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Vacation Rentals in Anna Maria, FL

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All 172 Rentals in Anna Maria
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From
$268
Per Night
1 / 37
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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$170
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$500
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1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$145
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Dishwasher
  • Air Conditioning
  • Dryer
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Stove
  • Satellite TV
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  • 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 July 10, 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 June 27, 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
$2,779
Per Week
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$875
Per Night
1 / 22
8 Bedrooms, 7 Bathrooms, Sleeps 20
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Amenities & Details
  • Patio
  • Grill
  • Washer
  • Microwave
  • Hot Tub
  • Garage
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Blue Bay is a gorgeous brand new, custom luxury home that is now completed and ready for rental. This stunning high end home is comprised of two separate buildings, a main house and a guest house, with a tropical pool with tiki, spa, out door kitchen, sun deck and fire pit, in between the two.... View all property information
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From
$121
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Refrigerator
  • Dryer
  • Stove
  • Grill
  • Dishwasher
  • Patio
  • TV
  • Parking
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
$500
Per Night
1 / 27
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Patio
  • Parking
  • Air Conditioning
  • Terrace
  • Number Of Bedrooms
  • Balcony
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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
$319
Per Night
1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Parking
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Now until December 31st 2014 Weekly Special of $1,549.00 ( no other discounts would apply and NON-holiday week.) Enjoy fantastic sunsets and views of the aqua blue waters of the Gulf of Mexico from this 4 bedroom 3 bath Anna Maria City vacation rental home. Enjoy the best location on Anna... View all property information
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From
$1,900
Per Week
1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Satellite TV
  • Garage
  • Ceiling Fans
  • Grill
  • Parking
  • Air Conditioning
  • Patio
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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
$142
Per Night
1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Air Conditioning
  • # Of Bathrooms
  • Number Of Bedrooms
  • Gym
  • Satellite TV
  • Internet Access
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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
$99
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Ceiling Fans
  • Terrace
  • # Of Bathrooms
  • Guest Count
  • Gym
  • Balcony
  • Internet Access
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
$3,750
Per Month
1 / 25
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Terrace
  • Garage
  • Guest Count
  • Patio
  • Ceiling Fans
  • Internet Access
  • Grill
  • Air Conditioning
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
$200
Per Night
1 / 24
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4 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Gym
  • Internet Access
  • Satellite TV
  • Parking
  • Ceiling Fans
  • Grill
  • Garage
  • 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
$360
Per Night
1 / 43
3 Bedrooms, 8 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Internet Access
  • Pool
  • Dishwasher
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friends at the highly coveted north end of Anna Maria Island. It's just a short stroll from Bean Point beach and an easy walk to the Rod & Reel and City piers for fishing, dining or... View all property information
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From
$209
Per Night
1 / 17
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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About this property
Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private... View all property information
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4 of 5 stars Reviewed December 15, 2014
The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is...
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From
$500
Per Night
1 / 26
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Patio
  • Dryer
  • Heated Pool
  • Elevator/Lift access
  • Parking
  • DVD Player
  • Private Pool
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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 August 19, 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
$300
Per Night
1 / 26
3 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Grill
  • TV
  • DVD Player
  • Patio
  • Dryer
  • 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 October 29, 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 July 20, 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
$156
Per Night
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • Elder access
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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 September 6, 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
$179
Per Night
1 / 31
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (15) Make Inquiry
Amenities & Details
  • Pool
  • Dishwasher
  • Internet Access
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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About this property
** Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses ** Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL -- (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King, 2 twins, 2 bunk... View all property information
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From
$125
Per Night
1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (10) Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Microwave
  • Washer
  • Refrigerator
  • TV
  • Safe
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Charming, newly renovated, the Becker Beach Bungalow offers a comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed, second bedroom with 2 twin beds, and an additional daybed with pop up in the sun room. The living room also has a... View all property information
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5 of 5 stars Reviewed December 6, 2014
Wonderful location and exactly as advertised. We used the wired connection for the internet and it worked just fine. Excellent turn-key property which we recommend to others.
5 of 5 stars Reviewed September 5, 2014
I planned a surprise trip for my wife and found this place solely based on Trip Advisor reviews. I talked to the owner Sandy who was extremely helpful in giving me more details...
