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Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Gulf front screened lanai, best sunset views AMI

Paradise found You are directly on the sand at this ground level condo with private screened in lanai. A queen bed in the bedroom and a queen pullout couch in the living room Full kitchen in unit High speed internet and 2 cable TVs Large hot tub in building Enjoy the sunset from your lanai as it sinks into the Gulf. Perfect for a romantic couple getaway or use the pullout couch and bring the kids for a fun stay at the beach We own 2 units in the building for a group that wants more space

"Dream Away" at The Beach Dreams Resort

Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

Playa Esmeralda INN unit #1

Newly upgraded first floor 1B/1B beach cottage, perfectly situated on the vibrant South Anna Mary Island, just a block away from the pristine white sands of the Gulf of Mexico. The thoughtfully designed bedroom features a luxurious king-sized bed, while the living area boasts a queen pull-out couch, ensuring ample space for relaxation. Guests will find beach essentials, including chairs, umbrellas, and towels, making it convenient to enjoy your beach day. Free one car parking and self check in

Beach Bliss!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

New Modern on Beach Longboat Key (5 steps to Sand)

Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

One Block to Beach - Ohana Hale Beachside B 1 BR

COMPLETELY REMODELED - February 2025 "Ohana" means family in Hawaiian, and that’s exactly how we want you to feel during your stay. Our home is designed for the ideal couples get away. There is 1 bedroom and 1 bath. An open dining and living space with queen sleeper sofa make the home feel comfy and roomy. We have a 3rd floor deck guests utilize to watch the sun sink into the Gulf of Mexico and with the beach just a block away, you'll have your toes in the sand in no time!

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Modern Coastal Quiet & Comfy

Escape to Serenity: Modern Coastal Retreat Just 2 Miles from the Beach! Nestled in a tranquil neighborhood, this stylish and cozy home is perfect for your family getaway. With 2 bedrooms, 3 beds, and 1 bath, it comfortably hosts up to 6 guests. Enjoy the best of both worlds-close proximity to Anna Maria Island and Longboat Key, with the vibrant Sarasota area nearby for endless adventures. Unwind in peace and make unforgettable memories in this inviting space!

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Riverfront 2BR • Near Anna Maria Island

Waterview Escape is a peaceful 2BR, 1.5BA waterfront apartment on the Manatee River, just 5 miles from Anna Maria Island and close to Downtown Bradenton, Sarasota, and Tampa Bay. Enjoy sunrise water views from both bedrooms and the living room, a fully equipped kitchen, and a private entrance. Perfect for beach days, boating, fishing, or exploring the Gulf Coast. Quiet, safe neighborhood with easy access to shops, dining, and marinas.