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House rentals in Anna Maria Island, FL

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All 923 Rentals in Anna Maria Island
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From
$150
Per Night
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1 / 25
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
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$123
Per Night
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1 / 31
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$275
Per Night
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1 / 25
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$292
Per Night
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1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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From
$1,120
Per Week
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1 / 19
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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$125
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1 / 17
Holmes Beach
2 Bedrooms, 7 Bathrooms, Sleeps 7
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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
Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2.5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins & Sleeper Sofa: wirless internet, No smoking: No Pets. Absolutely fabulous two bedroom and two and a half baths in Gulfview Town Houses... View all property information
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$250
Per Night
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1 / 21
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
  • ?
  • 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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From
$2,628
Per Week
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1 / 13
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Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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5 of 5 stars Reviewed 22 January 2015
A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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$199
Per Night
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1 / 30
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
What a special place! Remember days gone by in this Key West style island getaway with sparkling pool in a tropical paradise setting. Spacious three bedroom plus den and two bath vacation rental home in desirable Anna Maria City. This property is close to everything including the azure gulf... View all property information
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$207
Per Night
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1 / 20
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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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
  • 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
$375
Per Night
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1 / 23
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Holmes Beach
4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
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5 of 5 stars Reviewed 8 February 2015
First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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$1,877
Per Week
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1 / 18
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details 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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$188
Per Night
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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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$753
Per Week
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1 / 8
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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
$116
Per Night
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1 / 14
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (2) Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
** Fall Savings! Rent one week, get the second for FREE! 14 days of sunshine and paradise for the price of 7! Now through December 2014, new reservaitons only ** Ground level remodeled three bedroom and two bath island vacation rental home just one short block to the best beaches Anna Maria... View all property information
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From
$232
Per Night
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1 / 11
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Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
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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$242
Per Night
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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
$150
Per Night
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1 / 10
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the... View all property information
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5 of 5 stars Reviewed 3 February 2015
The pictures are pretty spot on. There are a total of six units in the complex. If you are looking for nightlife and a wild time, this is not the place for you. It's very quiet...
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$188
Per Night
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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
  • Grill
  • Internet Access
  • Washer
  • Wi-Fi
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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$85
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1 / 18
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 4
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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
$287
Per Night
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1 / 31
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Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 20 January 2015
I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every...
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...
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$144
Per Night
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1 / 21
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Bradenton Beach
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (15) Make Enquiry
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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$143
Per Night
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1 / 33
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
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
  • ?
  • 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 24 January 2015
This rental is 100 per cent as advertised. Mayra tells it perfectly when advertising this property. My brother and I could only be happier if we could buy it vs renting it.
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...
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From
$169
Per Night
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1 / 10
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (3) 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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3 of 5 stars Reviewed 11 February 2015
The location was excellent- balcony looked right onto the gulf so we saw beautiful sunsets and the price was fair. The pool was heated and the staff was over co-operative in...
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...
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$113
Per Night
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1 / 15
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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
$179
Per Night
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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... 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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$200
Per Night
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1 / 20
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details 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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From
$119
Per Night
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Safe
  • 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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From
$876
Per Week
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (13) Make Enquiry
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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Anna Maria
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Internet Access
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Steps to the beach - 'Old Florida' beach cottage located at 118 Palmetto Avenue, Anna Maria, Anna Maria Island, FL -- (2) Bed: (2 ) Bath: Accommodates up to (6) people: 1 King, 2 twins, 1 queen sleeper: Wireless : free long distance phone in the USA and enhanced cable channels. No smoking: Pets... View all property information
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Holmes Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • 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
Castnetter Beach Resort is located in the center of beautiful Anna Maria Island and directly across the street from the 7-Acre 'Manatee Public Beach.' Castnetter's has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Extensive renovations... View all property information
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5 of 5 stars Reviewed 7 April 2013
We just got back from a GREATweek on Anna Maria island and stayed in Castnetter #6 which is adjacent to and essentially identical to Castnetter 5. The 2 bedroom condo was...
