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Siesta Dreamin' 4 Bedroom Vacation Rental With Private Dock

Home Rental in Siesta Key Florida

Canal-front home in Siesta Key, FL with a private dock and heated pool, set for 30-night stays near Siesta Key Beach; a practical place to stay for groups needing a beach house rental with workspace.

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Tropical Sands Accommodations
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Rates from
$235 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Siesta Dreamin’ is a 4-bedroom, 3-bath waterfront home on a canal in Siesta Key, Florida, sleeping up to 8 guests across 2,490 square feet. The setting combines a canal-front view with near-beach access, plus standout features for longer visits: a private heated pool, a private dock, and a dedicated office space. Practical extras include a 50-amp EV charging outlet and parking for up to four cars (two parking spaces plus two garage spaces).

Inside, the home centers on a spacious great room with a large sectional and TV, connected to dining and a full kitchen with an island and updated appliances. Sliding doors open to outdoor seating and dining, with a BBQ grill and an outdoor shower for easy transitions between pool time and beach days. Sleeping includes one king, three queens, and a twin daybed with a twin trundle located in the office. The primary suite has an ensuite bath with double vanity, walk-in shower, and soaking tub, and there are two additional full bathrooms. Beach chairs and a beach cart are provided, along with towels/linens and a washer/dryer.

Good fit for
Long-term stays Remote work
Canal-front setting Waterfront canal-front home with a view and dock access.
Private heated pool Includes a private heated pool with outdoor seating and loungers.
Dock for boating Private dock plus shared boat dock access (boat lift is owner use only).
Dedicated office space Dedicated workspace includes a twin daybed and twin trundle.
EV charging outlet 50-amp electric vehicle charging outlet is available.
At a glance

Property Highlights

Waterfront - ViewLocation Setting
Near a BeachBeach Access
4 BedroomsBedrooms
3 Full BathroomsBathrooms
Sleeps 8Guest Capacity
2490 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

Located in Siesta Key on Florida’s South Gulf Coast, this home sits on a canal with a waterfront view and is listed as near a beach. The setting supports water-based activities such as boating, kayaking, and fishing, with a dock on site. The property is in a residential area with noise expectations noted in the house rules, and it is set up for longer stays with a minimum 30-night requirement.

Plan your stay

Rates & Availability (USD)

Rates from
$235 per night
30-day minimum stay
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Live booking details are maintained by Tropical Sands Accommodations.

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Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

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About this rental

About This Rental

Siesta Dreamin’ is a canal-front, 4-bedroom home in Siesta Key with 3 full bathrooms and space for up to 8 guests. The property is set on the water with a view and includes a private dock and shared boat dock access. Stays are limited to a minimum 30 nights, and the home does not allow pets. Reservations are not accepted for anyone under 25 years of age, and occupancy rules require someone over 25 to be present.

Outdoor areas are arranged for day-to-day living, with a private heated pool, sun loungers, outdoor seating, and an outdoor dining area. A grill supports at-home meals, and an outdoor shower helps with rinse-offs after time at the beach or by the water. The dock provides a convenient spot for waterfront activities such as fishing or launching kayaks and paddleboards (boat lift is for owner use only).

Indoors, the layout includes a large living room, dining table, and a full kitchen with a kitchen island and standard appliances such as an oven, stove, refrigerator, microwave, dishwasher, coffee maker, toaster, blender, and ice maker. A dedicated workspace/office adds flexibility for remote work and also serves as bonus sleeping space with a twin daybed and twin trundle. Additional conveniences include internet access, air conditioning, heating, television, towels/linens, and a washer/dryer.

Sleeping is arranged as 1 king bed and 3 queen beds in the bedrooms, plus the twin daybed with twin trundle in the office. The primary bedroom includes an ensuite bathroom with a double vanity, walk-in shower, and soaking tub. Parking is capped at four cars total, and the home includes a 50-amp EV charging outlet.

Siesta Dreamin’ by Tropical Sands Accommodations

Welcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-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 / 3 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 full bathroom with a walk-in shower provides added comfort and 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!

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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.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Fishing
Golfing
Family Vacations
Boating
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Surfing
Scuba Diving
Wind Surfing

Other Activities and Special Interests

Marina Nearby
Laundromat Close By
Health Beauty Spa Nearby
Museums
Bird Watching Nearby
Boating Nearby
Shopping Nearby
Wildlife Viewing Nearby
Jet Skiing Nearby
Kayaking Nearby
Parasailing Nearby
Sailing Nearby
Swimming Nearby
Water Sports Nearby
What's included

Property Amenities

Property Features

Coffee Maker
Full Kitchen
Microwave
Oven
Refrigerator
Toaster
Stove
Towels/Linens
Hair Dryer
Ceiling Fan(s)
Blender
Ice Maker
Freezer

Featured Amenities

Grill
Dishwasher
Air Conditioning
Television
Internet Access
Washer/Dryer
Pool (Private)

Outdoor

Boat Dock

Other Property Amenities

Carbon Monoxide Detector
Hospital Close By
Dishes and Utensils
Living Room
Hot Water
Keyless Lock
Hot Water Kettle
Dining Table
Wine Glasses
Fire Extinguisher
Clothes Hangers
Heating
Long Term Stays Allowed
Smoke Detector
Dedicated Workspace
Private Entrance
Electric Vehicle Charger
Iron and Ironing Board
Patio
Beach Chairs Provided
Outdoor Shower
Two (2) Parking Spaces
Two (2) Garage Spaces
Canal Front
Desk
Monthly Rental
Water Front
Siesta Key
Kitchen Island
Bathtub
Clothing Storage
Sun Loungers
Deadbolt Lock
Outdoor Lighting
Shared Boat Dock Access
Outdoor Dining Area
Baking Sheet
Outdoor Seating
Pots and Pans
Contactless Check-In
Emergency Exit Route
Ground Floor Property
Helpful details

Frequently Asked Questions

Siesta Dreamin' is located in Siesta Key, Florida.

Siesta Dreamin' accommodates up to 8 guests.

4 Bedrooms and 3 Full Bathrooms.

The listed beach access for Siesta Dreamin' is Near a Beach.

Yes. The property lists Pool (Private).

The property lists a 30-night minimum stay.
Local management

Professionally Managed By

Tropical Sands Accommodations
In business since 2006
View Manager Profile

Questions about this rental?

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Daytime Phone
Property reference
#192557 · Siesta Dreamin'
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