Home rentals with a pool near Anna Maria Island

Beautiful ground level with heated pool!

Escape to this cozy cottage on Holmes Beach, just a block from the beautiful shoreline! Perfect for families or couples, this inviting retreat features a comfortable living space and a fully equipped kitchen. Step outside to your private pool, perfect for cooling off after a day at the beach. Enjoy the tropical landscaping and outdoor seating area for relaxation. With the beach so close, you can easily indulge in sunbathing, swimming, and seaside strolls. Experience the charm of island living!

AMI Ohana Beach Resort B with fabulous salt pool!

The location with Heated Pool is perfectly situated on the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Lake by the Beach by Duncan Real Estate

Welcome to Lake by the Beach! This newly renovated and updated, lakeside family home in Holmes Beach, an easy walk to the glorious white beaches of Anna Maria Island. Enjoy the serene water view from almost every room. This house is very comfortable, with a fully equipped kitchen, large dining area, plush furnishings, flat screens, wireless, all linens and beach towels. The house has a split layout with one wing dedicated to the main suite and the other side of the house with a king ...

1/2 Block from Beach- Private Boat Dock & 30' Pool

o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Private pool, 2 min walk to beach! Sand Dollar

Perfectly located! Modern, coastal 2 bedroom/2 bathroom home offers a PRIVATE HEATED POOL w large covered ground floor lanai. Steps to beach! We supply everything you need for an easy beach vacation; Beach towels, beach wagon, chairs, umbrellas and a cooler bag. Short drive or walk to shops, restaurants and free island trolley stop that takes you around the island. Nestled on a quiet residential street. Free WiFi and parking. Plenty of outdoor seating. Great island getaway!

TOES IN THE SAND!

Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.

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.

MARYS PLACE Walk to the Beach, Brand New Pool

Indulge in the ultimate beach escape to “Mary’s Place” located on Los Cedros, a *premier location* just north of Pine Avenue in the city of Anna Maria. Mary’s Place is a very short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *ultimate beach house* has been fully renovated in 2025. Enjoy *single-story beach house living* with *seamless flow* between the house and private pool/spa…no steps to climb! Amenities include:

'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

Sun and Spring by Beach Boutique Rentals

*Features include* * Brand new luxury built home * Private turf yard with sparkling heated pool * Designer chef’s kitchen * King master suite with ensuite bath * Two queen guestrooms with Jack-and-Jill bath * Occupancy 8 with sleeper sofa * Patios on three levels * Outdoor TVs * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart * Short walk to the beach

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.

Waterfront Pool Home Steps to Beach

Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!