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Anna Maria Vacation Rentals, Beach Cottages, Beach Houses

Book Your Anna Maria Florida Vacation Rental Homes Here and Save! Many to choose from!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Anna Maria, Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals in Anna Maria to choose from, we now have the selection and value to offer our visitors going to Florida.

Sunshine & Serenity - Anna Maria House

Breathtaking Views and Lasting Memories - Beachfront Fun & Relaxation

We welcome you to stay in our family beach house located on beautiful "Bean Point"; the most beautiful spot on Anna Maria Island, Florida. We have owned this beach house for 15 years+ and have made so many wonderful memories! When you walk up the stairs to the front door entrance (located on a huge wrap around balcony) you immediately see the sparkling, crystal clear, blue water. Once inside you’re in an open "great room" with a large Bernhard.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 9 House Rentals

Details

Azure Seas - Anna Maria House

Beach Front and Close to Bean Point Azure Seas

Azure Seas is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. This property has keyless, no-contact check in for your convenience. The Azure Seas is a three bedroom, two bath Gulf front home in the much desired and tranquil northern end of Anna Mar.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 8 House Rentals

Details

Private Pool & Boat Dock! - Anna Maria House

Last Chance Summer Booking August 8-11 & 14-18 Available! 5-Star Home!

o Description  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach.  With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.  Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock.  Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's .......read more

4 Bedroom(s)
3 Bath(s) - Sleeps 8 House Rentals

Details

Sand Castle 107.Beach - Anna Maria House

Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill. As you enter in the home thr.......read more

4 Bedroom(s)
5 Bath(s) - Sleeps 8 House Rentals

Details

Anna Maria Escape - Anna Maria House

Anna Maria Escape Beach Front and Close to Bean Point

The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home! This spacious and charming two bedroom, two bath Gulf front home has been recently updated and is decorated in bright, festive colors. The Anna Maria Escape features a 50” TV in the living room. A 36.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Details

Vacation Rentals - Anna Maria House

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Escape to the sandy shores of Anna Maria Island at ‘Easy Breezy’, a recently renovated canalfront vacation rental cottage only a short stroll from the beach! ‘Easy Breezy’ boasts a pristine coastal-themed interior, a stunning full kitchen, 2 beautiful bedrooms, 2 en-suite bathrooms, and a cozy sleeper sofa. Soak up the sun by the private pool and hot tub, fire up the grill for a summertime cookout, or enjoy the luxurious finishes of this .......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Details

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