Vacation Rentals Directory | Anna Maria Island Chamber of Commerce

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Idyllic Holiday Properties

Watch the dolphins from the veranda of The Beach House, 5614 Gulf Drive, Holmes Beach 3BR/2BA. Also available 3 cottages surrounding a pool with waterfall sleeping 2-6, 200 feet from the beach of Anna Maria.

Phone: 01144-1672519371

Address:

Various properties on the Island, Anna Maria Island 34217

Website: idyllicholidayproperties.com

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Sato Real Estate & Rentals

Find your slice of paradise or perfect Florida vacation rental with Sato Real Estate. Whether you are looking for an investment home, vacation home or permanent residence, we are your source for Anna Maria Island real estate and rentals!

Phone: 941-778-7200

Address:

519 Pine Avenue, Anna Maria, FL 35216

Website: SatoRealEstateandRentals.com

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Bali Hai Beach Resort

Vacation Rentals Where to Stay

A hidden gem on Anna Maria Island! Situated on two acres of lushly landscaped tropical grounds directly on the Gulf with 300 feet of sugary white sand beachfront. While relaxing with us, enjoy the heated pool, guest laundry & modern amenities.

Phone: 941-254-6609

Address:

6900 Gulf Drive, Holmes Beach, FL 34217

Website: view our site

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Anna Maria Island Resorts.net

Vacation Rentals Where to Stay

Two exceptional resorts in Bradenton Beach – Tradewinds and Tortuga Beach Resorts. Your perfect island destination!

Phone: 941-778-0156

Address:

115 3rd Street South, Bradenton Beach, FL 34217

Website: AnnaMariaIslandResorts.net

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Anna Maria Beach Cottages

Vacation Rentals Where to Stay

Eleven cozy, renovated cottages reminiscent of the old Florida lifestyle. Cottages range in size from studio to three bedroom; each with a fully equipped kitchen and private patio.

Phone: 941-778-1503

Address:

112 Oak Ave, Anna Maria, FL 34216

Website: AnnaMariaBeachCottages.com

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Florida Dreams Realty of AMI Inc

Vacation Rentals Where to Stay

Call for more information.

Phone: 941-462-4016

Address:

3340 East Bay Dr, Holmes Beach, FL 34217

Website: Florida Dreams Realty of AMI, Inc.

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Pineapplefish Luxury Island Properties

Vacation Rentals Where to Stay

7 stunning and unique rentals in some of the most prominent beach and waterfront locations, all within walking distance from the island beaches, restaurants and shops. Click the video link and take a tour of Anna Maria and our Pineapplefish homes!

Phone: 941-778-7200

Address:

P.O. Box 928, Anna Maria, FL 34216

Website: view our site

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Island Vacation Properties, LLC

Vacation Rentals Where to Stay

Spectacular Anna Maria Island vacation rentals include Gulf of Mexico front homes on white sugar sand beaches, bayfront units with views of the Intracoastal waterway, canal homes, and condominium units with swimming pools and other great features.

Phone: 941-778-1000

Address:

3001 Gulf Drive, Holmes Beach, FL 34217

Website: view our site

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Anna Maria Life Vacation Rentals

Vacation Rentals Where to Stay

Family-owned and operated, Anna Maria Life Vacation Rentals offers exceptional vacation homes and quality service with a personal touch. Whether it’s a family vacation or a romantic getaway, Anna Maria Life has something for everyone. From beachfront to bayside, you can choose from a quaint one-bedroom cottage, a waterfront condo with stunning [...]

Phone: 941-567-6253

Address:

9908 Gulf Drive, Anna Maria, FL 34216

Website: RentAMI.com

Specials: Click To See Our Latest Specials and Last Minute Deals!

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A Paradise Realty

Vacation Rentals Where to Stay

We have single family homes, condos, villas, and town homes throughout Bradenton, Anna Maria Island, Holmes Beach, and Bradenton Beach.

Phone: 941-778-4800

Address:

5201 Gulf Drive, Holmes Beach, FL 34217

Website: VisitParadise.com

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Fran Maxon Real Estate, Inc

Vacation Rentals Where to Stay

Located in Historic Anna Maria Village, we are your source for Island vacation rentals, from cute and quaint, to large and luxurious, waterfront properties and those just steps to the beach. Let us find your perfect vacation home!

Phone: (941) 778-2307

Address:

507 Pine Avenue, Anna Maria 34216

Website: franmaxonrealestate.com/vacation-rentals-homes.asp

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Ahh Sea Breeze

Vacation Rentals Where to Stay

Discover a piece of old Florida charm with this 3 bedroom, 2 bath Gulf Front vacation home. Step right outside to the white sugar sand beach and azure waters of the Gulf. Enjoy magnificent panoramic views, colorful sunsets and ahh…the sea breeze!

Phone: 813-752-4235

Address:

753 North Shore Drive, Anna Maria, FL 34216

Website: view our site

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Edgewater Real Estate

Vacation Rentals Where to Stay

Whether you’re coming for a weekend or a lifetime we have just what you’re looking for! From beautiful resorts and beachy cottages to luxury homes, we have the perfect accommodation for your island adventure or your new island home.

