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Cheerful Oasis on Anna Maria Island

This 2-bedroom, 2-bath condo (new mgmt so no review) is perfectly located off the walking trail to the Marina, Bridge Street, and Bradenton Beach, with trolley stops and a Gulf Drive walkway just outside. Enjoy serene water views from the lanai and easy access to vibrant shops and dining. The second-floor unit (elevator temporarily out) offers pool access and includes beach chairs and an umbrella. Your hosts live nearby and are ready to assist. Book now for the ultimate Anna Maria Island escape!

Breezy Harbor AMI pool retreat near the Beach

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Sunset View

Front row on 4th of July Parade Route! Our 3 bed/2 bath home just across the street from the beach & walking to shops & restaurants. Includes 1 king, 1 queen, & 2 twins beds. 2 living rooms each have a sleeper sofa & TV. Upstairs has additional eating area & access to balcony. Both bathrooms are equipped w/showers, hair dryer, & essentials. Full kitchen w/ breakfast bar. Enjoy a sunset from the 2nd floor balcony. Private pool, covered patio w/large eating area, WiFi, AC, washer/dryer, dishwashe

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Beach Retreat! Bikes, Paddleboards, Sauna & more!

Bradenton / Anna Maria Island Beach Retreat! From the moment you arrive you feel vacation set in! This property is LOADED with amenities to take your stay at the beach to the next level. Stunning decor and furnishings are just the start! 6 beach chairs, 2 beach wagons, Paddleboards, 4 bikes, Sauna, Cold Plunge, Workout Equipment, Ice Maker, and beach umbrellas this property has everything you need to get the MOST out of your vacation. A 15 minute walk from front door to the sandy white beach!

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Direct Beach front! Bridge Street+ Restaurants!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Ohana Beachside 1 Bedroom B - 150 feet from beach

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!

Casa Bonita

Welcome to Casa Bonita! This beautiful home away from home is the perfect island getaway for anyone looking for some well earned R&R. While staying at Casa you will have access to beaches, fishing piers, restaurants, and shops all within walking distance of the front door. Or if you’d prefer a night in, you can soak in the luxurious pool or crack open a cold one over a game of shuffle board. Casa Bonita has something for everyone!