The year-round sun and warmth of Florida is the perfect destination for a getaway, no matter what time of year you need a little R&R. The decision to head to the Sunshine State may be easy, but planning all the details – where to go, the fun activities you’ll do, and even where to stay – seems like a list that keeps getting longer rather than shorter. Cross off two of those daunting tasks by choosing to go on an Anna Maria Island vacation and this amazing vacation rental with Anchor Down as your home base.

Jerry’s Gem is a three-bedroom, two-bathroom home rental in Anna Maria Island with room for up to six guests to enjoy the sunny Florida paradise. From the moment you step inside, you’ll feel as if you’ve stepped into your island home away from home while being close to all Anna Maria Island fun and attractions you came to see and do.

Book Jerry’s Gem Here!


  • Central A/C
  • Master Bedroom King + ¾ Bath
  • Private Pool
  • In-Unit Laundry
  • Single-Level Home
  • Close to Activities & Attractions

Island Rest & Relaxation

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

Exterior Features

The single-level home is surrounded by green grass and lush tropical island foliage. The stone and stucco exterior in neutral colors blends with the surroundings rather than standing out. A cozy front entry is covered with a small sitting area before entering the home. Once you’ve settled yourself inside, step out back into your island oasis. The fully screened-in space boasts a covered patio with ceiling fans, and outdoor living and dining furnishings. Open the kitchen window behind the sink and easily pass through drinks and snacks to the bar with seating for two, or to quickly set the table for a meal al fresco. If you want to grill up some family favorites, there is a BBQ grill for your convenience. If you need a refreshing dip but don’t want to pack up for the beach, jump in the pool! Outside the screened-in space is more green area surrounded by mature foliage where the kids can burn off some energy before bed.

Interior Amenities

Step inside and feel the island calm wash over you. Straight ahead you’ll find the kitchen, which boasts white cabinetry and drawers full of everything you need for home-cooked meals. White appliances present a clean look and blend with the rest of the space, while the blue backsplash offers color. You’ll also find the in-unit laundry room with a full-size washer and dryer, plus storage with all the cleaning supplies you need for fresh clean laundry every day of your stay. To the right of the small entry area is the living space, featuring wood floors and comfortable furnishings flooded with light by the front windows. A hanging wicker basket swing chair for an extra island feel. Just steps away is the dining space, which features a rectangular stone table that seats everyone, with a breakfast bar within reach for making morning coffee. At the back of the kitchen, you’ll find a second living and dining space. Cozy couches and chairs surround an entertainment center with a flat-screen TV, and a nearby round table seats four.

After a day of island adventure, settle into a private bedroom. Treat yourself to luxury in the master suite. A king-bedroom set boasts a bed, matching night tables, and a dresser with a flat-screen TV a top. Cozy chairs on either side offer a place to read or finish getting ready for a day of island fun. Spacious closets can be found off the master bathroom area. There is a shower stall and toilet in the bathroom, while a built-in makeup table with a lighted mirror and double-sink vanity have their own space. The second bedroom boasts a queen bed, matching night tables and dresser, flat screen TV on top, and a spacious closet. The third bedroom is off the second living and dining area and boasts two twin beds with a night table between, a tall dresser with a flat screen TV atop, and a spacious closet. The shared bathroom boasts a tub/shower combo and single-sink vanity.  There’s room for everyone to relax and enjoy an Anna Maria Island vacation!

Book Your Anna Maria Island Vacation

No matter when or how long you plan to stay on Anna Maria Island, Jerry’s Gem will give you all the excitement, fun, and relaxation you’re looking for.

Contact us today to book a memorable island stay that will have you coming back for years to come!