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Vacation rentals in Anna Maria, FL

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All 129 Rentals in Anna Maria
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From
$140
Per Night
1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$301
Per Night
1 / 37
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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Details Reviews (3) Make Enquiry
From
$506
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Details Reviews (1) Make Enquiry
From
$163
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Details Reviews (6) Make Enquiry
Amenities & Details
  • Microwave
  • Air Conditioning
  • Dryer
  • Patio
  • Satellite TV
  • Refrigerator
  • Washer
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
1940’s Classic beach cottage located at 9901 Gulf Drive Anna Maria, recently renovated, two bedrooms, one bath, with an eclectic, artistic decorating style that will bring a smile to your face and make your stay here a memorable experience. Located only five houses from the white, sugar sand... View all property information
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5 of 5 stars Reviewed 10 July 2014
MY husband and I go away every year for our anniversary,and this year I chose this location.WE loved it the place was the cutest,we had everything from food...
4 of 5 stars Reviewed 27 June 2014
If you've never been to Anna Maria before, and are reading this review, I want to make it clear that this house is exactly in the middle of everything there. It's sandwiched...
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From
$206
Per Night
1 / 29
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Microwave
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This property can only accept 7 nights stays with a check-in on Saturday Brand New Heated Pool! This lovely ground level Anna Maria Island beach bungalow awaits you for the vacation you deserve! This rental home is stylishly decorated with touches of both new and old Florida. Rare and highly... View all property information
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From
$225
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Washer
  • Dishwasher
  • Toaster
  • Patio
  • Garage
  • Dryer
  • Linens Provided
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is a beautiful beach home located on Anna Maria, Florida. This home has 1 bed room, 1 bath room, a garage with accessible laundry equipment, and an outdoor patio. The beach is just across the street. $800.00 a week. Exceptions can be made. Beds: 1 King Bed, 1 Sofa Bed View all property information
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From
$191
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Ceiling Fans
  • Satellite TV
  • Dishwasher
  • Refrigerator
  • Dryer
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white... View all property information
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From
$2,135
Per Week
1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Patio
  • Grill
  • Parking
  • Garage
  • Satellite TV
  • Ceiling Fans
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
PLEASE ASK ABOUT OUR THANKSGIVING SPECIAL 2014 UP TO 25% OFF Gaze out of your living room to the calming serenity of the canal as you sip on your favorite beverage at this comfortable and spacious home located in the prestigious north end of the island. This beautiful 3 bedroom 2 bath... View all property information
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From
$106
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • DVD Player
  • Dishwasher
  • Hot Tub
  • Patio
  • Microwave
  • Refrigerator
  • Washer
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
A cozy One Bedroom, One Bath just a couple of Blocks to the beach. Everything you need for a quiet getaway with Queen bed, Cable TV, High Speed Internet, Washer and Dryer, Beach Chairs and Umbrellas, 4 Bicycles and Heated Pool AND Hot Tub! Sleeps 4. 650 Sq.ft. 733B Holly Rd. 1 Bedroom/ 1 Bath... View all property information
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5 of 5 stars Reviewed 18 August 2014
We've stayed at 4 other rentals and Gentle Bens was by far the best! Beautiful rooms,pool and location to all that we were there to see and do!!
