Anna Maria Island Beach Florida Vacation Rentals, Hotels & Resorts

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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 house

Beach Escape

WOW!! REDUCED 25% on open dates now - 4/27/19 at Beach Escape with Private Pool!

Beach Escape 236 Gladiolus Street Anna Maria, FL 34216 The Beach Escape is a completely renovated, charming, beautiful elevated cottage nestled in the desirable North End of Anna Maria Island, in the center of island shopping, the piers, restaura ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
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

Starboard Sea-renity

Starboard Sea-renity - Brand new house 4 King bedrooms - Spring Break Deals

Welcome to the Starboard Sea-renity, a beautiful New Construction Home perfectly located 10 houses off the beach! PLEASE NOTE- this is a BRAND NEW property. All pictures shown are for illustration purpose only. Check back soon for actual photos an ....

4 Bedroom(s) 7 Bath(s) Vacation Rental
Anna Maria, FL

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Anna Maria house

The Beach House

WOW!! Reduced 25% on open dates now - 4/27/19 at The Beach House: 3 BR / 2.5 BA

The Beach House 9308 Gulf Drive Anna Maria, Fl. 34216 Totally updated 3 bedroom 2.5 bath elevated home just six houses from the Gulf of Mexico. French doors and sliders open to your covered wrap-around porches. Listen to the sounds of rustling ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 7
Anna Maria, FL

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Anna Maria house

Angel Fish Cottage

Angel Fish Cottage - North End - Steps to Gulf and Bay with Heated Pool-

NEWLY REMODELED BATHROOM (pics not up yet on site) - Situated at the quiet north end of Anna Maria Island. Removed from the condos, hotels, and crowds. We are one short block (12 houses) from sunrises on the bay, and 6 houses from the historic Rod ....

2 Bedroom(s) 1 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL

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Anna Maria house

The Beach House

THE BEACH HOUSE ON PINE AVENUE

This 4 bedroom/3 bath home is situated in the perfect location on the most desirable street on Anna Maria Island. It is located a short 1.5 block walk to the pristine 7 miiles of the white sandy beaches of the Gulf of Mexico. Interior tastefully de ....

4 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 12
Anna Maria, FL

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Anna Maria house

Azure Seas

Spacious 3B/2B Gulf Front Home on the tranquil north end of Anna Maria Island

The Azure Seas is a glorious three bedroom, two bath Gulf front home located at 779 North Shore Drive in the much desired and tranquil northern end of Anna Maria Island. Tropical paradise found!! This is the perfect place to forget your troubles and ....

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

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Anna Maria cottage

Eureka

Eureka by Duncan Real Estate.

Soak up the rays, play in the waves, and watch the beautiful Florida sunsets from the North end beaches of Anna Maria Island. Eureka is so close to the beach you will not miss a single sunset! This light and airy 2 bedroom and 2 bath cottage has been ....

2 Bedroom(s) 2 Bath(s) Cottage - Sleeps 4
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 apartment

Vacation Home

Waterfront apartment in Anna Maria Village

Second floor contemporary apartment with views over the canal on Anna Maria s lovely north end. A block from City Pier and Tampa Bay and only four blocks to the white sand beaches of the Gulf of Mexico. Anna Maria is noted for its relaxed way of life ....

2 Bedroom(s) 1 Bath(s) Apartment - Sleeps 4
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 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

Coconut Breeze Estate

Family Fun Vacation Home, Huge Outdoor Kitchen, Pool,Roof Top Deck with Amazing Views

Coconut Breeze is a custom home on the north end of Anna Maria in the quiet residential area in the sought after City Of Anna Maria. Offering 4 bedrooms / 4 bathrooms. You will find that this home has everything you need for your perfect Anna Maria I ....

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

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Anna Maria hotel

Blue Dolphin Inn

Beautiful 2B/2B unit w/ freestyle heated pool, fountains & nearby tiki table

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 ....

2 Bedroom(s) 2 Bath(s) Resort Hotel
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

Beach Escape

BRAND NEW HOME - 5 BEDROOM, PRIVATE HEATED POOL/SPA, LESS THAN 1 BLOCK TO BEACH

Fabulous new construction 5-bedroom coastal home with 4 baths located on the highly desirable northern end of Anna Maria Island. The home has upscale finishes and an amazing floor plan with open concept kitchen, dining and living area. In addition, t ....

5 Bedroom(s) 4 Bath(s) Vacation Rental
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 house

Sea Mist

Sea Mist by Duncan Real Estate

Welcome to Sea Mist! This beautiful 3 bedroom, 2 bathroom property has 1,742 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. From the quality quilts and linens on the beds, to TVs in th ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - 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 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

Gulf Front Paradise

WOW!! Reduced 25% for open dates now - 4/27/19 at Gulf Front Paradise!

Gulf Front Paradise 101 Palmetto Avenue Anna Maria, FL 34216 Wow- look at this brand new rental!! Gulf Front Paradise provides everything you could possibly dream of from an Anna Maria Island vacation home. This 4 bedroom and 4.5 bathroom with a ....

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

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Anna Maria cottage

Pine Ave Hide-Away 797442

Newly Built Pine Ave 2/2 Steps To Beach, Bay, Shops, Restaurants & Free Trolley!

Newly built â??Pine Ave Hide-Awayâ?? is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and Tampa Bay on the desirable North End. Walk to all your favorite restaurants, shops, City Pier and all the other great ....

2 Bedroom(s) 3 Bath(s) Cottage - Sleeps 4
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 cottage

Sundance Cottage

Beautiful, well-maintained home w/private pool - walk to beach, dining, & more!

Sundance 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 'Book No ....

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

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Anna Maria house

Anna Maria Escape

Peaceful and Relaxing 2BR/2BA Gulf Front Home Steps from the Beach, w/ Free Wifi

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! Itâ??s a perfect Anna Maria Island vacation home! ....

2 Bedroom(s) 2 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

Paradise on Pine

WOW! Reduced 25% for open dates now - 4/27/19 at Paradise on Pine: Private Pool!

Paradise on Pine 410 Pine Avenue Anna Maria, FL 34216 The name says it all for this gorgeous 4 bedroom and 3.5 bathroom home with private heated pool, boat dock, canal access and so much more! This gorgeous home is located in the heart of Pine Ave ....

4 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 12
Anna Maria, FL

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Anna Maria house

Family Beach House Sleeps 10

4 Bedroom Sleeps 10 Large Family Pool Home Steps to Beach Located on North End

This is a 4 bedroom 3 bath home 2600 sq ft with large lanai out door living area. Let the sea breezes blow! If you need additional space there is a 2 bedroom 1 bath attached apt attached to this property that shares the beautiful pool area that is ....

5 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL

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Anna Maria house

C-view Florida

Best Location on Island/Ideal for 2 families/Canal/Dock/Heated Pool/Near Gulf

Do not run the risk of being disappointed by your vacation rental. Read our reviews. Be sure to look at the Total Cost of booking before deciding. A lower Daily Rate does not mean a lower total cost. C-view Florida is ONE of ONLY TWO 5-bedroom home ....

5 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 10
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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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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