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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! 🛍️💃

Luxury 3BD Beachfront Retreat with Heated Pool!

Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

Siesta Sunset Villa

Recently renovated & steps to the beach. Luxurious Beachfront Villa on Siesta Key. Discover the ultimate beachside vacation at our exclusive villa located on the pristine sands of Siesta Key. With breathtaking views of the Gulf of Mexico, this villa offers a perfect blend of luxury, comfort, and convenience. Step out your door onto a private access to the soft, powdery sands of Siesta. Enjoy expansive living spaces with windows that flood the villa with natural light and stunning sunset views.

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Colorful & Comfy Beach Gem: ~ Pool ~ Hot Tub ~ BBQ

Step into the stylish 2BR 2BA beachfront oasis in the heart of Siesta Key. It promises a relaxing retreat just a few steps from the sunny beach, restaurants, shops, exciting attractions, and water activities. The colorful design and breathtaking outdoors will leave you in awe. ✔ 2 Comfy BRs (Sleeps 10) ✔ Open Design Living ✔ Full Kitchen ✔ Private Patio & Cabana (Hot Tub, Lounge, TV, BBQ) ✔ Shared Backyard (Saltwater Pool, Tiki Hut) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Gulf Beach Front! Walk to Restaurants + 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.

Luxury Siesta Key Beach Condo Steps from the Sand

Exclusive Amenities Include: • Semi Private Heated Pool • Breathtaking Gulf Views on 3rd & 4th Story Balconies • Less than .7 miles to Siesta Key Village • Less than 20 ft to Siesta Key Beach • 3 Bedrooms, 3 Full Baths • 2 King Beds, 1 Twin Trundle Bed,1 Twin Futon and 1 Twin Blow Up Mattress (Sleeps 8) • 2 Spacious Balconies w/ Loungers • Private Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, & Kitchen Essentials • Beach Towels, Chairs, Cooler, & Caddy Provided

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Step into the spacious and modern 4BR 2Bath getaway in a tranquil area just a few steps from the gated beach. It offers a relaxing retreat from which you can easily explore local restaurants, shops, exciting attractions, and natural beauties. The stylish design and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Building Amenities (Pool, BBQ, Lounges) See more below!

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

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.