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Canal Front Family Home with Private Dock and Heated Pool!

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Waterfront Home with Pool and Boat Dock - Jackie's Cottage
Close to the Beach
Outdoor Dining Area
Outdoor Seating Area
Private Pool

Reviews

9.0 out of 10
Wonderful
4 bedrooms3 bathroomsSleeps 8151.0 sq m

Popular amenities

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

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪5 min walk‬
  • Place, Holmes Beach Beaches
    ‪6 min walk‬
  • Place, Manatee Public Beach
    ‪6 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen

About this property

Canal Front Family Home with Private Dock and Heated Pool!

Jackie’s Cottage by Anna Maria Island Accommodations
VRC18-000190

Welcome to Jackie’s Cottage, a stunning one level canal front home with a private wet dock and dry dock, now showcasing recently updated interiors with modern furnishings and coastal decor. Just a block and a half from the pristine Gulf beaches, this four bedroom, three bath vacation escape offers a serene water-centric retreat. You'll enjoy breathtaking water views, direct access to the boat slip for water adventures, and a location close to the trolley stop for exploring all of Anna Maria Island’s scenic seven miles.

Highlights
• Canal front home
• 5-minute Walk to the beach
• 4 Bedroom / 3 Bath
• 2 Kings, 1 Queen, 2 Twin beds
• Private heated pool
• BBQ grill and water views
• In-unit washer and dryer
• One block from the nearest free Anna Maria Island trolley stops
• Near Marina Drive for local shops, restaurants and more
• 3 car parking

Relax in your tropical backyard oasis and find yourself swimming in the private pool, surrounded by comfortable loungers, or docking your boat on the spacious slip with room for two jet skis. The outdoor dining area with a BBQ grill and lush landscaping creates the perfect setting for relaxing dinners and viewing sunsets. Water toys, fishing gear, and rentals are just steps away for endless water fun or unwind with a book in the waterfront serenity.

Step inside this beautifully upgraded home and enjoy a fresh, modern design. The main living area features large windows framing spectacular water views, plush seating with a TV, and a stylish, updated kitchen with a farm sink, sleek countertops, and stainless-steel appliances. The kitchen offers a bar with seating for casual meals, while the adjacent dining area with a large water-facing table is perfect for family gatherings or entertaining friends in a tropical setting, making every meal a special occasion.

Retreat to the primary bedroom, which boasts a king bed, a TV, and exclusive access to the water-facing patio. The luxurious ensuite features a walk-in shower and ample closet space. The second bedroom, with a king bed, TV, and water views, shares a hall bathroom with a walk-in shower. The third bedroom offers two twin beds with nautical decor, and the fourth bedroom features a queen bed, TV, and plenty of space for restful sleep. The hall bathroom has a combined shower and tub, and a washer and dryer provide convenience for all guests.

Room Details
• Primary Bedroom: King bed, ensuite bathroom
• Second Bedroom: King bed, shared ensuite bathroom
• Third Bedroom: Two twin beds
• Fourth Bedroom: Queen bed

Book Jackie’s Cottage today and indulge in the ultimate water-front lifestyle on Anna Maria Island. With recent interiors, stunning water views, a private dock, and proximity to beaches, shops, and dining, this home is your ideal retreat for relaxation and adventure.

Reserve now and start creating lifelong memories in this perfect island escape!


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DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.

No pets are allowed in this home.

*Please note: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our Anna Maria Island Accommodations Rental Policies for full details.

Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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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

No 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
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is on the waterfront. 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 kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
View more Holiday homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 5 min walk - 0.4 km
  • Holmes Beach Beaches - 6 min walk - 0.6 km
  • Manatee Public Beach - 6 min walk - 0.6 km
  • West Coast Surf Shop - 6 min walk - 0.6 km
  • AMI Paddleboard Adventures - 6 min walk - 0.6 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min walk
  • ‪The Ugly Grouper - ‬15 min walk
  • ‪Smoqehouse - ‬5 min drive
  • ‪Slim's Place - ‬7 min drive
  • ‪Skinny's Place - ‬8 min walk

Frequently asked questions

Is Canal Front Family Home with Private Dock and Heated Pool! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Canal Front Family Home with Private Dock and Heated Pool!?

As of 18 Apr 2026, prices found for a 1-night stay for 2 adults at Canal Front Family Home with Private Dock and Heated Pool! on 20 Apr 2026 start from AU$641, 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 at Canal Front Family Home with Private Dock and Heated Pool!?

On-site parking is available at the property.

What time is check-in at Canal Front Family Home with Private Dock and Heated Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Canal Front Family Home with Private Dock and Heated Pool!?

Checkout is at 10:00 AM.

Where is Canal Front Family Home with Private Dock and Heated Pool! located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Bradenton Beach, Holmes Beach Beaches and Manatee Public Beach. West Coast Surf Shop and AMI Paddleboard Adventures are also within 10 minutes.

