Winding Waves: 9 Bedroom Vacation Place for Rent in Anna Maria Florida

Heated Pool & Spa
Heated Pool & Spa
Living Room
Living Room

Winding Waves: 9 Bedroom Vacation Place for Rent in Anna Maria Florida

Anna Maria, FL 9 bedroom 8.5 bathroom home for rent on vacation with private dock on canal and a easy walk to the beach on Anna Maria Island plus a private pool and pet friendly : Winding Waves


Vacation Home in Anna Maria Florida

9403 Gulf Drive
How Many Bedrooms? 9 Bedrooms • Sleeps 8
How Many Bathrooms? 8 Full, 1 Half Bathrooms
How Much Living Space? 3983 sqft.
Air Conditioning: Yes
Pool: Pool, Pool (Private)
Internet: Internet Access
Television: Television
Pet Friendly: Yes
Washer/Dryer: Yes
Map of Anna Maria

Rates & Availability  
(Displayed in USD)


  • Rates From $1,000 to $2,350 per night

Rates from $1,000 per night
Additional fees may apply
Book Direct 110 Rentals Available
Guest Services Team at SeaBreeze Vacation

In Business Since 2011


Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #172738
Winding Waves


Availability details can be found on the SeaBreeze Vacation website.

Book Direct through SeaBreeze Vacation for maximum savings and service!

Availability Details


Season Nightly Weekly Monthly
Sept - New Year 24
Aug 03, 2024 - Dec 27, 2024
$1,000 n/a n/a
Holidays 24
Dec 28, 2024 - Jan 03, 2025
$1,950 n/a n/a
Jan 25
Jan 04, 2025 - Jan 31, 2025
$1,000 n/a n/a
Feb 25
Feb 01, 2025 - Feb 28, 2025
$1,400 n/a n/a
Spring Break 25
Mar 01, 2025 - Apr 18, 2025
$2,050 n/a n/a
Easter 25
Apr 19, 2025 - Apr 25, 2025
$2,350 n/a n/a
Spring 25
Apr 26, 2025 - May 30, 2025
$1,540 n/a n/a
Summer 25
May 31, 2025 - Jun 27, 2025
$1,925 n/a n/a
4 July 25
Jun 28, 2025 - Jul 04, 2025
$2,145 n/a n/a
Summer 25
Jul 05, 2025 - Aug 01, 2025
$1,925 n/a n/a
Aug - Thanks 25
Aug 02, 2025 - Nov 21, 2025
$1,000 n/a n/a
Thanksgiving 25
Nov 22, 2025 - Nov 28, 2025
$1,500 n/a n/a
Thanks - Dec 25
Nov 29, 2025 - Dec 19, 2025
$1,000 n/a n/a
Holidays 25
Dec 20, 2025 - Jan 02, 2026
$1,950 n/a n/a
Jan 2026
Jan 03, 2026 - Jan 30, 2026
$1,000 n/a n/a
Feb 2026
Jan 31, 2026 - Feb 27, 2026
$1,400 n/a n/a
Spring Break 2026
Feb 28, 2026 - Mar 27, 2026
$2,050 n/a n/a
Easter 2026
Mar 28, 2026 - Apr 10, 2026
$2,350 n/a n/a
Spring 2026
Apr 11, 2026 - May 29, 2026
$1,540 n/a n/a
Summer 2026
May 30, 2026 - Jun 26, 2026
$1,925 n/a n/a
4 July 2026
Jun 27, 2026 - Jul 10, 2026
$2,145 n/a n/a
Summer 2026
Jul 11, 2026 - Jul 31, 2026
$1,925 n/a n/a
Aug - Dec 2026
Aug 15, 2026 - Nov 20, 2026
$1,000 n/a n/a
Thanksgiving 2026
Nov 21, 2026 - Nov 27, 2026
$1,500 n/a n/a
Aug - Dec 2026
Nov 28, 2026 - Dec 18, 2026
$1,000 n/a n/a
New Year
Dec 26, 2026 - Jan 01, 2027
$1,950 n/a n/a

Activities and Special Interests

This property provides access to the following activities and special interests:

» Biking
» Fishing
» Scuba Diving
» Kayaking
» Golfing
» Beach
» Horseback Riding
» Boating

Featured Amenities

» Pool
» Hot Tub
» Grill
» Pets Allowed
» Internet Access
» Television
» Washer/Dryer
» Air Conditioning
» Dishwasher
» Pool (Private)

Outdoor

» Boat Dock
» Playground

Property Features

» Towels/Linens
» Hair Dryer
» Ceiling Fan(s)
» Refrigerator
» Coffee Maker
» Microwave
» Dishes/Utensils
» Stove
» Toaster
» Oven
» Freezer
» Blender
» Parking
» Garage
» Phone
» Iron / Ironing Board
» Elevator

Suitability

» Children Welcome

Entertainment

» Ping Pong Table
» Game Room
» Basketball Court

Other Property Amenities

Bay or Canal Front, Water View, Private Elevator, Games Table, Putting Green, Fire Safety Equipment, Property Inspected, EV Charging

Immerse yourself in luxury at Winding Waves, a 9-bedroom vacation rental in Anna Maria, Florida. This waterfront retreat boasts elegant comfort, ocean views, and an outdoor deck for al fresco dining. Each bedroom features ensuite bathrooms, king-size beds, and balconies in some rooms. Enjoy a heated pool, game room, and serene landscaping. Flexible cancellation policy and pet-friendly. Additional services like catering and babysitting are available. For availability inquiries and rates, contact our dedicated team. Discover more about this upscale getaway for a memorable vacation experience.

