Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms2 bathroomsSleeps 4800 sq ft

Popular amenities

Parking available
Pet friendly
Dryer
Air conditioning
Washer
Outdoor Space

Explore the area

Holmes Beach, Florida

Manatee Public Beach
‪3 min drive‬
Bean Point Beach
‪7 min drive‬
Anna Maria Beach
‪8 min drive‬
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪34 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

Kitchen

Dining area

About this property

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

The cozy front porch of Gulf Winds A 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 B.
Dogs up to 25lb are welcome. Pet fee is $200 per pet plus taxes.

Accommodates up to 4 people. Minimum Stay Required: 1 Week.
Max. parking: 2; VRC #18-000021
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.

Property manager

Florida Dreams Realty of AMI, Inc.

Premier Host

Languages

English, French, German, Spanish

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Pet friendly

Air conditioning

Outdoor Space

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Kitchen
Washer
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House Rules

Check in after 4:00 PM

Check out before 10:00 AM

Children

Children allowed: ages 0-17

Events

No events allowed

Pets

Pets 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 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 Bean Point Beach and Anna Maria Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with horse riding and hiking/biking trails.

View more Vacation Homes in Holmes Beach

Holmes Beach, Florida

What's nearby

Bradenton Beach - 6 min walk - 0.6 km
Holmes Beach Beaches - 14 min walk - 1.2 km
Manatee Public Beach - 3 min drive - 1.8 km
Bean Point Beach - 7 min drive - 4.1 km
Anna Maria Beach - 8 min drive - 4.8 km

Getting around

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

Restaurants

‪Anna Maria Island Beach Cafe - ‬4 min drive
‪Rod and Reel Pier - ‬8 min drive
‪Two Scoops - ‬6 min drive
‪Sandbar Seafood & Spirits - ‬5 min drive
‪The Waterfront Restaurant - ‬6 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.

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 Manatee Public Beach are also within 1 mi (2 km).

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.

Learn more

10/10

Cleanliness

10/10

Check-in

9.4/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

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

10/10 Excellent

Jason N.

May 22, 2025

Cute cottage

10/10 Excellent

Jennifer D.

Jul 18, 2021

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

Fantastic cottage!

Totally enjoyed our stay! The cottage is adorable and well stocked for anything you could possibly need. Walking distance to the beach. It’s heaven!

Stayed 8 nights in Jul 2021

10/10 Excellent

Gene B.

Jul 1, 2024

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

AMI

Nice house, just what was needed. Close to beach.

Stayed 7 nights in Jun 2024

10/10 Excellent

Don R., Breckenridge

May 31, 2021

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

Wonderful Place

Beach decor and beautiful property near the beaches and restaurants. No need to fight the travel to and from the island when you’re already there. Will definitely come back.

Stayed 30 nights in May 2021

8/10 Good

Keith W.

Apr 13, 2025

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

Good Location, Comfy Cottage

The cottage was well located in Holmes Beach, and an easy walk/bus ride to either end of the island. It was spacious with a cozy feel, and the beds were surprisingly comfortable. The only reason I gave it 4-stars was because the A/C was not working and the water heater was unreliable on Day-1. The A/C was fixed in 2 days, but the water heater had to be replaced after several days. To be fair, both FDR and the owner were very responsive.

Stayed 14 nights in Mar 2025

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

10/10 Excellent

A guest from Overland Park, KS L.

Apr 4, 2023

Overall a very good experience.

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: Oh what an improvement two comfortable chairs would be. Hideaway couches are notorious for being uncomfortable, but two other chairs would really help.need some kind of vacuum to pick up sand.

10/10 Excellent

Bill F., -

Feb 26, 2023

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

Sunny all month

What a gem. Very well located to Holmes Beach restaurants and shops.Easy walking to each and dog parks.

Stayed 28 nights in Jan 2023

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

10/10 Excellent

Patricia S., Lake Geneva

Feb 14, 2023

January Getaway

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

8/10 Good

Alejandro V.

Aug 19, 2022

Relaxing place to stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: With my family enjoyed this beautiful place, close to the beach. If this house has a pool will be gorgeous!!!

