House in Holmes Beach, FL
8 guests · 4 bedrooms · 3 baths
Reasons to book
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more
About this house rental
Welcome to Cheeky Chateau, a 4-bedroom, 3-bathroom vacation rental in Holmes Beach on Anna Maria Island, featuring a private pool and patio where your group can spread out, relax, and soak up the Florida sun. A bonus room off the pool area adds extra space to unwind.
Inside, the tastefully designed interior creates a welcoming atmosphere for your vacation. Cook meals in the fully equipped kitchen, then unwind in one of two screened lanais or the sunroom — ideal spots to enjoy the island breeze.
Cheeky Chateau is just a short walk from the white-sand beaches of the Gulf of Mexico, where you can swim, sunbathe, or try water sports. Nearby cafes, restaurants, shops, and parks make it easy to explore Holmes Beach. 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. Book your stay at Cheeky Chateau and experience the best of Anna Maria Island.
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
Inside, the tastefully designed interior creates a welcoming atmosphere for your vacation. Cook meals in the fully equipped kitchen, then unwind in one of two screened lanais or the sunroom — ideal spots to enjoy the island breeze.
Cheeky Chateau is just a short walk from the white-sand beaches of the Gulf of Mexico, where you can swim, sunbathe, or try water sports. Nearby cafes, restaurants, shops, and parks make it easy to explore Holmes Beach. 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. Book your stay at Cheeky Chateau and experience the best of Anna Maria Island.
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
Amenities at Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL
Non-smoking
No pets allowed
Family friendly
Map of Holmes Beach, FL
Ratings and reviews
10 / 10Outstanding·Mar 2025
The house is just as described. Very nice & clean. We enjoyed our stay.
10 / 10Outstanding·Jun 2024
We had a wonderful stay. The kids loved the pool and being within walking distance to the beach. We would definitely stay again.
6 / 10Average·Jan 2026
The house was nice. I had to contact the host several times due to accuracy of what they stated versus what was actually present. No hair dryer, only 2 extra garbage bags, toilet paper, dishwasher pods, and laundry soap for 2 washes. There was not a hot tub as the picture depicted. The trash did not get picked up and was over flowing. There was a high chair and pack and play for a baby, but was told it was not safe to use. Having to contact the host so many times was discouraging. However, the heated pool was great, even though the heat was turned off the day we checked out so couldn’t swim that morning before leaving. There was not one kitchen staple as you might find at other VRBOs- no salt/pepper, coffee filters, foil, or other standard items typically left. The space was nice for our large family, but we would not stay here again with all the other options available.
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Top rated by guests
8Excellent
(4 Ratings)
"The house is just as described. Very nice & clean. We enjoyed our stay."
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