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Sharks Eye- Original island cottage on historic Pine Ave.

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Photo gallery for Sharks Eye- Original island cottage on historic Pine Ave.

A wooden dock with a turquoise Adirondack chair, leading to a calm body of water with a view of buildings in the distance.
A backyard with a swimming pool, wooden deck, and a house with a balcony.
A room with a window seat, a television, and a shelf with books and decorative items.
A sunroom with a wooden ceiling, white walls, and a large window with blinds. There is a table with chairs and a potted plant.
A kitchen with white cabinetry, a stainless steel refrigerator, a wooden countertop, and a dining area with a table and chairs.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria Island Museum and Historical Park
    ‪2 min walk‬
  • Place, Anna Maria City Pier
    ‪6 min walk‬
  • Place, Bradenton Beach
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪41 min drive‬

Room options

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  • Kitchen
  • Washer
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About the neighborhood

Anna Maria

When you stay at this vacation home in Anna Maria, you'll be on the waterfront, within a 5-minute drive of Bradenton Beach and Bean Point Beach. .This vacation home is 12.8 mi (20.5 km) from IMG Academy and 21.1 mi (33.9 km) from Tampa Bay.
View more Vacation Homes in Anna MariaOpens in a new window

What's nearby

  • Anna Maria Island Museum and Historical Park - 2 min walk - 0.1 miles
  • Anna Maria City Pier - 6 min walk - 0.4 miles
  • Island Players - 6 min walk - 0.4 miles
  • Bradenton Beach - 8 min walk - 0.5 miles
  • Bean Point Beach - 18 min walk - 1.0 mile

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 46 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬9 min walk
  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪Ginny's & Jane E's - ‬9 min walk
  • ‪The Waterfront Restaurant - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Sharks Eye- Original island cottage on historic Pine Ave.

Elegant, picturesque, and perfectly situated amid the hustle and bustle of Anna Maria’s Pine Avenue, you’ll fall in love with the Eye of Shark. Just a few steps away from amazing shops and great food, you’ll have no trouble keeping yourself busy. In fact, with all the fun happening right outside the front door, you might have to force yourself to relax back by the pool. Take some time to…a drink on the balcony to take in the view of the pool, the fantastic scenery, and the private dock on the canal. Bike and golf rentals are a fun and easy way to travel to and from the beach and around the rest of our island. If you prefer to walk, you’ll enjoy a short stroll along the white sand and sparkling waters of the Gulf’s beaches. When you’ve had enough of the sun and the breeze, head indoors and enjoy the beautifully restored hardwood floors, modern kitchen, and exquisite decor. Make yourself comfortable on the sofa while watching the flat-screen TV. Don’t forget your wireless devices—the Eye of Shark offers free high-speed Wi-Fi as well. Book your stay today, and you’ll never want to vacation anywhere else!

Virtual Tour: http://tours.coastal-profile.net/ 798719
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected. Conveniences include a phone, as well as a microwave and a coffee/tea maker.
This smoke-free vacation home features books, games, and ecotours nearby. Recreational activities include surfing/body boarding nearby, hiking/biking trails nearby, and kayaking nearby.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Water sports equipment
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Vrbo Property
Sharks Eye..........
Sharks Eye in Anna Maria
Sharks Eye Original Island Cottage on Historic Pine Ave
Sharks Eye Original island cottage on historic Pine Ave.
7207

Sharks Eye- Original island cottage on historic Pine Ave. Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 27 out of 31 reviews
Rating 8 - Good. 3 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 1 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I stay often and this house was by far our favorite. Location was incredible, near everything we enjoy. Decorated beautifully, it was cozy and stocked perfectly. Perfect for our girls trip. The dock and pool were fabulous. We plan to start again
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Vintage cottage with current updates, striking and interesting artwork, pleasant backyard setting with pool and mangroved waterfront and perfect location on Pine Avenue.
Stayed 7 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location!!! Shops and food accessible!!!
Stayed 11 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We've stayed at this location a few times now and it's always our go-to if available. The location is perfect, convenient to everything including beaches on both sides of the island within walking distance. The property itself is has the perfect backyard getaway with a great pool privatly situated right on the canal.
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

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

Great place

Wonderful experience
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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

Cozy & relaxing!