Stayed 7 nights in Jul 2022

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

10/10 Excellent

Gwendolyn P.

Jul 4, 2022

Definition of rest and relaxation

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: We had a wonderful time at this property. It was not only charming and cozy; but, it was also immaculately clean. It was so welcoming and had really all the amenities that had been detailed in the description.We spent a lot of time on the front porch. It was so nice and allowed for a lot of good family connection time - unplugged.The street is not a direct route between Gulf and Marina; so, the road is quiet - which is really nice as well.Lastly, it is a highly walkable location around the island.

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

10/10 Excellent

Patricia S., Lake Geneva

Jan 31, 2022

January Getaway

10/10 Excellent

Betty R.

Jul 31, 2021

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

Wonderful Stay

We had a lovely stay of 9 days. The house was perfect for my aging mother because it easy one story and was easy for her to maneuver around. I wish there was a bar in the shower for her but we managed. We had an issue with air conditioning but it was resolved within hours and it was a Friday evening!! I love that maintenance is on the island and was so friendly and polite. Neighborhood was quiet. We really loved the patio and we used the grill alot! I will definitely be back!!

Stayed 9 nights in Jul 2021

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

8/10 Good

A guest from Chantilly, VA

Jul 10, 2021

Small but decent place

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: PROS: * they have beach towels, styrofoam cooler, pails for kids and a beach "stroller" which helps with the 0.3-mile walk to the actual sand of the beach* the outdoor back area is well equipped with a Weber grill and 6-person commercial-grade umbrella* front porch has a small settee, 2 chairs and small coffee table and end "stands" - although the awning leaks a bit, there is a 3 foot overhand from the house so you can push up against the wall to sit out when it is raining* it's 0.3 miles to the Ugly Grouper and the Salty Dolphin boat rides, 0.5 to the "town" of Holmes beach and 1.25 to Manatee beach which we consider walkable although there is a free trolley that stops about 0.25 * 2 ensuites is nice although the laundry/utility room is through the largest bedroom as well as the fastest access to the back yard* the management staff was extremely responsive to 2 issues we had although the website message center did not have a contact form (maybe it was the browser I was using?) CONS:* no outdoor hose* only one towel rack in the front bedroom so squeezing 2 bath towels and a hand towel had them falling to the floor a lot - would be good to get a hook at least to the right of the sink and maybe behind door* you'll need to drag a chair over to the utility room if you want to see the dryer settings and you're not 6 feet 2 inches tall* too many decorative pillows which took up a lot of valuable closet space* the areas around the door handles were dirty (very apparent with white doors) but I left comments on the form so maybe they will remedy that* kitchen is extremely tiny and no dishwasher but the did provide dishsoap and a clean sponge* we're not fans of blended drinks, but if you are, we did not see a blender so you may want to check* conflicting information in the binder so best to call the office if you have questions

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

10/10 Excellent

Jesica R.

Jun 11, 2021

Gulf Winds Stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Property was perfect for our needs during our 10 day stay. Duplex that’s newly renovated, with everything you need and was clean. With the property being well appointed, I’d recommend a couplethings to better outfit the property: towels were only a few and hodge podge mixture of low quality. Seemed like someone went to a thrift store and grabbed a few wash clothes, hand towels and body towels. There were 2 towels for the master bath, 2 towels for the 2nd bedroom bathroom. When you’re out at the beach and sweating all day in the heat, it’d be nice to have a couple more towels so you aren’t having to do laundry frequently just to shower. Living room chair is wicker and uncomfortable to sit in. Recommend owner invest in something suitable for their property. Couch is nice and comfortable- a nice comfortable chair that you’re able to sit in would be enjoyable and realistic assuming you have up to 3 or 4 people in this property. Couch is too small to squeeze 3 people on it.Tile floor is beautiful but our feet was black when walking around on it. Cleaning it beyond brooms and vacuum would be nice.

10/10 Excellent

Robin M.

Apr 25, 2021

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

Cute Duplex near everything!

