Cheerful North Beach Getaway – Walk to Beach + Pool

NEW MANAGEMENT! Spend your days at the beach, your afternoons by the pool, and your evenings unwinding at Cheerful North Beach Getaway — a peaceful island villa just a stroll from the soft white sands of the Gulf in Holmes Beach on Anna Maria Island.

This freshly renovated 2-bedroom, 2.5-bath villa comfortably accommodates up to six guests and is tucked inside the quiet North Beach Village community. Whether you’re here for a relaxing escape or an active island adventure, everything is designed for easy, carefree coastal living. The heated community pool is just steps from the front door — perfect for sunny afternoons when you’re not at the beach.

The open-concept main living level is light, bright, and welcoming, with a fully equipped kitchen featuring quartz countertops and stainless-steel appliances that flows seamlessly into the cozy living area with a large flat-screen TV. Sliding doors open to a screened lanai where you can enjoy morning coffee, afternoon breezes, or an evening glass of wine while listening to the sounds of the tropical canopy.

Upstairs, two private ensuite bedrooms provide calm and comfort after beach-filled days. One bedroom features a relaxing king bed, while the second offers a spacious queen bunk — ideal for families or friends traveling together. Updated bathrooms, ample closet space, and soothing coastal colors make settling in effortless.

The ground level adds extra space to lounge and enjoy the outdoors. Rinse off the sand and salt in the outdoor shower, fire up the BBQ grill for a casual island dinner, then take an easy stroll back toward the beach to catch one of Anna Maria Island’s unforgettable sunsets.

Located in the heart of Holmes Beach, you’ll be within walking distance of local restaurants, coffee spots, and island shops. Hop on the free island trolley, rent bikes, or grab a golf cart to explore more of the island — from charming beach cafés to quiet nature preserves.

Anna Maria Island stretches 7.5 miles along the Gulf of Mexico and is known for its laid-back charm, uncrowded beaches, and incredible wildlife. With no high-rise hotels, the island retains its Old Florida feel, blending colorful cottages, small resorts, and friendly neighborhoods that keep guests coming back year after year.

Beach chairs, wagon, toys, and tent are provided for your convenience, and nearby rental companies offer bikes, golf carts, kayaks, paddleboards, beach toys, and more — everything you need for a relaxed, cheerful island getaway.

Parking: No parking is allowed on any street or grassy area within NBV (parking is permitted along Holmes Blvd and the side streets, by city regulations). RVs, campers, commercial vehicles, and trailers (including boat trailers), may not be parked on the roadway or in a driveway overnight. Each unit driveway is for the exclusive use of that individual unit. Vehicles may not be parked in the main driveway or along the edge of the main driveway. Vehicles must not overhang the driveway and protrude into the roadway.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

VRC19-000194
ABSOLUTELY NO SMOKING or VAPING WITHIN THE BUILDING, THAT INCLUDES THE LANAI , POOL, AND FRONT DOOR AREA! $250 FINE!!!

Sorry! No pets or parties allowed.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Statement on Sound: Sound that is audible beyond the property lines of the vacation rental unit is regulated by the City’s Noise Ordinance and violation of the Noise Ordinance could result in fines to the occupants.

Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.