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Vacation rentals in Anna Maria Island, FL

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All 914 Rentals in Anna Maria Island
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From
$1,746
Per Week
1 / 18
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Details Reviews (2) Make Enquiry
From
$271
Per Night
1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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From
$192
Per Night
1 / 20
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (1) Make Enquiry
From
$225
Per Night
1 / 27
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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From
$175
Per Night
1 / 19
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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4 of 5 stars Reviewed 2 September 2014
Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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From
$83
Per Night
1 / 15
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sandy Pointe II unit 208, at 3607 East Bay Drive in Holmes Beach on Anna Maria Island, FL is a bright and airy, two bedrooms, and two bath holiday condo in a secluded complex, close to shopping and conveniently located to the beach. Park your car and you can go a month without pulling out your car... View all property information
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From
$166
Per Night
1 / 28
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Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated... View all property information
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5 of 5 stars Reviewed 9 October 2014
Loved this town house perfectly appointed for a family vacation. Beautiful tommy bahama furniture, comfortable living space, lots of bed space, well equipped kitchen. Beautiful...
5 of 5 stars Reviewed 29 September 2014
This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
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From
$140
Per Night
1 / 19
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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From
$83
Per Night
1 / 9
Holmes Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Old Florida Style Cottage Duplex a Very Short Stroll to the Beach -- Holmes Beach, Anna Maria Island, FL -- (2) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen & 2 Twins: No smoking: No Pets. Heated pool, shared. This newly remodeled and updated island duplex is just a stroll to the... View all property information
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From
$192
Per Night
1 / 20
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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5 of 5 stars Reviewed 16 August 2014
First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
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From
$215
Per Night
1 / 24
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
END OF YEAR SPECIAL: Book your 2 week Island Sun Get Away and Save 5% off our advertised rates OR Save 10% on a 3 week stay from 9 Aug-20 Dec 2014. Contact us TODAY for your quote! (Offer not valid during Christmas/New Years Holidays.) Come to Island Sun @ Anna Maria and enjoy a luxurious,... View all property information
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From
$157
Per Night
1 / 13
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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From
$175
Per Night
1 / 21
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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5 of 5 stars Reviewed 10 August 2014
What can one say about the Coconuts Resort on Holmes Beach, FL. Well we have spent two months of every year for ten years there and expect to do so in 2015. They are a friendly...
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From
$100
Per Night
1 / 8
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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From
$79
Per Night
1 / 18
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. The living room offers an open floor plan to the kitchen to enjoy the family during your... View all property information
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From
$169
Per Night
1 / 12
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Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
$524
Per Night
1 / 20
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Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our home is a Direct Beach Front 3 bedroom- 1 & 1/2 bath residence furnished with all the comforts of home. Panoramic view of the Gulf of Mexico from your soothing beach cottage style home and decor. The living level has a full size kitchen, half bath, great room and dining room in an open floor... View all property information
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From
$225
Per Night
1 / 31
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Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
*** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - AVAILABLE FROM AUGUST 2014 - TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. *** Leave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our... View all property information
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5 of 5 stars Reviewed 19 July 2014
This home looked great from the online pictures but was even nicer in person. Mike and Lesley went out of their way to accommodate our young family by purchasing a highchair and...
5 of 5 stars Reviewed 16 March 2014
we should declare an interest in that Mike and Lesley are long standing friends nevertheless this is, the website suggests a jewel of a property. We had a week with my husband's...
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From
$145
Per Night
1 / 8
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Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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 6 December 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 5 September 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
$208
Per Night
1 / 18
Holmes Beach
4 Bedrooms, 8 Bathrooms, Sleeps 12
Details Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living room offers big comfy furniture centered around a new 50" flat screen TV with Blue Ray/DVD player where... View all property information
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From
$157
Per Night
1 / 10
