower Beachfront · Floor 2 · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Unit 202

Tower Beachfront · Floor 2 · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Unit 203

Tower Beachfront · Floor 2 · Sleeps 6 · 1 Bed · 1 Bath · New listing

Unit 204

Tower Beachfront · Floor 2 · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.15

Unit 301

Tower Beachfront · Floor 3 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Unit 302

Tower Beachfront · Floor 3 · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.85

Unit 303

Tower Beachfront · Floor 3 · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.50

Unit 304

Tower Beachfront · Floor 3 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Unit 401

Tower Beachfront · Floor 4 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Unit 402

Tower Beachfront · Floor 4 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Unit 403

Tower Beachfront · Floor 4 · Sleeps 4 · 1 Bed · 1 Bath · ★ 5.00

Unit 404

Tower Beachfront · Floor 4 · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.60

Unit 501

Tower Beachfront · Floor 5 · Sleeps 4 · 1 Bed · 1 Bath · ★ 4.65

Unit 502

Tower Beachfront · Floor 5 · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.85

Unit 503

Tower Beachfront · Floor 5 · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Unit 504

Tower Beachfront · Floor 5 · Sleeps 6 · 1 Bed · 1 Bath · ★ 5.00

Garden Condos — 6 hideaways in the greenery

Garden Combo 61-62

Garden Condo · Sleeps 8 · 2 Beds · 2 Baths · Book by inquiry

Garden Unit 63

Garden Condo · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Garden Unit 64

Garden Condo · Sleeps 4 · 1 Bed · 1 Bath · Book by inquiry

Garden Unit 72

Garden Condo · Sleeps 6 · 1 Bed · 1 Bath · Book by inquiry

Garden Unit 73

Garden Condo · Sleeps 6 · 1 Bed · 1 Bath · Book by inquiry

Garden Unit 74

Garden Condo · Sleeps 6 · 1 Bed · 1 Bath · ★ 4.50

Beach Villas — 4 cottages by the dunes

Villa 81

Beach Villa · Sleeps 6 · 2 Beds · 1 Bath · ★ 4.75

Villa 82

Beach Villa · Sleeps 6 · 2 Beds · 1 Bath · Book by inquiry

Villa 83

Beach Villa · Sleeps 6 · 2 Beds · 1 Bath · Book by inquiry

Villa 84

Beach Villa · Sleeps 6 · 2 Beds · 1 Bath · Book by inquiry

Beyond the Beach

The best of the Sarasota area, minutes away

St. Armands Circle

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

Mote Marine Aquarium

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

The Ringling

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

Selby Botanical Gardens

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

Sarasota Jungle Gardens

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

Siesta Key Beach

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

Myakka River State Park

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

Cortez & Anna Maria

A historic fishing village and island time — fresh grouper off the docks. 15 min drive.

Area photography via Wikimedia Commons (Creative Commons licensed contributors).

Right on the Gulf

200 feet of private beachfront

4235 Gulf of Mexico Drive · Longboat Key, Florida — the sunset is included with every unit.

Island Story

Five centuries on Longboat Key

Our name comes from the “turtle crawl” — the track a nesting sea turtle leaves in the sand.

Before 1500 — First islanders

Long before bridges and beach chairs, native peoples of the Florida Gulf coast fished these passes and left shell mounds along Sarasota Bay.

1539 — The longboat lands

Island legend holds that scouts from the Spanish expeditions came ashore here by longboat — and the name “Longboat Key” stuck for good.

1885 — Longbeach Village

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.

1920s — The Ringling era

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.

1955 — A town of two counties

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.

Today — Turtle country

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.

Reserve Your Stay

Book direct & save

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
Online reservations powered by our Hostaway booking engine · © 2026 Turtle Crawl Resort