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From
$562
Per Night
1 / 27
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Balcony
  • Patio
  • Parking
  • Air Conditioning
  • Garage
  • Ceiling Fans
  • Internet Access
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Marisol, on the enviable north beach of Anna Maria Island and nestled on the shores of the Gulf of Mexico, offers breathtakingly beautiful views of the crystal blue waters of the gulf. This is unquestionably one of Anna Maria's loveliest homes. Designated a Platinum property because of the... View all property information
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From
$225
Per Night
1 / 24
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4 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Patio
  • Fitness Room
  • Balcony
  • Garage
  • Satellite TV
  • Parking
  • Ceiling Fans
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to the island's... View all property information
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From
$2,227
Per Week
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$4,214
Per Month
1 / 25
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Grill
  • Ceiling Fans
  • Patio
  • Air Conditioning
  • Internet Access
  • Garage
  • Balcony
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping,... View all property information
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From
$129
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Refrigerator
  • Grill
  • Dryer
  • Patio
  • Safe
  • Washer
  • Parking
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the... View all property information
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From
$1,910
Per Week
1 / 27
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
NORTH SHORE VILLA 904 North Shore Drive Anna Maria Welcome to North Shore Villa. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area... View all property information
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From
$161
Per Night
1 / 25
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Ceiling Fans
  • Satellite TV
  • Internet Access
  • Grill
  • Fitness Room
  • Garage
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 4 houses from the beach! One Florida family has spent over four decades building happy summer memories right in this spot, and they invite you to create some of your own treasured moments on your next visit to Anna Maria.... View all property information
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From
$111
Per Night
1 / 22
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Patio
  • Fitness Room
  • Satellite TV
  • Air Conditioning
  • Internet Access
  • Ceiling Fans
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Only a block to the pristine white sands of our Gulf of Mexico beaches, this lovely two bedroom/two bath duplex is nestled at the end of a long shell driveway, and overlooks picturesque Lake LaVista, a body of water that began its life as a natural lake frequented by the island's early settlers.... View all property information
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From
$1,770
Per Week
1 / 126
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • Dryer
  • Patio
  • Parking
  • Washer
  • Garden
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long... View all property information
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5 of 5 stars Reviewed 12 August 2014
We booked this home based upon other Trip Advisor reviews and were more than pleased! We have talked about booking it again for a stay next year! We had two different family...
5 of 5 stars Reviewed 28 July 2013
We stayed in the house at the end of June 2013. We had done a lot of research to find an affordable rental for our 6 person group and ended up with this house. Green Realty was...
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From
$145
Per Night
1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Satellite TV
  • Washer
  • Microwave
  • Grill
  • Refrigerator
  • VCR
  • DVD Player
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms... View all property information
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5 of 5 stars Reviewed 12 November 2014
On entering the cottage, the screened porch was a perfect cool place to relax in the evening with a drink or to take morning coffee and watch Anna Maria Island come to...
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1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Parking
  • DVD Player
  • Garden
  • Patio
  • Washer
  • Refrigerator
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
We completed construction of this new home is November 2009. It is a decorator furnished, pool home and is a top of the line vacation rental home. With approximately 3200 square feet of conditioned space and over 2100 square feet of covered balconies, poolside dining and lounging areas there is... View all property information
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5 of 5 stars Reviewed 12 January 2014
The house was excellent and had everything that was expected. The walk to the beach was only about 500 ft. The pool was very nice and easy to clean up with the tools supplied...
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From
$281
Per Night
1 / 17
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (34) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Refrigerator
  • Dishwasher
  • Pool
  • Parking
  • Spa/Whirlpool
  • Internet Access
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West,... View all property information
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4 of 5 stars Reviewed 12 September 2013
Pineapple fish we fell in love with berryfish the whole property is an amazing home from the large sun front deck to the back deck ..I want to buy it off you lol seriously it...
5 of 5 stars Reviewed 20 May 2013
Visited Anna Maria for the first time and we will visit again! Loved the location, the house and its wonderful furnishings and the nearness of the lovely white sands and blue...
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From
$289
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (5) Make Enquiry
Amenities & Details
  • Washer
  • DVD Player
  • Parking
  • Ceiling Fans
  • Refrigerator
  • Patio
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Just steps from the white sand beaches of Anna Maria Island, this four-bedroom, three bath, family-friendly vacation rental is located on the north end of the island in the city of Anna Maria. With a new heated pool, a large, covered and furnished balcony and patio, a gas grill, plus an organic... View all property information
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5 of 5 stars Reviewed 24 August 2014
We rented this house thru Coastal Cottages in August 2014. They were very friendly and professional- making the process a breeze. Both couples were thrilled with our stay. The...
5 of 5 stars Reviewed 28 June 2014
Rented this house through Coastal Cottages. Everyone was very helpful and friendly. It was an easy process. House was great! Plenty of room for everyone. It had everything we...
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From
$401
Per Night
1 / 23
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • DVD Player
  • Washer
  • Ceiling Fans
  • Grill
  • Refrigerator
  • Patio
  • Dryer
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beachie, Bright and Beautiful. Say no more. You’re there! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime!... View all property information
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5 of 5 stars Reviewed 7 July 2014
Five of us ranging in age from 7 to 80 had the pleasure of staying in this home for a week. Everyone had a fantastic time! Many hours were spent in the pool and at the beach. We...
