House in Anna Maria Island, FL
8 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom beach house offers the perfect blend of relaxation and elegance, designed for those seeking the ultimate island getaway. Each spacious bedroom comes with its own ensuite bathroom, providing privacy and comfort for all guests.
Step outside to enjoy expansive decks overlooking the serene canal, where you can unwind in style or watch the breathtaking sunset. The large heated pool with a hot tub invites you to soak in the sun or enjoy a refreshing dip, while the outdoor kitchen and sitting room/lanai are perfect for al fresco dining and entertaining. With 20 feet of private dock space, water lovers can easily explore the island by boat or kayak.
The heart of the home is the fully stocked chef’s kitchen, featuring high-end appliances and everything you need to prepare gourmet meals. The five-zone Sonos system allows for music throughout the house, and the outdoor TV adds to the entertainment options. For those needing to work remotely, the private office offers a peaceful canal view, ensuring you can stay productive while enjoying paradise. The convenience of an elevator makes every level of the house easily accessible.
Less than a 10-minute walk to the beach or Pine Street, Dockside Dream is perfectly situated for relaxation or exploration. Whether you're here to relax, explore, or both, this home offers the perfect backdrop for an unforgettable Anna Maria Island vacation.
Floor 2 (main living level)
Office
Half Bath
Bedroom 1: Queen with TV and ensuite bathroom with walk-in shower
Bedroom 2: Queen with TV and ensuite bathroom with walk-in shower
Laundry Room
Floor 3
Bedroom 3: King master with TV, ensuite bathroom with walk-in shower and direct balcony access
Bedroom 4: King master with TV, ensuite bathroom with walk-in shower and direct balcony access
OF NOTE:
The fire pits are not operational due to local fire code.
DOCK/BOATS: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.
--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.
PETS: Please note this property is NOT pet friendly.
PARKING: 4 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.
"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.
Step outside to enjoy expansive decks overlooking the serene canal, where you can unwind in style or watch the breathtaking sunset. The large heated pool with a hot tub invites you to soak in the sun or enjoy a refreshing dip, while the outdoor kitchen and sitting room/lanai are perfect for al fresco dining and entertaining. With 20 feet of private dock space, water lovers can easily explore the island by boat or kayak.
The heart of the home is the fully stocked chef’s kitchen, featuring high-end appliances and everything you need to prepare gourmet meals. The five-zone Sonos system allows for music throughout the house, and the outdoor TV adds to the entertainment options. For those needing to work remotely, the private office offers a peaceful canal view, ensuring you can stay productive while enjoying paradise. The convenience of an elevator makes every level of the house easily accessible.
Less than a 10-minute walk to the beach or Pine Street, Dockside Dream is perfectly situated for relaxation or exploration. Whether you're here to relax, explore, or both, this home offers the perfect backdrop for an unforgettable Anna Maria Island vacation.
Floor 2 (main living level)
Office
Half Bath
Bedroom 1: Queen with TV and ensuite bathroom with walk-in shower
Bedroom 2: Queen with TV and ensuite bathroom with walk-in shower
Laundry Room
Floor 3
Bedroom 3: King master with TV, ensuite bathroom with walk-in shower and direct balcony access
Bedroom 4: King master with TV, ensuite bathroom with walk-in shower and direct balcony access
OF NOTE:
The fire pits are not operational due to local fire code.
DOCK/BOATS: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.
--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.
PETS: Please note this property is NOT pet friendly.
PARKING: 4 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.
"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 Dockside Dream: Luxury canal front home, dock, pool, spa and more!
Non-smoking
No pets allowed
Family friendly
Map of Anna Maria Island, FL
Ratings and reviews
10 / 10Outstanding·Jan 2026
Smooth check-in process and lovely accommodations! Hosts were very accessible as well!
10 / 10Outstanding·Jan 2022
Everything was great! Caught a few fish off the dock, and saw some manatees. Only thing was the gas was out on the grill… Sadly, while we were staying there, we heard it was purchased. Then one day the Demo guy came by to assess what he was tearing down. We would have loved to make this a recurrent place to vacation at.
10 / 10Outstanding·Nov 2021
I surprised my husband for his birthday with a trip to anna maria island and the trip did not disappoint! I had his family fly down from NY so overall there were 9 adults and my 5 month old baby. The house is in an amazing location and we were able to rent a golf cart and get around to the beach, shops and restaurants with ease. The kitchen was stocked with everything you could need to cook and there were even a couple beach chairs and a fishing pole to use. The pool and being on the canal were definitely perks of the house and we were outside enjoying these amenities everyday.
Just a few things the house could improve on are updating some of the decor (the area rugs were coming up and a couple of us almost tripped multiple times on them), the refrigerator door was broken and would slam open every time we opened it (a big inconvenience with a sleeping baby), and although the kitchen was stocked with appliances, there was absolutely no extra condiments / non perishables available upon arrival (I’ve been to multiple rentals that have left over or extra toilet paper / paper towels/ dish soap / ketchup / etc. ).
Overall, we had an amazing time and would definitely recommend this rental to others!
6 / 10Average·Jan 2025
After finding out this home flooded during the hurricane, it became very apparent why so many parts of the house were broken and unfinished. Luckily, Wes was able to come fix a few issues very quickly. For the price of this home, there should not be as many issues as there are. A few issues we encountered:Elevator malfunctioning A very large crack in main sliding doorFloor wood panels missing from the stairsDoor knobs falling offSprinklers out of the ground Pool and hot tub barely becoming warm Many light fixtures do not work We still enjoyed our time, but these items should all be disclosed in the listing.
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Top rated by guests
8.6Excellent
(12 Ratings)
"Smooth check-in process and lovely accommodations! Hosts were very accessible as well!"
Luke C.Don't miss out! Price and availability may change