Reviews

9.0

Wonderful

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. 10 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 1 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 1 out of 12 reviews

10/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Ryan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Accommodating and great spot. Will be back.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 6 Jan 2026
Thank you, Ryan! We’re so happy you enjoyed the location of Jackie's Cottage. We can’t wait to welcome you back for your next visit with Anna Maria Island Accommodations!
Verified

10/10 Excellent

Corey G.

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

Great place

Beautiful property, excellent location, short walk to beach, pool was great and larger than the pictures, fishing off the dock was a huge plus and enjoyed by the kids. All around great place. Only negative was the internet which was a little spotty - but didn't mind since we were on vacation! Definitely recommend and would stay again. Perfect size for our family of 4 and enough room for a 2nd family of 4.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 28 Jan 2021
Corey, Thank you for your review on Jackie's Cottage. It makes us so happy hearing that you enjoyed the home and the wonderful dock it has to offer. We apologize that the internet was not consistent during your stay, and for future reference, please let us know while you are here about connectivity issues! We would be glad to assist in any way we can. We can't wait to have you back soon on AMI!
Verified

10/10 Excellent

Amber M.

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

Perfect location!

Love the house and location! We had an issue with the pool heater not working so it was a too chilly to swim. They sent someone out twice but finally got it working mid week of our stay. Overall a great place and we enjoyed it! Love the kitchen and layout of the home.
Stayed 7 nights in Nov 2019
Response from VrboOwner on 5 Mar 2020
We greatly appreciate your taking the time to send your feedback about Jackie’s Cottage. We’re truly sorry you had a couple of days with a cool pool but are glad to know that you were able to enjoy it for the rest of your stay. The home was just recently remodeled and we’re thrilled that you liked it. We hope you visit Anna Maria Island again.
Verified

10/10 Excellent

Anita B.

Everything was great.

We were slightly concerned with cleanliness due to prior reviews but everything was wonderful, and immaculate. Kitchen was very well stocked with everything we needed or could have wanted, pool was clean and the perfect temperature. Dock was perfect for our boat, as well as set up for kayaking and paddle boarding. We did rent those they were not included but the kayak company delivered and picked up right to the house. Walking distance to the beach and trolley stop was very close. The house was incredibly roomy and very comfortable for us. We had 7 in our party. We visited in April and the manatees stole the show. There were so many and right out the back canal. Had a great time, thank you for everything. We will be back again.
Stayed 7 nights in Apr 2019
Response from VrboOwner on 5 Mar 2020
Thank you so much for letting us know that you enjoyed your stay at Jackies Cottage. Our team is thrilled that you enjoyed the amenities and that the home was clean and well stocked. The home is in the process of major renovations and we'd love to have you stat with us again for another great vacation!
Verified

10/10 Excellent

Sarah P.

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

Wonderful Trip

This house was wonderful, even better than the pictures in person. It was immaculately clean with very comfortable beds. Our family of six had plenty of room to spread out. The neighborhood was quiet but just a few minutes’ walk to the beach, restaurants, and the grocery store. The home was well-stocked with basic necessities and we cooked most of our meals at home. The canal out back and the pool were highlights for our family. We saw so much wildlife from the backyard including herons and egrets landing just feet away, fish jumping all day, and even a manatee right off the dock. Our kids caught starfish and shrimp by hand from the dock and spent many hours fishing. Our family swam in the pool most days, ate almost every meal at the backyard table, and spent many hours reading in the beautiful backyard or hanging out on the docks. The hosts were clear, informative, and quick to respond. They were very accommodating and helpful with an adjustment we requested for one of our kids with disabilities. This was our third stay on Anna Maria and by far the nicest home we’ve stayed in. Highly recommended!
Stayed 7 nights in Feb 2024
Response from VrboOwner on 6 Mar 2024
Sarah, thank you for your glowing review! We're thrilled to hear that your stay at our property exceeded your expectations and that you found it even better than the pictures. It's fantastic that the house was immaculately clean and provided comfortable beds for your family of six. We're delighted that the neighborhood was quiet yet conveniently located near the beach, restaurants, and grocery store, allowing you to enjoy all that Anna Maria has to offer. It sounds like you made the most of the backyard amenities, from the canal and pool to the wildlife sightings and fishing opportunities. We're glad to hear that our team was responsive, accommodating, and helpful. Your kind words mean a lot to us, and we're honored to have provided you with the nicest home you've stayed in on Anna Maria Island. Thank you for highly recommending our property, and we hope to have the pleasure of welcoming you back for another memorable stay in the future! If there's anything we can do to make your next visit even better, please don't hesitate to let us know.
Verified

2/10 Terrible

Dan R.

