Island Vacation Properties on Anna Maria Island

Island Vacation Properties on Anna Maria Island When searching for a beach front vacation home, bay view condo, or mainland villa, IVP can help find it!

Island Vacation Properties (affectionately nicknamed IVP) is the Anna Maria Island vacation rental specialist; proudly serving the cities of Holmes Beach, Bradenton Beach, and Anna Maria, Florida. When searching for a beach front vacation home, bay view condo, or mainland villa, IVP can help find that perfect spot for you! IVP concentrates in all phases of buying, selling and renting real estate within Anna Maria Island and its surrounding areas. Our dynamic portfolio involves a vast collection of properties that are sure to accommodate budgets of all sizes. Our professional, comprehensive property management services are designed to ensure complete customer satisfaction and retention. Our team of professionals is committed in providing the finest services available. We are steadfast in our quest to provide ethical, friendly, courteous, and specialized service to both property owners and guests. Our core commitment to excellence is strategically designed to generate loyal guests who continue to book with us again and again, year after year.

09/22/2026

Comment DRIFT below for a special fall discount — because this window is closing fast. 👇🌅🌴 This is Anna Maria Island right now. Warm Gulf water. Quiet beaches. The most breathtaking sunsets of the entire year. Fall availability is going fast and we do not want you to miss it. Lock in your stay before it is gone. Call 941-778-1000 or visit islandvacationproperties.com. 🍂☀️

09/21/2026

Comment DRIFT below for a special discount on your fall or winter stay — and then take a look at this. 👇🌊🌴 LaPlage Number 3 on Anna Maria Island — a stunning three bedroom three bath luxury condo in Holmes Beach with Gulf views that hit you from the moment you arrive. Beautiful open living space, fully loaded kitchen, Gulf facing balcony and a heated shared pool on property. Sunsets every single evening from your own private balcony over the water. Fall and winter availability is wide open right now and this is one of the most elevated properties in our entire portfolio. Do not let this window close. Call 941-778-1000 https://www.islandvacationproperties.com/vacation-rentals/rental/2531-265790/ 🍂☀️✨

09/20/2026

Comment DRIFT below for a special discount on your fall or winter stay.🌊🌴 Breakers 1 on Anna Maria Island — a private three bedroom two bath home sitting directly on the beach with the Gulf as your front yard every single day. Warm open living space, fully equipped kitchen and those breathtaking Gulf views and sunsets waiting for you every single evening. Fall and winter availability is wide open right now and this is one of the most sought after beachfront homes on the island. Do not let this window close. Call 941-778-1000 https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174541/ 🍂☀️

09/19/2026

Comment DRIFT below for a special fall or winter deal — and then take a look at this one. 👇🛥️🌴 Tides and Turtles in Holmes Beach on Anna Maria Island — a completely renovated two bedroom two and a half bath waterfront duplex with its own private dock for skiffs up to eighteen feet and jet skis. Canal in the backyard. Covered patio and fire pit right on the water. Warm comfortable living spaces, fully equipped kitchen and sleeping six comfortably. Boat ramp close by. Fall and winter availability is wide open right now. This is waterfront living on Anna Maria Island done right. Call 941-778-1000 https://www.islandvacationproperties.com/vacation-rentals/rental/2531-285578/🌊🍂

09/19/2026

Comment DRIFT for a special fall and winter discount. 👇🌴 The smartest time to book Anna Maria Island is right now. Same beach. Same water. Way fewer people. September and October bring warm weather, thin crowds and some of our best rates of the year. We have a handful of places open right now — a few nights, a couple of weeks, whatever fits. Call us at 941-778-1000 or visit islandvacationproperties.com.

09/16/2026

Comment DRIFT below for a special discount on your winter stay — and then take a look at this. 👇🌴🌊 Tiki on Anna Maria Island — a private three bedroom 2 bath home sitting directly on the beach with the Gulf as your front yard. Warm comfortable living space, fully equipped kitchen and those breathtaking beach views waiting for you the moment you step back outside. Sunsets every evening that never get old. Winter availability is still open and this one books fast. Do not let this window close. Call 941-778-1000 or click here: https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174630/

09/13/2026

🌞 Comment DRIFT below for a special fall and winter discount on your stay — and then take a good look at this. 👇🌴 While Away Side A on Anna Maria Island — completely renovated top to bottom in 2025 with a stunning private fenced pool that is all yours for the entire stay. Two bedrooms, two baths, beautiful coastal living space, updated kitchen and dining room and a master bedroom that slides right out to that private pool. Five minute walk to the beach and trolley stops close by to explore the whole island. Fall and winter availability is wide open right now. https://www.islandvacationproperties.com/vacation-rentals/rental/2531-174645/ Call 941-778-1000 🏊‍♂️🍂

09/12/2026

Comment DRIFT below for a special deal on your fall or winter stay — and then take a look at this. 👇🌴 So Beachy Chic on Anna Maria Island — a stunning private three bedroom two bath home completely renovated in 2025 with a gorgeous fenced pool, beautifully landscaped outdoor space, covered lanai, grilling area and outdoor shower. Inside a beautiful open living space, large fully equipped kitchen with a big island and dining room — three comfortable bedrooms all fresh and new throughout. Pine Avenue close by for dining and shopping whenever you feel like exploring. One month minimum. CLICK HERE TO BOOK! REMEMBER NEW PICTURES ARE COMING SOON! REFER TO THE VIDEO FOR ALL THE NEW UPDATES! https://www.islandvacationproperties.com/vacation-rentals/rental/2531-261258/ Or call us direct at 941-778-1000 🏊‍♂️🌴

09/10/2026

Comment "SEPTEMBER" below and we will send you a special deal on your fall or winter stay. This is Anna Maria Island in September — no crowds, warm water and beach access like this waiting for you every single day. Fall and winter are wide open right now. Your deal is one comment away. 🌴🌊 https://www.islandvacationproperties.com/

Address

3001 Gulf Drive
Holmes Beach, FL
34217

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 4pm

Telephone

+19417781000

Website

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