5 of 5 stars Reviewed 30 March 2014
We had a fabulous week staying at Beach Nest. We've been vacationing in the area for almost 20 years and this was our most favorite rental home. It's location is ideal, on a...
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From
$449
Per Night
1 / 26
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Heated Pool
  • Elevator/Lift access
  • Parking
  • Patio
  • Private Pool
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Cayman Bay 505 Magnolia Ave. Anna Maria, Fl. 34216 Cayman Bay may well be one of the most exquisite private homes available for rent on all of Anna Maria Island. This 4 bedroom/4 bathroom 5300 sq. ft. custom home has all the fine touches and professional craftsmanship one would expect in a... View all property information
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5 of 5 stars Reviewed 19 August 2014
We stayed here for two weeks this past August. This was our second trip to AMI - such a lovely place. This house was perfect for us. It is very spacious. All the bedrooms are...
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From
$506
Per Night
1 / 24
5 Bedrooms, 8 Bathrooms, Sleeps 16
Details Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Willow Beach House 211 Willow Avenue Anna Maria, Fl 34216 Willow Beach House is a beautiful, bright and airy 5 bedroom and 3.5 bathroom private home, located on the prestigious North-end of Anna Maria. Only a block away from the stunning white sand beaches, this newly renovated canal front home... View all property information
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From
$281
Per Night
1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Washer
  • Ceiling Fans
  • Fireplace
  • DVD Player
  • Garden
  • Microwave
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation... View all property information
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5 of 5 stars Reviewed 21 September 2013
My husband, 2 kids & I stayed at the Shady Mango & LOVED it! It's the perfect place for a vacation for a small family. It's in a great location with walking access to the beach...
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From
$175
Per Night
1 / 13
2 Bedrooms, 7 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style... View all property information
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4 of 5 stars Reviewed 6 September 2013
Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates...
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From
$1,455
Per Week
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (17) Make Enquiry
Amenities & Details
  • Internet Access
  • Grill
  • Dishwasher
  • Water Views
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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... View all property information
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From
$248
Per Night
1 / 18
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Deck
  • Microwave
  • Washer
  • Dishwasher
  • DVD Player
  • Refrigerator
  • Balcony
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps upto 8... View all property information
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5 of 5 stars Reviewed 2 December 2011
everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .
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From
$112
Per Night
1 / 24
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Refrigerator
  • Wi-Fi
  • Internet Access
  • Air Conditioning
  • Parking
  • Porch
  • Satellite TV
  • Cooker
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy your vacation in this charming, one-bedroom, one-bath original house just six houses away from the white sand beaches of Anna Maria Island and sparkling waters of the Gulf of Mexico. Flamingo House is perfect for anyone who needs a quick weekend getaway or an extended stay! Located in Anna... View all property information
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From
$111
Per Night
1 / 14
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Spa/Whirlpool
  • Dryer
  • Refrigerator
  • Air Conditioning
  • Parking Space
  • Internet Access
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Seaside Views - Waterfront, Steps from Beach & Restaurants This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! We have... View all property information
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From
$638
Per Night
1 / 24
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Reviews (7) Make Enquiry
Amenities & Details
  • Patio
  • Fireplace
  • Parking
  • Sauna
  • DVD Player
  • Microwave
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located on the north end of Anna Maria Island in the city of Anna Maria, this family-friendly vacation rental was built for rest and relaxation. Beginning with the lush landscaping that meets you at the front door, all the way through to the putting green, kayak launch and boat dock, this house has... View all property information
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5 of 5 stars Reviewed 14 August 2014
I searched for the perfect house for a family of 10 to celebrate our niece's vacation. All I can say is there was nothing on everyone's list that this house didn't have! We...
5 of 5 stars Reviewed 2 August 2014
This house was exactly as pictured and described. The attention to detail in how it was build was amazing. This place had everything you could imagine or want. Pool was...
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From
$2,202
Per Week
1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (14) Make Enquiry
Amenities & Details
  • Internet Access
  • Water Views
  • Waterfront
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 soak in the unbelievable views of the Gulf of... View all property information
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3 of 5 stars Reviewed 23 August 2014
The views and the location of this house were simply amazing. The beach is clean, the sand is soft and white and the beach is very wide. There were a lot of sea turtle nests...
