Seaside stay .You'll be steps from Siesta Key Marina and within a 10-minute walk of Crescent Beach with a stay at this South Village condo. Siesta Key Beach and Point of Rocks are also within 2 miles (3 km).
Sarasota-Bradenton Intl. Airport (SRQ) - 40 min drive
Restaurants
McDonald's - 2 min drive
Hooters - 3 min drive
Captain Curt's Crab & Oyster Bar - 4 min walk
Lenny’z Pizza - 8 min walk
Gecko’s - 2 min drive
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise
Penthouse Paradise by Siesta Key Luxury Rental Properties 1308 Old Stickney Point Rd, Siesta Key, FL
Penthouse Paradise is a spacious three-bedroom, three-and-a-half-bathroom penthouse condo perched on the 6th floor of a premier building in the heart of Siesta Key. Located just a short walk from the world-renowned white sands of Siesta Key Beach, this upscale residence offers panoramic balcony views, an open and airy layout, and all the comforts of a luxurious extended stay. Designed for relaxation and convenience, this home is ideal for families, couples traveling together, or guests seeking a month-long retreat to paradise.
________________________________________ Highlights • VIEWS! VIEWS! VIEWS! • Luxury 6th-Floor Penthouse Condo with Multiple Balconies • Elevator Opens Directly Into Penthouse • Walking Distance to Siesta Key Beach • Walk to Shops and Restaurants • Pet-Friendly Property • Beach Chairs and Beach Cart Included • Dedicated Workspace • HUGE Walk-in Closets • Ensuite Jacuzzi Garden Tub • 30-Night Minimum Stay Required January - April • Shorter Stays Available May – December
This exceptional penthouse boasts sweeping views from every angle, thanks to its elevated location and multiple private balconies – one attached to each bedroom, creating seamless indoor-outdoor living. Soak in stunning sunrises and sunsets, enjoy morning coffee in the sea breeze, or dine alfresco with island views. With a beach cart and chairs provided, your days in the sun are easy and carefree. With an in-unit washer and dryer, keeping up with sandy swimsuits or extended stays is effortless. Whether you’re here for work, play, or rest, you’ll find everything you need for a laid-back island lifestyle.
Step into a bright, beautifully appointed open-concept living area with coastal-chic furnishings, oversized windows, and sliding glass doors that flood the space with natural light. Kick back on the plush sofa and stream your favorite shows on the smart TV, or gather for cocktails with sunset views from the balcony. The adjacent dining area offers seating for six, while the large kitchen island makes meal prep a breeze. The fully equipped kitchen features stainless steel appliances, ample counter space, and everything needed to prepare meals for the entire group.
The spacious primary suite is a serene retreat with a king-sized bed, private balcony access, and an enormous walk-in closet. The ensuite bathroom includes a luxurious standalone soaking tub, a walk-in glass shower, and dual vanities. The second bedroom features a queen bed, shared balcony, and an ensuite bath with a shower/tub combo—perfect for guests who enjoy a long soak after the beach. The third bedroom also offers a queen bed, private balcony, and an ensuite bathroom with a sleek walk-in shower. A convenient half bathroom is located off the main living space for added guest comfort.
Room Details • Primary Bedroom: King Bed, Balcony, Ensuite Bathroom, Walk-In Shower + Soaking Tub • Second Bedroom: Queen Bed, Balcony, Ensuite Bathroom, Shower/Tub Combo • Third Bedroom: Queen Bed, Balcony, Ensuite Bathroom, Walk-In Shower
From your prime location on Old Stickney Point Road, you're just minutes from iconic Siesta Key Beach – the only lifeguard-protected stretch of sand on the island, featuring picnic tables, shaded areas, food stands, restrooms, and large public parking. Explore nearby shops, local seafood restaurants, beach bars, and watersports rentals within walking distance. With its unbeatable combination of comfort, convenience, and coastal beauty, Penthouse Paradise is your perfect home away from home on Florida’s Gulf Coast.
Whether you’re planning a seasonal getaway or a month-long beach retreat, Penthouse Paradise by Siesta Key Luxury Rental Properties offers a one-of-a-kind coastal living experience with the space, privacy, and amenities today’s travelers crave. Secure your spot in paradise and make unforgettable memories—reserve your stay today!
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This home is managed by Siesta Key Luxury Rental Properties.
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.
Two 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.
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 Siesta Key Luxury Rental Properties Rental Policies for full details.
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
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: 3,012 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets are welcome
Service animals are exempt from fees
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property is also known as
725
Frequently asked questions
How close is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise to the airport?
This condo is 12.3 mi (40-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.
Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise have an airport shuttle?
Airport shuttle services are not available at this condo.
How close is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise to the beach?
This condo is a short 7-minute walk from Crescent Beach and 0.8 mi (2-min drive) from Siesta Key Beach. Don't forget your sunscreen!
Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise offer free breakfast?
This condo does not offer free breakfast.
Is there a casino at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?
No, there is no casino at this condo.
What time is check-in at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?
Check-in begins at 4:00 PM.
Is there free parking at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?
Free parking is not available at this condo.
Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise have a pool?
Yes, there's a pool.
Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise have a spa?
There are no spa services available at this condo.
How close is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise to downtown Siesta Key?
This condo is 2.5 mi away from Siesta Key.
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