Vacation rentals with a pool in Cortez

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

Location · Family · Comfort

Manatee Manor

A charming coastal haven with saltwater pool, grill, balcony & AC. Prime locale near the historic Cortez Village, a short stroll from Palma Sola Bay for kayaking and paddleboarding, and less than two miles from the Cortez Bridge and white sand beaches of Anna Maria Island.  Have fun collecting shells and building sandcastles while on the lookout for dolphins and manatees. Enjoy sunbathing after a swim in the pool. The bright open floor plan is a lovely retreat after a day of sun, sand and surf!

Family · Value · Comfort

Home with Pool and Elevator! Near Anna Maria Sound

The Renata at Hunter’s Point by AMI Locals Experience the perfect blend of eco-luxury and modern comfort at The Renata, a brand-new home nestled in the heart of Hunter’s Point! This stunning three bedroom, two and half bath retreat features a private pool, elevated balcony with water views, and an elevator for effortless access. Surrounded by natural waterways, the home is just under a mile from the beautiful beaches of Anna Maria Island, making it an ideal sanctuary for relaxation, water

Family · Location · Cleanliness

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

Location · Value · Indoor spaces

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.

Location · Family · Beach

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.

Family · Location · Checkout

Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!

Welcome to Island Adjacent! 🏝️This 4 bed/3 bath home is located in Cortez, less than a mile to AMI! The moment you turn down our street, you'll be met with panoramic views of the Cortez Bridge and Anna Maria Island. This home is just a 15 minute walk from the front door to the sandy white beaches of Anna Maria Island! ☀️ Whether you're wanting to unwind and relax poolside under our tiki, or spend your days at the beach - we've got you covered! 😎

Family · Location · Long stay

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!

Family · Location · Amenities

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.

Location · Family · Grill

Rustic Coastal Cottage | 1BR W / Pool & Near Beach

Rustic Coastal Cottage is a cozy 1-bedroom, 1-bath retreat with relaxed coastal charm. This private guest cottage features a comfortable bedroom, full bathroom, and in-unit laundry for added convenience. Enjoy access to the shared pool and outdoor spaces, perfect for cooling off or relaxing after a day at the beach. Ideal for couples or solo travelers looking for a peaceful coastal stay near Anna Maria Island.

Value · Family · Sleep quality

Casa Spoonbill in Bradenton, FL

Welcome to "Casa Spoonbill"—a stylish 3-bedroom, 2-bath waterfront retreat featuring a private pool (heated during winter months), canal-front dock, and direct Gulf access. Just 2 miles from the sugar-sand beaches of Anna Maria Island and minutes from kayaking the scenic waterways of Robinson Preserve—right from the house—this peaceful escape offers the perfect blend of luxury, nature, and seclusion.

Value · Location · Hospitality

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. 🌴

Family · Value · Sleep quality