Whispering Winds by Beach Boutique Rentals

Anna Maria, Florida
$463 avg/night
Minimum Stay 4 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 4 nights

Min Stay

This custom crafted two bedroom/two bath bayside beauty is your perfect beach escape.

*Features include*

* Balcony with Bay view!
* Private heated pool
* Tropical private yard, chaise lounger, outdoor dining
* Gourmet kitchen
* Washer and Dryer
* 2 Queen bedrooms plus sleeper sofa
* 2 full luxurious bathrooms
* Steps to the beach
* Close proximity to shops and restaurants on Pine Avenue
* Beach chairs, umbrella and cart

Welcome toWhispering Winds. This custom designed two bedroom/two bath bayside beauty is your perfect beach escape. The idyllic location, nestled on the desirable North End of Anna Maria Island just across the street from the turquoise waters of the bay, is just the beginning of this island cottage perfection. This tropical oasis is impeccably appointed and designed for relaxation.

On the ground floor of this exquisite home you will find a grand entryway leading to the private pool and outdoor living space. Indoor/outdoor living is embodied by the poolside lounge area which features an outdoor TV and plenty of seating. Take a swim in the heated pool while enjoying the sea breeze from the gorgeous bay waters right across the street.

When you head up one flight of stairs to the main level you will feel right at home in the cozy living and dining area. No details have been overlooked; from the stainless appliances, crown molding, tongue and groove wood ceilings and warm wood-plank flooring. In the kitchen enjoy the granite countertops and breakfast bar with seating for 4. Your family will love the open concept space for gathering in the living room, with brand new sofa with chaise and comfortable wingback chairs. For additional guests, the sofa pulls out into a sleeper. On this level you will also find a luxurious full bathroom with walk-in shower and full laundry area.

The magic happens on the third floor. The bayfront balcony is the ideal relaxation spot for morning coffee, evening cocktails or any time in between. You will want to relax here often and take in the sweeping views of the beautiful Bay water while enjoying the fresh coastal air breeze. Two beautiful Queen bedrooms each have a door that opens out onto the balcony. Both bedrooms feature flat screen TVs and another full bathroom with walk-in shower rounds out the top floor.

This picturesque beach house is only steps from the bayfront beach access and an easy walk to the shops and eateries of Pine Avenue. Whether it's sunrise over the bay or sunset at nearby Bean Point, you will relish every moment of your time at Whispering Winds.

PET POLICY:

We are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing.

2 pets maximum unless granted an exception. Weight limit of 50 lbs per pet.

Due to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted:

Pit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyone

ADDITIONAL INFORMATION

We generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

Anna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.

This home provides off-street parking for up to 2 vehicles.

Booking Platform Note:
For VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1377 Sq Ft (128 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Hiking Nearby Kayaking Nearby Scuba Diving Nearby Snorkeling Nearby Water Skiing Nearby Water Tubing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Jason M.

    Submitted May 25, 2026

    Stayed May 18, 2026

    The home was very clean, and the location was excellent. We enjoyed the beaches daily, and relaxing in the pool during the early evenings.Having the beach chairs, wagon, and umbrellas available was most convenient since we flew in from out of state.Had a minor issue with the clothes dryer during our stay, but the issue was resolved promptly and effectively.We would definitely stay here again!

  • Nicole K.

    Submitted Dec 4, 2025

    Stayed Nov 20, 2025

    Wonderful property, very clean, great location across the street from the beach. Management was amazing with ongoing communications. Looking forward to going back!

  • Bekah S.

    Submitted Mar 20, 2024

    Stayed Feb 17, 2024

    Great location...property matched photos on line (very nice) and stayed true to its name Whispering Winds. Pool crew came 2 times weekly and were friendly and quick. This property does have a lot of stairs...ok for our group, but worth mentioning for anyone with mobility challenges.

  • Neil W.

    Submitted Sep 22, 2023

    Stayed Sep 17, 2023

    The house and location were really all we were looking for. We loved being tucked away back towards the intercoastal and even though the house is not right on the water, you have an awesome view of the water from the balcony which we enjoyed every night. We would definitely stay again.

  • Liset R.

    Submitted Sep 13, 2023

    Stayed Sep 3, 2023

    The location is fantastic but the house needs an upgrade!

  • Sabrina O.

    Submitted Aug 16, 2023

    Stayed Jul 29, 2023

    Great location with easy access to the Bay and both piers. The house itself was not my families favorite because living was spread across 3 different floors. The kitchen living room were a good space, but there is no dining room. The entire house needs to be painted. We also had the management company come out bc the vent in the bathroom was absolutely filthy with a thick layer of dust on the wall. It was disgusting but fixed. Overall the house worked for us but I wouldn’t stay here again.

  • Allison A.

    Submitted Aug 12, 2023

    Stayed Aug 6, 2023

    The house was very updated with a beachy feel. I loved how close it was to get to the beach. I had a great week in this house!

  • Michelle H.

    Submitted Jun 13, 2023

    Stayed May 25, 2023

    Great location and very comfortable house. Anna Maria Island is a fun place. This house has all the necessary items to be comfortable and enjoy a long weekend

  • Danielle B.

    Submitted May 19, 2023

    Stayed May 15, 2023

    This property exceeded our expectations! It was perfect for our family of three. The pool was perfect for our four year old, he loved it! The whole property was prefect! 10/10 recommend!

  • Andrew S.

    Submitted May 18, 2023

    Stayed May 10, 2023

    Clean, great staff, great location, strongly recommend

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Total

Includes taxes and fees
$463+
View details