Dockside Paradise: Charming 2-Bedroom Anna Maria Island Rental House
Home Rental in Anna Maria Florida
Perfect vacation retreat in the form of 'Dockside Paradise', our 2-bedroom Anna Maria Island rental house in the beautiful locale of Anna Maria, FL.
Why You'll Love This Rental
Dockside Paradise is a 2-bedroom, 2-bath waterfront home in Anna Maria, Florida, set on a canal with water views and near a beach. With 1,440 square feet and sleeping for up to 6 guests, it stands out for its private deep-water dock, a private pool with a waterfall, and a screened-in lanai designed for easy indoor-outdoor time. A golf cart is included, and parking is provided for up to 2 vehicles.
The home has an open living, kitchen, and dining layout, plus a den that adds extra sleeping space with a twin daybed and trundle. Both bedrooms feature king beds; the primary suite includes pool access and an ensuite bathroom, and the second bedroom is near another full bath. Practical amenities include WiFi, washer/dryer, air conditioning, and a fully equipped kitchen with dishwasher and standard appliances. Outdoor features include seating, an outdoor shower, and a gas grill with propane included, along with beach chairs, a beach wagon, and a beach umbrella.
Property Highlights
Located in Anna Maria, Florida, Dockside Paradise is a waterfront canal-front home with water views and near a beach. The property includes a private deep-water dock on Bimini Bay and is in a residential area with city quiet hours from 10 p.m. to 7 a.m. A golf cart is included for getting around locally, and the home provides parking for up to two vehicles.
Rates & Availability (USD)
Live booking details are maintained by SeaBreeze Vacation.
Availability Calendar
Use the calendar as a guide, then confirm current availability directly with the manager.
| Season | Nightly | Weekly | Monthly |
|---|---|---|---|
|
Aug - Dec 2026 Aug 01, 2026 - Nov 20, 2026 |
$276 | n/a | n/a |
|
Thanksgiving 2026 Nov 21, 2026 - Nov 27, 2026 |
$322 | n/a | n/a |
|
Aug - Dec 2026 Nov 28, 2026 - Dec 18, 2026 |
$276 | n/a | n/a |
|
Christmas 26 Dec 19, 2026 - Dec 25, 2026 |
$391 | n/a | n/a |
|
New Year 26 Dec 26, 2026 - Jan 01, 2027 |
$460 | n/a | n/a |
|
Jan 2027 Jan 02, 2027 - Jan 29, 2027 |
$338 | n/a | n/a |
About This Rental
- Concierge Collection Property
- Golf cart included!
- Anna Maria on Anna Maria Island - Short 4 min walk to Pine Ave
- Pool with waterfall
- Screened in lanai, private deep-water dock
- Outdoor seating & shower
- Gas grill (propane included)
- Professional Linen Service
- Complimentary WiFi
- Beach chairs, beach wagon, & beach umbrella
- Parking for 2 vehicles
The outdoor space is a private oasis where you can swim, lounge, and enjoy peaceful canal views as boats pass by. With a private dock for boating and fishing, plus a poolside grill and outdoor shower, it’s perfect for soaking up the island lifestyle.
Inside, Dockside Paradise offers a bright, beach-inspired design with a modern open layout. The comfortable living area flows into a fully-equipped kitchen and dining space, creating an easy indoor-outdoor living experience.
The primary bedroom includes a king bed, pool access, and an ensuite bathroom, while the second bedroom also features a king bed and nearby full bath. A cozy den with a twin daybed and trundle provides extra sleeping space, and guests will love the short walk to the beach and easy access to the island trolley.
To make exploring the island even easier, a complimentary golf cart is included with every stay, giving you convenient access to Anna Maria’s pristine beaches, local restaurants, and charming shops.
Dockside Paradise is rated in the Elite tier of the SeaBreeze Property Rating System. This system ranks each home based on quality, design, furnishings, and guest-focused amenities. Elite properties provide a high level of luxury with stylish décor, upgraded furnishings, modern appliances, and beautiful outdoor spaces that often include heated pools or spas. Dockside Paradise offers an elevated vacation experience with impressive comfort and thoughtful attention to detail.
Property Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply.
Golf Cart Terms & Conditions - All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required.
With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:
- Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel
- Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath Mat
- Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels
City of Anna Maria
Max Occupancy: 6 Guests | Max Vehicles: 2
Quiet Hours: 10 p.m. - 7 a.m. - please respect our island community
Min stay requirements vary by city ordinance and are often 3 nights. Please contact our office with any questions.
Activities and Special Interests
This property provides access to the following activities and special interests:
Property Amenities
Featured Amenities
Property Features
Suitability
Frequently Asked Questions
Questions about this rental?
Connect directly with SeaBreeze Vacation for current rates, availability, and local assistance.
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