House in Holmes Beach, FL
8 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
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.
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.
Amenities at Canal Front Family Home with Private Dock and Heated Pool!
Non-smoking
No pets allowed
Family friendly
Map of Holmes Beach, FL
Ratings and reviews
10 / 10Outstanding·Jan 2026
Accommodating and great spot. Will be back.
10 / 10Outstanding·Mar 2024
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!
10 / 10Outstanding·May 2021
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!
6 / 10Average·May 2021
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.
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Top rated by guests
8.8Excellent
(12 Ratings)
"Accommodating and great spot. Will be back."
Ryan S.Don't miss out! Price and availability may change