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Watch the sunsets over the Gulf of Mexico from your private beachfront balcony. Beautifully decorated studio apartment sleeps four adults and 1 child. King size bed and a new full size Murphy bed accommodate the adults and a fold-a-bed from the ottoman will sleep a child. The free trolley will pick... View all property information
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5 of 5 stars Reviewed 14 July 2014
Went with 2 adults and 3 kids for a 3 day weekend. Super clean and could not get any closer to the beach unless you were staying on a boat. If I were to stay any longer 2 bedrooms...
5 of 5 stars Reviewed 11 March 2014
What a great place to vacation. The condo was everything that the owner described. The view from the patio was exceptional. The location was perfect and the staff was extremely...
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From
$312
Per Night
1 / 37
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Anna Maria
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical... View all property information
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5 of 5 stars Reviewed 9 June 2014
We loved this house which has 5 that accommodated our extended family age 18 months to grandparents. It has a porta crib, umbrella stroller and removable baby gates to block the...
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From
$180
Per Night
1 / 16
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Tradewinds Resort on Anna Maria Island! Condo-cottage with Old Florida charm..... Welcome to paradise.....This cottage has Old Florida charm and is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored... View all property information
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5 of 5 stars Reviewed 5 June 2014
we have stayed twice at the tradewinds, Bradenton beach. the cottage is cozy and clean. any requests to the staff are taken care of quickly. the beach is across the street and...
5 of 5 stars Reviewed 9 April 2014
Lovely location between the bay and the gulf..nice private beach across the street with lounge chairs, towels, umbrellas gratis and all the "water toys" ( ie. Skidos, paddle...
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From
$256
Per Night
1 / 25
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Overlooking the Gulf of Mexico Beach, these 1250 square feet each two bedroom beach townhouses (complex of 4 apartments) arranged on two elevated levels offer beautiful views of Anna Maria island sound. A nice yard with a access to a barbecue area and a six persons tub make our apartments an ideal... View all property information
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5 of 5 stars Reviewed 2 September 2014
My husband booked a last minute trip to Bradenton Beach for Labor Day weekend. Sight unseen we booked @ the Birds Nest and were Happily surprised with our townhouse apt. Great...
5 of 5 stars Reviewed 6 July 2014
My family and I spent two nights in the apartment. It was very clean and maintained. Nice furnishings. Very roomy and comfortable. Great location for easy access to the beach...
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$291
Per Night
1 / 35
Anna Maria
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
"Living The Dream" is a spacious 2,650 sq. ft. luxurious private vacation rental home with an attached 1 car garage and has been recently re-modeled with ALL NEW furnishing throughout. This 4 bedroom, 3 bath island home sleeps 8 comfortably with new Stearns & Foster and new Sealy Posturpedic... View all property information
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From
$291
Per Night
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Special Offer: Dec. 11-21 $900.00 All-Inclusive Per Week Plus One Night Free!!! This luxurious Anna Maria Island beach rentals condo is an immaculate 2 bedroom, 2 bathroom first floor condo completely surrounded by four tropical bodies of water with the Gulf Of Mexico to the West, Tampa Bay to the... View all property information
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From
$116
Per Night
1 / 23
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
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4 of 5 stars Reviewed 1 December 2014
Excellent location near all the best restaurants and 20 steps to the beach!!! I was the first person to rent this cozy clean cute beach house. Danny & Brenda are very...
5 of 5 stars Reviewed 31 August 2014
Everything was perfect on our stay at Ohana North. We had a great time being close to the beach. The place was clean and thoughtfully stocked with things like beach chairs...
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From
$198
Per Night
1 / 52
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Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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5 of 5 stars Reviewed 29 October 2014
We had a great time and the house was perfect. Our group was two families with 5 young children and 4 adults. Plenty of room in the house and everyone loved the pool. Alex was...
5 of 5 stars Reviewed 10 September 2014
We stayed in the house for a 4th of July holiday. The house is very well kept and had ample room for 4 adults and 3 children. The house is located a short walk from the beach...
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From
$315
Per Night
1 / 20
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Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (76) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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4 of 5 stars Reviewed 2 July 2014
The house is very nicely decorated and has many extras like beach toys, chairs, etc. The pool is very nice and makes the vacation so much better than just going to the...
5 of 5 stars Reviewed 3 June 2013
We stayed in the Clark House in March for a week, while visiting our aunt that winters in Bradenton, nearby. We had an excellent vacation. Yes, the weather was poor that week...
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From
$175
Per Night
1 / 24
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • High Speed Internet
  • Outdoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering... View all property information
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2 of 5 stars Reviewed 26 March 2013
We love Anna Maria Island.This was our second visit to the island and were looking forward to staying in a "luxury" villa for a month as that was how this property was advertised...
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$175
Per Night
1 / 12
