Entire home

Whispering Winds by Beach Boutique Rentals

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Private heated pool
Whispering Winds by Beach Boutique Rentals
Steps to the Bay!
Stylish living area
Full of character and charm!

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6127.9 sq m

Popular amenities

  • Beach view
  • Parking available
  • Pet-friendly
  • Dryer
  • Washer

Explore the area

Map
Anna Maria, FL
  • Anna Maria Beach
    ‪5 min walk‬
  • Anna Maria City Pier
    ‪9 min walk‬
  • Bean Point Beach
    ‪11 min walk‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪48 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Living room

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

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.

PAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBO

At the time of booking your credit card will be charged by BEACH BOUTIQUE RENTALS for your deposit payment. You will also see a separate charge by VRBO for their service fee.

We require an initial 25% deposit with final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days.

Although the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Beach Boutique cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.

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.

Property manager

Beach Boutique Rentals
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
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.

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

We should mention

A car is recommended for transport to and from this property

About the area

Anna Maria

Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Beach - 5 min walk - 0.5 km
  • Anna Maria City Pier - 9 min walk - 0.8 km
  • Bradenton Beach - 10 min walk - 0.9 km
  • Bean Point Beach - 11 min walk - 0.9 km
  • Anna Maria Island Museum and Historical Park - 13 min walk - 1.1 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬8 min drive
  • ‪Rod & Reel Pier - ‬4 min walk
  • ‪Two Scoops - ‬9 min walk
  • ‪Sandbar Seafood & Spirits - ‬19 min walk
  • ‪The Waterfront Restaurant - ‬9 min walk

Frequently asked questions

Does Whispering Winds by Beach Boutique Rentals have a pool?

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

Is Whispering Winds by Beach Boutique Rentals pet-friendly?

Yes, pets are allowed at this property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Whispering Winds by Beach Boutique Rentals located?

Situated by the sea, this holiday home is within a 5-minute walk of Bayfront Park and Anna Maria Beach. Bay Boulevard Beach and Anna Maria City Pier are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 16 reviews
Rating 8 - Good. 2 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Andrew S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, great staff, great location, strongly recommend

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

10/10 Excellent

Michelle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Allison A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Neil W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

10/10 Excellent

Bekah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Lori J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

8/10 Good

Liset R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Was ok!

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

10/10 Excellent

Danielle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Carolyn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Becky W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Kara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

8/10 Good

Sabrina O.

Liked: Check-in, communication, location, listing accuracy

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

Walter E., Gainesville, Georgia

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Kristina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

rita m.

Whispering Winds exceeded our expectations

The property was beautiful. Have no complaints. It was in a perfect location. Easily walkable to beautiful bean point bech. And definitely close enough to downtown. The pool was a perfect size. Wouldn't hesitate to re rent this property.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

rita m.

Whispering Winds exceeded our expectations

The property was beautiful. Have no complaints. It was in a perfect location. Easily walkable to beautiful bean point beach. And definitely close enough to downtown. The pool was a perfect size. Wouldn't hesitate to re book this property.

About the host

Hosted by Beach Boutique Rentals

Host profile image
Beach Boutique Rentals on Anna Maria Island is your key to an unforgettable vacation on the beautiful Florida Gulf Coast. We offer an array of vacation rentals throughout Anna Maria Island and the greater area, one of the most sought after Florida getaways. Choose from our selection of scenic view condos, charming cottages and luxury homes. Please don't hesitate to reach out to us if you have questions about this island that we call paradise!

Languages:

English

Premier Host

They consistently provide great experiences for their guests