Entire home

Whispering Winds by Beach Boutique Rentals

Vacation home near Bean Point Beach in Anna Maria

Choose dates to view prices

Photo gallery for Whispering Winds by Beach Boutique Rentals

Beach nearby
Property grounds
A heated pool
Smart TV
Dining

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms1377 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Anna Maria, FL
  • Place, Bayfront Park
    ‪2 min walk‬
  • Place, Anna Maria Beach
    ‪6 min walk‬
  • Place, Bean Point Beach
    ‪7 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪35 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .Within a 15-minute walk of the vacation home, you'll find Anna Maria Beach and Bean Point Beach. Bayfront Park and Bay Boulevard Beach are also within half a mile (1 km).

What's nearby

  • Bayfront Park - 2 min walk - 0.1 miles
  • Anna Maria Beach - 6 min walk - 0.4 miles
  • Bean Point Beach - 7 min walk - 0.4 miles
  • Anna Maria City Pier - 11 min walk - 0.6 miles
  • Anna Maria Island Museum and Historical Park - 14 min walk - 0.8 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 48 min drive

Restaurants

  • ‪The Ugly Grouper - ‬8 min drive
  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Sandbar Restaurant - ‬19 min walk
  • ‪The Waterfront Restaurant - ‬10 min walk
  • ‪Ginny's & Jane E's - ‬18 min walk

About this property

Entire place

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

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.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,377 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

Rules

Minimum age to rent: 25 - Valid ID must be submitted to rental agent for property access.
Upon booking, a rental agreement will be emailed to you for your electronic signature confirming that you acknowledge and accept the house rules.
A fee of $150 + tax will be collected for each pet included on the reservation.

Pets

  • Pets are welcome
  • Service animals are exempt from fees

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 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. 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

orp5b593f9x

Frequently asked questions

How close is Whispering Winds by Beach Boutique Rentals to the airport?

This vacation home is 20.2 mi (48-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Whispering Winds by Beach Boutique Rentals have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Whispering Winds by Beach Boutique Rentals to the beach?

This vacation home is a short 5-minute walk from Anna Maria Beach and 11-minute walk from Bean Point Beach. Don't forget your sunscreen!

Does Whispering Winds by Beach Boutique Rentals offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Whispering Winds by Beach Boutique Rentals?

No, there is no casino at this vacation home.

What time is check-in at Whispering Winds by Beach Boutique Rentals?

Check-in begins at 4:00 PM.

Is there free parking at Whispering Winds by Beach Boutique Rentals?

Free parking is not available at this vacation home.

Does Whispering Winds by Beach Boutique Rentals have a pool?

Yes, there's a private pool.

Does Whispering Winds by Beach Boutique Rentals have a spa?

There are no spa services available at this vacation home.

How close is Whispering Winds by Beach Boutique Rentals to downtown Anna Maria?

This vacation home is 0.4 mi away from Anna Maria.

Whispering Winds by Beach Boutique Rentals Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 15 out of 17 reviews
Rating 8 - Good. 2 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Nicole K.

Liked: Cleanliness
Wonderful property, very clean, great location across the street from the beach. Management was amazing with ongoing communications. Looking forward to going back!
Stayed 3 nights in Nov 2025

10/10 Excellent

Bekah S.

Liked: Cleanliness

Great location....very nice property!

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.
Stayed 21 nights in Feb 2024

10/10 Excellent

Neil W.

Liked: Cleanliness

Graat Location!

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.
Stayed 4 nights in Sep 2023

8/10 Good

Liset R.

Liked: Cleanliness

Was ok!

The location is fantastic but the house needs an upgrade!
Stayed 7 nights in Sep 2023

8/10 Good

Sabrina O.

Great location

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.
Stayed 7 nights in Jul 2023

10/10 Excellent

Allison A.

Liked: Cleanliness

Love this property!

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!
Stayed 5 nights in Aug 2023

10/10 Excellent

Michelle H.

Liked: Cleanliness

Nice getaway on Anna Maria

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
Stayed 4 nights in May 2023

10/10 Excellent

Danielle B.

Liked: Cleanliness

Absolutely amazing!

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!
Stayed 4 nights in May 2023

10/10 Excellent

Andrew S.

Liked: Cleanliness

Clean, great staff, great location, strongly recommend

Clean, great staff, great location, strongly recommend
Stayed 4 nights in May 2023

10/10 Excellent

Becky W.

Liked: Cleanliness

Mother Daughter Get Away

The house was lovely. Perfect for my twenty year old daughter and myself. Location was ideal. Easy walk to Beach, Shops and Restaurants. Great neighborhood to also ride bikes. Enjoyed the balcony with a view of the water. It was convenient to have a private pool when you didn’t want to go to the beach. I would definitely stay again.
Stayed 7 nights in Apr 2023

10/10 Excellent

Walter E., Gainesville, Georgia

Liked: Cleanliness

Definition of Paradise

We loved staying at this property. The description and pictures do not do it justice. The house is perfectly laid out. They maximized the space to precision with so much storage. The spacious kitchen was an absolute joy to cook in. The bedrooms have a joining balcony for morning sunrises and evening sunsets. We spent the entire time down by the pool in the luxurious open air first floor. We ate every meal downstairs. The area has a TV, fridge, a bar, a ton of seating arrangements, and a bar. We did movie nights on the outdoor TV as we wound down from our beach adventures. The pool is heated so swimming into the evening was awesome as well. Beach access across the street made getting your toes in the sand a few steps away. We fell in love with the property and the rental company was such a joy to work with through the entire staying process. We will definitely book this property in the future.
Stayed 4 nights in May 2023

10/10 Excellent

Lori J.

Liked: Cleanliness

Another great stay in AMI

Great location and property with Bayfront beach access right across the street and in between the piers. Home was cozy and perfect for our small group of 3 + small pup and the pool area very nice...pool was super warm which was nice for January. Great customer service from Beach Boutiques. Thanks for another great vacation!
Stayed 14 nights in Jan 2023

10/10 Excellent

Kristina M.

Liked: Cleanliness

Door code was nice to have!

Not worrying about a key allowed our family to come and go on their own. I will now look of this perk at other properties. Really makes the vacation easier.
Stayed 4 nights in Nov 2022

10/10 Excellent

Carolyn R.

Liked: Cleanliness

Exhale

This place was perfect for a long weekend unwinding. Everything was spotless and in great condition. Loved being able to walk to multiple beaches while being away from the madness farther south. Highly recommend.
Stayed 4 nights in Sep 2022

10/10 Excellent

Kara B.

Liked: Cleanliness

Family vacation on AMI

We enjoyed our stay at this beautiful home. The house was just steps away from the Gulf. We spent most of our time at the private pool that was right outside the back door. My kids loved the rafts/pool toys that were there for our use. My husband and I were able to enjoy our morning coffee off the balcony of the main bedroom and watch the sunrise. The home was stocked with plenty of towels/linens and my favorite was the extra cozy blankets in the bedrooms. We even stayed in 1 night, ordered pizza from a local restaurant, went night swimming and watched movies. Perfect family vacation for our first trip to Anna Maria Island! We will most definitely be back.
Stayed 4 nights in Aug 2022