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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4 of 5 stars Reviewed 5 August 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
5 of 5 stars Reviewed 19 August 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
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From
$233
Per Night
1 / 18
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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5 of 5 stars Reviewed 21 July 2014
Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles...
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$291
Per Night
1 / 127
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
Dec. 11-27 Special Offer $900.00 all-inclusive per week plus one night free. The Anna Maria Island Beach Sands Condo directly overlooks the Gulf of Mexico is an immaculate 2 bedroom, 2 bathroom, first floor condo surrounded by four tropical bodies of water with the Gulf Of Mexico to the West,... View all property information
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5 of 5 stars Reviewed 2 November 2014
On our last week of 6 weeks. The condo is more than we could have asked for. Modern and clean with a stunning view of the beach and the nightly sunsets. We WILL be back,
5 of 5 stars Reviewed 20 September 2014
The view, location, accessibility to restaurants and shopping, decor and amenities within the condo were superb. I will undoubtedly return. I loved every minute of it.
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$233
Per Night
1 / 21
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Spend your vacation enjoying the Island life in a quiet and well-kept family neighborhood snuggled between the Gulf of Mexico and Anna Maria Sound. Our house is less than a mile north of the Cortez bridge (SR 684) affording easy access to the mainland. Each unit has 2 bedrooms, 2 baths, A/C,... View all property information
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5 of 5 stars Reviewed 6 July 2014
recently spent a relaxing time at the beach. great weather, beautiful beaches, walking distance to a variety of restaurants, enjoyed the 4th of july celebrations on the beach. a...
5 of 5 stars Reviewed 21 June 2014
When owner John Donato said "just a block away", he meant it! In fact one or two blocks either way got one to lovely beaches on Anna Maria Island in Florida. The rental had a...
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From
$155
Per Night
1 / 16
Holmes Beach
2 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private... View all property information
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From
$133
Per Night
1 / 33
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
  • x
About this property
Delightful getaway located on Bradenton Beach on Anna Maria Island. This first floor condo with beautiful views is directly across the street from the white powder sand beach. Slow down and experience the charm of 'Old Florida'. Enjoy beautiful sunsets. Walk to nearby unique shops and restaurants,... View all property information
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5 of 5 stars Reviewed 22 August 2014
I guess we just can't get enough of "Footprints in the Sand", as we just returned from our third stay within a year! This time we spent two weeks in paradise. The place is...
5 of 5 stars Reviewed 16 March 2014
My husband and I enjoyed a relaxing break in this beach condo that had all amenities and more than we hoped for during our week. The location was perfect and we enjoyed the...
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From
$215
Per Night
1 / 41
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • ?
  • Wheelchair access
  • Elder access
About this property
Top rental manager - 2011!! Rent with confidence knowing that Travelers rated the owner/manager of this property one of FlipKey's best!
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5 of 5 stars Reviewed 24 June 2014
My family stayed here the week following Father's Day. This was our first time in Bradenton Beach. We fell in love with this unit the moment we walked in the place! The location...
5 of 5 stars Reviewed 9 February 2014
The house was excellent! It was clean, comfortable and easy access. The area and restaurants was great!
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From
$262
Per Night
1 / 24
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Bradenton Beach
4 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 10 April 2014
Auf der schönsten Insel Anna Maria Island gelegen. Traumhaus in Traumlage. Aussicht, Pool, Zimmer, Küche,eigentlich das ganze Haus ist kaum zu übertreffen. Nur zu empfehlen.
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$204
Per Night
1 / 22
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
This is no ordinary rental! It is elegant, immaculate with upscale furnishings & very private while in one of the best locations on the Island! No car necessary while staying in this 1/1 apartment with optional 2nd bedroom (please inquire for availability). Second queen bedroom available for $75... View all property information
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5 of 5 stars Reviewed 21 July 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
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$112
Per Night
1 / 25
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
  • x
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About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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From
$111
Per Night
1 / 32
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • ?
  • Wheelchair access
  • Elder access
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About this property
2br/1ba elevated turnkey steps from the bay, 2 blocks from the Gulf of Mexico. Fully furnished. Children's Park and kayak launch at end of street. Beach chairs, towels, grill provided. Gorgeous view of bay from front porch swing. Perfect place for relaxing family vacation. White sand beach, bay... View all property information
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5 of 5 stars Reviewed 11 September 2014
This house is the perfect beach house. Located in a nice and quite neighborhood. Walking distance to the beach both sides and so close to a small park with a playground (I watched...
5 of 5 stars Reviewed 12 August 2014
What a wonderful place to stay! Beautiful view of the bay from my porch. Right next door there was a playground for my children to play on, after spending the day on the beach...
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$215
Per Night
1 / 11