5 of 5 stars Reviewed 15 July 2014
The location of this property is amazing. You walk through the front door to be greeted by the most amazing view of the white sandy beach and jade green ocean. We had a...
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From
$192
Per Night
1 / 24
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Dryer
  • Waterfront
  • Ceiling Fans
  • Refrigerator
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks, is just a... View all property information
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4 of 5 stars Reviewed 29 July 2014
The entire grounds and unit are artfully decorated with many vignettes located throughout. Very quiet neighborhood but located within easy walking or biking distance of many shops...
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From
$191
Per Night
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Deck
  • VCR
  • Refrigerator
  • DVD Player
  • Blender
  • # Of Bathrooms
  • Patio
  • Cooker
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, two bath upstairs unit furnished in a tropical theme. This unit will sleep six with a queen size bed, two twin beds and a sofa bed. Many new upgrades to this unit have... View all property information
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From
$212
Per Night
1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (8) Make Enquiry
Amenities & Details
  • Washer
  • Patio
  • DVD Player
  • Ceiling Fans
  • Dryer
  • Deck
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BON AMI will be your "good friend" after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point, this heated pool stilt home will beckon you back year after year! Beautifully decorated, this three-bedroom, two-bath vacation rental is spacious, airy, and... View all property information
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4 of 5 stars Reviewed 1 November 2014
We're a family from Germany and booked Bon Ami via Homeaway/FeWo direkt. Our stay was all in all very nice: the location is nearly perfect, only a few steps to the beach. The...
4 of 5 stars Reviewed 26 August 2014
We spent a week here with our teenage boys and my parents. The house was large and clean with everything needed to cook full meals. Large balconies and patio to spend the...
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From
$163
Per Night
1 / 18
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Internet Access
  • Dishwasher
  • Outdoor Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Whispering Winds 210 Sycamore Avenue Anna Maria, Fl 34216 Key West style 4 bedroom, 2 bath home just a short walk from the Gulf of Mexico. This home offers private heated pool, three covered decks overlooking pool, BBQ grill, two car garage, cathedral ceilings, tile, carpet, open floor plan... View all property information
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4 of 5 stars Reviewed 4 October 2014
You can look at the photos - the house is every bit as good as the description. Everything worked, there were no problems at all with the property. We called Anna Maria Vacations...
5 of 5 stars Reviewed 13 May 2014
We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd...
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From
$115
Per Night
1 / 10
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Southern Breeze #1 607 Fern Street #1 Anna Maria, Fl. 34216 ISLAND 6-PLEX - Newly renovated top to bottom June 2013! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is... View all property information
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5 of 5 stars Reviewed 21 August 2014
Amei conhecer a ilha Anna Maria! tanto que estou pretendendo voltar no próximo ano para passar pelo menos um mês inteiro! Alugamos essa casa pela internet com poucos dias de...
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From
$337
Per Night
1 / 26
3 Bedrooms, 7 Bathrooms, Sleeps 9
Details Reviews (2) Make Enquiry
Amenities & Details
  • DVD Player
  • TV
  • Patio
  • Dryer
  • Grill
  • Parking
  • High Speed Internet
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home... View all property information
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5 of 5 stars Reviewed 29 October 2014
What a wonderful vacation rental!! We had a little birthday party with family and friends and this place had it all! I got so many compliments that I had to let you know. The...
5 of 5 stars Reviewed 20 July 2013
We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom...
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From
$393
Per Night
1 / 6
4 Bedrooms, 3 Bathrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Refrigerator
  • Parking
  • Sauna
  • DVD Player
  • Washer
  • Patio
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This beautiful four (4) bedroom, three and a half (3.5) bathroom private resort home is in the quiet neighborhood of Anna Maria. It is a Key West style design with large wrap-around porches upstairs and boardwalks & decks downstairs. The Beach House is just a 5 minute walk to the white sand beaches... View all property information
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From
$347
Per Night
1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Refrigerator
  • Washer
  • DVD Player
  • Grill
  • Garage
  • Ceiling Fans
  • Parking
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
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From
$529
Per Night
1 / 29
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Satellite TV
  • Garden
  • Balcony
  • Garage
  • Porch
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier.... View all property information
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From
$449
Per Night
1 / 23
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Refrigerator
  • Satellite TV
  • Garden
  • Washer
  • Porch
  • Microwave
  • Dryer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
We call this home "A Time Out" cottage and you will definitely say, "We deserve a time out at this place!" This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of... View all property information
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5 of 5 stars Reviewed 20 February 2014
When we walked into this adorable cottage, we couldn't believe our eyes. This place is too cute for words! It is the kind of rental you dream about with clean bathrooms...
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From
$212
Per Night
1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Garage
  • Washer
  • Dryer
  • Ceiling Fans
  • DVD Player
  • Microwave
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy the quiet and comfort of SAPPHIRE SURF on the North end of Anna Maria Island. This enchanting two bedroom/two bath ranch style home is located on a quiet street and less than a 4 minute walk to Gulf Beach. Ranch style construction means easy access to and from the house with no steps to... View all property information
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5 of 5 stars Reviewed 19 August 2013
After 10 days in Orlando we wanted to close our vacation with a week by the ocean. Anna Maria Island was recommended and we found Sapphire Surf on the web. The accommodation is...
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From
$309
Per Night
1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (2) Make Enquiry
Amenities & Details
  • Parking
  • Waterfront
  • Refrigerator
  • Microwave
  • Grill
  • Dryer
  • Ceiling Fans
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This 3 bedroom/2 bath beachy home has views of the gulf from all but 1 bedroom. It has a 600 sq.ft. deck. The sand is sugary white and this is a private beach, but if you want some action, you can walk to some of the nicest restaurants on the water, or drive 5 or 6 minutes into town. I have had... View all property information
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1 of 5 stars Reviewed 3 November 2014
We were a party of 4 adults, mid-30s + 2 infants. There were some positives but we cannot recommend this home based on our experience. Positives: 1) Beachfront location...
4 of 5 stars Reviewed 30 August 2014
What an amazing location: right on one of the best beaches in Florida. The house is old but well maintained and has everything you need, from a washing machine to internet and air...
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From
$337
Per Night
1 / 17
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (2) Make Enquiry
Amenities & Details
  • Garden
  • DVD Player
  • Washer
  • Ceiling Fans
  • Dryer
  • Microwave
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • ?
About this property
Come, enjoy Anna Maria Island, custom waterfront home. A fisherman's delight with pristine Gulf beaches 500 yards away! Completed in 2007. Includes elevator to all three levels. This spacious 4 bedroom home will accommodate the entire family. There are 2 master suites, plus 2 additional bedrooms,... View all property information
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5 of 5 stars Reviewed 22 April 2013
We loved this house. The location was ideal - the perfect midpoint between the bay and the beach. We saw a mother and baby manatee swim by in the canal behind the house and some...
5 of 5 stars Reviewed 30 July 2012
This house was designed as a vacation rental, and everything about it is designed for a vacation. There are also lots of thoughtdul amenities, like sun hats, pool floats, beach...
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From
$674
Per Night
1 / 21
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (13) Make Enquiry
Amenities & Details
  • Garage
  • Dryer
  • Dishwasher
  • Refrigerator
  • Patio
  • Deck
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently... View all property information
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5 of 5 stars Reviewed 21 June 2014
From the moment I met with the property manager, everything well exceeded my expectations. The house has everything you could need for a wonderful beach vacation. Breathtaking...
5 of 5 stars Reviewed 13 September 2012
My Family and I rented this home for the last week of August 2012. First of all, as you know, Isaac was also threatening a visit during this time. We had to delay our trip by a...
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From
$1,573
Per Week
1 / 11
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Hot Tub
  • Grill
  • DVD Player
  • Dryer
  • Microwave
  • Refrigerator
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities... View all property information
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From
$337
Per Night
1 / 34
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (7) Make Enquiry
Amenities & Details
  • Patio
  • Microwave
  • Dryer
  • Garden
  • Ceiling Fans
  • Refrigerator
  • Dishwasher
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria... View all property information
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5 of 5 stars Reviewed 28 July 2014
This was a return visit as we loved it so much last time. We felt really relaxed here with the wonderful views from the house and the laid back attitude on the island. We were...
5 of 5 stars Reviewed 10 July 2014
This is the perfect vacation home!! Located on a canal with bay views, steps from the city pier and many restaurants and boutiques, this home feels like a slice of heaven. The...
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From
$421
Per Night
1 / 17
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the... View all property information
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