Title: Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=117837937&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire 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 ![On the beach - Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf (Siesta Key)](https://images.trvl-media.com/lodging/118000000/117840000/117838000/117837937/d551afbc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Pool - Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf (Siesta Key)](https://images.trvl-media.com/lodging/118000000/117840000/117838000/117837937/cd0b7ef9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf (Siesta Key)](https://images.trvl-media.com/lodging/118000000/117840000/117838000/117837937/758ee7f2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf (Siesta Key)](https://images.trvl-media.com/lodging/118000000/117840000/117838000/117837937/4589441c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf (Siesta Key)](https://images.trvl-media.com/lodging/118000000/117840000/117838000/117837937/8be7fcff.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies A short walk from Turtle Beach, Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf provides golfing on site, a garden, and more. Guests can connect to free in-room WiFi. ## Reviews 10 Exceptional ### Entire condo 2 bedrooms2 bathrooms1159 sq ft ## Popular amenities - Ocean view - Pool - Kitchen - Free WiFi - Air conditioning - Outdoor Space ## 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. ### 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! ## 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 - Golf - Tennis - 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 ## Similar properties ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/36292117.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village - Pool - Hot tub - Free WiFi - Restaurant 9.0 Wonderful 1,081 reviews CA $374 CA $498 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=9560&PinnedHotelID=9560&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Beachside Villas Siesta Key Village - Pool - Free WiFi - Air conditioning - Parking available 9.0 Wonderful 936 reviews CA $515 CA $657 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&selected=9681036&PinnedHotelID=9681036&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33390000/33387500/33387487/028b1d63.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Escape Coastal Resort on Casey Key Casey Key - Pool - Free WiFi - Air conditioning - Business services 9.8 Exceptional 260 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&selected=33387487&PinnedHotelID=33387487&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/32000000/31770000/31764300/31764249/361be37f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Breakers #603, Gulfside in Siesta Key, FL, 6th Floor, 250 Feet from Beach South Village - Ocean view - Pool - Kitchen - Washer 9.2 Wonderful 47 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&selected=31764249&PinnedHotelID=31764249&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, DVD player, table tennis](https://images.trvl-media.com/lodging/121000000/120230000/120228300/120228219/8b030cae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront condo with pool, internet & breathtaking balcony views Sarasota - Ocean view - Pool - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&selected=120228219&PinnedHotelID=120228219&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/104000000/103450000/103449400/103449306/cef8103c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning 2 Bedroom Condo with Beach & Pool Access on Siesta Key! 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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 2944-236821 ## About the area 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 Siesta Key Beach and Turtle 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. [Visit our Siesta Key travel guide](https://www.expedia.ca/Siesta-Key.dx6881) [View more Condo rentals in Siesta Key](https://www.expedia.ca/Siesta-Key-Condos.d6881-aaCondos.Travel-Guide-Accommodation) ![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%7C27.22397%2C-82.51817&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=D-5VnZkk06kJcOO1hgbLB3yqgqs=) Siesta Key, FL ### What's nearby - ![Turtle Beach](https://images.trvl-media.com/place/6296228/c23985f3-abcb-49bb-bdf3-6111d5efd31b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Turtle Beach 4 min walk \- 0.4 km - ![SiestaKey_CrescentBeach_6295999-2](https://images.trvl-media.com/place/6295999/ad626160-6ab1-4788-b8d3-0241728b32f4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Jim Neville Marine Preserve 15 min walk \- 1.3 km - ![USA, Florida, Crescent Beach, Siesta Key, Sarasota, Seascape, Orange Sunset](https://images.trvl-media.com/place/553248621532652551/4a53536a-a503-47c2-8adc-e2d5c2b47074.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Crescent Beach 4 min drive \- 4.1 km - ![SiestaKey_SiestaKeyMarina_6295966-4](https://images.trvl-media.com/place/6295966/f3cc8ba3-b51d-4cff-b4c4-894d1c04236e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Marina 4 min drive \- 4.5 km - ![Southwest Florida featuring general coastal views and a beach as well as a large group of people](https://images.trvl-media.com/place/6066003/ad6a01c6-1eea-49fa-a977-77719bf71f3d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Beach 5 min drive \- 5.5 km ### 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 - First Watch 10 min drive ## Frequently asked questions ### Does Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf have a pool? ### Is Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf pet-friendly? ### How much is parking? ### What time is check-in at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf? ### What time is check-out at Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf? ### Where is Playing Hooky | Beachfront condo w/ resort-style amenities, Views of the Gulf located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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