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Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Gorgeous unit, three private decks to relax on. Two car garage for secure and covered parking. Fully equipped Kitchen with Refrigerator, Stove, and Microwave, dishwasher, garbage disposal, dishes, pots & pans. TV with cable, VCR & DVD player and high speed internet with Wi-fi. Main bedroom has a... View all property information
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5 of 5 stars Reviewed 5 June 2014
My family and I had a great time at this location. Unfortunately, upon arrival I had to work even while on vacation which required immediate access to the wireless internet in...
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From
$114
Per Night
1 / 30
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Bay front property - This beautiful 2 bedroom, 2bath, ground floor, water view condo is newly renovated and just lovely with water views from most rooms. Runaway Bay is a lovely Anna Maria Island vacation rental and multi premied quality resort on beautiful grounds between the Gulf of Mexico and... View all property information
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5 of 5 stars Reviewed 30 October 2014
Already submitted a full review just to confirm that the unit is in a great location with lovely views over the intercoastal The furnishings were new and the bed was really...
5 of 5 stars Reviewed 30 October 2014
ottima posizione, casa pulita e accogliente, con tutti i confort che uno cerca, spiaggia a due passi, vista mare e residence attrezzato e ben tenuto. internet wi-fi veloce e...
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From
$145
Per Night
1 / 24
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Aloha and welcome to our Island Home. “Ohana” is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled in Anna Maria Island, Florida. Ohana Hale Beachside is 150 feet to the white sand beaches and turquoise waters of the Gulf of Mexico. Beachside is 4 suites... View all property information
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5 of 5 stars Reviewed 14 September 2014
This two bedroom unit is very well appointed with full stove and refrigerator. Everything we needed to do a little cooking. There are two TV's and many other amenities. We plan...
5 of 5 stars Reviewed 8 August 2014
I rented 3 units, all of them where very clean, confortable, and have everything that you need. I love them, and i want to come back again .
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From
$233
Per Night
1 / 12
Anna Maria
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Dishwasher
  • Dryer
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$105
Per Night
1 / 10
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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  • ?
About this property
Find Island Time Inn located on Historic Bridge St along with unique boutiques & a variety of fabulous restaurants. All are perfectly situated between the Gulf of Mexico’s sugar sand beaches just across Gulf Drive & the fishing pier leading out to Sarasota Bay. Our comfortable and convenient... View all property information
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5 of 5 stars Reviewed 15 September 2014
This place was amazing! It doesn't look like much on the outside, but when we walked into our room, we were blown away by the size, cleanliness, and amenities of our room. I...
5 of 5 stars Reviewed 21 July 2014
From making the initial reservation to check out, the staff was very friendly and courteous. Amenities were awesome as well. Will definitely be back!
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$196
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1 / 64
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
  • x
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About this property
Come to the Anna Marie Island Gulf-View Retreat to get away from it all! Enjoy the seclusion that Anna Maria Island provides. Spend the day on the beach, which is a simple 1-2 minute walk across the back yard, or hang out fishing in one of the many great spots nearby or on the Gulf of Mexico. If... View all property information
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From
$291
Per Night
1 / 78
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Special Offer: Dec. 11-27 $900.00 All-Inclusive Per Week Plus One Night Free!!! The Anna Maria Island Beach Palms has just been completely updated with a new state of the art ultra high efficiency air conditioning system with all new duct work, 3 new flat screen televisions, 2 new bedrooms suites,... View all property information
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5 of 5 stars Reviewed 20 June 2014
This was our 3rd stay at this condo. We love Anna Maria Island! We see something interesting in the water every year. This year we saw dolphins every day in the bay and twice...
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$204
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1 / 21
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Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite,... View all property information
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5 of 5 stars Reviewed 6 June 2014
We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony...
4 of 5 stars Reviewed 13 May 2014
We really enjoyed our stay here. The condo was beautifully decorated. We loved sitting on the deck. The beach is beautiful, and the pool is nice too. The condo is spacious and...
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$158
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1 / 21
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico with no... View all property information
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5 of 5 stars Reviewed 15 July 2014
Where do I start! First, if you live anywhere near central Florida, this is one of those magical FL west coast places you must visit. A little, secluded, but quaint paradise just...
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Waterfront vacation rentals on Anna Maria Island

Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

“Old Florida” charm and easy island living

Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

One-of-a-kind dining and shopping

Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

Take a side trip south to “Shangri-la”

Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

Vacation rental homes, a superb value for families and friends

Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.