Entire home

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

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A heated pool - Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL (Holmes Beach)
Interior - Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL (Holmes Beach)
4 bedrooms, iron/ironing board, free WiFi, bed sheets - Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL (Holmes Beach)
A multi-story residential building with a central garage, surrounded by well-maintained landscaping and palm trees. - Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL (Holmes Beach)
Dining - Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL (Holmes Beach)
Escape to your island getaway at Cheeky Chateau in Holmes Beach on Anna Maria Island. This cozy retreat offers a private backyard oasis with a pool, hot tub, and two screened lanais perfect for lounging and enjoying the island breeze. With charming cafes, restaurants, shops nearby you can explore or relax with 4 bedrooms providing plenty of space to unwind.

Reviews

8.0 out of 10
Very good

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Add dates for prices

About this property

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

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

Living spaces

  • Living room

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 the sea

Things to do

  • Heated pool
  • Water sports equipment
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks 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)
  • Fire extinguisher
  • Deadbolt lock

Similar properties

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

Pets not 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

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Located in Holmes Beach, this vacation home is near a water park and by the sea. The area's natural beauty can be seen at Bean Point Beach and Bradenton Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Discover the area's water adventures with kayaking, scuba diving, and water tubing nearby, or enjoy the great outdoors with ecotours. Visit our Holmes Beach travel guide
View more Vacation Homes in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    9 min walk - 0.8 km
  • A beach with white sand and a clear blue sky.
    Manatee Public Beach
    2 min drive - 1.8 km
  • A beach with sand, palm trees, and a roller coaster in the background.
    West Coast Surf Shop
    3 min drive - 2.5 km
  • Island Gallery West
    8 min walk - 0.7 km
  • Holmes Beach Beaches
    17 min walk - 1.5 km

Getting around

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

Restaurants

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

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

Is Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

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.

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

Check-out is at 10:00 AM.

Where is Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL located?

Situated by the sea, this vacation home is within a 10-minute walk of Island Gallery West and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 3 mi (5 km).

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

Reviews

Very Good

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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

Cleanliness

9.4

Location

Reviews

Verified

10/10 Excellent

Jenny K.

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

10/10 Excellent

Toni B.

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

6/10 Okay

Jill Long

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

6/10 Okay

Brian C.

Stayed 7 nights in Aug 2025