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Hook Wine & Sinker by Beach Boutique Rentals

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Heated private pool
Welcome to Hook Wine and Sinker
Spacious elevated 4 bedroom home
Welcome inside
Large comfortable living room

Reviews

9.6 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 8176.5 sq m

Popular amenities

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

Explore the area

View map
Anna Maria, FL
  • Place, Bean Point Beach
    ‪9 min walk‬
  • Place, Anna Maria Beach
    ‪9 min walk‬
  • Place, Anna Maria City Pier
    ‪11 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪35 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

2nd Bedroom

1 King Bed

3rd Bedroom

1 Queen Bed

4th Bedroom

1 Queen Bed

Master Bedroom

1 King Bed

2 bathrooms, 1 half bathroom

2nd Bathroom

Bathtub or shower · Toilet

Half Bath

Toilet

Master Bath

Bathtub · Bidet · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Hook Wine & Sinker by Beach Boutique Rentals

Welcome to Hook Wine and Sinker, a gorgeous 2000 square foot canal-front home situated in the coveted North end of Anna Maria island.

*Features include*

* Canal front with private boat dock
* 4 bedrooms, 2 full and 2 half bathrooms
* Private saltwater pool
* Putting green
* Outdoor lounge with bar and TV
* Sonos speakers throughout
* Indoor and outdoor dining areas
* Gorgeous water views
* Gas grill
* Beach chairs, umbrellas and carts
* Family friendly ~ Pack n Play and high chair provided
* Walk to Bean Point

This home has been exquisitely decorated with a funky beach house meets lakeside retreat vibe! The open concept living space on the main level is perfect for family gatherings. You will feel so at home in the spacious kitchen featuring granite countertops and beautiful cabinetry. The cabinets and drawers are fully stocked with anything you could possibly need.

In the living room you will find a 75 inch Smart TV with cable. Sink into the cozy leather sofas and relax, you're on island time! The downstairs game room features a tablet arcade game table. Here you will also find an extra refrigerator, baby items such as pack n play and a high chair, rolling beach wagon, and more than enough beach chairs and umbrellas for the whole gang.

The master bedroom suite encompasses the entire top level of the home. Here you will find your own private balcony overlooking the canal, a California King bed, plenty of closet space, a mini refrigerator and 2 ensuite bathrooms, one with a large soaking tub and bidet and the other with a walk-in shower.

Three more bedrooms on the main level offer plenty of room for the family. A second king size bedroom features a full Jack and Jill bathroom with tub and shower. This bathroom is shared with a queen guest bedroom. There is a fourth bedroom with a queen bed on this level as well as a powder room.

Float the afternoon away in the waterfront, heated saltwater pool and try out your golf skills on the putting green. Next, grill up some dinner on the gas grill and dine al fresco on the ground level outdoor patio with tiki bar. Or relax with a glass of wine and take in the spectacular sunsets from the main floor deck with awning and canal view and watch the manatees as they glide by. Bring your small boat, up to 25 feet maximum. Inquire for details.

From this perfect location you can enjoy kayaking, paddle boarding and fishing right from your dock. When you do venture away from this oasis you are just steps away from the bay beach at Bayfront park or a 4 block stroll to magnificent Bean Point. In just ten minutes you can walk to the Waterfront Restaurant and Pine Ave shopping. This home truly has it all!

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 maximum 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 4 vehicles.

Add dates for prices

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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.
External security cameras exist for property safety when the home is vacant. Located at the front door, side door, driveway + canal. Off when occupied

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 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 and a deadlock

About the area

Anna Maria

Located in Anna Maria, this holiday home is on the waterfront. The area's natural beauty can be seen at Anna Maria Beach and Bradenton Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking/biking trails nearby.
View more Holiday homes in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Bayfront Park - 2 min walk - 0.2 km
  • Bean Point Beach - 9 min walk - 0.8 km
  • Bradenton Beach - 9 min walk - 0.8 km
  • Anna Maria Beach - 9 min walk - 0.8 km
  • Anna Maria City Pier - 11 min walk - 0.9 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Ugly Grouper - ‬7 min drive
  • ‪The Sandbar Restaurant - ‬17 min walk
  • ‪The Waterfront Restaurant - ‬9 min walk
  • ‪Ginny's & Jane E's - ‬16 min walk

Frequently asked questions

Does Hook Wine & Sinker by Beach Boutique Rentals have a pool?

