Holiday 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

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!

Stunning beach house with heated pool and hot tub!

Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach living. This spacious 4-bedroom, 4.5-bathroom house features elegant decor and modern amenities. Step outside to discover a beautiful backyard oasis, complete with a large pool, hot tub, and a well-appointed patio that invites relaxation. Just a 5 minute walk to the pristine beaches of AMI, The Colony is perfectly situated in charming Holmes Beach for an unforgettable getaway.

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

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

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.

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

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!

Pool, Fire Pit & Outdoor Kitchen Near IMG Academy

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.