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Anna Maria Vacation Rentals, Beach Cottages, Beach Houses

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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 seasonal 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

Stunning views and lasting memories - Fun and relaxation by the beach

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

Vacation Home

Coconut Bayou Pool Home AMI - Anna Maria House

Best Waterfront Pool Home with Great Views in Anna Maria

2 Bedroom 2 full Bathrooms sleeps 8 has large Patio and pool and spa Great WiFi and entertainment with split floor plan gives this property a unique advantage as it gives each couple unbeatable privacy. The master bed room has a comfy King Tropical sleigh bed with and an en-suit bath. The second bedroom is a Tropical themed shutter Queen bed with bath right outside. Alex can answer all questions you may have 8478781461 as well great information.......read more

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

Vacation Home

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

Vacation Home

Sunshine Cottage - Pool & Dock - Anna Maria House

5-Star Property! Rare & Discounted Fall Availability!

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

Vacation Home

Sand Castle 107.Beach - Anna Maria House

Unique 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

Vacation Home

Anna Maria Escape - Anna Maria House

Anna Maria Escape: 2 BR / 2 BA in Anna Maria, sleeps 10

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

Vacation Home

Vacation Rentals - Anna Maria House

Canalfront Anna Maria Cabin w / pool and whirlpool!

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

Vacation Home

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