Vacation rentals with a pool in Cortez

Walk to it all! Restaurants + Heated Pool +Beach!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Coastal Luxe Villa! Near AMI

Welcome to Coastal Luxe Villa, your perfect Florida escape—nestled in historic Cortez and just minutes from the sandy shores of Anna Maria Island. This spacious three-level coastal retreat combines modern comfort with beach-town charm, offering stunning bay views and endless amenities for unforgettable memories. Private garage with a bonus table tennis setup Sparkling heated saltwater pool with outdoor seating, dining, firepit table, and gas grill Convenient elevator access to all three floors

Canal Retreat: Heated Pool • Dock • Kayaks • Bikes

Wake up to canal views, explore the mangroves on a kayak, and unwind in your private pool after a beach day on Anna Maria Island. Or, explore the neighborhood on bike.Your perfect Gulf Coast getaway starts here! Why you’ll love it: Private dock for fishing and mooring your boat Use of one tandem kayak and two bicycles included for your stay Heated, sparkling screened pool 3 sleep spaces: 2 spacious bedrooms and 1 cozy bunk room Fully stocked kitchen 5 min to shops, dining & IMG Academy

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-(1 paddle board available for use) Private Dock: Conveniently dock your boat right at the house (27 ft max) Pool & Hot Tub: Relax and rejuvenate.

Bayview Pointe! Luxury Villa near Anna Maria isle!

Welcome to Bayview Pointe - A Private Gated Luxury Resort Residence on Florida’s Gulf Coast, just minutes from world-famous sandy shores of Anna Maria Island. From the moment you arrive, Bayview Pointe feels like a private boutique resort. The home’s airy coastal design, sweeping bay views from multiple levels, sparkling heated saltwater pool, convenient elevator access to all three floors, private garage and elevated amenities create an atmosphere of effortless luxury.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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.

The Lazy Turtle ~ Canal-Front Retreat

The Lazy Turtle offers bright, spacious indoor and outdoor living spaces with plenty of room for the whole family to unwind! Enjoy the private pool, personal putting green, and peaceful canal-front backyard--perfect for fishing, kayaking, viewing wildlife, or docking your own boat. Located near the sugar-sand beaches of AMI and the charming coastal city, Bradenton, it's the perfect place to relax and enjoy sunny Florida!

Dockside Dreams - Pool, Spa & Waterfront Dock

Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

Big Backyard Pool Retreat Near IMG Academy, Beach

Escape to your own private Old Florida oasis where swaying palms, a heated pool wrapped by a freshwater stream, and an outdoor kitchen with TV set the scene for an unforgettable group getaway. Fire pit evenings, beach days with gear provided, and a fully fenced backyard make this the ideal base for families and groups. Pet and toddler friendly. Seven minutes to IMG Academy and ten minutes to Anna Maria Island beaches.

Bean Pt. Bungalow - Half duplex w/private pool

Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds