Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!
Siesta Dreamin’ by Tropical Sands Accommodations
Welcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 2.5-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops, restaurants, and entertainment. With a private pool, high end kitchen, dedicated office, and relaxing outdoor spaces, this home delivers comfort, convenience, and the relaxed island charm that Siesta Key vacation rentals are known for.
Highlights • 12-minute walk to Siesta Key Beach • 4 bedrooms / 2 bathrooms • 1 king, 3 queens, twin daybed with twin trundle • Private heated pool • Private dock • 50-amp EV charging outlet • Outdoor seating and dining area • BBQ grill and outdoor shower • Dedicated office space • Beach chairs and cart included • Washer and dryer • 4 parking spaces
Siesta Dreamin’ offers a beautiful outdoor living experience where guests can enjoy quiet mornings by the private heated pool, breezy afternoons on the deck, or dinner under the charming dining pergola. This outdoor space feels private, with comfortable seating for lounging, sunbathing, or reading a book by the water. The home sits along the peaceful canal and includes a private dock, perfect for fishing or launching kayaks and paddleboards. An outdoor shower and BBQ grill make beach days and relaxed nights even more enjoyable, creating a true coastal retreat for long stays.
Inside, the spacious great room includes a large, comfortable sectional couch and a large TV, making it an ideal spot for movie nights. A bright indoor dining table sits just off the living area, offering a welcoming space for shared meals with views of the pool and garden. Sliding glass doors open directly to the pool and outdoor oasis, creating a bright and seamless indoor outdoor flow. The gourmet kitchen is beautifully updated with custom cabinetry, high end appliances, and striking stone countertops. A Summit dual-zone wine cellar adds a luxurious touch, making this a perfect space for cooking, entertaining, and family meals. A dedicated office area provides an excellent workspace for remote professionals, complete with a twin daybed and twin trundle for flexible guest accommodations.
The primary bedroom offers a peaceful retreat with a luxurious king bed, a spacious walk-in closet, and an ensuite bathroom featuring a double vanity, walk-in shower, and separate soaking tub. Three additional bedrooms each offer comfortable queen beds, creating inviting spaces for family members or extended stay guests. A shared hallway bathroom includes a shower and tub combination, while an additional half bath adds extra convenience for the group.
Room Details -Primary Bedroom: King bed, ensuite bathroom with walk-in shower, soaking tub, and double vanity -Second Bedroom: Queen bed -Third Bedroom: Queen bed -Fourth Bedroom: Queen bed -Bonus Sleeping Space: Office with twin daybed and twin trundle
With its convenient location, guests are just minutes from Siesta Key Beach, local restaurants, and the charm of island living. Siesta Dreamin’ also offers beach chairs, a beach cart, a washer and dryer, and a 50-amp EV outlet to make longer stays comfortable and easy. Whether you prefer peaceful mornings by the water or exploring Sarasota’s coastal attractions, this home offers everything needed for a relaxing extended stay.
Experience the ease of coastal living at Siesta Dreamin’ by Tropical Sands Accommodations. With a canal front setting, private pool, high end kitchen, and beautiful outdoor areas, this home is perfect for extended stays on Siesta Key. Book your dream getaway today!
- This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company.
This home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted.
Boat Lift is for owner use only.
This property does not allow pets of any kind.
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 Tropical Sands Accommodations Rental Policies for full details.
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.
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.
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Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Frequently asked questions
Does Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!?
As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! on 10 Oct 2026 start from AU$354, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!?
On-site parking is available at the property.
What time is check-in at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!?
Check-in begins at 4:00 PM.
What time is check-out at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!?
Checkout is at 10:00 AM.
Where is Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! located?
Situated on the waterfront, this holiday home is within a 15-minute walk of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Siesta Key Farmers Market are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We have rented quite a few houses on siesta key and this one was wonderfully laid out! Primary suite on one side of the house offers privacy from the rest of the bedrooms. Kitchen well equipped. Lovely pool and outside area for al fresco dining. We are looking forward to staying here again!
Courtney M.
Stayed 14 nights in Mar 2026
Response from VrboOwner on 26 Mar 2026
That’s so great to hear—thank you, Carolann! We’re glad Siesta Dreamin’ by Tropical Sands Accommodations stood out for you, especially with that thoughtful layout and private primary suite. It really makes a difference for groups looking to relax and spread out. Sounds like you made the most of the pool and outdoor space too—perfect for those easy, laid-back evenings. We truly appreciate you choosing to stay with us and look forward to welcoming you back again soon.
About the host
Hosted by Tropical Sands Accommodations
Languages:
English
Premier Host
They consistently provide great experiences for their guests