Entire home

Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures

Photo gallery for Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures

A house with a covered porch, a small garden, and a pathway leading to the entrance.
A covered patio with outdoor furniture, a white fence, and a view of parked cars and greenery.
A covered patio with outdoor furniture, a white railing, and a view of the street and greenery.
A covered porch with wicker furniture, a door labeled 'B', and a view of a house in the background.
An aerial view of a coastal residential area with houses, roads, and a beach in the background.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Top rated beach location
    Discover paradise at this top rated beach location.
  • Steps from the shore
    Top-rated for its nearby beach, ideal for sunbathing and swimming.
  • Discover nearby landmarks
    Walk to Bradenton Beach
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Island Gallery West
    ‪9 min walk‬
  • Place, Holmes Beach Beaches
    ‪7 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures

Property Highlights
• Short walk to the Gulf beaches via North Beach Village
• Quiet residential location
• 2 Bedrooms | 2 Bathrooms | Sleeps 4
• King primary suite and queen guest bedroom
• Fully remodeled with updated furnishings and appliances
• Gas grill and outdoor dining area
• Covered front porch for morning coffee or evening cocktails
• Close to Holmes Beach Dog Park
• Free Island Trolley stop nearby
• Rent Gulf Winds A & B together for larger groups
• Parking for 2 vehicles

Description
Welcome to Gulf Winds B, a beautifully updated island retreat tucked away on a peaceful street in Holmes Beach. Just a short walk from the sugar-white beaches of Anna Maria Island, this charming 2-bedroom, 2-bath home offers everything needed for a relaxing coastal getaway.

Enjoy your morning coffee on the inviting front porch, spend the day at the beach, and return home to enjoy dinner outdoors with the gas grill and shaded patio seating. With convenient beach access through North Beach Village, you'll be enjoying island life within minutes of stepping outside.

Inside, you'll find a completely remodeled interior featuring comfortable furnishings, updated appliances, complimentary Wi‑Fi, and all the comforts of home. The primary bedroom features a king-size bed, while the guest bedroom offers a queen bed, making this home ideal for couples, small families, or friends traveling together.

The Holmes Beach Dog Park, free Island Trolley stop, restaurants, shops, and local attractions are all nearby, making it easy to explore the island without needing to drive everywhere.

Traveling with extended family or friends? Florida Dreams Realty also manages neighboring Gulf Winds A. When available, both homes can be rented together, providing additional space while keeping everyone close by.

Accommodates up to 4 guests.
Minimum Stay Required: 1 Week
Maximum Parking: 2 Vehicles
VRC #22-000033
Dogs up to 25 lbs welcome. Pet fee is $200 per pet plus applicable taxes. Maximum of 2 pets unless otherwise approved by Florida Dreams Realty.

House Rules & Important Information
• Residential Neighborhood – You are vacationing in a residential neighborhood. Please be respectful of our neighbors by keeping noise levels at a reasonable volume at all times. Excessive noise, disruptive behavior, or any activity that disturbs neighboring properties is strictly prohibited.
• No Parties or Events – Parties, receptions, gatherings, and events are not permitted unless specifically approved in writing by Florida Dreams Realty.
• Quiet Hours – 10:00 PM to 8:00 AM.
• Occupancy – Only registered guests listed on the reservation may occupy the property unless prior written approval has been obtained.
• Minimum Age Requirement – Reservations are accepted only from guests 25 years of age or older.
• Parking – Maximum of 2 vehicles permitted on the property.
• Pet Policy – Dogs up to 25 lbs. welcome. Pet fee is $200 per pet plus applicable taxes. Maximum of 2 pets unless otherwise approved by Florida Dreams Realty.
• No Smoking – Smoking or vaping is not permitted inside the home.
• Check-In – 4:00 PM
• Check-Out – 10:00 AM
• Rental Agreement Required – A signed Florida Dreams Realty Rental Agreement is required for all reservations.

