Located within a 5-minute walk of Bradenton Beach, this vacation home is within a 15-minute stroll of Holmes Beach Beaches. The vacation home includes a private pool, a kitchen, and a patio.
Sarasota-Bradenton Intl. Airport (SRQ) - 28 min drive
Restaurants
The Ugly Grouper - 15 min walk
Anna Maria Island Beach Cafe - 6 min walk
Skinny's Place - 8 min walk
Anchor Inn - 2 min drive
Dunkin' - 15 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.
Canal Front Family Home with Private Dock and Heated Pool!
Jackie’s Cottage by Anna Maria Island Accommodations 209 N Harbor Dr, Holmes Beach, FL, 34217 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!
- 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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.
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
General
Unit size: 1,625 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
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
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
395
Frequently asked questions
What's there to do near this vacation home?
Located steps from Bradenton Beach, this vacation home is in Holmes Beach, and within a 10-minute walk of Holmes Beach Beaches and Manatee Public Beach. You'll also find Bean Point Beach and Anna Maria Beach within a short drive.
Is there parking available at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What do couples enjoy most about Canal Front Family Home with Private Dock and Heated Pool!?
Amenities that appeal to couples at this waterfront vacation home include a private pool, a kitchen, and a smart TV.
Are there hot tubs at Canal Front Family Home with Private Dock and Heated Pool!?
No, but this vacation home does have a heated pool.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does this vacation home have connecting rooms?
No, this vacation home doesn't feature connecting guestrooms.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 17.3 mi away (28 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 18.8 mi away.
Can I book a room with a balcony at Canal Front Family Home with Private Dock and Heated Pool!?
Yes, every accommodation at Canal Front Family Home with Private Dock and Heated Pool! comes with a deck with some featuring water views.
Canal Front Family Home with Private Dock and Heated Pool! Reviews
Reviews
9.0
Wonderful
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 10 out of 12 reviews
10 - Excellent
10
Rating 8 - Good. 0 out of 12 reviews
8 - Good
0
Rating 6 - Okay. 1 out of 12 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 1 out of 12 reviews
2 - Terrible
1
10/10
Cleanliness
Reviews
10/10 Excellent
Ryan S.
Jan 3, 2026
Liked: Cleanliness
Accommodating and great spot. Will be back.
Ryan S.
Stayed 7 nights in Dec 2025
10/10 Excellent
Sarah P.
Mar 5, 2024
Liked: Cleanliness
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!
Sarah P.
Stayed 7 nights in Feb 2024
6/10 Okay
karen w.
May 23, 2021
Liked: Cleanliness
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.
karen w.
Stayed 8 nights in May 2021
10/10 Excellent
Gisela P.
May 11, 2021
Liked: Cleanliness
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!
Gisela P.
Stayed 7 nights in May 2021
10/10 Excellent
Paul M.
Apr 13, 2021
Liked: Cleanliness
Great place to stay.
property was excellent.
Paul M.
Stayed 21 nights in Mar 2021
10/10 Excellent
Corey G.
Jan 25, 2021
Liked: Cleanliness
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.
Corey G.
Stayed 7 nights in Dec 2020
10/10 Excellent
Nancy E.
Jan 13, 2020
Liked: Cleanliness
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!
Nancy E.
Stayed 8 nights in Dec 2019
10/10 Excellent
Amber M.
Dec 16, 2019
Liked: Cleanliness
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.
Amber M.
Stayed 7 nights in Nov 2019
10/10 Excellent
Anita B.
May 9, 2019
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.
Anita B.
Stayed 7 nights in Apr 2019
10/10 Excellent
Scott G.
Apr 21, 2019
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!
Scott G.
Stayed 7 nights in Mar 2019
2/10 Terrible
Dan R.
Feb 25, 2019
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.
Dan R.
Stayed 7 nights in Jan 2019
10/10 Excellent
Susan M.
May 24, 2018
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.