Deals
A trip to Anna Maria Island, Longboat Key, Bradenton and Lakewood Ranch means
time for the three R's. Visit our Deals page for special offers to help you
RELAX, RENEW and REDISCOVER.
Accommodations in Anna Maria Island, Longboat Key, Lakewood Ranch and Bradenton range from charming, beachfront cottages and gracious rental homes and condos to friendly inns and cozy B&Bs. National hotel chains and several all-suite hotels near I-75 or Sarasota-Bradenton International Airport and local campgrounds and RV parks round out the offerings.
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Longboat Key Accommodations
1 - 24 of 24
Arbors by the Sea Beach Resort

Arbors by the Sea Beach Resort

5441 Gulf of Mexico Dr. Longboat Key, FL 34228

941-400-5160 | 866-403-1427 | Website

Charming cottages on the beach of Longboat Key. Lush gardens and flowers surrounding one, two and ... More details and amenities >>

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Beach Castle Resort & Condominium

5310 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-2639 | 866-420-9706 | Website

A true beach-to-bay community on Longboat Key with beach and bay access. Offers spacious one-, two-, and ... More details and amenities >>

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Cannons By The Sea Cottages

Cannons By The Sea Cottages

6051 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-1311 | Website

Four charming beach cottages, each nestled among the palm trees and pine trees on beautiful Longboat Key. Located ... More details and amenities >>

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Casa Del Mar Beach Resort

4621 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-5549 | Website

Casa del Mar Beach Resort located directly on private white sand beach. Gulfview accommodations with 2 bedrooms ... More details and amenities >>

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Cedars East Tennis Resort

645 Cedars Ct., Ste. A Longboat Key, FL 34228

941-383-4621 | 800-433-4621 | Website

Cedars Tennis Resort of Longboat Key, Florida, is nestled amidst twelve miles of white sandy beaches to the west ... More details and amenities >>

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Cedars West of Longboat, Inc.

5655 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-4666 | 866-383-4666 | Website

Escape to a world far from everyday life. Enjoy the private setting and beautiful Gulf views. Relax by the pool, ... More details and amenities >>

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Cunningham Property Management Corp.

Rental Office Sarasota, FL 34242

941-383-3117 | 800-333-7335 | Website

We offer luxury vacation rentals on Longboat and Siesta Key, as well as Palm Beach and St. Augustine...from ... More details and amenities >>

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Florida Vacation Connection

Florida Vacation Connection

3720 Gulf of Mexico Dr. Longboat Key, FL 34228

941-387-9709 | 877-702-9982 | Website

We offer hundreds of vacation rentals on Longboat Key. Choose from private homes and condominiums on the beach, ... More details and amenities >>

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Harbour Villa Club

615 Dream Island Rd. Longboat Key, FL 34228

941-383-9544 | 800-433-5298 | Website

An intimate resort tucked away in a lush, tropical setting on Longboat Key. All villas are two-bedroom, two bath ... More details and amenities >>

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Hilton Longboat Key Beachfront Resort

Hilton Longboat Key Beachfront Resort

4711 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-2451 | 800-282-3046 | Website

Situated just steps from the powdery sands of Longboat Key and a short distance from St. Armands Circle, our ... More details and amenities >>

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La Playa Gulf Front Condominiums

4425 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-6224 | 888-383-6224 | Website

Luxury two- and three-bedroom condominiums on Longboat Key directly on the Gulf of Mexico. White sandy beach and ... More details and amenities >>

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Little Gull Cottages

Little Gull Cottages

5330 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-3117 | 800-333-7335 | Website

Luxury, fully furnished Cape Cod-style cottages from the Gulf to the Bay. Weekly. Full kitchens, fireplace, ... More details and amenities >>

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ResortQuest Southwest Florida

4030 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-9505 | 800-475-2891 | Website

ResortQuest Southwest Florida offers a vast selection of vacation homes and condominiums. We feature charming, ... More details and amenities >>

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Rolling Waves Beach Cottages

6351 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-1323 | Website

Lush tropical setting overlooking the Gulf of Mexico. Old Florida hospitality ... More details and amenities >>

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RVA, a ResortQuest Affiliate

RVA, a ResortQuest Affiliate

4030 Gulf of Mexico Dr. Longboat Key, FL 34228

866-420-9706 | Website

Vacation expansively. Memorably. Blissfully. In each of our properties you'll have the luxury of your own ... More details and amenities >>

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Sand Cay Beach Resort

4725 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-5044 | 800-843-4459 | Website

A two-bedroom, two bath, fully equipped vacation accommodations, directly onthe Gulf of Mexico. Heated pool, ... More details and amenities >>

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Sandpiper Inn

Sandpiper Inn

5451 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-2552 | Website

Lush tropical gardens overlooking unspoiled Longboat Key beach. Each apt. has a fully equipped ... More details and amenities >>

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Sea Club I

Sea Club I

4141 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-2431 | Website

Quaint 24 unit resort located directly on the Gulf of Mexico. Quiet tropical setting. Private, Clean and ... More details and amenities >>

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Silver Sands Gulf Beach Resort - ResortQuest

Silver Sands Gulf Beach Resort - ResortQuest

5841 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-3731 | 866-420-9706 | Website

The Silver Sands Beach Resort is located beach front on Longboat Key. Relax on our private beach, walk on our ... More details and amenities >>

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Sun n Sea Cottages

4651 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-5588 | Website

Everything from efficiency apartments to suite apartments to separate ... More details and amenities >>

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Sun Resorts International

6830 Gulf of Mexico Dr. in the Whitney Beach Plaza Longboat Key, FL 34228

941-383-5886 | 800-486-5886 | Website

Experience a World-class vacation on Florida's Gulf Islands and make your dreams come true; whether a romantic ... More details and amenities >>

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Turtle Crawl Inn Beach Resort

4235 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-3788 | 800-237-9505 | Website

Arouse your senses at this beachfront paradise. Turtle Crawl Inn is a beach lover's paradise. With a wide variety ... More details and amenities >>

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White Sands of Longboat Key

5114 Gulf of Mexico Dr. Longboat Key, FL 34228

941-383-2428 | 800-230-2428 | Website

Timeshare gulf-to-bay resort comprised of 30 units. Amenities include tennis, boats, putting green, bicycles, ... More details and amenities >>

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Wicker Inn Beach Resort

5581 Gulf of Mexico Dr. Longboat Key, FL 34228

941-387-8344 | 800-285-3481 | Website

Just imagine secluded, fully-equipped, beach cottage and suites on Longboat Key surrounded by picket fences and ... More details and amenities >>

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1 - 24 of 24