Holmes Beach Vacation Homes for Sale

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116 50TH STREET, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Experience unparalleled luxury in this very large one-of-a-kind island home, perfectly designed for short-term weekly rentals. Nestled on an oversized 12,400 square foot lot, this stunning property is offered fully furnished with an established book of business and future rental bookings in place for 2025.
$4,999,000
6Bedroom(s)
6Bathroom(s)
6,504Sqft
MICHAEL SAUNDERS & COMPANY

106 81ST STREET, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Discover unparalleled luxury living on Anna Maria Island! This extraordinary 4-bedroom coastal home is meticulously designed to offer the ultimate experience in beachside living. Just steps away from one of the world's best beaches, this residence is a masterpiece where every detail is thoughtfully curated for your utmost comfort.
$4,995,000
4Bedroom(s)
5Bathroom(s)
5,164Sqft
RE/MAX ALLIANCE GROUP

705 KEY ROYALE DRIVE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Absolutely Stunning Tampa Bay Water Views, from this Amazing 4 Bedroom, 6 Bath, Oversized Heated Pool Home! Located in Key Royale.
$4,990,000
4Bedroom(s)
4Bathroom(s)
5,703Sqft
PRESTIGE HOME REALTY

609 DUNDEE LANE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

BRAND NEW CANAL HOME, SCHEDULED FOR COMPLETION APRIL 24', LOCATED ON KEY ROYALE HAS IT ALL. THIS CUSTOM BUILT HOME WILL BE SEMI ELEVATED SO THERE ARE ONLY A FEW STEPS UP TO YOUR MAIN LIVING AREA AND A COUPLE STEPS DOWN TO THE POOL AREA. . THE INTERIOR OF THE HOME WILL BE FINISHED WITH ENGINEERED HARDWOOD, CUSTOM MILL WORK , CUSTOM CABINETRY, LED LIGHTING AND SOLID GRANITE SURFACES.
$4,750,000
4Bedroom(s)
4Bathroom(s)
4,644Sqft
ANNA MARIA ISLAND BEACHES RE

203 HARBOR DRIVE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Don’t let this rare opportunity pass you up. Location, location, location. 2 blocks to the beach, direct boat access in your back yard and rare 5-bedroom Holmes Beach 7-day minimum vacation rental makes this home a diamond among Anna Maria Island real estate available.
$4,630,000
5Bedroom(s)
4Bathroom(s)
4,633Sqft
ISLAND REAL ESTATE-ANNA MARIA

3702 5TH AVENUE Unit#A, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

This beauty has it all! Amazing 5-bedroom, 4.5-bathroom, 4 car garage luxury beach contemporary home just 2 minute walk from the white beaches of the Gulf! This custom-built home features an elevator, oversized eat-in island in the kitchen along with state of the art appliances solid wood cabinets and quartz countertop, open kitchen and dinning area.
$4,490,000
5Bedroom(s)
4Bathroom(s)
5,305Sqft
KELLER WILLIAMS ON THE WATER S

3017 AVENUE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Welcome to luxury coastal living on Anna Maria Island! This gorgeous island retreat is only one short block away from pristine powder sand and stunning turquoise Gulf water beaches.
$4,295,000
4Bedroom(s)
4Bathroom(s)
3,120Sqft
RE/MAX ALLIANCE GROUP

502 KEY ROYALE DRIVE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Welcome to this newly built luxury 6-bedroom 6.5-bath canal front home with easy access to Bimini Bay and the Intracoastal Waterway from your private dock equipped with a 10,000 lb. boat lift. Positioned on a large corner lot just minutes from the beach this home is perfect for entertaining with surrounding water views from your private roof top terrace.
$3,850,000
6Bedroom(s)
6Bathroom(s)
5,503Sqft
PINEYWOODS REALTY LLC

634 KEY ROYALE DRIVE, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

One or more photo(s) has been virtually staged. Enjoy coastal living in this 4 bedroom / 3.
$3,700,000
4Bedroom(s)
3Bathroom(s)
3,886Sqft
IVP OF FLORIDA INC

405 28TH STREET, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Welcome to your dream coastal retreat! This meticulously renovated waterfront home on Anna Maria Island offers almost 80 feet of water frontage with breathtaking water views from both the front and back of the home. Boasting a private boat dock and lift, this property is a haven for boating enthusiasts.
$3,600,000
5Bedroom(s)
4Bathroom(s)
4,768Sqft
COLDWELL BANKER REALTY

212 72ND, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views.
$3,600,000
4Bedroom(s)
6Bathroom(s)
3,889Sqft
DEVELOPERS REALTY LBK, INC

211 81ST STREET Unit#B, HOLMES BEACH, Florida 34217

Single Family Residence For Sale

Nestled in the vibrant heart of Anna Maria Island, this exquisite coastal design home offers an unparalleled blend of luxury, tranquility, and investment opportunity with the allowance of weekly rentals. With four spacious bedrooms and five elegant baths, this property is a perfect sanctuary for relaxation, entertainment, and a lucrative rental prospect.
$3,550,000
4Bedroom(s)
5Bathroom(s)
3,949Sqft
ELITE HOME GROUP
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