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Sharks Eye- Original island cottage on historic Pine Ave.

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A heated pool - Sharks Eye- Original island cottage on historic Pine Ave. (Anna Maria)
Smart TV, books - Sharks Eye- Original island cottage on historic Pine Ave. (Anna Maria)
Property grounds - Sharks Eye- Original island cottage on historic Pine Ave. (Anna Maria)
Interior - Sharks Eye- Original island cottage on historic Pine Ave. (Anna Maria)
Dining - Sharks Eye- Original island cottage on historic Pine Ave. (Anna Maria)
On Anna Maria's Pine Avenue, Shark’s Eye offers a cozy retreat steps away from fabulous shopping and fine dining. Unwind by the pool, sip a beverage on the balcony overlooking fantastic landscaping and private dock on the canal or enjoy free high-speed WiFi indoors with refurbished wood floors and exquisite décor.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

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.

This smoke-free holiday home features laundry facilities and barbecues. The holiday home boasts a private pool and offers free WiFi and a kitchen. Guests can appreciate conveniences, such as a washing machine and a fridge, and other amenities include a microwave and a Smart TV.
Air-conditioned accommodation at this holiday home offers private pools and coffee/tea makers. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms. Additionally, rooms include a hairdryer and an iron/ironing board.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Things to do

  • Golf
  • Heated pool
  • Kayak
  • Ecotours nearby
  • Fishing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks 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)
  • Fire extinguisher
  • Deadbolt lock

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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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 transport 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

About the area

Located in Anna Maria, this holiday home is near a water park. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Scuba diving, water tubing and parasailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. Visit our Anna Maria travel guide
View more Holiday homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • Sarasota_AnnaMariaIslandMuseumandHistoricalPark_6295969-2
    Anna Maria Island Museum and Historical Park
    2 min walk - 0.2 km
  • Sarasota, florida, bradenton beach, Shutterstock ID 1052846027, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
    Bradenton Beach
    8 min walk - 0.7 km
  • Sarasota_BeanPointBeach_6296220-6
    Bean Point Beach
    18 min walk - 1.6 km
  • Anna Maria City Pier
    6 min walk - 0.6 km
  • Island Players
    6 min walk - 0.6 km

Getting around

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

Restaurants

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

Frequently asked questions

Does Sharks Eye- Original island cottage on historic Pine Ave. have a pool?

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

Is Sharks Eye- Original island cottage on historic Pine Ave. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Sharks Eye- Original island cottage on historic Pine Ave.?

On-site parking is available at the property.

What time is check-in at Sharks Eye- Original island cottage on historic Pine Ave.?

Check-in begins at 3:00 PM.

What time is check-out at Sharks Eye- Original island cottage on historic Pine Ave.?

Checkout is at 10:00 AM.

Where is Sharks Eye- Original island cottage on historic Pine Ave. located?

Situated in Anna Maria, this holiday home is within a 10-minute walk of Historic Green Village and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.6

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Stephanie B.

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

10/10 Excellent

Robert G.

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

10/10 Excellent

Jessica R.

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

10/10 Excellent

Chris P.

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

10/10 Excellent

Coy H.

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

8/10 Good

Amy P.

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

10/10 Excellent

Charles M.

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

8/10 Good

Chris S.

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

10/10 Excellent

Sarah S.

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

Great place

Wonderful experience
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Casey V.

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

Cozy & relaxing!

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

10/10 Excellent

Lara H.

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

10/10 Excellent

Meeghan M.

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

10/10 Excellent

Lisa R.

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

10/10 Excellent

chad c.

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

10/10 Excellent

Ashley G.

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

10/10 Excellent

Crystal F.

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

10/10 Excellent

Tara C.

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

8/10 Good

Carly S.

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

10/10 Excellent

Charles M.

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

The Perfect Place to Relax

This place was just perfect for our week-long get away. The house was clean and quite a bit roomier than it appeared in the pictures. The location couldnt have been better, with everything in walking distance and the general store right across the street. The back yard was our own private oasis with the perfect private heated pool to float around in, right on the canal where you can watch all the bird wildlife, and a second story porch to relax on and see the sun go down. It really couldn't have been better.
Stayed 6 nights in May 2021
Verified

10/10 Excellent

August W.

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

10/10 Excellent

Jeanette P.

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

10/10 Excellent

Kendra P.

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

10/10 Excellent

Melody L.

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

4/10 Poor

BRANDON Z.

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
Verified

10/10 Excellent

Dayna A.

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

Vacation

Was amazing location and everything you need in the house. We would definitely stay again!
Stayed 4 nights in Apr 2021