It was not clean and needs updating

The property was not very clean when we arrived. We have a 3 year old and a 1 year old that were on the floor a lot. The floors made all of our feet and socks black. There was dust, a sock, and finger/toe nails in the living room. We went to publics and bought cleaning supplies. The kitchen equipment is pathetic. All the pans were rusted and were also dirty. Simple things like trash bags were not there. We also had to buy those. The price included the pool being heated it was not and was also dirty upon arrival. (The day before we left someone came to clean it. The house could be nice but it is not in this state. We over paid and that is not including the cleaning fee.
Stayed 7 nights in Jan 2019
Response from VrboOwner on 5 Mar 2020
Thank you for taking your time to let us know about your stay at Jackie's Cottage. We are very sorry to hear that the clean was not up to your or our standards and would have been happy to send the cleaners back to tend to anything that was missed. We try our best to ensure that all of our guests are happy with their accommodations and try to rectify any and all issues should they come up. For future stays, please let us know if there is anything that you are not satisfied with during your stay so that we can make it right. As mentioned in our arrival information, all of our homes provide a starter pack of supplies such as garbage bags, dishwasher tabs, soap etc.Please note that often times the pools will be cooler than the set temperature during the colder winter months, as the pool pumps can’t keep up with the cold air. The pool is serviced once a week and our records don't show any reported pool issues. We appreciate your feedback and have since replaced the kitchen items. We hope that you were able to enjoy your vacation and beautiful island despite the issues. We would love to have you stay with us again for your future island stays.
Verified

6/10 Okay

karen w.

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

Beautiful home,nasty canal

The home was gorgeous and had everything you would need. Beachy chic vibe. The pool area was great UNTIL some kind of seagrass started blowing in and virtually kept us as prisoners inside. There were hundreds upon hundreds of birds pooping in the pool,actually on me,swimming in the pool, pooping all over the patio and then the stench of rotting matter was too much so we virtually had to leave the home as the stench started to "seep" inside the home. If you have any kind of odor issues or bird issues,this home is not for you. I would 100% use Anna Maria Rentals again but never,ever this location.
Stayed 8 nights in May 2021
Verified

10/10 Excellent

Gisela P.

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

Modern and beautiful house in Holmes Beach

We really enjoyed our time in AMI and the house was a big part of it. As soon as you open the door you can see the bay water and the pool through huge windows. The kitchen is the highlight of the interior, it looks like it was just renovated. The living area is very comfortable too, with views to the outside as well. Bathrooms are on the small side, but well kept. We would have liked to have found some staples in the kitchen, like salt or pepper. Also, kitchenware for kids would be a good addition. Pool is big, and faces the water, though not very kid friendly, since it’s pretty deep and there are no real shallow parts. The beach is a 3 minute walk from the house and it’s one of the best I saw in AMI. All in all, a great house, inviting, clean, bright and conveniently located, quiet and nice neighborhood. Would love to go back!
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Paul M.

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

Great place to stay.

property was excellent.
Stayed 21 nights in Mar 2021
Verified

10/10 Excellent

Nancy E.

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

Perfect Paradise

Our Christmas week here with our family was perfect. The house was clean and fresh and well decorated. The kitchen was new and beyond gorgeous and well equipped. The water views from the vaulted living room/kitchen were fabulous. We fished, walked to the beach and restaurants, relaxed at the pool and even saw manatees! We were all sad to leave but hope to comeback!
Stayed 8 nights in Dec 2019
Verified

10/10 Excellent

Scott G.

Great spot

We arrived to the house being very dirty with the last people's bedding cast all over the floors. One phone call and they had a crew there in minutes to clean the whole house. The home was great with pool being much larger than in the pics. Beds were comfortable with a great set up for kids. Dock was perfect for the boat. Only challenge is the cleaning crew seems to whioe every condiment or anything useful from the shelves. You must stock everything. Overall great home and fun stay!
Stayed 7 nights in Mar 2019
Response from VrboOwner on 5 Mar 2020
Thank you for letting us know about your stay with us at Jackie's Cottage. We sincerely apologize regarding the cleaning not being completed by the time you checked in and appreciate you giving us the opportunity to get the home ready for your stay. We are thrilled that the beds were comfortable as this is important to us. Since indigestible items can be tempered with, the cleaners are instructed to remove everything prior to the next guest checking in. Thank you again for taking your time to let us know about your stay, we hope to have you stay with us again for your future island getaways!
Verified

10/10 Excellent

Susan M.

Great house for boaters

We loved staying at this house. It's well maintained & Perfect if you plan to bring your boat. The house is roomier that it looks from the outside. Very easy to find using google maps. A short drive to grocery store and Pharmacy. We visited April when canal had several Manatee in residence. They offered a non-stop show. What we loved: Very comfortable comon areas. It is walkable distance to the gulf beach & there is a trolly stop at the end of the street. The house has comfy beds and more than enough sheets & towels. The pool is heated and pristine. It gets full sun until very late in the day. There are a few pool toys & float tubes, but plan to bring your own rafts. Great barbecue grill on the patio. The dock is sturdy, easily accessible and puts you right into the bay just north of Manatee Bridge. What we didn't like: The kitchen is small and the cookware is not in great shape We planned meals around cooking outside. The blender, a must for us, is missing the gasket (unusable). No cleaning table or water on the dock, but the garden hose will reach. Parking is limited to two cars and there is no parking allowed on the streets. There is a kayak at the property, but it's padlocked and not available for guests.
Stayed 7 nights in Apr 2018

About the host

Hosted by Anna Maria Island Accommodations

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