Phone: 941-778-8104

Address:

4802 51st St W, Bradenton, FL, USA, Bradenton, FL 34210

Website: view our site

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Bradenton Beach Timeshare Rentals

Vacation Rentals Where to Stay

Find an affordable Bradenton Beach timeshare rental in SellMyTimeshareNow’s inventory of by-owner units today! Suites include kitchenettes with dishwashers, central air, and gorgeous views of the Gulf, while onsite you’ll find private beaches.

Phone: 877-815-4227

Address:

Various Locations, Bradenton Beach, FL 34217

Website: view our site

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Wagner Realty

Vacation Rentals Where to Stay

The southern gulf coast of Florida is the perfect place to spend your vacation. Find your rental accommodations right here- from beach front, bay front, and pet friendly to rentals with pools, tennis courts or golf courses, we have just what you’re looking for!

Phone: 941-778-2246

Address:

2217 Gulf Drive N, Bradenton Beach, FL 34217

Website: view our site

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Adams Beach Apartments

Vacation Rentals Where to Stay

4 units on the Gulf beach. Choice of 1,n 2 or 3 bedroom full-size apartments, comfortably furnished in a tropical setting. Sundecks, porches, laundry. Owner on site. No pets.

Phone: 941-778-3143

Address:

102 1/2 Magnolia Ave.\n, Anna Maria 34216-0206

Website: amiparadise.com

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Beach Retreats Vacation Rentals

Vacation Rentals Where to Stay

A boutique rental agency with personalized service and spectacular vacation rental homes.

Phone: 941-993-3526

Address:

Great rentals on Anna Maria Island, Longboat Key & Lido Key, Longboat Key, FL 34228

Website: BeachRetreatsFL.com

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Angelinos Sea Lodge

Vacation Rentals Where to Stay

Angelinos Sea Lodge offers four quaint one bedroom beachfront cottages for vacation rentals on the Gulf Coast of Anna Maria Island, Holmes Beach. Visit our website for more information and reserve your place to stay at this little paradise.

Phone: 941-779-1758

Address:

2818 Avenue E, Holmes Beach, FL 34217

Website: Angel-Sealodge.com

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Anna Maria Vacations

Vacation Rentals Where to Stay

We are the luxury vacation rental provider, currently with 220 high-end properties to choose from. We deliver the best experience possible through five star housekeeping and property management. 1-9 bed properties, water, beach and inland locations.

Phone: 941-778-4178

Address:

3018 Avenue C, Holmes Beach, FL 34217

Website: view our site

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Island Real Estate Vacations, LLC

Vacation Rentals Where to Stay

We are excited to announce our return to the vacation rental market on Anna Maria Island. We know what it takes to be the best and look forward to servicing our vacation rental clients once again!

Phone: 941-778-6066

Address:

3909 East Bay Dr., Ste 115, Holmes Beach, FL, United States 34217

Website: Anna Maria Island Vacation Rentals

Specials: Anna Maria Island Vacation Rental Specials

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Salty Mermaid Real Estate

Vacation Rentals Where to Stay

Your premier resource for your vacation in Sarasota, Bradenton and the Gulf Islands of Anna Maria, Longboat Key and Lido Key. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations!

Phone: 941-254-6131

Address:

5306 Holmes Blvd, #700, Holmes Beach, FL 34217

Website: view our site

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Starfish Villas

Vacation Rentals Where to Stay

Family owned & operated, these 4 bedroom, 3 bath twin villas are across from Coquina Beach Park. Quiet neighborhood, walking distance to Bridge Street. Rent together or separately. Private heated saltwater pools, luggage elevator, private garage.

Phone: 941-356-3758

Address:

105 11th St S, Bradenton Beach, FL 34217

Website: view our site

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Duncan Real Estate & Rentals

Vacation Rentals Where to Stay

Servicing the Florida Gulf Coast island cities of Anna Maria, Holmes Beach, Bradenton Beach, Longboat Key and the surrounding area. When you’re searching for a beach front vacation home, waterfront condo, bay front rental or mainland accommodations, contact Duncan Vacation Rentals.

Phone: 941-779-0304

Address:

310 Pine Avenue, Anna Maria, FL 34216

Website: view our site

Best Beach Getaways

Vacation Rentals Where to Stay

Let us help you find your perfect vacation rental to fit all of your needs. From deluxe coastal condos, quaint beach cottages, or luxury homes on the water, on Anna Maria Island you can find peace and serenity on this island in the sun.

Phone: 941-462-4040

Address:

1801 Gulf Drive North, Bradenton Beach, FL 34217

Website: view our site

Spinnakers Vacation Cottages

Vacation Rentals Where to Stay

Delightful cottages with all the comforts of home! Heated saltwater pool, fully-equipped kitchens, cable TV, telephone & free local calls, poolside charcoal grill. Just a stroll away to the white sugar sand beaches, sunsets and the Gulf of Mexico!

Phone: 941-778-3426

Address:

202 56th Street, Holmes Beach 34217

Website: spinnakersvacationcottages.com