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From
$145
Per Night
1 / 18
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Dishwasher
  • Outdoor Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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 October 4, 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 May 13, 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
$101
Per Night
1 / 10
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Internet Access
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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 August 21, 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
$175
Per Night
1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious... View all property information
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From
$200
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Patio
  • Microwave
  • Ceiling Fans
  • Washer
  • TV
  • Stove
  • Dryer
  • 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
$123
Per Night
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sunny Side-Up 267 Gladiolus Street Anna Maria, Fl. 34216 Trendy colorful, happy cottage located in popular Anna Maria City. This 2 bedroom 2 bath ground level home was completely renovated inside and out. All new furniture throughout with lots of fun decor and an island feel. A delight the... View all property information
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From
$150
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Internet Access
  • Dishwasher
  • Outdoor Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Windsong Cottage 119 Beach Avenue Anna Maria, Fl 34216 Windsong Cottage is a charming 2 bedroom 2 bath elevated home just five houses from the Gulf. It has an open floor plan with new, comfortable furnishings that make you feel *right at home*. The plantation shutters add to that "Old... View all property information
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From
$209
Per Night
1 / 19
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Outdoor Pool
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casa Muratti 210 Palmetto Avenue Anna Maria Fl. 34216 This is an exceptional 4 bedroom 3.5 bath Mediterranean style home just a short walk to the Gulf of Mexico. With its modern decor and bright open floor plan this home is perfect for your vacation getaway! There is a private heated pool and a... View all property information
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From
$300
Per Night
1 / 27
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Outdoor Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Whitecaps 749 Jacaranda Anna Maria, FL 34217 Whitecaps is a luxury tropical island style 5 bedroom, 3.5 bathroom home located at the prestigous north end of Anna Maria Island. This home sits only 1 block in from the Gulf beaches and is only about a 1 minute stroll over to the water. It... View all property information
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From
$271
Per Night
1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Parking
  • Dishwasher
  • Microwave
  • Patio
  • Refrigerator
  • Dryer
  • Stove
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time.... View all property information
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From
$360
Per Night
1 / 24
5 Bedrooms, 3 Bathrooms, Sleeps 16
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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
$209
Per Night
1 / 30
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Outdoor Pool
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Pelican Villa 214 Magnolia Avenue Anna Maria, Fl. 34216 Pelican Villa is a newly constructed home on the prestigious north end of Anna Maria Island. You will find 4 bedrooms and 3 full bathrooms in this property. This building is an elevated home with a large covered patio area and a... View all property information
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From
$300
Per Night
1 / 25
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Heated Pool
  • TV
  • High Speed Internet
  • Parking
  • Dryer
  • Grill
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches,... View all property information
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From
$255
Per Night
1 / 24
5 Bedrooms, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Dishwasher
  • Outdoor Pool
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Del Sol 211 Chilson Avenue Anna Maria, FL 34217 This is an exquisite, newly remodeled 5 bedroom, 3 bath ground level home with available boat dock. Inside the home you will find quality furnishings with a Caribbean decor. The open floor plan provides the perfect space for spending... View all property information
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From
$1,295
Per Week
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Waterfront
  • Dishwasher
  • Grill
  • Water Views
  • Internet Access
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
$262
Per Night
1 / 28
5 Bedrooms, 4 Bathrooms, Sleeps 12
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa La Concha 113 Maple Avenue Anna Maria, Fl 34216 Villa La Concha is a stunning brand new elevated and luxury Island home located on the prestigious Northern end of Anna Maria Island. This lovely home is located West of Gulf Drive and just 1 minute stroll down the street from a direct beach... View all property information
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From
$225
Per Night
1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Internet Access
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  • x
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  • Elder access
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About this property
Whispering Whale Retreat 505 Spring Avenue, Anna Maria, Fl 34216 Whispering Whale Retreat is a lovely brand new elevated home with 4 bedrooms and 2 bathrooms. Located on the prestigious Northern end of Anna Maria Island this versatile home incorporates the best of all that Anna Maria Island... View all property information
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$250
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4 Bedrooms, 3 Bathrooms, Sleeps 14
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  • x
  • x
  • ?
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  • x
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About this property
Ocean Walk 117 Willow Avenue Anna Maria Island, Fl 34216 Ocean Walk is a brand new private home that is now ready for rental! The style of the home offers a very attractive roof line with steep pitches, lots of balconies and being located West of Gulf drive there are no busy roads to cross and... View all property information
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$250
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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  • DVD Player
  • Heated Pool
  • Grill
  • High Speed Internet
  • TV
  • Dryer
  • Private Pool
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Tortuga Bay 9405 Gulf Dr. Anna Maria, FL 34216 This one is extraordinary! Tortuga Bay is a completely renovated, ground level, 5 bedroom property that has one of the most outstanding tropical pools on the island- featuring a theme-park style water-slide! Located in the prestigious city of... View all property information
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$211
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Parking
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The special "North End" vacation rental is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall Chickee (tiki) hut was hand-built by Native Americans and... View all property information
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$170
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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About this property
Anna Maria Cottage 104 Magnolia Avenue Anna Maria Island, FL 34216 This beautiful historic beach cottage is a true embodiment of "Old Florida Charm". This wonderful home offers 3 suites, each with their own en-suite full bathroom, a wrap around porch with stunning Gulf views and much more!... View all property information
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$200
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • x
  • ?
About this property
White Sands 709 North Bay Blvd Anna Maria, Fl 34216 White Sands is a newly renovated beach cottage located on the prestigious Northern end of Anna Maria Island. Offering 3 bedrooms and 2 bathrooms, a new kitchen and a private heated pool this home is ideal for your Island getaway! Lots of... View all property information
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$300
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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  • Internet Access
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Marianne 111 Maple Ave. Anna Maria, Fl. 34216 Wow, you just can't say enough great things about this beautiful beach villa! This 5 bedroom, 4 bathroom home so close to the beach- no more than a 1 minute stroll and located on the prestigious North end of the island. Every room is... View all property information
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$156
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
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  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A Snails Place 302 Spring Avenue Anna Maria, Fl. 34216 This beautifully decorated 3 bedroom, 2 bath ground level home is just a short walk to the Gulf of Mexico. With it's convenient location on Spring Avenue you are walking distance to historic Pine Avenue! This adorable cottage offers a... View all property information
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$429
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1 / 38
4 Bedrooms, 4 Bathrooms, Sleeps 12
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  • Dishwasher
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  • Pet-friendly
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  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the white sugar sand... View all property information
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From
$500
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pet-friendly
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  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Serendipity 789 North Shore Drive Anna Maria, Fl. 34216 GULF FRONT HOME - "Serendipity" - Just as its name implies: "A pleasant surprise"! Enjoy coastal living at its best. Newly renovated private home that still embraces that "Old Florida" charm with high end quality decor and furnishings... View all property information
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$209
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1 / 17
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • TV
  • Grill
  • Private Pool
  • DVD Player
  • Dryer
  • Heated Pool
  • High Speed Internet
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sundown South 300 N. Shore Unit A Anna Maria, Fl. 34216 This is a one of a kind brand new construction on Anna Maria Island. Sundown South has 4 bedrooms and 3 full baths and a private heated pool. Located on a beautiful lake on the prestigious North Shore Drive and only a very short walk to... View all property information
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$193
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1 / 14
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pet-friendly
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  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Moondance 206 Spring Lane Anna Maria, Fl. 34216 If you are looking for a unique property you have found it! This property sits right out on the beach and has a private balcony from the property to the beach. Nestled in the heart of Anna Maria, Moondance offers quaint privacy but is only a very... View all property information
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$300
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1 / 31
5 Bedrooms, 3 Bathrooms, Sleeps 16
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Amenities & Details
  • Dryer
  • Parking
  • Heated Pool
  • High Speed Internet
  • Private Pool
  • Grill
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Lighthouse Lagoon 508 Spring Avenue Anna Maria, Fl. 34216 Lighthouse Lagoon is a beautifully updated 5 bedroom, 3 bathroom Island home located on Spring Street on the North-end of Anna Maria Island. The rear of the house backs up to outstanding Pine Avenue with it's quaint shops, wonderful... View all property information
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$114
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Parking
  • Internet Access
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This lovely elevated vacation rental home features three bedrooms, two baths and a large living/dining room area for entertainment. The large screened lanai off the living room makes a pleasant place for morning coffee, evening meals or just sitting back, relaxing and reading. The lush enclosed... View all property information
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Suitability

  • Wheelchair access (5)
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  • Internet (151)
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  • Grill (83)
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