When you’re in need of a break, you’ll find everything you need in the year-round sun and warmth of Florida. The decision to head to the Sunshine State may be a no-brainer but planning all the details – from where to go and the fun you’ll have to where to stay seems like a list that never ends. Cross off two of those daunting tasks by choosing an Anna Maria Island vacation in the keys, and a vacation rental provided by Anchor Down Vacation Rentals. Montauks Point is a 5-bedroom, 3-bathroom home with room for up to 10 guests and 3 pets to enjoy the island paradise of Anna Maria Island.

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  • Master Bedroom King + Sitting Area + ¾ Bath
  • Private Pool
  • Outdoor Living
  • Game Room
  • Beach Gear Provided

Island Rest & Relaxation

Guests looking for a fun and exciting stay on Anna Maria Island will find everything they’re looking for in a “home base” and more at Montauks Point. Stylish furnishings and finishes with beachy touches of décor can be found throughout the home, in bedrooms as well as living spaces for plenty of comfort and beach style.

Exterior Features

Arrive at the home and its sprawling grass front yard and driveway leading up to a paved walkway. Take the walkway to the patio area with native plantings and the entrance to the home. Once you’ve made yourself at home inside, step out back to your island oasis. The fully covered and screened in patio features a large pool, patio with outdoor living and dining seating, and ceiling fans and lights for a comfortable outdoor experience. Beyond the screened lanai there is a stone-landscaped area where pets can do their business, as well as a small patio area with BBQ grill and more seating beyond.

Interior Amenities

Step inside the home and the cozy entryway. Just ahead is the game room with foosball table, a cozy couch, love seat, end tables, and coffee tables surrounding a wall-mounted flat screen TV. The room also boasts a ceiling fan and a large sliding glass door leading to the outdoor space. If you’re not ready for fun and games just yet, wander into the adjacent living, kitchen, and dining space. High-quality and durable LVP floors spread throughout the living and dining space, and host beautiful and comfortable furnishings. The living space boasts a large couch and love seat surrounding a floor-to-ceiling stone fireplace with wall-mounted flat screen TV above. Enjoy making meals in the unit’s fully equipped kitchen. A myriad of cabinets and drawers join spacious counters, including a peninsula bar that seats four. White appliances round out the space, and a glass-paneled door leads to the outdoor space to easily serve meals al fresco. You can also enjoy the meal at the nearby dining table that seats eight.

After a long day of island fun, choose a private bedroom for some rest and relaxation. The master suite boasts a king bedroom set with two night tables and dresser with mirror. A cozy arm chair offers a place to sit and read or finish getting ready for the day. Enjoy your favorite movie or TV show on the flat screen TV or take an early-morning or late-evening dip with your sliding glass door private access to the outdoor space. The en suite bath hosts a spacious shower and separate vanity area. The second bedroom features a queen bedroom set with night table, dresser with mirror, and flat screen TV. The cozy en suite bath offers a shower and pedestal sink with large mirror and lights. The third bedroom is suited for some of the kids of the group. Two twin beds accompany a tall dresser and night table with multiple drawers for plenty of storage in addition to the spacious closet. The fourth bedroom may also be suited for kids, boasting two more twin beds and a night table. The final bedroom boasts a queen bed, dresser with mirror, night tables, and a flat screen TV. There is also a view of the front patio area through large windows. These bedrooms share a hall bath with tub/shower combo, single-sink vanity, and access to the outdoor space – meaning no one tracks water through the house! You’ll love spending time in Montauks Point on Anna Maria Island!

Sleeping Accommodations, Sleeps 10

1st Level | Master Suite – King + Sitting Area + Full Bath
1st Level | 2nd Bedroom – Queen + ¾ Bath
1st Level | 3rd Bedroom – Twin x2
1st Level | 4th Bedroom – Twin x2
1st Level | 5th Bedroom – Queen


  • Driveway

Things to Know:

  • 3 Pets w/Fee and Approval
  • NO Smoking
  • Self-Check In/Check Out
  • Additional Fee for Pool Heating
  • In-unit laundry
  • Wi-Fi

Book Your Anna Maria Island Vacation Today

No matter when or how long you plan your getaway to Anna Maria Island, Montauks Point will give you all the excitement, fun, and relaxation you want.

Contact us today!


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Beds | Bed | Baths | Bath | Guests