220 36th Street

PRICE IMPROVEMENT on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island!

Successful Vacation Rental with WEEKLY RENTALS and NO HOA! Just 200 feet from the sugar-sand shores and turquoise waters of the Gulf of America! This updated, coastal-inspired three-level beach home with a private elevator offers the perfect blend of luxury, comfort, and investment potential.

With over 2,000 sq. ft. of bright, open living space, 3 bedrooms, 3 Ensuite Bathrooms, plus a Half Bath, a private pool and hot tub, and SWEEPING GULF VIEWS from your balcony, this is truly the ultimate island escape. Currently a high-performing vacation rental generating over $120,000 annually with future bookings in place, this property also makes an ideal primary residence or second home. Offered fully furnished—including sleeper sofas—it’s ready to comfortably accommodate family, friends, and guests.

The main level boasts a light-filled OPEN CONCEPT LIVING AREA with large windows and sliding glass doors overlooking lush tropical landscaping. The CHEF'S KITCHEN features newer stainless-steel appliances, dual refrigerators, expansive granite counters, a wine cooler, and Walk In Pantry. Entertaining is effortless with a breakfast bar, indoor dining space, and outdoor dining options. The primary suite on this level is a private retreat with dual walk-in closets and a spa-style ensuite bath featuring both a shower/tub combo and a separate walk-in shower, plus a water closet with bidet.

Take the private elevator to the upper level where you’ll find a SECOND PRIMARY SUITE beautiful bathroom and walk-in closet, a third spacious bedroom with ensuite bathroom, and a separate laundry room.

The ground floor welcomes you with a large foyer and a VERSITILE FLEX SPACE, perfect for storage, crafts, or a media room, along with access to the OVERSIZED 2-CAR GARAGE! Additional upgrades include a reverse osmosis system and three newer air conditioners for consistent comfort throughout the home.

Step outside to your private, fenced outdoor oasis, complete with sparkling POOL, bubbling HOT TUB, and plenty of seating for lounging or alfresco dining while enjoying the Gulf breezes and breathtaking sunsets.

Perfectly situated at Holmes Beach with its vibrant shops, restaurants and beaches, and less than 2 miles from the shops beaches and restaurants of Bradenton Beach—and just steps from the Gulf. Longboat Key, Sarasota, Siesta Key and SRQ Airport are also close by. This rare property combines island living at its best with proven rental income.

Schedule your private showing today—your Anna Maria Island paradise awaits!