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Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!

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A large, two-story house with a swimming pool, surrounded by palm trees and tropical plants. - Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! (Anna Maria)
A spacious living room with a large L-shaped sofa, a round coffee table, and a dining area with a kitchen in the background. - Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! (Anna Maria)
You could be here!! - Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! (Anna Maria)
A covered outdoor area with wicker furniture and a glass table, surrounded by lush greenery and palm trees. - Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! (Anna Maria)
A modern kitchen with white cabinetry, a central island, and stainless steel appliances. - Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! (Anna Maria)
At Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!, you can look forward to a firepit, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi.

Reviews

8.0 out of 10
Very good

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

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About this property

Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!

  • Winding Waves
    9403 Gulf Dr, Anna Maria, FL 34216

    What you will love about this property:

    • Luxury home with luxury finishes
    • Canal front property with dock
    • Private balcony and roof top deck with stunning views
    • Private pool and spa
    • Private Elevator
    • Fully equipped gourmet kitchen
    • Pet friendly
    • Beach items- Beach chairs, wagon and umbrella
    • Professional Linen program
    • Full size washer and dryer
    • Close to shops, restaurants and free trolley access
    • In the heart of Anna Maria

    Property details:

    Welcome to Winding Waves. Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beautiful Anna Maria Island. This dazzling nine-bedroom, eight-and-a-half-bathroom beachfront home is all about fun in the sun and upscale relaxation!

    Splash and Play Outdoors:
    Dive into our whimsical lazy river-inspired private pool or show off your skills on the putting green. Want to catch some breathtaking views? Head up to our rooftop deck and bask in the stunning vistas of the water. It’s the ultimate playground for everyone!

    Chic and Cozy Living Spaces:
    Step inside to a vibrant living area with a plush, curved sectional and stylish side chairs—perfect for popcorn and movie nights or just chilling out with friends and family. The deck is just a slide away, decked out with comfy sofas for that al-Fresco vibe. Love to cook? Our kitchen is a foodie’s dream, equipped with top-notch cookware, all the best appliances, and a fun island where everyone likes to gather. Don’t miss the bar area with its handy wine fridge—cheers to that!

    Dreamy Bedrooms for Sweet Dreams:
    Drift off in the tropical bliss of the primary bedroom, complete with a private deck for soaking up those ocean views. The ensuite is like stepping into a spa, featuring a luxe step-in shower and a soaking tub encased just for you. Each of the seven King bedrooms is a haven of style, with some boasting balconies and their own ensuites. Got kids? They’ll go wild for the shark-themed bunk bed room, complete with its own bath!

    Extra Perks Upstairs:
    Up on the second floor, you’ll find everything you need to keep things smooth, including a full bathroom with a walk-in shower, a laundry room ready to tackle beach towels, and a handy half bath. This fantastic rental not only boasts spacious living areas and modern amenities but also features the convenience of an elevator, making everyday living a breeze.

    Ready, Set, Vacation!
    At Winding Waves, every detail pops with fun and flair, setting the scene for a vacation you’ll want to relive year after year. Pack your bags and let Winding Waves be your next home away from home—where every day feels like the best beach party ever!
    Get everyone together in comfort and style at Winding Waves. Book with us today.

    Bedrooms & Bathrooms

    • Primary Bedroom, (3rd Floor): Kick back like royalty in this king-sized sanctuary, boasting its own private balcony overlooking the beach. Wake up to stunning views and then pamper yourself in the ensuite bathroom complete with dual vanity sinks, a luxurious walk-in shower, and a separate water closet for utmost privacy.
    • Second Bedroom, (3rd Floor): Dream easily in another king bed, where comfort meets style. This room also features an elegant ensuite bathroom with dual vanity sinks and a spacious walk-in shower, making getting ready a breeze.
    • Third Bedroom, (3rd Floor): King bed bliss! Unwind in style and enjoy the convenience of an ensuite bathroom with a sleek walk-in shower.
    • Fourth Bedroom, (3rd Floor): Perfect for buddies or kids, this room sports built-in Full over Full bunk beds and a charming ensuite bathroom with a shower/tub combo. It's a cozy retreat after a day of sun and fun!
    • Fifth Bedroom, (2nd Floor): Step out onto the front balcony from this splendid room with a king bed and breathe in the ocean air. It's your own slice of paradise with an ensuite bathroom that includes a walk-in shower.
    • Sixth Bedroom, (2nd Floor): Another front-balcony access room with a king bed, designed for both comfort and style. The ensuite bathroom with a walk-in shower adds a touch of luxury to your stay.
    • Seventh Bedroom, (2nd Floor): Simplicity and elegance come together in this king-bedded room, featuring an ensuite bathroom with a walk-in shower for a refreshing start or end to your day.
    • Eighth Bedroom, (2nd Floor): This king-bedded room opens to a balcony with views of the backyard and pool area. It shares a chic hallway bathroom with a walk-in shower, perfect for a quick rinse after a swim.
    • Ninth Bedroom, (2nd Floor): Completing our grand tour is this king-bedded room with direct access to the poolside balcony. It shares a modern hallway bathroom with a walk-in shower, ensuring a cool, comfy escape from the sunny days.

