Vacation Rentals

Let’s start off our look at Anna Maria Island accommodations by taking a peek in to the vacation rental market. So, what is a vacation rental? This is not exactly a familiar concept to a lot of travelers. We typically venture off to a destination and look for the familiar comforts of a hotel. A vacation rental is something different. Now you can have a building to yourself. Rent out a cottage and it’s yours for whatever period of time you’ve taken it for.

And you aren’t restricted to only cottages. In fact, the variety of available lodgings in the Anna Maria vacation rental market is quite astonishing. Yes, you can have your quaint little cottage on the beach. You can also rent out a monstrous vacation home with half a dozen bedrooms and its own elevator. That’s practically a hotel for yourself and fifteen of your closest friends. Of course, something that substantial is going to run you a pretty penny, but it might be worth it for a large family or group that wants to enjoy a bit of extravagance while vacationing in the Florida sun.

A vacation rental can be had at any of the major beaches on the island. You can find yourself a condo in the downtown area, or in the quiet Northern district of Anna Maria. Chances are that there is something available which will appeal to any group of vacationers who want a full suite of amenities available. For example, maybe you want to cook your own meals while on your trip? That’s certainly available in a vacation home, almost all of which are equipped with a full kitchen. These really are houses, so you can take all of the comforts of home on your vacation with you. No need to worry about whether that hotel room might have a working wireless connection when you can have surefire cable Internet throughout a vacation duplex. Many of these homes include full laundry facilities as well, so you won’t need to try to track down a laundromat should you need to put some clothing through a wash cycle. The choices are almost endless, broken down by island region or by building size. You can even find something pet friendly if you just can’t imagine spending a week away from your beloved furry friend.

So, there are choices aplenty out there for people interested in something beyond yet another motel room. Now where do we go to find these properties? There are a few businesses on the island who specifically deal with renting out vacation homes to visitors. They’re typically the owners of the properties as well, and they’re looking to use them as a money maker by making them a commercial house. Since this is how they make their living, you can certainly assume that they have a vested interest is ensuring that a person’s stay is as enjoyable as possible. Another fairly unique option for finding a vacation rental property here is through one of the local realtors. Real estate agents often end up being used to help property owners fill their rooms with travelers, so the websites of local realty agencies are often a treasure trove of available lodgings.

Let’s talk price. This can vary substantially from place to place depending on size, location and a wide spectrum of other considerations. Looking for something smaller and a bit of a stroll from the beach front can get you a well appointed condominium with room for 4-6 people for less than $900 per week. On the other hand, the appropriately named Coral Castle will run you a cool $3300 a week during winter and summer months, and $1800 in the fall. That’s a substantial markup from the cozy condo, but we’re talking about a 5 bedroom edifice with a heated pool, hot tub, private dock and rooftop deck with space for ten people located within a block of the sands of the beach. You’re going to pay more to enjoy luxury like that. There are as many price points available as there are options to choose from. One can easily find a smaller home for a rate consistent with what you would pay for a week’s stay in a nicer hotel.

The vacation rental market on Anna Maria Island is as varied and plentiful as the tourists who want to visit this unique destination. If you’d like to visit our little piece of heaven, and you like the idea of having a place to call your own during your stay, look in to finding something that fits your needs.

Featured Anna Maria
Island Vacation Rental Accommodations:

Total Records: 34

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Anna Maria Island Accommodations
Vacation rentals and Property Management with a personal touch! phone: 941-779-0733
Address: 5604 B Marina Drive Holmes Beach, Florida 34217
Beautiful premier vacation homes. phone: 941-778-4178
Address: Not Provided

A Paradise Realty 941-778-4800 941-778-7090 Fax 1-800-237-2252 Toll-Free phone: 941-778-4800

Address: 5201 Gulf Drive Holmes Beach, FL 34217

A Tropical Isle Vacation Properties, Inc
Vacation Rental and Property Management – private residential condos, multi-family and single family homes. phone: 941-779-1995
Address: 315 58th St Suite F Holmes Beach, Florida 34217

Absolute Anna Maria
Anna Maria Island Beach Condo for rent 2 Bd, 2 Bath, surrounded by four tropical bodies of water. Perfect Beach Vacation or Romantic Getaway phone: 905-579-4996
Address: Not Provided


Anna Maria Island Home Rental 

Luxurious rental homes

phone:(514) 606 6673


Beach Ranch, LLC

Popular rental and member of Anna Maria Island Chamber of Commerce for 5 years phone: 314.606.1833
Address: Anna Maria, Anna Maria Island, Upper Gulf Coast, Florida, USA

Betsy Hills Real Estate ( Is now Island Real ) 
A complete full service sales and rental department since 1983. phone: 941-778-2291
Address: 419 Pine Ave., PO Box 2150 Anna Maria, FL 34216

Coldwell Banker – Team Pinnacle
Real Estate Sales, rentals and property management. phone: 1-877-469-4753
Address: 3915 Cortez Rd. West Bradenton, Florida 34210

Duncan Real Estate, Inc.
Team Duncan specializes in Sales, Vacation Rentals, Prop. Mgmt, New Constr. and Comm Real Estate sales. phone: 941-779-0304
Address: 310 Pine Ave. PO Box 1299 Anna Maria, Florida 34216

Fran Maxon Real Estate, Inc.
Sales and Island rentals. Established in 1970, located in Anna Maria City. Specializing in vacation rentals. phone: 941-778-2307
Address: 9701 Gulf Drive, PO Box 717 Anna Maria, FL 34216

Green Real Estate
Sales & Vacation Rentals. phone: 941-778-0455
Address: 9906 Gulf Drive, PO Box 2114 Anna Maria, FL 34216

Gulf Bay Realty A full service real estate co. with rentals. phone: 941-778-7244
Address: 5309 Gulf Drive N. Holmes Beach, FL 34217

Island Real Estate
Island Real Estate is Anna Maria Island’s leading sales and vacation rental company located off the shore of Bradenton. phone: 941-778-6006
website: None Provided
Address: 6101 Marina Drive Holmes Beach, Florida 34217


Anna Maria
Island Vacation Accommodations:

Bed and Breakfasts are just one of the many unique types of accommodations offered on and around Anna Maria Island.

  • Vacation Rentals – Anna Maria Island vacation rental locations 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.
  • Island Bed and Breakfasts – Plan to spend your next vacation or romantic getaway on an Anna Maria Island beach while staying in a beach-side Bed and Breakfast.
  • Island Resorts – Located directly on the Gulf of Mexico, on Anna Maria Island, Florida, a perfect tropical Island Getaway with miles of white sandy walking beaches and blue-green water.
  • Hotels and Motels – Select your Anna Maria Island accommodation from the best Hotels and Motels the Gulf Coast has to offer.
  • Villas and Bungalows – Enjoy your West Florida stay in the charm of an old time Mediterranean vacation bungalow, nestled by the Gulf of Mexico on Bradenton Beach, Anna Maria Island.

Thank You for using the Anna Maria Island Life Directory of Island Vacation Rentals.

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