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Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL

Vacation home near Bradenton Beach in Holmes Beach

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Photo gallery for Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL

A backyard with a swimming pool, patio furniture, and tropical plants.
A bedroom with a bed, a ceiling fan, and a view through a glass door.
A multi-story residential building with a central garage, surrounded by well-maintained landscaping and palm trees.
A covered porch with a table and chairs, a small wooden bench, and a blue patterned rug.
A covered patio area with a white table and chairs, a blue patterned rug, and a wicker sofa.

Reviews

8.0 out of 10
Very good

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪9 min walk‬
  • Place, Holmes Beach Beaches
    ‪17 min walk‬
  • Place, Manatee Public Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪37 min drive‬

Room options

About the area

Holmes Beach

Seaside stay .You'll be within half a mile (1 km) of Bradenton Beach and 2 miles (3 km) of Holmes Beach Beaches with a stay here. Manatee Public Beach and West Coast Surf Shop are also within 2 miles (3 km).
View more Vacation homes in Holmes BeachOpens in a new window

What's nearby

  • Bradenton Beach - 9 min walk - 0.8 km
  • Holmes Beach Beaches - 17 min walk - 1.5 km
  • Manatee Public Beach - 2 min drive - 1.8 km
  • Anna Maria Sound - 3 min drive - 2.1 km
  • West Coast Surf Shop - 3 min drive - 2.5 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 40 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬5 min drive
  • ‪Anna Maria Island Beach Cafe - ‬3 min drive
  • ‪The Ugly Grouper - ‬3 min walk
  • ‪Ginny's & Jane E's - ‬5 min drive
  • ‪The Waterfront Restaurant - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL

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

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Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea

Things to do

  • Heated pool
  • Water sports equipment
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

7173

Frequently asked questions

How close is Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL to the airport?

This vacation home is 17.6 mi (40-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL to the beach?

This vacation home is a short 10-minute walk from Bradenton Beach and 2.4 mi (7-min drive) from Bean Point Beach. Don't forget your sunscreen!

Does Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL?

No, there is no casino at this vacation home.

What time is check-in at Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL?

Check-in begins at 3:00 PM.

Is there free parking at Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL?

Free parking is not available at this vacation home.

Does Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL have a pool?

Yes, there's a private pool.

Does Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL have a spa?

There are no spa services available at this vacation home.

How close is Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL to downtown Holmes Beach?

This vacation home is 1.1 mi away from Holmes Beach.

Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 2 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 2 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

We had a wonderful stay. The kids loved the pool and being within walking distance to the beach. We would definitely stay again.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Homes Beach Spring Break

The house is just as described. Very nice & clean. We enjoyed our stay.
Stayed 7 nights in Mar 2025
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
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.
Stayed 7 nights in Dec 2025
Verified review

6/10 Okay

Stayed 7 nights in Aug 2025

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