    This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

    Exciting news

    Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today!

    Are you bringing the kiddos? We have pack & plays and highchairs too!

    Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure.

    We rent by the week:

    Pack & Play - $50.00

    Highchair - $40.00

    Please contact us to reserve your baby equipment.

    Friendly reminders

    This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details.

    You are not allowed to use the boat lift or the firepit. The hammock is no longer at the property.

    This home is managed by Beach House Real Estate, an Anna Maria Island property management company.

    Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation.

    Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund.

    We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age.

    Please note: 5 cars at maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

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About the area

Located in Anna Maria, this holiday home is by the sea. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling with kids? Consider Fish Hole Adventure Golf and Florida Maritime Museum at Cortez. Visit our Anna Maria travel guide
View more Holiday homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    3 min walk - 0.3 km
  • A beach with white sand, sparse grass, and a cloudy sky.
    Palmetto Avenue Beach
    4 min walk - 0.4 km
  • A small building with an American flag, surrounded by palm trees and a clear blue sky.
    Anna Maria Island Museum and Historical Park
    11 min walk - 0.9 km
  • A sunset over a grassy field with a path leading to the water.
    Bean Point Beach
    2 min drive - 1.4 km
  • Island Players
    8 min walk - 0.7 km

Getting around

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

Restaurants

  • The Sandbar Restaurant
    7 min walk
  • Anna Maria Island Beach Cafe
    7 min drive
  • The Ugly Grouper
    4 min drive
  • Ginny's & Jane E's
    5 min walk
  • The Waterfront Restaurant
    15 min walk

Frequently asked questions

Does Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!?

On-site parking is available at the property.

What time is check-in at Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!?

Check-in begins at 4:00 PM.

What time is check-out at Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!?

Checkout is at 10:00 AM.

Where is Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! located?

This family-friendly Anna Maria holiday home is located by the sea, within 1 mi (2 km) of Bradenton Beach and Bean Point Beach. Palmetto Avenue Beach and Island Players are also within 10 minutes.

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Reviews

Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!! Reviews

8.0

Very good

9.0

Cleanliness

10

Location
Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 1 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Anna Maria Island is a perfect destination. Lots of things even Disney but oh the beaches, and sense of community. This property is perfectly located to beaches, bars, restaurants and a perfect pool. You won't go wrong with this choice, or this property manager.
Stayed 7 nights in Jun 2025
Verified review

6/10 Okay

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
The house is located nicely, about 1 block from the beach and the pool / backyard are really nice. The bedroom situation was also good, but as far as the main living / cooking areas, this is not a luxury property in that regard. The kitchen wasnt really designed as much as probably retrofitted, so the microwave is out of place, the refridgerator is way too small, and the supply of everything is off. No actual thought went into the supply side of a 9-bedroom house; for example the refridgerator is a standard / small unit, glasses and cups are all a standard setup for a 4 bedroom, so if you actually use all 9 rooms there are way too many people in this house. Funny also the things we needed and couldnt find included a potato masher, a basting brush, but there were about 8 sets of tongs - so just no real thought went into stocking the kitchen, they just run it like any other beach rental and the Russian owner would not be accomodating to any special requests so don't ask. Also don't count on the elevator working, it only worked for our first night of a 7-night stay.
Stayed 7 nights in Aug 2026