Jackie's Cottage Vacation Rental With Heated Pool and Dock
Home Rental in Holmes Beach Florida
Canalfront home in Anna Maria, FL with a private wet dock and dry dock, heated pool, and updated interiors; a vacation rental place to stay near Gulf beaches, Marina Drive shops, and the island trolley.
Why You'll Love This Rental
Jackie’s Cottage is a four-bedroom, three-bath canal-front home in Holmes Beach, Florida, sleeping up to eight guests in 1,625 square feet. Set on the waterfront with water views, it pairs a private wet dock and dry dock with a private heated pool, making it well suited to travelers planning time on the water. The home is also near a beach and is located one block from a free Anna Maria Island trolley stop.
Inside, the layout is single level with a main living area oriented to the water, plus a full kitchen with an island and dining table. Sleeping arrangements include two king beds, one queen bed, and two twin beds. The primary bedroom has an ensuite bath and patio access; additional bathrooms include walk-in showers and a shower/tub combination. Practical features include in-unit washer/dryer, keyless entry, WiFi, air conditioning, and three parking spaces. Outdoor amenities include a patio with seating, an outdoor dining area, sun loungers, a grill, and beach chairs provided. No pets are allowed.
Property Highlights
Jackie’s Cottage is in Holmes Beach, Florida, on Anna Maria Island, set canal-front on a residential street with water views. The home is near a beach and is one block from the nearest free Anna Maria Island trolley stops, providing an option for getting around the island without driving. The setting supports water activities such as boating and fishing, with a private dock on site. Parking at the property is limited to three vehicles.
Rates & Availability (USD)
Live booking details are maintained by Anna Maria Island Accommodations.
Availability Calendar
Use the calendar as a guide, then confirm current availability directly with the manager.
About This Rental
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.
Vacation Rental Policies
Activities and Special Interests
This property provides access to the following activities and special interests:
Other Activities and Special Interests
Property Amenities
Property Features
Featured Amenities
Outdoor
Other Property Amenities
Frequently Asked Questions
Questions about this rental?
Connect directly with Anna Maria Island Accommodations for current rates, availability, and local assistance.
Similar Rentals from Anna Maria Island Accommodations
More rentals from the same manager, prioritized by location, property type, size, and setting.