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

A balcony with a view of the water, a table with chairs, and a potted plant.
A hotel with multiple floors, a parking lot, and a view of the ocean.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a gazebo.
A pool area with a hot tub, lounge chairs, and a white fence.
A spacious living room with a beige sofa, a coffee table, and a dining table. There is a cabinet with glass doors and a ceiling fan.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • On-site fitness centre
    A rare find - enjoy convenient access to fitness facilities during your stay.
  • Discover nearby landmarks
    Walk to Siesta Key Beach

Popular amenities

  • Balcony
  • Spa pool on site
  • Swimming pool
  • On-site fitness centre
  • Barbecue
  • Air-conditioning

Explore the area

View map
Siesta Key, FL
  • Place, Safe Harbor Siesta Key
    ‪3 min walk‬
  • Place, Crescent Beach
    ‪9 min walk‬
  • Place, Siesta Key Beach
    ‪17 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 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

Add dates for prices

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About the area

Siesta Key

Located on the waterfront, this condo is in South Village, a neighbourhood in Siesta Key. 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. Mote Science Education Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Looking to get your feet wet? Jet skiing, kayaking and parasailing adventures can be found near the property.
Map
Siesta Key, FL

What's nearby

  • Safe Harbor Siesta Key - 3 min walk - 0.3 km
  • Crescent Beach - 9 min walk - 0.8 km
  • Siesta Key Beach - 17 min walk - 1.5 km
  • Gulf Gate Shopping Center - 3 min drive - 2.1 km
  • Turtle Beach - 4 min drive - 4.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 40 min drive

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Panera Bread - ‬3 min drive
  • ‪Five Guys - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬4 min walk
  • ‪Hooters - ‬3 min drive

Frequently asked questions

Does Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise have a pool?

Yes, this property has a pool.

How much does it cost to stay at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?

As of 5 November 2026, prices found for a 1-night stay for 2 adults at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise on 8 December 2026 start from NZ$8,281, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?

On-site parking is available at the property.

What time is check-in at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?

Check-in begins at 4:00 PM.

What time is check-out at Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise?

Checkout is at 10:00 AM.

Where is Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise located?

Located in South Village, this condo building is within a 10-minute walk of Safe Harbor Siesta Key and Crescent Beach. Siesta Key Beach is 0.8 mi (1.3 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very responsive to needs
Stayed 7 nights in Oct 2025
Response from VrboOwner on 21 November 2025
Hi, Dan, thank you for staying with us at Penthouse Paradise. We’re glad to hear our team was responsive and able to assist with anything you needed during your stay. We hope to welcome you back soon with Siesta Key Luxury Rental Properties!!
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