I would love to live there!
Stayed 3 nights in Sep 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice location. Cute house. Pool could have been cleaner and beds were not very comfortable. Overall good spot
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

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

Perfect for Long weekend

It’s been a fantastic long weekend with our family. The home is quaint and just perfect for what we wanted. The location is amazing!
Stayed 5 nights in Sep 2022
Verified review

10/10 Excellent

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

Relaxing

We enjoyed Sharks Eye tremendously! Great location, great pool, and great house! We would love to visit again soon!
Stayed 6 nights in Jun 2020
Verified review

10/10 Excellent

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

Great little vacation home!

Excellent location on the canal with a wonderful backyard. It felt very private, even though you are close to lots of shopping, a general store, restaurants, an ice cream shop, and Tampa Bay. The ocean is just a short walk and Anna Maria sunsets are breathtaking!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Nice and Quaint

Perfect location right on Pine St. So much hidden space in the house and back yard.
Stayed 4 nights in Jan 2021
Verified review

10/10 Excellent

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

Great location and wonderful home

This home was perfect for our stay. It’s in a great location/neighborhood and convenient to walking to great local restaurants and shopping. The home itself if nice inside with a beautiful private backyard and pool. It was nice to come back from the beach at the end of the day and lounge in the pool.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location and wonderful amenities! Only complaint is that the mini-split unit in the back room doesn’t work great and that room (with one of the beds!) stays VERY warm. Mattresses are also very firm - just an FYI. Otherwise, would definitely rent again. Beach Bums conveniently located across the street for renting an electric cart.
Stayed 8 nights in Aug 2025
Verified review

10/10 Excellent

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

Perfect Getaway

This was the perfect location for a quick, relaxing getaway. With multiple dining options within walking instance, we rarely had to drive anywhere. The best breakfast was at Bagels on Pine, literally right across the street—doesn’t get better than that! The Shark’s Eye had several sitting areas where we could hang out together or spread out. The backyard/pool/dock was so serene. Would love to visit again.
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

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

Amazing location!

We had an absolutely wonderful stay at Sharks Eye for our family vacation in Anna Maria! The home was spotless, beautifully decorated, and had everything we needed to feel comfortable and relaxed. The location was perfect — close to everything we wanted to do, yet still peaceful and quiet for downtime. The hosts were incredibly responsive and welcoming, making the entire process smooth and easy. Our kids especially loved swimming in the pool and beach proximity. My husband and I loved having coffee on the porch in the mornings. It truly felt like a home away from home. We would absolutely stay here again and highly recommend it to anyone looking for a memorable family getaway!
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

One of the best places I’ve stayed on vacation

Shark’s Eye was perfect. It was the cutest little cottage with so much charm. The beds were so comfortable and every detail was taken care of- dishes, beach towels, comfy outdoor seats, pool floats. The backyard was so tranquil with the lush landscaping, fabulous pool and a little dock with seats on the canal. My daughter and I did not want to leave!!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Grad Trip

I took my son down for a few days after his graduation. Sharks eye was the perfect place for us to relax. Perfect location with us being steps away from shops and restaurants but still without the hustle and bustle. We were a short walk to the ocean or the Gulf. The home was equipped with anything you needed to cook and also with swim towels for the pool. He was able to fish from several locations very close to the home. We couldn't have asked for one thing better out of a home.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

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

Amazing spot! Better than advertised!!

Very cool beachy cottage w fantastic location. House was super cute with everything you need. Back area was cool and perfect for pool time and grilling/hanging w friends. Everything was super clean. Best part was the location! When you walked out your front door, you literally had all the quaint shops within a 5 minute walk to your left and to your right. The pier area and the waterfront restaurant was super close and the beach was an easy walk! Great Place to rent for family of 4 right in the middle of all the good stuff! We will be back and highly recommend to rent!
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

Shark’s Eye Stay

This rental was beautiful and exactly as described on the listing! The location was perfect in order to enjoy the island of Anna Maria! You’ve got coffee, ice cream, bait/tackle shop, and a general store directly across the street. The beach was about a 5-10 minute walk away, or about 1-2 minutes on a golf cart! My only suggestion would be to trim the trees around the back deck in order to allow for better fishing! Aside from that, beautiful home! Would definitely stay again!
Stayed 5 nights in Jun 2023
Verified review

10/10 Excellent

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

Fantastic location on Anna Maria

This is an older house, but it is clean and in a fantastic location. We had to modify the booking and I can't thank the rental company enough for their flexibility and kindness. The pool was perfect taking a dip to cool off in the evening. And everyone loved walking to the ice cream shop across the street. This is walking distance to both a great beach and the Anna Maria Pier. Not to mention many great places to eat. If you're looking for luxury....this may not be the house for you, BUT if you want a comfortable home to relax in between going to the beach and watching sunsets then this is it!
Stayed 6 nights in Jun 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall we had a great stay at Sharks Eye in Anna Maria. Pros & Cons below…Pros - Great location…very close to shops, the beach, and restaurants! The backyard is tranquil and private. The house was clean. Sato was quick to respond to and address our one issue. Cons - Beds are extremely firm and one bedroom is a bed in the back porch area with curtains surrounding it. Lacked “nice to haves” typically associated with VRBOs…beach chairs, umbrella, any sort of baby things, Tupperware in kitchen, etc. Next to a parking lot so got a bit noisy at night. Overall we had a great week and would return in the future!
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

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

Perfect Location!

This is our 4th time on Anna Maria and 1st time at this location. There are benefits to all corners of the island and honestly this is the most central in order to “take it all in”. Very short walk to the pier, restaurants, and shopping. We would walk Pine street and when we got hot/ tired we just jumped right in the pool or enjoyed the private shaded dock. House amenities were enough to be comfortable inside and adequate enough to enjoy. Only downside was our beach umbrella was unusable and not equipped like we have had at other houses, but it honestly was not our focus and didn’t impact our beach time. Thank you so much!
Stayed 5 nights in Oct 2022
Verified review

10/10 Excellent

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

We'll be back!!

I could live at Shark's Eye. We knew up front this was an original historic island home and its charm outmet our expectations. Location was amazing and the house was very clean and beautiful! We couldn't decide whether to relax by the pool, on the balcony or beside the canal! Would definitely choose Shark's Eye again. We had one, normal maintenance issue and our home manager came out immediately and handled the problem. He was very friendly and prepared to take care of anything needed to make our stay amazing. So thankful to have stayed at this property and will cherish the memories!
Stayed 6 nights in Jul 2023
Verified review

10/10 Excellent

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

Fairytale Beach Cottage

This property is beautiful, convinient and is full of amenities! Likes Amazing Beach house Location- Not only are you minutes from the beach but you are literally located across from a few cute shops including an Ice Cream Store, rental location, mini grocery store and the stop to the Free Trolly. There are a few different restaurants within minutes. The House- is stocked with everything you need. We only needed to purchase extra toilet paper. The rustic/antique beach look creates a perfect vacation vibe. The appliances are all great including a washer/dryer that was easy to use and very helpful. The pool was clean, plenty sunny and fun. Only wish it was a bit cooler. The dock was so fun as we were able to watch different types of birds and fish jumping in the back canal. There were also tiny crabs to look for. The house comes with a BBQ , Pool Floats, pool towels, Beach Umbrellas, beach chairs and an outside shower which is perfect when you get back from the beach to remove the sand. The temperature in the home was great and so are the room sizes. Our only suggestion was having softer beds as they were very firm. Don't forget to sign the guest book and read all the entries from prior guests! Dislikes Pool too warm Beds too hard
Stayed 5 nights in Jun 2022
Verified review

4/10 Poor

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

So much potential, but falls way short!

This property has a great amount of potential, but due to the lack of upkeep falls way way short. The beds were by far the worst mattresses we have ever slept on. We actually had to put towels beneath the sheets for comfort. The shower has more mold than I have ever seen. The fridge barely worked and took 24 hours to cool anything down. The table near the pool was broken along with umbrella. There was a huge pile of “ rubble” consisting of window screens, chairs, floats, and trash beside the house next too the pool. The pool deck was made of partial wood and was extremely warped causing issues with walking barefoot safely. There was moisture issues and Damp Rid pods all over the house. The washer/dryer was absolutely filthy as well. This house and location has much potential but I would never recommend staying there until a complete renovation is complete. Be aware of the Shark Eye!
Stayed 7 nights in Jul 2021

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