Featured

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

Featured

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: BaliHaiBeachResort.com

Featured

Idyllic Holiday Properties

Vacation Rentals   Where to Stay  

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

Featured

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.com

Featured

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

Featured

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: Pineapplefish.com

Featured

Sato Real Estate & Rentals

Vacation Rentals   Where to Stay  

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

Featured

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: TeamDuncan.com

Featured

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

Featured

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

Featured

Anna Maria Island Resorts

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:

1325 Gulf Dr N, Bradenton Beach, FL 34217

Website: AnnaMariaIslandResorts.net

Featured

Anna Maria Life

Vacation Rentals   Where to Stay  

Family-owned and operated, Anna Maria Life 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 views of [...]

Phone: 941-567-6253

Address:

9908 Gulf Drive, Anna Maria, FL 34216

Website: AnnaMariaLife.com

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

Featured

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: SaltyMermaidRealEstate.com

Featured

William H. Romberger, P.A. * Duncan Real Estate, Inc.

Property Management   Real Estate Agents   Relocation Resources   Vacation Rentals   Where to Stay  

Let a local be your guide! As a 25 year resident on Anna Maria island William H. Romberger, P.A. works as a licensed real estate agent with Duncan Real Estate Inc., and services Anna Maria, Holmes Beach, and Bradenton Beach Florida, specializing in selling and buying luxury homes and businesses [...]

Phone: 941-504-7821

Address:

310 Pine Avenue, Anna Maria, FL 34216

Website: AnnaMariaIslandRealProperty.com

Featured

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

Featured

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: sellmytimesharenow.com

Featured

Cortez Coastal Cottage

Vacation Rentals   Where to Stay  

Charming old Florida Bayfront cottage just a short walk across the Cortez Bridge to the powdery white sand beaches of Anna Maria Island. 2 bedroom / 2 bathroom 1400 sq foot cottage. Enjoy magnificent sunsets, Gulf breezes, turquoise seas and water front dining. Monthly stays, 55+ community.

Phone: 605-390-7627

Address:

4418 125th St W, Cortez, FL 34215

Website: Yak-Ridge.com/Cortez-Cottage

Featured

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

Featured

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: Rental.WagnerRealty.com

Featured

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

Featured

The Orca Villa

Vacation Rentals   Where to Stay  

Welcome to The Orca The Orca is located in the Heart of Holmes Beach within Seaside Gardens. This waterfront bungalow is an ideal location...close to the community boat ramp, city tennis courts, library, post office, many shops, and restaurants. The beautiful Gulf of Mexico beaches is just a couple of blocks away. [...]

Phone: 612-281-1033

Address:

26 Seaside Ct., Holmes Beach, FL 34217

Website: TheOrcaVilla.com

Featured

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: IslandVacationProperties.com

Featured

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: 813-716-3066

Address:

753 North Shore Drive, Anna Maria, FL 34216

Website: AhhSeaBreeze.com

Featured

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: AnnaMaria.com

Featured

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: EdgewaterRealEstateInc.com