Private heated pool
Whispering Winds by Beach Boutique Rentals
Steps to the Bay!
Stylish living area
Full of character and charm!
Kitchen with breakfast bar
Island seating
Opening living and dining areas
Comfortable seating around the TV
Warm and inviting rooms
Plenty of room for 6 people with air mattress
Luxurious bathroom
Washer and Dryer
Cozy Queen bed
TV in bedroom
Full view of the Bay, pictures don't do it justice!
Balcony off of the bedrooms
Second cozy queen bed
Bay view from bed
Gorgeous walk in shower
Cook poolside on the gas grill
Beach access out your back door
Beautiful Bay beach on a calm day
So close to the water and Bay beach
Aerial view toward the top of the island
Whispering Winds
Charming Whispering Winds on N. Bay Blvd

Whispering Winds - Anna Maria

5
  1. United States
  2. /
  3. Florida
  4. /
  5. Anna Maria
6 guests
2 bedrooms
2 bathrooms
1377 Sqft
Vacation Home•Entire place
J

Hosted by Julie

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Pets are allowed

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About this place

Whispering Winds by Beach Boutique Rentals

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 to Whispering 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.

Sleeping configuration

Bedroom 1

1 queen bed

Bedroom 2

1 queen bed

Living room

1 sofa bed

What this place offers

28 Amenities
Washing Machine
Iron & Board
Hair Dryer
Linens Provided
Full Kitchen
Oven
Private Pool
Balcony
High Speed Internet
Smart TV
TV
Satellite/Cable TV
Processing...

Nearby activities

13 Activities
Surfing
Deepsea fishing
Pier fishing
Wind surfing
Golf
Cycling
Swimming
Fly fishing

Property Suitability

Please review these important guidelines to ensure this property meets your needs and expectations.

Child friendly

No events allowed

No smoking allowed

Parking Included

Meet the Host

Julie

Host

English
Member Since
October 2026

Have Questions?

Julie typically responds within an hour

Select travel dates

Scenic views

Beach viewBay viewGarden view

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Policies & Rules

Check-In
4PM
Flexible timing
Check-Out
10AM
Standard
Max Guests
6 People
Min Age
25
Primary renter
Not Allowed
Smoking • Parties

Click sections for details • All policies strictly enforced

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