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

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769 North Shore Dr, Anna Maria, Florida 34216

Residential For Sale

COLDWELL BANKER REALTY
Pre-Construction. To be built. Luxurious Beachfront Oasis in Anna Maria, Florida. Experience coastal living at its finest in this brand-new, 7,652 sq ft beachfront estate located in the heart of Anna Maria. This stunning home features 6 spacious bedrooms and 6 elegantly designed bathrooms, including a separate mother-in-law suite complete with a great room, bedroom, bathroom, and powder room.
$20,000,000
6Bedroom(s)
9Bathroom(s)
Garage Door OpenerParking(s)
7,652Sqft

9407 Gulf Dr, Anna Maria, Florida 34216

Residential For Sale

DEVELOPERS REALTY LBK, INC
Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining.
$8,000,000
9Bedroom(s)
9Bathroom(s)
4,244Sqft

9403 Gulf Dr, Anna Maria, Florida 34216

Residential For Sale

DEVELOPERS REALTY LBK, INC
This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views.
$8,000,000
9Bedroom(s)
9Bathroom(s)
3,983Sqft

242 Oak Ave, Anna Maria, Florida 34216

Residential For Sale

MICHAEL SAUNDERS & COMPANY
One of the MOST BEAUTIFUL HOMES on Anna Maria Island, this remarkable family estate has it all! A stunning gated waterfront location, beautiful design and quality, elevated construction. Located on the only street on the island that directly accesses both the famous beaches of Anna Maria and the pristine boating waters of Bimini Bay, this property stands out as a true family residence.
$7,999,000
4Bedroom(s)
4Bathroom(s)
Garage Door OpenerParking(s)
3,722Sqft

107 Maple Ave, Anna Maria, Florida 34216

Residential For Sale

ARC REALTY GROUP
This custom built six bedroom six and a half bathroom turnkey luxury investment property on Anna Maria Island is the ultimate beach home for passive income and personal enjoyment, located on one of the most private and prestigious streets with beach access just two houses away and stunning Gulf of Mexico views.
$7,500,000
6Bedroom(s)
7Bathroom(s)
6,500Sqft

229 Willow Ave, Anna Maria, Florida 34216

Residential For Sale

DUNCAN REAL ESTATE, INC.
Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles.
$6,375,000
5Bedroom(s)
5Bathroom(s)
3,250Sqft

403 N Shore Dr, Anna Maria, Florida 34216

Residential For Sale

SATO REAL ESTATE INC.
Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 houses away from the Gulf on the north end of Anna Maria Island! You get to enjoy beach views from many rooms in the house without the beachfront price! Very well taken care of, never rented, and hurricane-rated elevated home that stands at one of the island’s highest elevation points.
$5,995,000
5Bedroom(s)
7Bathroom(s)
3,400Sqft

329 Tarpon St, Anna Maria, Florida 34216

Residential For Sale

COLDWELL BANKER REALTY
Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall.
$5,850,000
4Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
3,751.17Sqft

244 Willow Ave, Anna Maria, Florida 34216

Residential For Sale

AMI REALTY GROUP
Breathtaking 6-bedroom, 6-bathroom canal-front estate on the picturesque Anna Maria Island. This extraordinary coastal retreat epitomizes modern luxury, seamlessly blending sophisticated design, resort-style amenities, and island charm. From the moment you step inside, soaring ceilings, an expansive open floor plan, and an abundance of natural light create an inviting and airy ambiance.
$5,799,900
6Bedroom(s)
7Bathroom(s)
3,695Sqft

404 North Shore Dr, Anna Maria, Florida 34216

Residential For Sale

ANNA MARIA ISLAND BEACHES RE
This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.
$5,790,000
5Bedroom(s)
6Bathroom(s)
DrivewayParking(s)
3,159Sqft

113 Palmetto Ave, Anna Maria, Florida 34216

Residential For Sale

SATO REAL ESTATE INC.
Under Construction. Welcome to 113 Palmetto Avenue, an architectural showcase by Eason Builders Group. This BRAND NEW 4 bed, 4.5 bath home features BLOCK construction, IMPACT rated glass and is built to the newest of codes for safety and peace of mind.
$5,500,000
4Bedroom(s)
5Bathroom(s)
2,220Sqft

118 Mangrove Ave, Anna Maria, Florida 34216

Residential For Sale

AMI REALTY GROUP
Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, and coastal convenience. Turnkey furnished and thoughtfully appointed, it is designed to meet every need and desire. Vaulted ceilings and abundant natural light create an open, airy ambiance throughout the spacious floor plan.
$5,495,000
4Bedroom(s)
5Bathroom(s)
3,287Sqft

107 Elm Ave, Anna Maria, Florida 34216

Residential For Sale

ANNA MARIA ISLAND BEACHES RE
Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks.
$5,245,000
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
2,432Sqft

519 Villa Rosa Way, Anna Maria, Florida 34216

Residential For Sale

WAGNER REALTY
This stunning property, situated on the premier private street of Anna Maria, was designed for the perfect blend of island indoor living and outdoor entertaining. Completed in 2017, this 3385sq ft open-plan luxury home has over 2000 SQ FT OF EXTERIOR PORCHES (6 porches). The ROOFTOP LOOKOUT DECK has expansive views extending from Tampa Bay to the Gulf of Mexico beaches.
$5,000,000
4Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
3,385Sqft

222 Willow Ave, Anna Maria, Florida 34216

Residential For Sale

DUNCAN REAL ESTATE, INC.
Welcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable streets on Anna Maria Island. SeaLuxe is a home thats perfectly positioned to put you just a short walk away from a world-renowned beach or to Pine Ave where you can find locally owned shops and restaurants.
$4,995,000
4Bedroom(s)
6Bathroom(s)
3,265Sqft

112 Maple Ave, Anna Maria, Florida 34216

Residential For Sale

RE/MAX ALLIANCE GROUP
STUNNING NEW CONSTRUCTION HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED 5 BEDROOM, 4.5 BATHROOM HOME LOCATED ON ONE OF THE PREMIER STREETS OF ANNA MARIA ISLAND!! With only 5 houses to the beach, this new construction gem is an absolute treasure.
$4,965,000
5Bedroom(s)
5Bathroom(s)
2,545Sqft
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