Holmes Beach, FL Homes for Sale under $2,000,000

CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. Experience unparalleled luxury in this exquisite and elevated waterfront home. Beautifully remodeled with a NEW ROOF (2025) and turnkey furnished 3-bedroom, 2-bathroom waterfront home, offering nearly 2,000 square feet of luxurious living space and includes a community pool and tennis courts! The home sits at

Hannah Hillyard MICHAEL SAUNDERS & COMPANY

A sun-kissed piece of paradise awaits in Holmes Beach. Perfectly positioned just moments from the Gulf, this remarkable retreat invites you to experience Florida living at its finest. The condominium is like a single-family home, serving as a separate building with nearly 1,500 square feet under air. At the top of the stairs, you will find a light and bright floor plan with an effortless flow for

Laurie Mock PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover island living in this spacious 3-bedroom, 2-bathroom single-family home was completely renovated in 2025, offering modern luxury just steps from Gulf beaches.The open-concept interior features a brand-new kitchen with stainless steel appliances, new countertops, a large island, and new cabinetry. Both bathrooms are luxuriously updated, with fresh flooring, lighting, and finishes

James Wilson SATO REAL ESTATE INC.

Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations.Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own

Billi Gartman ANNA MARIA LIFE REAL ESTATE

Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine

Johnny Hopper PREFERRED SHORE LLC

This property is best suited for buyers seeking short-term rental income, a multi-unit investment, or a flexible owner-occupant strategy in a prime Holmes Beach location on Anna Maria Island. This income-producing triplex is located just steps from the Gulf beaches with no busy streets to cross and offers three separate rental units, including a 3-bedroom, 1-bath residence upstairs, plus a

Brooke Doucett MICHAEL SAUNDERS & COMPANY

Updated Anna Maria Island 3 bedroom 3 Bathroom pool home only 2 blocks from the beach with a metal roof, concrete block construction, and a garage. Located in a weekly rental zone, this property rents well with all 5-star reviews. The home has an open concept with the kitchen, dining area and living room. There are new kitchen appliances. The primary suite has a sitting area and an en-suite

Moe Mossa SAVVY AVENUE, LLC

This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on a cul-de-sac, and features hurricane-rated windows, metal roof, concrete block construction and garage. Property is in a Weekly rental zone with a successful rental history, making this BEAUTIFUL BEACH HOME a perfect investment property, or family get away. Just 3 short blocks to the white sandy beaches of

Lindsey Haymond KELLER WILLIAMS ON THE WATER

Fantastic Vacation Rental Loved By All GenerationsWelcome to the ultimate island vacation home. Located in a weekly rental zone, it is positioned to be an outstanding income producing property with strong vacation rental history and bookings secured into Summer 2026, making it an exceptional investment opportunity for any buyer.This fully renovated ground level retreat is designed for

Kathy Harman MICHAEL SAUNDERS & COMPANY

Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a

Becky Sirigotis COMPASS FLORIDA LLC

Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total

Mel Neely, PA IVP OF FLORIDA INC

Welcome to paradise at Coco Cay! This beautiful 4 bedroom 4 bathroom home has been completely remodeled top to bottom. Brand new hurricane impact windows and doors, a new roof, kitchen, appliances, bathrooms, flooring, paint, furnishings, and even a new pool! This island oasis is move-in ready and only a few blocks from the world-famous beaches of Anna Maria Island. You will notice coastal décor

Don Purvis BEACH HOUSE REAL ESTATE LLC