Title: Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=118090147&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise Waterfront condo with a water park and a hot tub ## Photo gallery for Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise ![Property grounds - Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise (Siesta Key)](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/dd5a59fc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise (Siesta Key)](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/6c73277c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise (Siesta Key)](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/b9f6d4b2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise (Siesta Key)](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/8538c6e9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise (Siesta Key)](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/47dbef38.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Crescent Beach is located near Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise, which provides a water park, laundry facilities, and a hot tub. ## Reviews 10 Exceptional ### Entire condo 3 bedrooms4 bathrooms3012 sq ft ## Popular amenities - Ocean view - Pool - Hot tub - Kitchen - Washer - Dryer ## Add dates for prices Check-in Check-out Travellers ## 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! \- 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 ## Property amenities ### Pool/Spa - Communal pool - Hot tub ### Internet - Available in the condo: Internet access ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Elevator - Smoking not allowed ### Location highlights - Near a health/beauty spa - Near a hospital - Near a zoo - Near an outlet shopping mall - Near the marina - Near the sea - On the waterfront ### Things to do - Water park - Birdwatching nearby - Casino nearby - Cycling nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Swimming nearby - Theme park nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours 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: 3,012 square feet ## Similar properties ![On the beach, sun loungers](https://images.trvl-media.com/lodging/94000000/93240000/93233000/93232919/w3839h2160x1y0-13a54a43.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful Gulf View, Private Beach Access, Fitness Room South Village - Ocean view - Pool - Hot tub - Kitchen 8.8 Excellent 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=93232919&PinnedHotelID=93232919&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34990000/34985600/34985584/eabd6191.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gulf/Pool View End Unit with extra balcony! 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Private Beach Area! Close to Dining, Shopping & More! South Village - Ocean view - Pool - Kitchen - Washer 8.8 Excellent 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=33551696&PinnedHotelID=33551696&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 Information provided by the property may be translated using automated translation tools ### Pets Pets allowed Service animals are welcome, and 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 ### Property is also known as 725 ## About the area ![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%7C27.25273%2C-82.53240&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=OSSRnRWPrvGN5IOTlmsFB6bIgQA=) Siesta Key, FL #### What's nearby - Siesta Key Marina \- 3 min walk \- 0.3 km - Crescent Beach \- 8 min walk \- 0.7 km - Siesta Key Beach \- 14 min walk \- 1.2 km - Gulf Gate Mall \- 2 min drive \- 1.7 km - Nontando \- 3 min drive \- 2.0 km #### Getting around - 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 - ‪Gecko’s - ‬2 min drive - ‪Lenny’z Pizza - ‬8 min walk ## Frequently asked questions ### Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise have a pool? ### Is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise pet-friendly? ### How much is parking? ### What time is check-in at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise? ### What time is check-out at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise? ### Where is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Dan J. Oct 29, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Host was very responsive to needs ##### Dan J. Stayed 7 nights in Oct 2025