Title: Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=110888841&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! ## Photo gallery for Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! ![Dining - Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! (Siesta Key)](https://images.trvl-media.com/lodging/111000000/110890000/110888900/110888841/050a071a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! (Siesta Key)](https://images.trvl-media.com/lodging/111000000/110890000/110888900/110888841/ae95da6b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! (Siesta Key)](https://images.trvl-media.com/lodging/111000000/110890000/110888900/110888841/a9d3a9bb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, desk, iron/ironing board, free WiFi - Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! (Siesta Key)](https://images.trvl-media.com/lodging/111000000/110890000/110888900/110888841/2553140f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! (Siesta Key)](https://images.trvl-media.com/lodging/111000000/110890000/110888900/110888841/cffa61fd.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies A short walk from Siesta Key Beach, Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! provides amenities such as laundry facilities. Stay connected with free in-room WiFi. ### Entire home 4 bedrooms3 bathrooms2490 sq ft ## Popular amenities - Pool - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! Siesta Dreamin’ by Tropical Sands Accommodations 5536 Contento Dr, Siesta Key, Florida 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. 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. ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV ### Outdoor areas - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping centre - Near the marina - Near the sea - On the waterfront ### Things to do - Heated pool - Birdwatching nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Swimming nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Unit size: 2,490 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89758000/89757929/bfe02417.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Our House at the Beach E-603 Phenomenal Views and Location Siesta Key - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 4 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=89757929&PinnedHotelID=89757929&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89758000/89757963/817406fc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Our House at the Beach W-701 Best Panoramic Views! 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The provision of housing is linked to their trade, business or profession. 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 This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 687 ## About the area Located in Siesta Key, this holiday home is on the waterfront. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Mote Marine Laboratory & Aquarium and Coconuts Family Entertainment Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [Visit our Siesta Key travel guide](https://www.expedia.co.uk/Siesta-Key.dx6881) [View more Holiday homes in Siesta Key](https://www.expedia.co.uk/Siesta-Key-Private-Holiday-Homes.d6881-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.27016%2C-82.54916&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=rn4Rsebcm7Rgi8TA-YV8Qo49dQk=) Siesta Key, FL ### What's nearby - ![SiestaKey_StBonifaceEpiscopalChurchLabyrinth_6295832-2](https://images.trvl-media.com/place/6295832/0234e27f-680b-4700-9ba6-49f2b268f067.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) St. Boniface Episcopal Church Labyrinth 8 min walk \- 0.4 miles - ![Southwest Florida featuring general coastal views and a beach as well as a large group of people](https://images.trvl-media.com/place/6066003/ad6a01c6-1eea-49fa-a977-77719bf71f3d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Beach 8 min walk \- 0.4 miles - ![USA, Florida, Crescent Beach, Siesta Key, Sarasota, Seascape, Orange Sunset](https://images.trvl-media.com/place/553248621532652551/4a53536a-a503-47c2-8adc-e2d5c2b47074.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Crescent Beach 4 min drive \- 2.2 miles - Siesta Key Beach Playground 8 min walk \- 0.4 miles - Siesta Key Farmers Market 3 min drive \- 1.5 miles ### Getting around - Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) 30 min drive ### Restaurants - Siesta Beach Pavilion 11 min walk - Siesta Key Snack Bar 11 min walk - Circle K 5 min drive - Gilligan's Island Bar & Grill 4 min drive - Sun Garden Cafe 4 min drive ## Frequently asked questions ### Does Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! have a pool? ### Is Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! pet-friendly? ### How much is parking at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!? ### What time is check-in at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!? ### What time is check-out at Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!? ### Where is Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Siesta Dreamin’ - Canal Front Home with Private Pool and Dock! 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