Holiday rentals with a pool in Cortez

Tropical Sunset 1 by SeaBreeze Vacation

Looking for the perfect beach destination? This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your coastal getaway! Plenty of natural lighting large windows in the living room, a screened in cozy balcony to enjoy your morning coffee or an evening cocktail, and a fully-equipped kitchen with new backsplash and countertops overlooking the pool.

Vitamin Sea Escape: Open Wednesday!

This charming seaside condo is on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

Pickleball - Heated Pool - Relax, Play & Grill

- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Corn toss - Ping Pong - Boardgames - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Smart TV in every room

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

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.

Sunset and beach view from your balcony Unit 403

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

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!

AMI Bridge Street Pier Phase Inn

AMI's Phase Inn is waiting for your arrival in this cozy, bright vacation home just ten feet from the intercostal waterways Relax, reminisce and refresh. Gaze at the various fish, dolphins, mana rays, jellyfish, seahorses and manatees literally feet away from your front door. Or cast a fishing line and catch your trophy fish. Pelicans, herons, egrets and osprey are frequent flyers in the neighborhood.

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!

Becker's Beach Bungalow by A Shore Thing Vacations

🏡 Property Highlights: ✨3 minute walk to the beach ✨3 full bedrooms and 2.5 bathrooms ✨Brand new heated pool and outdoor covered area ✨Washer and dryer in home ✨Fully renovated with brand new furnishings ✨Premier North Anna Maria Island Location ✨Beach Essentials Included

Heated saltwater CAGED pool ! NEW ! CLEAN !

You are able to relax with your whole family in our newly remodeled home that includes a beautiful outdoor space with screened pool to cool off in. NO Mosquitos !! We provide everything you need for you to enjoy your stay !