Entire home

Book now: arrive Jan 5-31 golf cart included

Holiday home with private pool, 10-minute walk to Bradenton Beach

Photo gallery for Book now: arrive Jan 5-31 golf cart included

A heated pool - Book now: arrive Jan 5-31 golf cart included (Holmes Beach)
Dining - Book now: arrive Jan 5-31 golf cart included (Holmes Beach)
Interior - Book now: arrive Jan 5-31 golf cart included (Holmes Beach)
Exterior - Book now: arrive Jan 5-31 golf cart included (Holmes Beach)
4 bedrooms, free WiFi, bed sheets - Book now: arrive Jan 5-31 golf cart included (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 8219 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Entire place

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

Book now: arrive Jan 5-31 golf cart included

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

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a village
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Spelunking nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,356 square feet

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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

Property is also known as

2771-263360

About the area

Located in Holmes Beach, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain climbing nearby. Visit our Holmes Beach travel guide
View more Holiday homes in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • Sarasota, florida, bradenton beach, Shutterstock ID 1052846027, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
    Bradenton Beach
    8 min walk - 0.7 km
  • Sarasota_ManateePublicBeach_6296224-6
    Manatee Public Beach
    2 min drive - 1.8 km
  • Closed for Winter. Santa Cruz, California.; Shutterstock ID 539586901
    West Coast Surf Shop
    3 min drive - 2.1 km
  • Island Gallery West
    8 min walk - 0.7 km
  • Holmes Beach Beaches
    14 min walk - 1.2 km

Getting around

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

Restaurants

  • The Ugly Grouper
    3 min walk
  • Anna Maria Island Beach Cafe
    3 min drive
  • The Sandbar Restaurant
    5 min drive
  • Skinny's Place
    3 min drive
  • Anchor Inn
    5 min drive

Frequently asked questions

Does Book now: arrive Jan 5-31 golf cart included have a pool?

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

Is Book now: arrive Jan 5-31 golf cart included pet-friendly?

No, pets are not allowed at this property.

How much is parking at Book now: arrive Jan 5-31 golf cart included?

On-site parking is available at the property.

What time is check-in at Book now: arrive Jan 5-31 golf cart included?

Check-in begins at 3:00 PM.

What time is check-out at Book now: arrive Jan 5-31 golf cart included?

Checkout is at 10:00 AM.

Where is Book now: arrive Jan 5-31 golf cart included located?

Situated by the sea, this holiday home is within a 10-minute walk of Island Gallery West and Bradenton Beach. Holmes Beach Beaches and Manatee Public Beach are also within 1 mile (2 km).

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Book now: arrive Jan 5-31 golf cart included Reviews

Reviews

Very good

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
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

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

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

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

6/10 Okay

Brian C.

Stayed 7 nights in Aug 2025