Cancellation Policy
• More than 90 days prior to arrival: Refund of deposits paid less a $250 cancellation fee.
• Less than 90 days prior to arrival: All deposits received are forfeited.
• Less than 60 days prior to arrival: All monies paid toward the reservation are forfeited.
• All cancellations must be submitted and confirmed in writing.
• Travel insurance is strongly recommended.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 9634331
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Bradenton Beach. Looking to enjoy an event or a game while in town? See what's going on at LECOM Park, or consider a night out at Tarpon Bay Grill and Tiki Bar. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 6 min walk - 0.6 km
  • Island Gallery West - 9 min walk - 0.8 km
  • Manatee Public Beach - 2 min drive - 1.8 km
  • West Coast Surf Shop - 3 min drive - 2.5 km
  • Holmes Beach Beaches - 7 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 45 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Ugly Grouper - ‬6 min walk
  • ‪The Sandbar Restaurant - ‬5 min drive
  • ‪Ginny's & Jane E's - ‬4 min drive
  • ‪Skinny's Place - ‬4 min drive

Frequently asked questions

Is Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Cosy cottage on Anna Maria Island?

As of 3 July 2026, prices found for a 1-night stay for 2 adults at Cosy cottage on Anna Maria Island on 2 October 2026 start from NZ$571, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures?

On-site parking is available at the property.

What time is check-in at Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures?

Check-in begins at 4:00 PM.

What time is check-out at Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures?

Checkout is at 10:00 AM.

Where is Gulf Winds B – Beach Days & Dog-Friendly AM Island Adventures located?

Situated by the sea, this holiday home is 0.4 mi (0.6 km) from Bradenton Beach and within 3 miles (5 km) of Bean Point Beach and Anna Maria Beach. Island Gallery West and Holmes Beach Beaches are also within 1 mile (2 km).

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. 13 out of 16 reviews
Rating 8 - Good. 3 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

10/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

DeRhonda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. House was clean and fully stocked with essentials.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 27 April 2026
Hi DeRhonda, Thank you for being our guest in Gulf Winds B! We are delighted to know that you had a five star stay! Please come again. FDR Team
Verified

8/10 Good

Judi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location near enough to beach to walk. Need to update the beach chairs provided. Not enough hot water! Tankless water heater did not provide enough. Water pressure wasn't the greatest but ok - just not enough hot water. Quaint cottage and near restaurants and shopping.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 10 April 2026
Hello Judi, Thank you for staying in the adorable Gulf Winds. We will take your suggestions to the owner for review. Glad to hear that you enjoyed it's location. FDR Team
Verified

10/10 Excellent

Judy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great little place to stay! We were out on the beach or at another family's place, so we didn't spend a lot of time inside, but when we did, the place was clean, had all of the dishes we needed, the bed was comfortable and there was a coffee machine for our morning coffee. We were in walking distance of the beach, stores and The Freckled Fin where we had a wonderful lunch! We would stay here again.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Raymond T.

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

Holmes Beach

Nice property. Good location. Clean and well stocked.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 6 September 2023
Thank you, Raymond, we are glad to learn that you enjoyed the property and your stay. We hope to have you back soon. Your FDR Team
Verified

10/10 Excellent

Jennifer S.

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

Perfect vacation spot in Anna Maria

We were very pleased with the property. Charming home with a front porch and backyard lanai. Comfortable beds. Well stocked kitchen and washer and dryer. Short walking distance from shops, restaurants and the beach. We would stay here again.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 6 September 2023
Thank you very much Jennifer. We are glad to learn that you enjoyed the property and your stay. We hope to have you back soon. Your FDR Team
Verified

10/10 Excellent

Caren V.

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

AMI

Great place! Perfect for my cousin and I. The porch added so much great living space. Only negative was the bad beach chair and hard mattress in the front bedroom. Would stay again. Great value and a close walk to restaurants and stores!!!
Stayed 7 nights in Mar 2022
Response from VrboOwner on 6 September 2023
Thank you, Caren, glad to hear you enjoyed the house and your stay. Beach chairs have been replaced in the meantime. Beds, however, are very subjective. Hope to have you back soon. Your FDR Team
Verified

10/10 Excellent

Mary F.

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

Quaint & immaculate beach cottage

Adorable beach cottage within walking distance to the Gulf. It was immaculate and had everything we needed. The outdoor area was great and has a screened in porch. The only area that could be improved upon are the mattresses and bedding.
Stayed 13 nights in Jul 2022
Response from VrboOwner on 6 September 2023
Hi Mary, Thank you for being our guest in Gulf Winds! We have never received a complaint about the beds, so this takes us by surprise, please understand the comfort level of a mattress is relative to the sleeper. If you are coming to AMI in the future, please consider us again. Sunny Regards, FDR Team
From a partner site

10/10 Excellent

Yvonne U.