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

How much does it cost to stay at Hook Wine & Sinker by Beach Boutique Rentals?

As of 8 Apr 2026, prices found for a 1-night stay for 2 adults at Hook Wine & Sinker by Beach Boutique Rentals on 20 May 2026 start from AU$1,167, 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.

Is Hook Wine & Sinker by Beach Boutique Rentals pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Hook Wine & Sinker by Beach Boutique Rentals?

On-site parking is available at the property.

What time is check-in at Hook Wine & Sinker by Beach Boutique Rentals?

Check-in begins at 4:00 PM.

What time is check-out at Hook Wine & Sinker by Beach Boutique Rentals?

Checkout is at 10:00 AM.

Where is Hook Wine & Sinker by Beach Boutique Rentals located?

This family-friendly Anna Maria holiday home is located on the waterfront, within a 10-minute walk of Bayfront Park, Anna Maria Beach and Bradenton Beach. Bean Point Beach and Bay Boulevard Beach are also within 10 minutes.

Reviews

9.6

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. 17 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 1 out of 18 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mike H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and amenities! Very responsive host.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Felicia R.

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

Perfect Vacation

Property is everything you need fur a perfect vacation.
Stayed 5 nights in May 2021
Verified

10/10 Excellent

Danielle M.

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

Getaway

Great location and property. Very easy access to fishing, beach, and shops. Property was as listed and we would definitely return again!
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Kevin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely gorgeous property! We loved all the landscaping and wildlife. We enjoyed fishing from the dock and watching the various birds. The pool was the perfect temp and really nice at night. Really close, a block in front of the home, to the bay side beach. The Gulf was a few blocks down and would recommend getting a parking spot early there as they fill up fast, very few to choose from. You can walk from home easily. The beach access to Gulf is on same street. We would definitely stay here again!
Blue Heron on dock.
Osprey at Bayside beach
Watching for dolphins or manatee
Our pup on the dick at dusk
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Paulette D.

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

Amazing

Location location location Also the house and the back yard is exactly as the pictures
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Anna S.

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

Perfectly comfortable vacation

Hook, Wine and Sinker was the perfect spot for our little mini vacation. We wish we could have stayed longer. The house was in a great location being close to the beach, bay, shopping and dining and on a canal! We saw a lot of tarpon and snook, but the manatee didn’t make an appearance in the canal, but we saw plenty on the beach. Also, being able to bring our doggie babies with us just simply made our vacation even more perfect. The home is very well set up for EVERYONE including.the dogs. The home was also very clean and extremely well appointed with everything you would need. We will be back!
Stayed 4 nights in May 2025
Verified

2/10 Terrible

Rebecca N.

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

Hook wine and sinker

When we arrived there was a musty odor that was STRONG and didn’t go away after a few hours. There were also stains on furniture that were slightly off-putting. We ended up leaving and going home after about 2 hours, wouldn’t recommend
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

ALISA S.

