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

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On the beach
A beachfront hotel with a concrete structure, a sandy beach, and tropical vegetation.
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a view of the ocean through large windows.
A pool area with lounge chairs and umbrellas, surrounded by greenery and a view of the ocean.
Exterior

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathrooms1159 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a 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.)
    ‪33 min drive‬

Room options

About the neighborhood

Siesta Key

Turtle Beach is within a 5-minute walk of this condo while other popular sites like Siesta Key Beach are within a few miles (5 km). The condo includes a kitchen, a balcony, and a refrigerator.
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What's nearby

  • Turtle Beach - 6 min walk - 0.4 miles
  • Jim Neville Marine Preserve - 17 min walk - 0.9 miles
  • Crescent Beach - 4 min drive - 2.6 miles
  • Siesta Key Beach - 6 min drive - 3.4 miles
  • Lido Beach - 29 min drive - 13.4 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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
  • ‪Lenny’z Pizza - ‬5 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.

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!
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a coffee maker and a dining table. Housekeeping is available on request.

Similar properties

Beach nearby, white sand, beach towels
Siesta Key Beach Resort and Suites
Siesta Key Village
  • Pool
  • Hot tub
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, 1,151 reviews
$266 nightly
The price is $301
Aug 16 - Aug 17
Total with taxes and fees
Siesta Key Beach Resort and Suites

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,159 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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 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 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Property is also known as

2944-236821

Frequently asked questions

What can I see within easy reach of this condo?

This condo is located in Siesta Key, just steps from Turtle Beach. You'll also find Siesta Key Beach and Crescent Beach within a short drive.

Is parking available on site at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

No, there isn't parking available at the condo.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

What will couples enjoy most about a stay at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

At this beachfront condo, amenities that appeal to couples include a kitchen, an ocean view in some condo, as well as a garden.

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

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Does Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf have connecting rooms available?

No, this condo doesn't feature connecting guestrooms.

Where is the closest airport to this condo?

The closest major airport to this condo is Sarasota-Bradenton Intl. Airport (SRQ), which is 14.3 mi away (43 minutes by car).

Are there rooms with balconies that I can book at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf?

Yes, every condo at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf comes with a balcony and some offer ocean views.

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

Reviews

10

Exceptional

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

Reviews

Verified review

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

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