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Anna Maria
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beachie, Bright and Beautiful. Say no more. You’re there! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime!... View all property information
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5 of 5 stars Reviewed 23 January 2015
From the blessed sunny moment we arrived until the morning we left-we smiled. Beach Nest is absolutely enchanting! We saw manatees playing off the dock in our backyard and watched...
5 of 5 stars Reviewed 7 July 2014
Five of us ranging in age from 7 to 80 had the pleasure of staying in this home for a week. Everyone had a fantastic time! Many hours were spent in the pool and at the beach. We...
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a beautifully renovated 2 UNIT 'Old Florida' style cottage......Great Views of the Beach & BAY..... JUST 100 FEET to the most stunning, sugar-sand beaches on the Gulf. 1 BR Beachside Unit sleeps 2-4.......2BR Bayside Unit sleeps 2-6. 2 Families? Grandparents traveling too? Rent the... View all property information
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$156
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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  • 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 3 January 2015
Great location on the Island and everything is in walking distance and of course the free Trolley is always handy. Ohana Hale was clean and everything new. We stayed in the two...
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...
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$99
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Safari Suite located at 1105 Gulf Drive South in Bradenton Beach on Anna Maria Island, FL -- The living room is decorated in a jungle motif and includes a color 46'' Sony High Definition television, VCR and DVD, sofa bed, and large walk-in closet. An eat-in kitchen has seating for 4. Brand... View all property information
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5 of 5 stars Reviewed 27 August 2014
Close to beach, well equipped and quiet. Kitchen was easy to cook in and huge TV could be seen easily from living room and kitchen.
4 of 5 stars Reviewed 23 July 2014
My hubby and had a great week away in perfect place for two. We had everything we needed and apartment was updated and nicely appointed. It was so nice to be able just to walk...
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Satellite TV
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. Your vacation Hale (home) has... View all property information
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5 of 5 stars Reviewed 20 January 2015
Stayed the week of Christmas with my husband and teenage daughters. Location was great and the unit was beautiful. Owners were great to work with, and made sure we were happy...
5 of 5 stars Reviewed 1 October 2014
We've stayed twice at Ohana Beachside now, once in the Studio room and once in the two-bedroom unit. Both were beautifully decorated, clean, and new. We preferred the two...
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Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
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
$125
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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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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$232
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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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
  • 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 15 February 2015
We stayed in this condo for two weeks Jan into Feb. It has to be the most immaculate place we have ever rented. The beautiful cherry kitchen is completely redone and is equipped...
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...
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$124
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Beach House Resort, located just blocks from downtown Bradenton Beach, Florida on beautiful Anna Maria Island! This Gulf front vacation rental condo is located directly on the beach and features spectacular beach views from every unit. This unit is newly refurbished with top of... View all property information
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$313
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Special Offer April 11-May 1 $1650.00 all-inclusive per week. Save $467.00. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Sands Condo directly overlooks the Gulf of Mexico is an immaculate 2 bedroom, 2... View all property information
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5 of 5 stars Reviewed 11 February 2015
We absolutely LOVE Anna Maria Island!!! We also love where we stayed. This is our 2nd yr back, we NEVER go to same place twice, but in this case it is necessary. The condo has...
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,
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Water Views
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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Bradenton Beach
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Special Offer April 11-May 1 $1650.00 all-inclusive per week. Save $467.00. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms has just been completely updated with a new state of the art ultra high... 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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Anna Maria
2 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Dryer
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Canary Cottage has 2 bedrooms plus a bunkroom - and 2 full baths and will Sleep up to 8. Located in the heart of Anna Maria City- This Key West charmer is elevated and has been updated with new tile, fixtures, plus a new tub/shower! Updated furnishings, and appliances, which add to the charm... View all property information
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • 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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5 of 5 stars Reviewed 3 January 2015
Great stay. Newer place with nice furnishings. Lots included such as plates, kids beach toys, baking pans, washing machine, elevator, etc. Very clean. About a one minute walk to...
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$250
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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
  • 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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$188
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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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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Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • 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
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 30 December 2014
Great condo in a great area. My first trip to the gulf side and I would definitely return. Many conveniences near by, downtown Anna Maria is easily walkable. The complex is...
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...
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds... 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.