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

Great location and pool and fishing

We loved the pool and fishing in the canal. The beds were comfy and kitchen well stocked. The long dining table was great for family meals and board games/puzzles. The sofas were comfy and the guys loved watching football and baseball on the big tv and also on the pool tv. If you are bringing dogs or small children, please note that the backyard is not fully fenced. There are openings to the street near the detached garage. Also, the artificial turf in the backyard gets so hot by mid afternoon that it will burn your feet or dogs paws. There are lots of hoses to spray down the pool deck or grass. We loved the downstairs fridge for drinks and the arcade machine, but the downstairs room isn’t air conditioned. There are a ton of beach chairs and toys and a wagon, which was nice. The pool alarms on all the doors were super annoying but I understand they are there to keep kids safe. But would be nice to be able to disengage if no kids in your party. You are super close to Bean Point, Rod and Reel and City piers, as well as Pine St. Lots of stairs and no elevator so wouldn’t recommend if you have party in your group with mobility issues.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Abbey J.

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

Great location!

This place was a gem and allowed us to have a nice relaxing and fun vacation on AMI. Perfect location that is near great shops, restaurants, the beach and the bay! I think having our electric bikes with us made the trip even better and we had plenty of space to safely store all 6 of them. The bathrooms could use some light touch ups in the grout and tiling/floor treatment. We also were hoping for more supplies like towels/laundry detergent and kitchen/food staples (condiments, tin foil, baggies, etc.), but I could have missed some of that! Overall, an amazing spot to journey to and we are so happy with the house.
Stayed 4 nights in Dec 2022
From a partner site

10/10 Excellent

Molly P.

Fantastic Stay

We have been coming to AMI for years and this property along with the management company were absolutely perfect!! The house was extremely clean and very well stocked. The pool/beach toys were an unexpected addition that was extremely helpful with a little one. Beds were very comfortable and layout was perfect for our small family but also would be great for a larger family. Look forward to coming back to this home again in the future.
Verified

10/10 Excellent

Larry W.

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

June 2022 Vacation

Awesome house and property. Great location within easy walking distance to beach, Bean Point, and piers. Good dockage and easy boat access to bay and gulf. Plenty of parking with circular drive and second parking area in front of garage. Great pool and patio area. The shared shower located between two bedrooms was a little inconvenient but was manageable. There is a separate half bath but no shower that is accessible without going through bedrooms. Overall, a very, very nice house in a great location.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Jim S.

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

Beautiful Property

The house is beautiful, backyard and pool are amazing. Julie is super responsive to any request. Perfect location, close to everything on the island. Nothing but good things to say,you won't be disappointed.
Stayed 5 nights in May 2022
Verified

10/10 Excellent

Katherine O.

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

Very nice property and a fabulous location

We loved our stay on the north end of Anna Maria Island! The location is perfect (right on the inlet for kayaking and paddle boarding, and a short walk to the ocean and beaches). The deck has a retractable canopy which was wonderful for times you need a break from the sun. Nicely landscaped, and had everything we needed. We were very happy with our stay!
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Shelley F.

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

Favorite Place

We’ve been coming to AMI for 14 years, and this was our favorite vacation rental! Beautifully decorated, clean, and the perfect location. The backyard and pool are amazing. Thank you!!!
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Jose L.

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

Beautiful house great location and good fishing we will be back again !

Location is great house is beautiful pictures are a little deceitful looks like its on a canal doesn't show thats at the end in the ad it says watch manatee swim buy but that wouldn't be possible how ever that being said extremely satisfied with our stay 5 star all the way !
Stayed 10 nights in Jan 2022
Verified

10/10 Excellent

Maria S.

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

Anna Maria- Hook Wine and Sinker

Very nice property with a great location for a peaceful stay during the Christmas break..... New pool and entertaining area very nice!
Stayed 8 nights in Dec 2021
From a partner site

10/10 Excellent

Shiloh J.

Incredible house - they thought of every detail!

This was a wonderful house. We booked super last minute, so didn't have a ton of options, but this house turned out to be exceptional. All the details had been thought of. Awesome balconies with electronic shade, beach gear in good condition, air mattresses, baby supplies, and more. Plus a fantastic TV for movie nights. Not to mention the kayak and dock to fish from. We will definitely be back!
Verified

10/10 Excellent

Susan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jun 2025

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!

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