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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311 Spring Ave, Anna Maria, Florida 34216

Residential For Sale

ARC REALTY GROUP
Welcome to Go With The Flow, a brand-new, luxurious five-bedroom, five-and-a-half-bath retreat that blends modern opulence with a vibrant beachside charm. Designed for ultimate relaxation and entertainment, this stunning property features an unparalleled Lazy River-style pool with an in-ground spa, offering the perfect setting to bask in the radiant Florida sunshine.
$4,875,000
5Bedroom(s)
6Bathroom(s)
3,255Sqft

415 N Bay Blvd, Anna Maria, Florida 34216

Residential For Sale

WAYPOINT REAL ESTATE GROUP INC
Owner financing available with rate options as low as 3%! Welcome to Just Breathe, an opulent oasis nestled directly across from serene Bayfront Park and a short stroll from the sparkling Gulf beaches.
$4,850,000
4Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
2,613Sqft

112 Mangrove Ave, Anna Maria, Florida 34216

Residential For Sale

AMI REALTY GROUP
Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests.
$4,499,000
4Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
2,803Sqft

870 N Shore Drive, Anna Maria, Florida 34216

Residential For Sale

SATO REAL ESTATE INC.
LOCATION!!!! North Shore Drive, one of the most popular streets in Anna Maria! This is a gorgeous brand new custom built home with panoramic views of the Bay.
$4,450,000
4Bedroom(s)
5Bathroom(s)
2,091Sqft

513 Bayview Pl, Anna Maria, Florida 34216

Residential For Sale

SATO REAL ESTATE INC.
This Bayview Palace is a One of a kind, there’s nothing quite like this on Anna Maria Island!! Discover paradise in this 4 bedroom, 4 full bathrooms and 2 half baths, stunningly renovated home nestled in the heart of Anna Maria Island. Situated on two spacious lots, this exquisite property offers rare space, privacy, and direct access to the sparkling waters of Tampa Bay.
$4,249,000
4Bedroom(s)
6Bathroom(s)
3,464Sqft

893 N Shore Dr, Anna Maria, Florida 34216

Residential For Sale

SALTY MERMAID REAL ESTATE LLC
One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Waterfront Living on Anna Maria Island – 4BD/3BA Bayfront Home with Pool & Unmatched Views Discover your slice of coastal paradise on the prestigious north end of Anna Maria Island.
$3,990,000
4Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
2,933Sqft

212 Spring Ave, Anna Maria, Florida 34216

Residential For Sale

ANNA MARIA ISLAND BEACHES RE
CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR.
$3,985,000
5Bedroom(s)
6Bathroom(s)
2,704Sqft

212 Oak Ave, Anna Maria, Florida 34216

Residential For Sale

RE/MAX ALLIANCE GROUP
STUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! Nestled on the highly coveted north end of Anna Maria Island, this beautifully renovated and turnkey furnished 5-bedroom, 5-bathroom home spans 3,844 sq. ft. of luxurious living space.
$3,950,000
5Bedroom(s)
5Bathroom(s)
3,844Sqft

111 Cedar Ave, Anna Maria, Florida 34216

Residential For Sale

RE/MAX ALLIANCE GROUP
AMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVAILABLE WEST OF GULF DRIVE! THIS HOME ALSO COMES WITH A BOAT SLIP AND 10,000 LB BOAT LIFT!!! IT DOES NOT GET BETTER THAN THIS! STEPS TO BEACH AND THE WATERFRONT LIFESTYLE! This exquisite retreat offers the perfect blend of luxury, comfort, and convenience.
$3,895,000
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
2,263Sqft

113 Maple Ave, Anna Maria, Florida 34216

Residential For Sale

RE/MAX ALLIANCE GROUP
THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! LOCATED WEST OF GULF DRIVE YOU ARE JUST STEPS FROM THE SUGAR-WHITE SANDS AND TURQUOISE WATERS! This beautifully designed coastal home offers over 2,600 square feet of light-filled living space and is currently operating as a successful vacation rental, making
$3,690,000
5Bedroom(s)
5Bathroom(s)
2,680Sqft

408 Magnolia Ave, Anna Maria, Florida 34216

Residential For Sale

RE/MAX ALLIANCE GROUP
Welcome to Boundless Waves, a new, custom-built coastal estate that perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedroom, six-and-a-half-bath residence spans over 3,500 square feet and was thoughtfully designed with no expense spared and no detail overlooked.
$3,590,000
6Bedroom(s)
7Bathroom(s)
Garage Door OpenerParking(s)
3,545Sqft

108 Tern Dr, Anna Maria, Florida 34216

Residential For Sale

COLDWELL BANKER REALTY
Under contract-accepting backup offers. Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator.
$3,550,000
5Bedroom(s)
6Bathroom(s)
Garage Door OpenerParking(s)
3,874Sqft

421 Alamanda Rd, Anna Maria, Florida 34216

Residential For Sale

MICHAEL SAUNDERS & COMPANY
Welcome to Luxe Island Escape, an exceptional 4-bedroom, 4.5-bath coastal retreat nestled in the tranquil heart of Anna Maria Island. This captivating residence is offered fully turnkey furnished—ready for you and your family to immediately embrace the island lifestyle.
$3,499,000
4Bedroom(s)
5Bathroom(s)
2,116Sqft

120 White Ave, Anna Maria, Florida 34216

Residential For Sale

COLDWELL BANKER REALTY
Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze.
$3,497,500
5Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
2,763Sqft

705 N Shore Dr, Anna Maria, Florida 34216

Residential For Sale

ANNA MARIA LIFE REAL ESTATE
Stunning Family Vacation Home in Anna Maria, FL! Yellowbird, 705 North Shore Dr., Anna Maria. Nestled on the beautiful North End of Anna Maria Island, Yellowbird is a luxurious family vacation home that embodies old Florida charm and offers an ideal location just a quick stroll from the stunning white sandy beaches of the Gulf. This spacious retreat features 4 bedrooms and 3.
$3,149,000
4Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
2,421Sqft

418 Magnolia Ave, Anna Maria, Florida 34216

Residential For Sale

SATO REAL ESTATE INC.
Sea Vous Play is 4 bedroom, 4.5 bathroom home located on Anna Maria Island. The home has an open living, dining, and kitchen area that is perfect for hosting family meals and game nights. The kitchen features Jenn Air appliances, custom white cabinets, and a breathtaking glass backsplash.
$2,995,000
4Bedroom(s)
5Bathroom(s)
2,186Sqft
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