Anna Maria Island Beach Florida Vacation Rentals, Hotels & Resorts

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Cheap Hotels Anna Maria Island, FL

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We have partnered with a major provider of vacation rentals, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Anna Maria Island, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Anna Maria hotel

Blue Dolphin Inn

4 Units w/ Tropical Heated Pool, Rooftop Observation Decks & loads of charm!

The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units sur ....

9 Bedroom(s) 6 Bath(s) Resort Hotel
Anna Maria, FL

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Anna Maria cottage

The Seashell Cottage

Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!

The Seashell Cottage Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Boo ....

2 Bedroom(s) 2 Bath(s) Cottage
Anna Maria, FL

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Anna Maria house

Bodacious Oasis

Bodacious Oasis by Duncan Real Estate

Welcome to Bodacious Oasis! This beautiful 4 bedroom 2 and 1/2 bath property can accommodate 8 guests very comfortably inside and out. Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable island ....

4 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

Buttonwood Cottage

Book NOW for 2017! Exquisite Designer Beach Cottage, 3BR, 2BA

Welcome to Buttonwood Cottage. This elegant nautically inspired single family beach home sleeps 8 comfortably. We have 3 nicely appointed bedrooms and 2 full baths. The master BR has a king bed, the second BR a queen, and the third BR has 2 twin trun ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

The Big Yellow House

WOW!! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at The Big Yellow House!

The Big Yellow House on Pine 104 Pine Avenue Anna Maria Fl. 34216 This home is direct Gulf front with a private heated pool! It has all the perfect ingredients for a wonderful vacation. Enjoy your front row seat to spectacular sunsets from this ....

5 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 14
Anna Maria, FL

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Anna Maria house

Beachhouse, Bring your dog

Private Beachfront Paradise, Dogs R Free, Walking Beach, Military disc

This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The home has a private beach right in the backyard. The plan is open with the Living, Dining, Kitchen and Master Bedroom on the Waterfront adjacent to the ....

4 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL

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Anna Maria house

Sea Song

Incredible beachfront bungalow with deck, grill, outdoor shower, and more

Sea Song Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get r ....

2 Bedroom(s) 1 Bath(s) Vacation Rental
Anna Maria, FL

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Anna Maria cottage

Serendipity Deux

2019 New Construction 4 bed/4.5 bath

Brand New 2019 4 bedroom 4.5 bath Beach Front Home with a Beach Front Pool and Spa Gourmet Kitchen, high end finishes and one of a kind features. Look for updated progress photos or give us a call and we are happy to update you. Professionally Des ....

4 Bedroom(s) 5 Bath(s) Cottage - Sleeps 6
Anna Maria, FL

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Anna Maria house

Sea La Vie Beach House

SPECTACULAR LUXURY NEW WATERFRONT HOME w/Pool & Spa on Canal, Close to Pine Ave

Words and photos can not even begin to do this home justice. This two story canal front home just finished completion in 2018 and is brand new! This 4 bedroom, 4 1/2 bath, extremely spacious and meticulously designed and decorated home will take yo ....

4 Bedroom(s) 6 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

Anna's Cottage

Perfect Island Location! Heated pool and plenty of room for the entire family.

Annaâ??s Cottage is a completely renovated island home that is perfectly located on Spring Avenue in the city of Anna Maria. Only 2 blocks west is the beautiful Gulf of Mexico and the Sandbar restaurant. Only 3 blocks east is the historic Anna Maria ....

4 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

Parakeet Properties

Fabulous Home with Outstanding Location and HEATED POOL!

Lovely, 2 story home with large, elevated screened-in porch. En-suite master-bath. Second bedroom and bath on main living floor. Third bedroom is a spacious loft, ideal for children. Recent interior renovations and brand-new heated pool. Newly renova ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

Pineapple Breeze

Steps to Bean Point, Pineapple Breeze is a quaint home with private pool

Pineapple Breeze is a beach oasis offering a small luxury vacation home with the finest furnishings and fixtures. Anna Maria Island was voted in the top ten of the â??Happiest Seaside Townsâ?? in 2018 by Coastal Living Magazine. The island is a uniqu ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Anna Maria, FL

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Anna Maria house

Your Home Away From Home

Anna Marie Hideaway!

2013 is the first year we have rented our family beach house on Anna Maria Island. Our kids are in school and it is harder to get down to FL. We love this quaint and charming area of Florida. The house sits on a canal at the end of a cul de sac off ....

4 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria house

ANGEL'S ENVY

Anna Maria Island Rentals - Beach Front - "Angels Envy"

First, Anna Maria Island is broken up into 3 cities, Anna Maria, Holmes Beach and Bradenton Beach. The City of Anna Maria is the most northern part of the Island and the most popular. When searching for Beach front rentals, be careful. A standard ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 4
Anna Maria, FL

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Anna Maria house

Sunrise Shore

Beautiful Home 2 Blocks From Pine Avenue. Close to it all. Come see for yourself

Welcome to Sunrise Shore; a unique waterfront property featuring 5 bedrooms, 3 bathrooms and a private heated salt water pool just one block to Pine Avenue! This home sleeps up to 13 guests in total. It is located on a secluded pond on the prestigio ....

5 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 13
Anna Maria, FL

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Anna Maria house

Sunshine Reef

WOW! REDUCED 25% ON OPEN DATES NOW UNTIL 4/27/19 at Sunshine Reef: Private Pool!

