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Day Dreamin'

2 BR WATERFRONT CONDO

6 Guests · 2 Bedrooms · 3 Beds · 1 Bath

Welcome to Day Dreaming! This 2-bedroom, 1-bath rental offers everything you could dream of and more. Located just 300 yards from Turtle Beach, this oasis offers a beautiful communal pool and private dock for you to fish off. Restaurants and bars are just a short walk away, and the free trolley is able to pick you up at Turtle Beach and take you anywhere your heart desires on the key.

Fully furnished, 2-bedroom Gulf condo on South Siesta Key, walking distance to Turtle Beach. Very small 8-unit private condo association. This upper unit is the best one in the complex!

As seen on multiple national TV shows (MTV and HGTV).

A bedroom with a king size bed , ceiling fan and television.

Explore Day Dreamin'

​Luxury Condo with Amazing Water Views

​This unit is one of eight in the complex, located closest to the water; it feels like you are on a boat with water views all around. The master bedroom features a king bed, the second bedroom a queen bed, and the living room includes a pull-out bed, accommodating up to six guests. Amenities include free Wi-Fi, central air and heat, and a full kitchen with a dishwasher. A large porch and private sundeck offer great westerly views to enjoy those million-dollar sunsets. The unit also overlooks the Turtle Beach boat launch and a heated community pool.

Island Life Simplified'

Walk to Beaches, Restaurants, and the Free Trolley

  • Turtle Beach is within walking distance (5 minutes), just behind the boat launch.


  • Walk to restaurants including Ophelia's, Turtles, and The Turtle Beach Bar & Grill. The Siesta Key Trolley is accessible just north of the property, less than a 5-minute walk.


  • The condo is located 80 yards south of the Siesta Breeze free trolley terminal at Turtle Beach.
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Enjoy Convenience

Stocked Kitchen, Free Parking, & On-Site Laundry

​Our condo offers essential amenities to enhance your vacation experience. Enjoy meal preparation in a well-stocked kitchen equipped with modern appliances.Benefit from a free dedicated parking spot for your vehicle. An on-site coin-operated laundry room adds convenience, especially for longer stays. Book your stay today to enjoy these comforts firsthand!

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  • A large house with a lot of windows and a balcony overlooking a body of water.

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    One parking space available; however, there is no need for a car.

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  • A laundry room with a washer and dryer and a window.

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    The laundry room is available on site (coin-operated).

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  • A kitchen with a sink , stove , microwave , and shelves.

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    Well-stocked kitchen with dishware, appliances, and more.

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  • A tray with a bottle of wine , chips , and glasses on a table.

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    Free snacks for your stay.

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  • A white cabinet with a cutting board and pots and pans in it.

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    Everything you need to cook your favorite meals.

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  • A kitchen with blue tiles , a coffee maker , and a k cup holder.

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    Start the morning with a cup of coffee on your private balcony.

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  • A kitchen counter with a tray of chips and a bottle of wine.

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    Well-stocked utensils.

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  • A kitchen with white cabinets , stainless steel appliances , a stove and a dishwasher.

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    Clean and well-stocked kitchen.

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  • A kitchen with a stainless steel refrigerator and a large window.

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  • A kitchen with white cabinets and stainless steel appliances.

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Five-Star Stays

Your Perfect Vacation Rental, Verified by Travelers

​Guests consistently praise Sun & Sand Vacations for our prime locations, cleanliness, and exceptional amenities. Experience the difference for yourself—book your stay today!

HAVE QUESTIONS?

Contact Us Today

Contact owner and property manager William Olivieri using the form below or call 941-809-2657 today!

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Frequently Asked Questions 

Find answers to common questions about our services.

  • Why is Sun & Sand Vacations so popular?

    ​Sun & Sand Vacations is renowned for offering exceptional vacation rentals that provide guests with unparalleled experiences. Our vacation rentals are meticulously maintained to ensure comfort and satisfaction, reflecting our commitment to excellence. With a diverse selection of vacation rentals, we cater to various preferences and needs, making us a popular choice among travelers. Guests consistently praise our vacation rentals for their prime locations, cleanliness, and exceptional amenities. Experience the difference for yourself by choosing our vacation rentals for your next getaway.

  • What are the check-in and check-out times?

    Check-in is available after 4:00 PM, and we kindly ask that you check out before 10:00 AM on your departure day. These times ensure that our cleaning staff has adequate time to prepare the property for incoming guests.

  • How does self-check-in work?

    Our properties feature a convenient self check-in process using a keypad entry system. Prior to your arrival, we will provide you with a unique access code, allowing you to check in at your convenience after 4:00 PM.

  • What are the operating hours and frequency of the free Siesta Key Breeze Trolley?

    The Siesta Key Breeze Trolley operates daily from 8:00 AM to 10:00 PM, running approximately every 30 minutes. This complimentary service provides easy transportation to and from the village, restaurants, and shops, enhancing your island experience. ​

  • Is parking available at the rental properties?

    Yes, each of our vacation rentals includes one designated parking space for your convenience. If you require additional parking, please contact us in advance to discuss possible arrangements.

Day Dreamin' - 2BR Waterfront Condo

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