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Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Canal front & private boat dock! 3minutes to beach

Nestled right over the Cortez bridge less than a mile from AMI you will find the Cortez Chateau! This 3 bed/2 bath is a canal front home with dockage for a boat! This home was designed by its builder with a unique layout. The 2 guest rooms share a full bathroom and have separate entrances. They do not connect to the living room/kitchen as the master bedroom does. Great for couples or teens! Walking distance to great restaurants such as Seafood Shack & Tide Tables! Less than a mile AMI beaches!

J&J Island Time

Welcome to our charming completely renovated condo, decorated in coastal decor. Located just two minutes from Anna Maria Island and located next door to the historic Cortez fishing village. Our tranquil escape offers easy beach access without the tourist congestion. Comfortable one-bedroom and a fold-out twin-size chair, comfortably sleeping up to three guests. One small pet under 25lbs with a 50.00 nonrefundable . Enjoy a glass of wine on our private canal while watching the manatees :

Walk to Beach & Marina | Beach Supplies | Near IMG

Welcome to our classic Surf Lodge, just a quick stroll to Anna Maria Island's pristine beaches. Perfect for large families, our spacious retreat offers classic Florida vibes in a peaceful neighborhood. Centrally located, you're steps away from the beach and also have private personal boat storage space. Restaurants, coffee, recreational beach and close to IMG Academy . Experience the ultimate blend of comfort and convenience at our Surf Lodge. Has YouTube TV and high speed WiFi!

NEW! Casa Corallo ● At Anna Maria Island Beaches

Discover Casa Corallo, your gateway to Anna Maria Island's stunning beaches. Perfect for families and groups of friends, this 4-bed, 2-bath home boasts a great floor plan and all your beach essentials - coolers, chairs, stroller, wagon, and towels. Enjoy the expansive yard for grilling, entertaining, or lawn games. Just 5 minutes from beaches and town areas. Make sure you head to Sandbar on Anna Maria for cocktails, good food and great tide pools for kids! Book your stay today!

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!

🌊🌴Welcome to Kingston’s Hideaway, a beautiful waterfront oasis just 2 miles from the pristine Gulf beaches of Anna Maria Island! Whether you're seeking relaxation, adventure, or a bit of both, this home offers a tranquil and luxurious escape for your next vacation! Waterfront Canal: Direct access for boating and paddleboarding-(2 paddleboards available for use) Private Dock: Conveniently dock your boat right at the house (27 ft max) Pool & Hot Tub: Relax and rejuvenate.

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Rustic Coastal Escape| Pool | Fire Pit

Welcome to Rustic Coastal Escape, a charming 3-bedroom, 2-bath retreat inspired by relaxed beach living and vintage coastal style nestled in historic Cortez village. Thoughtfully decorated with rustic touches and coastal décor throughout, this home offers a warm, inviting atmosphere perfect for families, couples, and friends looking to unwind near Florida’s Gulf Coast. The beach is just a 2 minute drive or just a 15 to 20 minute walk away.

Saltwater heated pool w/ massage chair + hot tub

Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

Private Heated Pool, Fire Pit & Outdoor Kitchen

Escape to your own private Old Florida oasis, surrounded by swaying palms and designed for relaxed group living. Enjoy a heated pool wrapped by a freshwater stream, fully fenced backyard, sunset views from a mango tree platform, fire pit evenings, and an outdoor kitchen with TV. Pet- and toddler-friendly, with spacious interiors and quick access to IMG Academy and Anna Maria Island beaches.