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Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!

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Property grounds
Terrace/patio
Terrace/patio
Property grounds
Pool

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Island Gallery West
    ‪8 min walk‬
  • Place, Holmes Beach Beaches
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 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

Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!

The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back yard you can enjoy your dinner and make use of the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The Master bedroom has a king size bed and the guest bedroom has a queen. The home has been totally remodeled, everything is new from furniture to floors and appliances. There are TV's in the master bedroom and the living room, and of course there is free WiFi. Everything you need to enjoy your visit is provided: dishes, cookware, linens, towels, beach chairs and beach towels, etc.
Gulf Winds is a short walk away from the white sandy beaches of the Gulf of Mexico. Just take the short-cut through North Beach Village to get to the beach. The Holmes Beach Dog Park is another short walk down the street across Marina Drive. The bus stop of the free Island Trolley is close by as well as restaurants, shops and bars. Do not miss this GEM. For bigger parties you may also book Gulf Winds A.
Dogs up to 25lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR.

Accommodates up to 4 people. Minimum Stay Required: 1 Week.
Max. parking: 2; VRC22-000033

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.
Our prices include all fees. No hidden fees.

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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

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 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Holmes Beach

Located in Holmes Beach, this vacation home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and ecotours nearby.
View more Vacation Homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 6 min walk - 0.6 km
  • Island Gallery West - 8 min walk - 0.7 km
  • Holmes Beach Beaches - 14 min walk - 1.2 km
  • Manatee Public Beach - 2 min drive - 1.8 km
  • AMI Paddleboard Adventures - 3 min drive - 2.1 km

Getting around

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

Restaurants

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

Frequently asked questions

Is Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! on Jun 6, 2026 start from $220, 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?

Onsite parking is available at the property.

What time is check-in at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!?

Check-in begins at 4:00 PM.

What time is check-out at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!?

Check-out is at 10:00 AM.

Where is Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! located?

Situated by the sea, this vacation home is within a 10-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Palmetto Avenue Beach are also within 1 mi (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 13 reviews
Rating 8 - Good. 2 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

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
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
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
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
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.
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.
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
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

About the host

Hosted by Florida Dreams Realty of AMI, Inc.

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