Condo

Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf

Photo gallery for Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf

Interior
Living area
Pool
Miscellaneous
Exterior

Reviews

10 out of 10
Exceptional

Highlights

  • Scenic water view
    Relax and unwind with top rated water views, offering a scenic experience.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Discover nearby landmarks
    Near Turtle Beach
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • On beach
  • Balcony
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Siesta Key, FL
  • Place, Turtle Beach
    ‪6 min walk‬
  • Place, Jim Neville Marine Preserve
    ‪17 min walk‬
  • Place, Siesta Key Beach
    ‪6 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf

Ready to truly get away from it all? Playing Hooky is your ideal retreat on the serene south end of Siesta Key, nestled within the fantastic Bay Tree Club community. This charming 2-bedroom, 2-bathroom condo offers spectacular views of the Gulf of America, showcasing those famous Siesta Key sunsets right from your balcony, which also overlooks the sparkling community pool. With convenient sliding doors, you can easily open up the screened balcony to fully embrace the gentle Gulf breezes. Inside, you'll find a primary bedroom with a queen bed and an additional bedroom featuring two twin beds, ensuring a comfortable night's sleep for everyone. While delightfully comfortable and perfectly set for relaxation, this gem provides everything you need to unwind and embrace vacation mode. The Bay Tree Club elevates your stay with resort-style amenities, including two heated community pools, a private beach, convenient car wash facilities, and even private fishing docks for the anglers in your group. Step outside and dive into an abundance of outdoor activities! Spend your days basking in the sunshine on the beach, exploring the mangroves by kayak, or simply sipping your favorite drink by the poolside. When you're ready for more adventure, hop on one of Siesta Key's FREE RIDES (like the Breeze Trolley) for an effortless trip up the island to the vibrant Siesta Key Village. There, you can indulge in boutique shopping, savor delicious dinners at award-winning restaurants, and enjoy lively entertainment with live music. It's time to truly "Play Hooky" in Siesta Key – your perfect blend of stunning views, fantastic amenities, and unforgettable island adventures awaits!

Good to Know for Your Stay:
• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.
• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.
• Pet Policy: To adhere to HOA guidelines, pets are not permitted at this property.
• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property # 4656209vb
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Siesta Key

Located in Siesta Key, this condo is on the beach. 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 Turtle Beach and Siesta Key Beach. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Siesta Key, FL

What's nearby

  • Turtle Beach - 6 min walk - 0.6 km
  • Jim Neville Marine Preserve - 17 min walk - 1.5 km
  • Crescent Beach - 4 min drive - 4.1 km
  • Siesta Key Marina - 4 min drive - 4.8 km
  • Siesta Key Beach - 6 min drive - 5.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 43 min drive

Restaurants

  • ‪Chick-fil-A - ‬10 min drive
  • ‪Starbucks - ‬10 min drive
  • ‪Culver's - ‬8 min drive
  • ‪Roessler's Restaurant - ‬12 min drive
  • ‪Palma Coffee - ‬8 min drive

Frequently asked questions

Does Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf have a pool?

Yes, this property has a pool.

How much does it cost to stay at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

As of 11 June 2026, prices found for a 1-night stay for 2 adults at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf on 10 Oct 2026 start from AU$457, 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 Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf pet-friendly?

No, pets are not allowed at this property.

How much is parking at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

On-site parking is available at the property.

What time is check-in at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

Check-in begins at 4:00 PM.

What time is check-out at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

Checkout is at 10:00 AM.

Where is Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf located?

Nestled on the beach, this Siesta Key condo building is within 1 mi (2 km) of Jim Neville Marine Preserve and Turtle Beach. Siesta Key Beach and Crescent Beach are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10 Excellent

Lawrence S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were thrilled with our rental unit and the amazing views of the gulf, the fantastic pool and beautiful grounds. This was the first time staying on Siesta Key, that we had private access to the beach. Fantastic. We couldn’t have picked a better location.
Stayed 17 nights in Apr 2026

About the host

Hosted by Ascendia Group

Host profile image
Hello from Ascendia Group Property Management in beautiful Siesta Key, FL! Our team of local experts are passionate about this slice of Southwest Florida paradise and dedicated to making every detail of your stay just right – from booking to departure. Get ready to unwind, explore, and create unforgettable memories with us!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Go further with the Stayz app

  • Easily message your host
  • Access, share and manage your trip
  • Earn OneKeyCash on holiday rentals
Scan the QR code with your device camera and download our app
QR code to download the app