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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*

Casa Rosa~beautiful waterfront~steps to the beach!

Welcome to Casa Rosa - centrally located - 5 houses to the beach, walk to town/Bridge St or kayak/boat from your own dock/heated pool! Every morning, you can watch the sunrise, dolphins and boats go by from the 2nd floor porches. In the afternoon, take a quick 5 minute walk to play at the beach or watch the sunset! Are you competitive? We have ping pong, pickleball and kayaks to exude your energy! Want to just relax? Hang out by the pool, snuggle on the large sofa, or relax on the porches

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

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.

2.5mi -> beach, Dogs OK, Pvt Pool, Grill, Tropical

Enjoy your own private tropical oasis with enough space for your entire family! ⭐️ AMI Beaches - 5 mins ⭐️ IMG Academy - 9 mins ⭐️ Robinson Preserve - 13 mins ⭐️ Outdoor Kitchen w/ propane grill ⭐️ Heated pool ⭐️ Sun deck in mango tree ⭐️ Split floor plan - 1 King & 2 Queen beds ⭐️ Fully equipped kitchen ⭐️ Washer & dryer One of our ⭐️⭐️⭐️⭐️⭐️ reviews: “This place was absolutely magical! We have stayed at several Airbnb’s around Florida and this was by far our favorite.” – Cory

Ohana Beachside 2 BR Bungalow - 150 ft from beach

COMPLETELY REMODELED February 2025! Aloha and welcome to our Island Home! Here, "Ohana" means family, and we treat all our guests like family. Our home is designed for the ultimate beach vacation experience, featuring 2 cozy bedrooms and 1.5 baths. The open kitchen and living area create a spacious, inviting atmosphere, perfect for relaxation and fun. Be sure to check out our amazing 3rd-floor shared deck—it's the perfect place to watch stunning sunsets over the Gulf of Mexico.

Beaches + IMG + Heated Salt Pool + Hot tub!

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

The Peachy Beach House, steps to the gulf

Hurricane season cancellation possible. Saturday-Saturday for check-in and out for August. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!