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Vacation rentals in Anna Maria Island, FL

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All 912 Rentals in Anna Maria Island
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$166
/ Night
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1 / 28
5 of 5 stars (5) Excellent
Holmes Beach
3 Bedrooms / 3 Bathrooms / Sleeps 8
travellers have booked this property
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$165
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1 / 22
5 of 5 stars (11) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
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$224
/ Night
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1 / 27
5 of 5 stars (4) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
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$157
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1 / 13
4.5 of 5 stars (4) Very good
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 2
travellers have booked this property
Overview 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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$271
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1 / 33
5 of 5 stars (8) Excellent
3 Bedrooms / 2 Bathrooms / Sleeps 7
Overview Reviews (8) 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
606 hampshire lane, holmes beach fl 34217... Exquisite home on a great extra wide canal across the street from the key royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom overlooking the dock, pool and outside sitting... View all property information
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$150
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1 / 16
4.5 of 5 stars (3) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your... View all property information
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$139
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1 / 19
5 of 5 stars (1) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 5
travellers have booked this property
Overview 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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$174
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1 / 19
4 of 5 stars (1) Very good
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
traveller have booked this property
Overview 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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$341
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1 / 27
Holmes Beach
4 Bedrooms / 4 Bathrooms / Sleeps 8
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Catchin' Rays located at 6801 Gulf Drive, Holmes Beach. Only 150 steps to the Gulf of Mexico and the best beaches on the West Coast of Florida. New to the vacation rental program and this ground level vacation 4 bedrooms, 4 bathroom vacation rental home is located on beautiful Anna Maria... View all property information
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$192
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1 / 20
5 of 5 stars (1) Excellent
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview 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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$186
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1 / 20
5 of 5 stars (1) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
Overview Reviews (1) 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
ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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5 of 5 stars Reviewed 1 December 2014
LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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$100
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1 / 8
5 of 5 stars (4) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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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$1,742
/ Week
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1 / 18
5 of 5 stars (2) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
traveller have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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5 of 5 stars Reviewed 18 April 2014
I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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$174
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1 / 21
5 of 5 stars (1) Excellent
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview 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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$366
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1 / 30
5 of 5 stars (14) Excellent
Holmes Beach
5 Bedrooms / 8 Bathrooms / Sleeps 10
Overview Reviews (14) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
***RECENT UPDATES!!! This property was recently updated with new features and amenities including; new patio furniture, new bench seats, a new entry table, new grill, new patio doors, updated décor, new lighting, wall pictures, throw pillows, bedding and ceiling fans.*** Large and private vacation... View all property information
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$232
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1 / 31
5 of 5 stars (4) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview 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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$581
/ Night
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1 / 20
5 of 5 stars (1) Excellent
Anna Maria
3 Bedrooms / 2 Bathrooms / Sleeps 8
travellers have booked this property
Overview 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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$203
/ Night
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1 / 22
5 of 5 stars (1) Excellent
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 3
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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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$168
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1 / 12
4.5 of 5 stars (6) Very good
Anna Maria
2 Bedrooms / 1 Bathroom / Sleeps 6
travellers have booked this property
Overview 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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$141
/ Night
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1 / 25
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Note: This property requires a 30-day minimum stay. This two-bedroom Holmes Beach vacation rental condo is the perfect size for a small family or group, or even a romantic getaway. Located in the Westbay Point & Moorings complex, it is tucked away from everything truly making it a hidden gem. With... View all property information
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$197
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1 / 52
5 of 5 stars (9) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 8
travellers have booked this property
Overview 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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$311
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1 / 37
5 of 5 stars (3) Excellent
Anna Maria
5 Bedrooms / 3 Bathrooms / Sleeps 12
travellers have booked this property
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
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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$232
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1 / 18
5 of 5 stars (1) Excellent
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
traveller have booked this property
Overview 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 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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$290
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1 / 127
5 of 5 stars (10) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
Overview Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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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$174
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1 / 24
3 of 5 stars (2) Average
Holmes Beach
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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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$215
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1 / 41
5 of 5 stars (5) Excellent
Bradenton Beach
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • 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
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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$261
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1 / 24
5 of 5 stars (1) Excellent
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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$110
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1 / 32
5 of 5 stars (2) Excellent
Bradenton Beach
2 Bedrooms / 1 Bathroom / Sleeps 5
travellers have booked this property
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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
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
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
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1 / 11
5 of 5 stars (1) Excellent
Bradenton Beach
3 Bedrooms / 3 Bathrooms / Sleeps 8
travellers have booked this property
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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
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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1 / 19
4 of 5 stars (7) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit... View all property information
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5 of 5 stars Reviewed 2 August 2014
My family and I recently stayed in this unit. It has everything you need and even had beach chairs and pool floats. The pictures do not do the unit justice, new furniture and...