Perfect house in a quiet neighborhood

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was very clean and fully stocked with everything needed for a beach vacation. The neighborhood is perfect for walking and very quiet. Highly recommend and can't wait to go back.
Response from VrboOwner on 23 February 2024
Hello Yvonne, We are glad to hear that you found Gulf Winds B as charming as we do. We look forward to having you as a guest in the future! Sunny Regards, FDR Team
From a partner site

8/10 Good

Linda S.

Comfortable stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was comfortable for our needs. Wish it was a little closer to the beach with a bad knee. Couldn’t find shortcut & don’t think it would have been much shorter. Wasn’t told there was a work site next to house but didn’t bother us. Wish there had been recliner lounge chair out back but did enjoy screened in patio. House clean other than air conditioning filter having to be cleaned, which it was promptly. All in all a comfortable retreat.
From a partner site

10/10 Excellent

ALISON P.

Perfect

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is our 2nd year renting Gulf Winds B. We love everything about it! Perfect size for the two of us and has everything we need. Also the rental company is amazing to deal with. We arrived late on Friday to AC not working, a quick email and someone was there within 30 minutes and got it going in an hour! I will continue to rent from here in the future.
Response from VrboOwner on 14 September 2023
Thank you for being a return guest of ours Alison! We appreciate your review and look forward to your next AMI vacation with us! Sunny Regards, FDR Team
From a partner site

10/10 Excellent

Melody W.

PARADISE!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My husband and I stayed in Gulf Winds Unit B for 5 weeks in January and February. The rental was perfect for us. The first thing I noticed when entering was how clean and well maintained the property was. The Master BR is a nice size with doors leading to the lanai. What a lovely, secluded area to relax. Comfortable chairs and gas grill complete the area. The kitchen is compact but fully functional for cooking. The location is an easy 4-5 blocks from the beach. You are also close to the free island trolley that you can ride to each end of the island. The unit has a washer and dryer, beach cart and chairs. The front porch is also great for relaxing. It was such a pleasure working with the Prop Mngmt company, especially Misty. You will not be disappointed with this rental and location. Remember to walk to Duffy's bar for their bacon cheeseburger (cash only). Can't wait to return for another 5 weeks next year.
Stayed 35 nights in Jan 2023
Response from VrboOwner on 7 December 2023
Thank you for being our guest! Our teams goal is to give you such a wonderful vacation that you want to return and it sounds like this was achieved! Sunny Regards, FDR Team
From a partner site

10/10 Excellent

Barb B.

Great place for getting away from the snow

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This rental is a wonderful 2 bedroom 2 bath half of a single level duplex. The screened in back porch is our favorite part of the rental. The kitchen and living area is quite small so having 4 people staying there for more than a few days would get a little tight. It is about a 10 minute walk to the beach. Our interactions with the people at Florida Dreams were excellent.
From a partner site

8/10 Good

Florida in January!!

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I left a message in the information book. I had called about the TV not getting local channels, she said she would call me back. Got a text that the maintenance person stopped by and I wasn't there and he tried to call and I didn't answer I didn't receive a call and if he did call he never left a message!! I fixed the master bedroom door that was loosen and put a level under kitchen table. Chairs for the beach are mostly rotted. Still love the location and will stay again. Thank you. Diane
From a partner site

10/10 Excellent

ALISON P.

Awesome place and customer service

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Pictures do not do this place justice. It is awesome and had everything we needed and perfect space for two of us. Rental company was great, even allowed us to check in a couple hours earlier than normal check in. We are already looking at booking for next year's trip and many more to come. Bed was very comfy and I wanted to take it home with me. Thank you for an amazing stay and the great customer service.
From a partner site

10/10 Excellent

Evangeline K.

Cozy property, beach access and great restaurants close by

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very clean supplied us with what we needed and then some. Will definitely book this property again.
Stayed 8 nights in Jul 2022
Verified

10/10 Excellent

Paul G.

Liked: Cleanliness, check-in, listing accuracy
Stayed 7 nights in Mar 2026
Response from VrboOwner on 11 May 2026
Hello Paul, We are happy to hear that Gulf Winds B was a five star stay! Thank you for being our guest, please come again! Sunny regards, FDR Team

About the host

Hosted by Florida Dreams Realty of AMI, Inc.

Host profile image

Languages:

English, French, German, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback