Holiday rentals with a pool in Cortez

Green Jacaranda /Bean Point Beach 5 min walk/pool

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Canal front, dock, heated Pool, near AMI+IMG

Fall in Love with the Gulf Coast Lifestyle! This inviting and charming canal-front home located in the boating community of San Remo Shores with a beautiful pool area offers a perfect blend of indoor and outdoor coastal living to enjoy a relaxing vacation. Enjoy the convenience of docking your boat right in your backyard, making it easy to explore the beautiful crystal-clear water of the Gulf of Mexico. Its just a short drive away from the wonderful white sandy beaches of Anna Maria Island.

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

Salty Harbor AMI pool retreat near the Beach

Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Luxurious Canal Home~Pool~Dock~Games~Mins to Beach

Plan your next escape to Bradenton, Florida and experience both fresh and saltwater attractions, visit natural and cultural exhibits in museums, stroll along the Riverwalk, and peruse galleries, studios, and shops. When you stay at this 3-bedroom, 2-bathroom vacation rental home, you’ll be treated to a fully equipped kitchen, private pool, and a prime spot right on the water. Rent kayaks from local businesses to explore the canal, or simply unwind at the home with your companions.

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.

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.

Bayview Pointe! Luxury home! Near Anna Maria isle!

Welcome to Bayview Pointe, your home away from home, a brand new gorgeous three-level vacation home in an exciting new eco-friendly community that connects luxury with sustainable living. - Less than a Mile to World Class Beaches of Anna Maria Island - Gorgeous Bay View - Private Heated Pool - Elevator for easy access to different home levels - Tesla Charging Station - Close to Restaurants and Activities - Boat Launch Facility with Bay access

Family Pool, Outdoor Kitchen & Fire Pit, Pets OK

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.

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.

“Topside” luxury home in Cortez Village

Upscale 2BR/2BA condo in historic Cortez Fishing Village!** Walk to 4 waterfront restaurants or take a 5-min drive (15-min walk) to Anna Maria Island. Enjoy a fully renovated space with a screened in pool, modern kitchen, private balcony, Relax in coastal comfort with easy access to beaches, dining, and local charm. Book your stay today!