Home rentals with a pool near Cortez Beach

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

AMI Dock of the Bay - "Over the Water" 2nd Floor

AMI Beach + Bay Home with Fishing Pier + Heated Pool on Sarasota Bay - "Dock of the Bay" - "Over the Water" / 2nd floor of duplex • Unbelievable views of water + birds + wildlife + night lights! • Relax with fish jumping and birds flying along 1 of only 34 coveted docks/piers south of Cortez Bridge! • Fish off our dock and rod holders! • Heated pool w/ spa jets/benches only 10 feet from Bay! • Walk 2 blocks to Bridge Street/Key West-style restaurants,bars • Live Music heard on dock + WiFi!

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

Located in the 💙 of Bradenton Beach on Anna Maria Island 🏝️, just steps from the Gulf 🌊 and local restaurants🍦. Enjoy your own tropical oasis with a private heated pool 🏊🏼, hot tub, and rooftop deck with ocean breezes 🌅. The 🧜🏼‍♀️Merry Mermaid 🧜🏼‍♀️ is where Old Florida Charm meets modern comfort -- ☀️bright, airy spaces for easy island living. Whether you're planning a 🐚family beach week or a relaxing girls' getaway, this Bradenton Beach retreat has everything you need. 🏝️🏖️

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

New! 4BR Villa + Crosswalk to Sand + Beach View!

Location ‼️ Location ‼️ 🌟🌴Welcome to Starfish Villa East, this Beachside home offers a private pool, putting green, & balconies with partial Gulf views. 🏖️Unwind across from the beach and fishing pier, and blocks from Bridge Street fun! ⛱️ Beach supplies included: wagon, 8 chairs, umbrella, cooler, and towels – everything you need for a perfect beach day 💃 Walking distance to Bridge Street, where you’ll find restaurants, shopping, bars, live music, attractions, ice cream, & mini g

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

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.

Mermaid Tale by Duncan Real Estate

Welcome to Mermaid Tale! Relax stress-free in this two-bedroom accommodation which is on the top floor of this cute vacation triplex, only 5 houses from the Bradenton Beach gulf beaches and walking distance to restaurants, bars and shopping. Mermaid Tale is very comfortably located close to Bridge Street. Mermaid Tale is a great getaway for 4 people. Walk up the stairs to the first floor entrance and be greeted by coastal flair. The kitchen is fully equipped.

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

NEW! Sideways~Heated Pool and Spa! Steps to Beach!

🌊 Sideways is a beachside retreat perfectly set between the Gulf and the Intracoastal Waterway 🌴. Just a 1-minute walk to the beach, this home features a private heated pool & spa, rooftop deck with panoramic water views, screened porch with TV, and BBQ grill. Dog-friendly with approval, close to dining and shopping, and parking for up to four cars—Sideways offers the perfect blend of comfort, views, and island relaxation ☀️🏖️🍹

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. 🌴