Condo
Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise
Photo gallery for Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise





3 bedrooms 3+ bathrooms Sleeps 6 279.8 sq m
Popular amenities
Explore the area

Siesta Key, FL
- Siesta Key Marina3 min walk
- Crescent Beach8 min walk
- Siesta Key Beach14 min walk
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)20 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Half Bathroom 1
Spaces
Kitchen
Balcony
About this property
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
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
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Stay seaside at our Siesta Key beachfront condo near Crescent Beach
Stay seaside at our Siesta Key beachfront condo near Crescent Beach
- Ocean view
- Pool
- Kitchen
- Washer
9.8 out of 10, (24 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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
About the area
Siesta Key
Located in Siesta Key, this holiday home is near theme parks and 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. Coconuts Family Entertainment Center and Marie Selby Botanical Gardens are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

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
- Turtle Beach - 5 min drive - 4.2 km
- Lido Beach - 21 min drive - 19.8 km
Getting around
Restaurants
- McDonald's - 2 min drive
- Captain Curt's Crab & Oyster Bar - 4 min walk
- Hooters - 3 min drive
- Daiquiri Deck South Siesta Key - 3 min walk
- Sniki Tiki-Sarasota - 4 min walk
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Your host

Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback