January Special: Golf cart included when arriving between Jan 5th-31st 2026

Welcome to your island getaway at the Cheeky Chateau in Holmes Beach! This cozy retreat on Anna Maria Island is your ticket to relaxation and fun in the sun. With 4 bedrooms, 3 bathrooms, and a bonus room leading to the pool area, there's plenty of space for you and your loved ones to spread out and unwind. Enjoy lazy afternoons lounging by the pool in your private backyard oasis.

Inside, the tastefully designed interior creates a welcoming atmosphere for your vacation. Whip up delicious meals in the fully equipped kitchen. With two screened lanais and a sunroom, there's no shortage of space to enjoy the island breeze.

When you're ready to explore, you'll find yourself just a short stroll away from the pristine beaches of the Gulf of Mexico. Spend your days swimming, sunbathing, or trying your hand at exciting water sports. And with charming cafes, restaurants, shops, and parks nearby, there's always something new to discover. Whether you're seeking adventure or relaxation, Cheeky Chateau offers everything you need for an unforgettable island vacation.

Floor 2 (main living level)
Bedroom 1: Queen bed
Hall bath with walk-in shower
Living room, kitchen, dining room, sun porch

Floor 3
Bedroom 2: King master with TV, ensuite bathroom with walk-in shower and jet tub, and direct balcony access
Bedroom 3: Queen bed with TV
Bedroom 4: Twin over twin bunk bed
Hall bath with tub/shower
Laundry in hall

PETS: Please note this property is NOT pet friendly.

PARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

"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."

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

NOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.

VRC24-000050