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$114
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1 / 30
5 of 5 stars (3) Excellent
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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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$195
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1 / 64
5 of 5 stars (1) Excellent
Bradenton Beach
3 Bedrooms / 2 Bathrooms / Sleeps 8
travellers have booked this property
Overview Reviews (1) Make Enquiry
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
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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$290
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1 / 78
5 of 5 stars (1) Excellent
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (1) 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
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  • 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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$203
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1 / 21
4.5 of 5 stars (2) Very good
Bradenton Beach
3 Bedrooms / 3 Bathrooms / Sleeps 7
travellers have booked this property
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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
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  • Wheelchair access
  • Elder access
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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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$154
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Holmes Beach
2 Bedrooms / 3 Bathrooms / Sleeps 4
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  • Dishwasher
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • 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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1 / 21
5 of 5 stars (15) Excellent
Bradenton Beach
1 Bedroom / 2 Bathrooms / Sleeps 4
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
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5 of 5 stars Reviewed 23 October 2014
Our experience was great from the start. Quick response from the owner Betty, follow up emails with detailed check in information. Upon arrival our first thought was that it was...
4 of 5 stars Reviewed 28 August 2014
Very cozy, very comfortable king size bed...the AC units worked well but one of them (in the bedroom) was very noisy...The small oven needed deep cleaning , especially inside the...
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$215
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1 / 24
5 of 5 stars (3) Excellent
Bradenton Beach
3 Bedrooms / 2 Bathrooms / Sleeps 7
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • 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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$245
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1 / 34
4 of 5 stars (1) Very good
Holmes Beach
4 Bedrooms / 2 Bathrooms / Sleeps 10
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
About this property
Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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4 of 5 stars Reviewed 2 October 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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5 of 5 stars (10) Excellent
Bradenton Beach
2 Bedrooms / 1 Bathroom / Sleeps 6
travellers have booked this property
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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
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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$111
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1 / 25
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
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  • Wheelchair access
  • Elder access
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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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1 / 21
4.5 of 5 stars (7) Very good
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (7) 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
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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1 / 10
5 of 5 stars (2) Excellent
Bradenton Beach
1 Bedroom / 1 Bathroom / Sleeps 5
travellers have booked this property
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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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$145
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4.5 of 5 stars (4) Very good
Bradenton Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview 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
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Vacation condo steps to the beach or community boat doc. This Turn key ready condo offers wonderful views of the Gulf of Mexico and Sarasota Bay. Free Trolley goes up and down island. Within walking distance of resturants. We provide beach chairs for your confort so you can sit and watch the... View all property information
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4 of 5 stars Reviewed 10 December 2014
This was a great getaway for our 4 day trip to FL, and was a bargain in comparison to what we would have gotten for the same price had we stayed in a hotel/motel! First, you...
4 of 5 stars Reviewed 2 September 2013
Beautiful house near the beaches a very welcoming place to relax and have a good time with family and friends. Close to historic areas and restaurants and other amenities.
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$256
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1 / 25
5 of 5 stars (5) Excellent
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
travellers have booked this property
Overview Reviews (5) Make Enquiry
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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5 of 5 stars (25) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (25) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo directly on the beach. It’s in a popular Gulf front complex with a large heated pool, elevator and undercover parking. This complex is located adjacent to the Manatee Public... View all property information
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5 of 5 stars Reviewed 3 July 2014
Let see where to start,this condo is very clean and well stocked with everything you can think of! Our trip here was the best we have ever had! We will be back next year! The...
5 of 5 stars Reviewed 1 March 2013
This is one of the best properties we stayed in. Owners/managers do a wonderful job of making sure you are in good hands. Owner called us after we arrived which was really...
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1 / 17
4.5 of 5 stars (4) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • 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 charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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5 of 5 stars Reviewed 19 June 2014
This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
4 of 5 stars Reviewed 18 May 2014
Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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4.5 of 5 stars (8) Very good
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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4 of 5 stars Reviewed 13 October 2014
My husband and I were pleasantly surprised with this condo unit. It was so well equipped and nicely appointed with furnishings, lines and the like that we could have seen...
5 of 5 stars Reviewed 31 August 2014
We had a good time staying at this place. It was easy to get to, well situated next to the beach and a few dining establishments. WiFi was handy, TV channels were good, the...
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5 of 5 stars (13) Excellent
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Photos and Description of the Bradenton Beach vacation condo rental 2 bedrooms, 2 full bathrooms, sleeps 4 This condo is located on the second floor in Runaway Bay. Runaway Bay is a lovely vacation resort on beautiful grounds between the Gulf of Mexico and Sarasota Bay (north of Sarasota and... View all property information
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5 of 5 stars Reviewed 17 October 2014
This Condo has all you need and is so welcoming. Just a short distance and you are on a white sandy beach and the warm waters of the Gulf of Mexico. The location also has a great...
5 of 5 stars Reviewed 24 August 2014
This is such a great place for a vacation. My family of four couldn't have had better time! The location is ideal - steps from the beach, trolley stop to other beaches and...
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From
$290
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5 of 5 stars (13) Excellent
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview 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
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1 / 22
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
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  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sunbow Bay Condominium #109 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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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.