Had a great vacation here while needing to get away visiting family! The home was clean, decorated nicely and everything worked well. We would stay again.

Stayed 10 nights in Apr 2021

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

8/10 Good

A guest from Farmington, UT K.

Dec 20, 2020

Small but nice

Rating Details: 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: Overall lived up to expectations. Living space very tight for two adults and one small child. Beach, park, and restaurants all within walking distance.

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

10/10 Excellent

Kathleen K.

Jul 27, 2020

Quarantine in paradise

Stayed 7 nights in Jul 2020

8/10 Good

Farah C.

Jul 16, 2020

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

Tiny, spotless, nice location

Very clean Nicely updated Good location Very comfortable Has all necessities you would need for 2-4 people No dishwasher No outside water (to rinse sand before coming in)

Stayed 11 nights in Jun 2020

10/10 Excellent

J J., Iowa

Mar 27, 2020

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

Great place for a relaxing vacation.

The place was great for us (two couples). A very nice backyard patio. Beds were very comfortable. Holmes Beach was nice place to relax. Enjoyed the grill. Will come back.

Stayed 7 nights in Mar 2020

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

10/10 Excellent

J J., Iowa

Mar 16, 2020

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

Nice Get-Away

Stayed 7 nights in Mar 2020

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

10/10 Excellent

Steve K., Durango, CO primary residence. Scottsdale, AZ for winter months.

Jan 21, 2020

Lovely, well furnished, conveniently located vacation cottage

Stayed 28 nights in Dec 2019

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

10/10 Excellent

Kim B.

Jan 3, 2020

Gulf Winds Wonderful!

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

10/10 Excellent

Gwen M.

Nov 3, 2018

Wonderful place to stay

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: I stayed at Gulf Winds for 6 months and it is a great property located in the heart of Holmes Beach. I was able to walk almost everywhere I wanted to go...stores, restaurants, the beach, and even the dentist when I broke a tooth! The owners are very friendly and promptly took care of any minor concerns I had. I can't wait to get back!

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

10/10 Excellent

Oct 26, 2018

Super zufrieden mit unserem Haus Gulf Winds

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

10/10 Excellent

Brenda B.

Oct 10, 2018

The cutest cottage!!!

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 was a completely updated cottage, the pictures are spot on! The house was very clean and spacious, and although we did not cook, it appeared all the cookware was available to do so. The backyard was adorable with a huge deck and BBQ. The front has a beach landscape, which was unique. My college aged daughter and I stayed here to attend a wedding at a near by B&B. This was a very safe and quiet neighborhood. It's probably a 5-8 minute walk to a public beach from here, but the unit had a nice wagon to pull your chairs and cooler. The Realty company was very responsive from my very first call, and answered my many questions. They were very easy to work with. Just read the conditions and check out procedures and you'll be fine! We are from the PNW and this was our first trip to AMI, but I am already planning on a return trip! I am happy to recommend Florida Dreams Realty of AMI and this particular rental unit!

About the host

Hosted by Florida Dreams Realty of AMI, Inc.

Languages:

English, French, German, Spanish

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

Photo gallery for Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

Bedroom 2

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

About this property

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

Property manager

Languages

Add dates for prices

Amenities

Have a question?

Similar properties

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House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the neighborhood

Holmes Beach

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

9.4/10

9.8/10

9.8/10

Reviews

10/10 Excellent

Jason N.

Cute cottage

Jason N.

10/10 Excellent

Jennifer D.

Fantastic cottage!

Jennifer D.

10/10 Excellent

Gene B.

AMI

Gene B.

10/10 Excellent

Don R., Breckenridge

Wonderful Place

Don R.

8/10 Good

Keith W.

Good Location, Comfy Cottage

Keith W.

10/10 Excellent

A guest from Overland Park, KS L.

Overall a very good experience.

A guest from Overland Park, KS L.

10/10 Excellent

Bill F., -

Sunny all month

Bill F.

10/10 Excellent

Patricia S., Lake Geneva

January Getaway

Patricia S.

8/10 Good

Alejandro V.

Relaxing place to stay

Alejandro V.