Title: Oceanfront Penthouse Paradise Condo on Anna Maria Island! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=102766581&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Oceanfront Penthouse Paradise Condo on Anna Maria Island! Beachfront condo for sun and fun ## Photo gallery for Oceanfront Penthouse Paradise Condo on Anna Maria Island! ![On the beach - Oceanfront Penthouse Paradise Condo on Anna Maria Island! (Holmes Beach)](https://images.trvl-media.com/lodging/103000000/102770000/102766600/102766581/859be61b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Living area - Oceanfront Penthouse Paradise Condo on Anna Maria Island! (Holmes Beach)](https://images.trvl-media.com/lodging/103000000/102770000/102766600/102766581/98a76195.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Microwave, oven, stovetop, dishwasher - Oceanfront Penthouse Paradise Condo on Anna Maria Island! (Holmes Beach)](https://images.trvl-media.com/lodging/103000000/102770000/102766600/102766581/9b2c0a20.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Oceanfront Penthouse Paradise Condo on Anna Maria Island! (Holmes Beach)](https://images.trvl-media.com/lodging/103000000/102770000/102766600/102766581/9fae9c0b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Oceanfront Penthouse Paradise Condo on Anna Maria Island! (Holmes Beach)](https://images.trvl-media.com/lodging/103000000/102770000/102766600/102766581/04c5582e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched on the top floor of Anna Maria Island's tallest building, this beachfront penthouse condo offers an unforgettable retreat. Watch sunrise from the kitchen table and sunset over the Gulf of Mexico, surrounded by water views from nearly every room. Unwind in the spacious living room or prepare a feast in the updated kitchen with granite surfaces. ## Reviews 10 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 41169 sq ft ## Popular amenities - Parking available - Dryer - Washer - Pool - Air conditioning - Kitchen ## 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. ### Oceanfront Penthouse Paradise Condo on Anna Maria Island! SPECIAL OFFER!! Book 2 months and get a rate of $325/night. Book Jan, Feb and March and get and LOW rate of $299/night. Contact through VRBO link for details! Watch sunrise from the kitchen table of this beachfront penthouse condo every morning and sunset into the Gulf of Mexico from the top floor of the tallest building on Anna Maria Island! This condo is only available for January, February and March. Discount for booking all 3 months! Please ask. . This beachfront condominium has the Gulf of Mexico in its backyard with dynamic Gulf and Bay views bookending this two-bedroom residence. Presenting water views from nearly every room, entertain or relax at home surrounded by the majesty of the sea. A spacious living room welcomes you after a day on the beach. Gulf facing windows show the splendor of those seaside beauty! Prepare delicious ingredients in the updated kitchen with granite surfaces and white cabinets. Enjoy takeout from Minnie’s Beach Café in the eat-in kitchen overlooking Tampa Bay or serve up a feast in the dining room with the azure waters of the Gulf as your backdrop. You’ll be in the only “high-rise” on Anna Maria Island and it features a extra-large heated pool, covered patio for lounging and grilling, tennis and pickleball courts,. Walk to shops, restaurants, and above all else the beach in your backyard. Please note: We take our limit of 4 guests very seriously. Any guests over that limit will incur a $100 per night charge for the length of the entire booking. ## Property amenities ### Beach - On the beach ### Pool/Spa - Pool ### Internet - Available in the condo: WiFi ### Parking and transportation - Parking on site ### Kitchen - Dishwasher - Microwave - Oven - Stovetop ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Soap - Toilet paper - Towels provided ### Living spaces - Living room ### Outdoor areas - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the ocean - On the waterfront ### 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 not reported (host has not indicated whether there is a smoke detector on the property) ### General - Unit size: 1,169 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/106000000/105800000/105790600/105790533/40646209.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tradewinds 2 Bedroom 1 1/2 Bathroom Gulf Drive Villa. 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Siesta Key Village - Ocean view - Kitchen - Washer - Dryer 9.8 Exceptional 160 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&selected=35232785&PinnedHotelID=35232785&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Check-out instructions The host requires you complete the following before checking out: Strip any used beds and gather used towels Remove personal items, remove leftover food and drinks, and take out the trash Lock the doors and return the keys Please place all physical keys and the garage door opener in the same small basket in the garage you retrieved the keys from upon arrival. Please take a picture of them and text to me. Failure to complete these may result in a negative review from the host. ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Condo is not childproofed! ### 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 Long-term renters welcome 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 not indicated whether there is a smoke detector on the property 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 ## About the area ![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%7C27.50644%2C-82.71817&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=uvR3JKwRje-b6OZypu8sZvhcpv0=) Holmes Beach, FL #### What's nearby - Bradenton Beach \- 2 min walk \- 0.2 km - Island Gallery West \- 5 min walk \- 0.4 km - Holmes Beach Beaches \- 9 min walk \- 0.8 km - Manatee Public Beach \- 16 min walk \- 1.4 km - West Coast Surf Shop \- 17 min walk \- 1.5 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 39 min drive #### Restaurants - ‪The Ugly Grouper - ‬9 min walk - ‪Anna Maria Island Beach Cafe - ‬18 min walk - ‪Dunkin' - ‬4 min drive - ‪Skinny's Place - ‬20 min walk - ‪Hurricane Hanks - ‬5 min walk ## Frequently asked questions ### Does Oceanfront Penthouse Paradise Condo on Anna Maria Island! have a pool? ### Is Oceanfront Penthouse Paradise Condo on Anna Maria Island! pet-friendly? ### How much is parking? ### What time is check-in at Oceanfront Penthouse Paradise Condo on Anna Maria Island!? ### What time is check-out at Oceanfront Penthouse Paradise Condo on Anna Maria Island!? ### Where is Oceanfront Penthouse Paradise Condo on Anna Maria Island! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Oceanfront Penthouse Paradise Condo on Anna Maria Island! Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### Kim G. Feb 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing! Just as pictured but better! Wonder place and excellent views!! Host could not have more accommodating and responsive to us, very prompt leading up to and during our stay!! ##### Kim G. 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