Property Overview

Boasting a total of 9 bedrooms and 8 full bathrooms, this luxurious vacation rental in Anna Maria, Florida, offers a spacious and upscale retreat for up to 8 guests. Situated in a waterfront location, guests can enjoy breathtaking exterior views of the canal and surrounding landscapes. The property features a private dock, allowing for easy access to water activities and stunning sunsets. Just a 2-minute walk from the beach, this vacation rental provides the perfect blend of waterfront relaxation and beachside fun. Whether lounging on the outdoor deck, soaking in the sights from the balconies, or enjoying the lush landscaping in the backyard, this property provides a serene and picturesque escape for guests seeking freedom and tranquility.

Bedroom Details

The 9 bedrooms in this luxurious vacation rental in Anna Maria, Florida, provide a combination of elegant comfort and unique themes to cater to diverse preferences. Decor themes range from classic coastal designs to fun and whimsical setups like the shark-themed room. Guests can enjoy ocean views from the master bedroom, providing a serene backdrop to unwind. Bed configurations include seven bedrooms with king-size beds for added luxury and comfort. Each bedroom features unique features such as balconies in some rooms, enhancing the overall experience. Whether guests seek relaxation or adventure, these thoughtfully designed bedrooms guarantee a restful stay in this stunning beachfront property.

Bathroom Features

Featuring an array of luxurious amenities, the bathrooms in this vacation rental offer a blend of modern comforts and elegant design elements for guests to enjoy during their stay in Anna Maria, Florida. Each bedroom boasts ensuite designs, with 7 bedrooms featuring king-size beds and ensuite bathrooms for added privacy and convenience. The bathrooms cater to various preferences, with options including shower preferences and bathtub choices. The master ensuite stands out with a shower and soaking tub for a truly relaxing experience. Additionally, one bedroom offers a shower and tub combo. The bathroom decor throughout the property is tastefully curated, enhancing the overall ambiance of relaxation and luxury for guests seeking a rejuvenating retreat.

Living Space Highlights

Enhancing the allure of this vacation rental, the spacious living area provides a luxurious retreat for guests seeking comfort and relaxation during their stay in Anna Maria, Florida. With stunning waterfront views, guests can enjoy the beauty of the canal-front property right from the living space. The outdoor entertaining options are plentiful, with an expansive deck for al fresco dining and a large bar area featuring a sink and wine fridge for hosting gatherings. The upscale kitchen appliances and island seating make preparing meals a joy, while the inviting atmosphere encourages socializing and creating lasting memories. Whether unwinding indoors or taking in the picturesque surroundings outside, this living space is designed to guarantee a delightful stay for all.

Amenities Included

Adding to the allure of this vacation rental, guests can indulge in a variety of amenities that cater to both relaxation and entertainment needs. For those seeking poolside relaxation, the property boasts a heated pool and spa in the backyard, perfect for unwinding under the sun. Outdoor adventurers will appreciate the putting green available for golf practice and the canal-front property with a private dock, ideal for exploring the waters. Inside, a game room with ping pong and foosball tables awaits, along with a bar area featuring a big-screen TV for entertainment. Professional linen service guarantees a comfortable stay, while the lush landscaping in the impressive backyard provides a serene setting for relaxation and enjoyment.

Policies and Guidelines

Guests of this luxurious vacation rental are expected to follow a set of policies and guidelines to guarantee a harmonious and enjoyable stay. The property offers a flexible cancellation policy, allowing cancellations up to 14 days before check-in. To maintain a peaceful environment, guests are kindly asked to respect quiet hours to uphold positive relationships with neighbors. Additionally, parking is available for up to 4 cars on the premises. While the property is pet-friendly, the use of the boat lift and firepit is prohibited for safety reasons. Finally, guests are encouraged to participate in the Professional Linen Program provided. By adhering to these guidelines, visitors can make the most of their stay at Winding Waves in Anna Maria, Florida.

Entertainment Options

The vacation rental offers a variety of entertainment options to elevate guests' leisure experience during their stay. Outdoor activities abound with an inviting outdoor deck featuring ample seating, perfect for soaking up the sun or enjoying alfresco dining. Indoors, a large bar area with a sink and wine fridge creates an entertainment hub for socializing and relaxation. For those seeking a tranquil escape, there are various relaxation spaces throughout the property, including balconies in some bedrooms and an impressive backyard with lush landscaping. Whether guests prefer outdoor adventures or indoor fun, Winding Waves provides a well-rounded entertainment experience for a memorable vacation stay.

Additional Services Available

Discover a range of additional services designed to enhance your vacation experience at the 9 Bedroom Vacation Place in Anna Maria, Florida. Whether you're looking for convenience or luxury, these services cater to your needs:

  • Catering Services: Indulge in delicious meals prepared by professional chefs without leaving the comfort of your vacation home.
  • Private Chef: Enjoy a personalized dining experience with a private chef cooking up gourmet dishes just for you.
  • Grocery Shopping: Have your groceries pre-stocked before arrival for a hassle-free start to your vacation.
  • Babysitting Services: Take some time for yourself while qualified caregivers look after your little ones.
  • Additional Fee Services: Explore a variety of optional services available to elevate your stay even further.

Contact and Booking Information

For inquiries regarding availability, rates, or to make a reservation at the 9 Bedroom Vacation Place in Anna Maria, Florida, please reach out to our property management services. Our team is dedicated to assisting you through the booking process and ensuring that your stay meets your expectations. Whether you have questions about specific dates, property details, or require more information, we are here to help. Additionally, we welcome guest feedback and reviews to continually enhance the experience for our visitors. Your satisfaction is our priority, and we aim to provide a seamless booking experience for your upcoming vacation. Contact us today for any assistance you may need in planning your stay at this luxurious retreat.