Florida Gulf Coast Vacation Homes for Sale
The Central Florida Gulf Coast is a popular destination for vacationers from all over the world. With its beautiful beaches, world-class theme parks, and mild weather, the area is a year-round playground. This demand for vacation rentals has created a strong market for Central Florida Gulf Coast vacation homes.
If you’re considering investing in a vacation home in this area, there are a few things you should keep in mind. First, the demand for vacation rentals is high, so you’re likely to be able to rent your home out for most of the year. Second, the prices of vacation homes in this area are relatively affordable, so you can get a good return on your investment.
Contact us today to learn more about how Holiday Realty LLC can help you with your Central Florida Gulf Coast vacation home investment.
Search all short term rental properties for sale on the Central Florida Gulf Coast
771 Jacaranda Rd, Anna Maria, Florida 34216
Residential For Sale
DUNCAN REAL ESTATE, INC.
Welcome to Limelight — a beautifully appointed and fully furnished 3-bedroom, 2-bath coastal retreat ideally located on the coveted north end of Anna Maria Island, just steps from direct beach access. Light-filled interiors and swaying palms greet you upon entry, setting the tone for relaxed island living.
$1,799,000
311 Poinsettia Rd, Anna Maria, Florida 34216
Residential For Sale
WEICHERT REALTORS EXCLUSIVE PROPERTIES
Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water.
$1,775,000
401 N Bay Blvd, Anna Maria, Florida 34216
Residential For Sale
DUNCAN REAL ESTATE, INC.
One or more photo(s) has been virtually staged. Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay and the white sandy beaches, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm.
$1,775,000
717 Jacaranda Rd, Anna Maria, Florida 34216
Residential For Sale
KW COASTAL LIVING II
Located just one block from the beach this is a rare land-value/structure value opportunity on .29 Acres in one of Anna Maria Island’s most coveted coastal neighborhoods. Ideally located just a block off the pristine Anna Maria beach and Bean Point.
$1,750,000
313 Magnolia Ave, Anna Maria, Florida 34216
Residential For Sale
RE/MAX ALLIANCE GROUP
Welcome to your dream getaway on Anna Maria Island! THIS HOME HAS A BRAND NEW ROOF! Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this meticulously maintained home offers the perfect blend of convenience and relaxation.
$1,675,000
412 Alamanda Rd, Anna Maria, Florida 34216
Residential For Sale
SATO REAL ESTATE INC.
This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days.
$1,650,000
521 South Drive, Anna Maria, Florida 34216
Residential For Sale
RE/MAX ALLIANCE GROUP
Enjoy living in a beautiful canal front home on Anna Maria Island offers a multitude of benefits for those who appreciate waterfront living and outdoor activities. With convenient access to both the Gulf of Mexico and Tampa Bay, the Galati Marina you'll have endless opportunities to explore the waterways and enjoy various recreational activities.
$1,650,000
709 Gladiolus St, Anna Maria, Florida 34216
Residential For Sale
SATO REAL ESTATE INC.
Great opportunity for investors and homeowners to start over and design to your very own taste! Flood damage from Hurricane Helene- Ideal for Renovation or Rebuild, Whether you're looking to remodel the existing structure or embark on a new construction project, this property offers a solid foundation and ample space to bring your vision to life. Plans drawn up and available upon request.
$1,595,000
309 Pine Ave, Anna Maria, Florida 34216
Residential For Sale
RE/MAX ALLIANCE GROUP
RARE MIXED-USE OPPORTUNITY ON PINE AVE!
Welcome to 309. Pine Avenue—one of the few properties on Anna?Maria Island with coveted ROR zoning (Retail/Office/Residential), giving you the freedom to live, lease, or launch a business all on one site.
Front Cottage
Coastal-chic 2-bedroom residence, freshly remodeled.
$1,585,000
239 Gladiolus St, Anna Maria, Florida 34216
Residential For Sale
COLDWELL BANKER REALTY
Under contract-accepting backup offers. Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds.
$1,450,000
120 Hammock Rd, Anna Maria, Florida 34216
Residential For Sale
COLDWELL BANKER REALTY
120 HAMMOCK ROAD IS A DREAM LOCATION. SITUATED ON THE NORTH END OF ANNA MARIA ISLAND AND NESTLED ON A QUIET DEAD END STREET. SURROUNDED BY NATURAL BEAUTY. IT IS THE PERFECT PLACE TO LIVE THE ISLAND LIFESTYLE. IT SITS JUST A SHORT WALK OR BIKE RIDE TO THE RESTAURANTS AND SHOPS ON PINE AVE.
$1,425,000
136 Crescent Dr, Anna Maria, Florida 34216
Residential For Sale
ISLAND REAL ESTATE-ANNA MARIA
Anna Maria Island charming remodeled coastal cottage. Now is the time for new owners to make 136 Crescent Dr their own island oasis. Whether you are looking or a primary residence, second home or investment property this home is an ideal opportunity. Located in the quiet and serene City of Anna Maria on the north end where short term rentals are welcome.
$1,249,000
527 Bayview Pl, Anna Maria, Florida 34216
Residential For Sale
SATO REAL ESTATE INC.
Discover the potential of this two-bedroom, two-bathroom home situated on a generous 6,500 sqft lot. While the property experienced flood damage from Hurricane Helene, all drywall and insulation have been promptly removed, offering a blank canvas for your vision.
$1,200,000
259 Gladiolus St, Anna Maria, Florida 34216
Residential For Sale
SATO REAL ESTATE INC.
Discover the charm of true island living with this WATERFRONT home on the coveted north end of Anna Maria Island. Perfectly positioned on an expansive 10,000+ sq ft lot, this property offers exceptional space, privacy, and endless potential to create your dream coastal retreat.
$1,050,000
216 Archer Way, Anna Maria, Florida 34216
Residential For Sale
ISLAND REAL ESTATE-ANNA MARIA
Under contract-accepting backup offers. Opportunity knocks at Anna Maria Island's much desired North End. This 3 bedroom/2 bath home, although damaged in Hurricane Helene, is structurally sound and situated in an ideal location on a quiet street on a 7,784 square foot lot - within easy walking distance to the sugar sand Gulf Beaches and the shops and restaurants that define Pine Avenue.
$895,000
522 Pine Ave #7d, Anna Maria, Florida 34216
Residential For Sale
MICHAEL SAUNDERS & COMPANY
“Sittin’ on the dock of the Bay…”
Welcome to your peaceful island retreat—a charming elevated 2-bedroom, 1-bath condo with its own deeded boat slip and incredible access to Tampa Bay—just minutes to open water. Nestled along a tranquil canal, this cozy getaway invites you to relax on your private back patio as manatees drift by and seabirds call in the distance.
$565,000
