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Location! Beach Access/Trolley/ Restaurants!

📣‼️Location, Location! Welcome to “Island Pearl” 🐚 on Anna Maria Island, where you can leave the car behind! This stylish retreat features a heated pool and is nestled in the heart of the action! 🌴The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. 🏖️Beach access is situated just across the street! Fish from the Bay or catch a sunset while dining at the infamous Beach House Restaurant on Gulf Drive. Many restaurants, bars, and shopping are just a short walk away! 🛍️💃

Private Pool + Walk 2 blocks to Beach! King Beds!

☀️Welcome to Bayberry Beach Cottage B on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a Heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

2/28-3/13 avail & rate reduced! Act now Won't last

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Beautiful ground level home with heated pool!

Discover your perfect getaway at this charming vacation rental in Holmes Beach, Florida. Nestled just a short walk from the pristine sandy shores, this bright and airy home features a spacious open floor plan ideal for family gatherings. Enjoy the sun in your private pool or relax on the patio surrounded by lush landscaping. The fully equipped kitchen makes meal prep a breeze, while nearby restaurants and shops offer local flavor. Experience the ultimate beach retreat in this coastal paradise!

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

🌊🏄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.

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Relax & un wind in this stylish 1BR, beachfront Siesta Key duplex. Just steps from the sparkling Gulf Coast beaches, this private getaway features colorful interiors, a cozy bedroom, open-plan living & a backyard oasis with a private pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! <b>☀ Private Pool ☀ Hot Tub</b> ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach

Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

Siesta Beach home w/ private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

2B/2BA Penthouse End-Unit Condo

Welcome to 5600 Beach Way #315! A 2 Bed, 2 Bath End Unit Condo with over $175K worth of renovations. The condo is located directly across from the Main Entrance of Siesta Key Beach. With Pickleball Courts and Tennis Courts across the street and the Trolley Stop (easy ride to the Village) in front of your building this is a MUST STAY for your next vacation to Siesta!

Waterfront Pool Home Steps to Beach

Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!