Sunshine Reef 308 Palm Avenue Anna Maria Island, Fl 34216 Sunshine Reef is a gorgeous 4 bedroom and 4 bathroom ground level private home that offers an incredible location on top of wonderful amenities that the whole family will enjoy. Located on ....

4 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL

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Anna Maria house

Paradise Pointe

Breezy canalfront home w/ pool & dock - 3 blocks to Bean Point Beach!

Paradise Pointe Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Anna Maria, FL

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Anna Maria house

Ahh Sea Breeze

Gulf Front Vacation in Paradise

SEA BREEZE Gulf Front vacation home is located on Anna Maria's North Shore Drive with magnificent panoramic views of the Gulf of Mexico. This spacious 3 bedroom 2 bath home is tastefully furnished and well maintained for your comfort and with all co ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL

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Anna Maria house

Beach Breeze

UPDATED GROUND LEVEL HOME, NEW HEATED POOL/SPA, BLOCK TO BEACH

Beach Breeze ~ Ideal location, southern exposure pool/spa and completely renovated inside! Just 1 BLOCK to the beach and just 1 BLOCK to Pine Ave, which has quaint beach shops, restaurants and make your own donuts! From the moment you arrival you'll ....

4 Bedroom(s) 3 Bath(s) Vacation Rental
Anna Maria, FL

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Anna Maria cottage

Blue Heron Cottage

Blue Heron Cottage - Anna Maria Island

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway slee ....

1 Bedroom(s) 2 Bath(s) Cottage - Sleeps 4
Anna Maria, FL

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anna Maria house

303 North Bay Blvd LLC

Beach front/pool house, quiet, private,

Come and enjoy our tropical paradise on the quiet North End of Anna Maria Island - located at the south end of Tampa Bay, within 40 minutes of Tampa Airport. One-and-one-half hours to Disney and all the Central Florida theme parks and thirty minut ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
anna Maria, FL

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anna maria house

Shoreline Cottage

Waterfront Dream - Private beach 70 feet from backdoor!! **FEBRUARY SPECIAL**

**REAL Vacation Rental by Owner** - talk directly with the owner - not a company! Ignore VRBO fees in pricing :) Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses east of the Rod ....

4 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
anna maria, fl

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Anna Maria cottage

Turtle Cottage

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. This great getaway s ....

1 Bedroom(s) 1 Bath(s) Cottage - Sleeps 4
Anna Maria, FL

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Anna Maria house

Pesky Pelican

~Spectacular Sunrises~Bayfront w/Dock for Fishing, Manatee & Dolphin Watching!

Direct Bay front estate with dazzling panoramic views of the bay. Spectacular Sunrises with Awesome views and only blocks from the White Sandy Beaches! What more could you ask for...the best of both sides of the island! Dolphin, manatee and great ....

5 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL

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Anna Maria house

Casa Mariposa

LUXURY Florida Charm w/Pool, Spa, Lanais,Gardens. Steps to BEST Beach & Pine Ave

Immerse yourself in luxurious 'Old-Florida' feel in this STUNNING one-of-a kind gem of an island home, Casa Mariposa! You truly won't find a more unique and sacred home with its lush landscaping and butterfly sanctuary gardens that is in a better loc ....

4 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL

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Anna Maria cottage

The Lime Door

Beautiful Beach Cottage In Anna Maria

�� �� �� �� �� Everyone LOVES the Lime Door! Beautifully renovated beach cottage in the heart of the village of Anna Maria. Walk to the beaches, shops and restaurants. Enjoy amazing sunsets at the beach or sip a glass of wine i ....

2 Bedroom(s) 2 Bath(s) Cottage - Sleeps 6
Anna Maria, FL

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Anna Maria house

AMI Life

WOW!! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at AMI Life: 5 BR / 3.5 BA!

AMI Life 520 Bayview Place Anna Maria, FL 34216 AMI Life is a gorgeous custom luxury direct canal front home tucked away on the prestigious North end of Anna Maria Island. This beautiful 5 bedroom and 3 bathroom home includes a private heated p ....

5 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL

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Anna Maria cottage

Bay Breeze Cottage #1

Bay Breeze Cottages on Beautiful Anna Maria Island

Charming re-modeled Anna Maria Cottage one block to the beach & Rod & Reel Pier. 1.5 blocks to Bean Point Park on the North End of Anna Maria Island. Relax in a resort style pool surrounded by Palms and luscious landscaping. End your day with a frien ....

1 Bedroom(s) 1 Bath(s) Cottage - Sleeps 4
Anna Maria, FL

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Anna Maria cottage

Minnow 1

Minnow 1 by Duncan Real Estate

Vacation bliss at Minnow 1! This property is a ground level duplex and will enlighten your stay no matter if a week or a month long! The beautiful and tastefully decorated one bedroom, one bathroom bungalow has polished terrazzo throughout and offers ....

1 Bedroom(s) 1 Bath(s) Cottage - Sleeps 2
Anna Maria, FL

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Anna Maria house

Heavenly Holly

Canalfront home w/ pool, dock & lanai - 2 blocks to the beach, dogs OK!

Heavenly Holly Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now! ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Anna Maria, FL

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Find Affordable Anna Maria Island Hotels & Vacation Rentals

Plan your Anna Maria Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Anna Maria, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


Vacation Rentals Nearby Tampa Bay Destinations

Find nearby vacation rentals and some of the Best Hotels with cheap rates in Anna Maria Island, FL for you visit to the area, all a short drive to Anna Maria, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.

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