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Holiday Villas Anna Maria Island, FL

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All 913 Rentals in Anna Maria Island
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$115
/ Night
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1 / 14
4.5 of 5 stars (2) Very good
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 7
Overview Reviews (2) Make Enquiry
From
$154
/ Night
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1 / 25
4.5 of 5 stars (11) Very good
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 6
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$246
/ Night
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1 / 30
5 of 5 stars (7) Excellent
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 6
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$140
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1 / 10
5 of 5 stars (1) Excellent
Anna Maria
3 Bedrooms / 2 Bathrooms / Sleeps 7
Overview Reviews (1) Make Enquiry
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  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This lovely elevated vacation rental home features three bedrooms, two baths and a large living/dining room area for entertainment. The large screened lanai off the living room makes a pleasant place for morning coffee, evening meals or just sitting back, relaxing and reading. The lush enclosed... View all property information
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$154
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1 / 16
4.5 of 5 stars (23) Very good
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (23) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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4 of 5 stars Reviewed 24 July 2014
We loved the condo. It was a great location in relation to the beach. Almost beachfront! Only issue was the ac. I like being hot by the pool and on the beach but when it comes...
4 of 5 stars Reviewed 6 September 2013
Each unit in this condo is individually owned and available for rent. The property managers were so easy to work with. The place is across the street from the beach, not directly...
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From
$206
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1 / 30
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
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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
Enjoy a magical sunset in this well maintained Gulf of Mexico DIRECT beachfront Condo... Perfect get away condo. The large heated pool and nestled right in the sands of the Gulf of Mexico beaches. Enjoy a sunset right on your direct gulf front enclosed lanai. This unit accepts a one month stay... View all property information
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From
$193
/ Night
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1 / 19
4.5 of 5 stars (11) Very good
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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5 of 5 stars Reviewed 8 January 2014
We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
5 of 5 stars Reviewed 23 February 2013
Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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$246
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1 / 32
5 of 5 stars (19) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (19) 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
  • x
About this property
Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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5 of 5 stars Reviewed 29 May 2014
First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
5 of 5 stars Reviewed 10 November 2012
We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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From
$164
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1 / 16
Holmes Beach
2 Bedrooms / 3 Bathrooms / Sleeps 4
Overview 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
Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private... View all property information
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From
$1,337
/ Week
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1 / 21
4 of 5 stars (1) Very good
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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4 of 5 stars Reviewed 25 August 2014
We have stayed in this unit several times and have never been disappointed. We first stayed here because the unit is "pet friendly" and it is hard to find a place in this area...
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From
$158
/ Night
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1 / 24
4.5 of 5 stars (3) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (3) 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 elevated vacation rental offers all the modern conveniences while instilling tranquil island flair. Located in Holmes Beach on Anna Maria Island, Southern Comfort is a two-bedroom, two-bath home that sleeps four. Tastefully decorated in beach décor with hardwood and tile floors throughout,... View all property information
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5 of 5 stars Reviewed 25 August 2014
Property is very well presented, inside and out. An upgrade has occurred since Google Street View passed the property! Downstairs has pool and seating area, although there are...
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From
$176
/ 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
Overview 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 10 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 30 September 2014
This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
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From
$153
/ Night
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1 / 14
4.5 of 5 stars (8) Very good
Anna Maria
2 Bedrooms / 2 Bathrooms / Sleeps 7
Overview Reviews (8) 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
The various shades of blue throughout 207 Coconut might be a bit misleading since you'll feel anything but during your stay in it. But then again, this is the water lover's dream vacation cottage. You have the option of swimming in either natural or manmade beauty. The beach is located less than... View all property information
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5 of 5 stars Reviewed 1 December 2014
Stayed at this lovely villa for five nights in November, great stay everything that you need, would have liked a little more privacy at the pool as its looked on by surrounding...
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From
$249
/ Night
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1 / 17
5 of 5 stars (1) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Reviews (1) 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
Island Paradise #3 3708 Gulf Drive Unit 3 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any... View all property information
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5 of 5 stars Reviewed 18 August 2014
The unit was very clean & well kept as well as the entire building. Our view of the Gulf of Mexico from the living room was breath taking. The pool was nice size and clean. We...
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$1,035
/ Week
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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
  • ?
  • 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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From
$185
/ Night
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1 / 18
5 of 5 stars (1) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Island House 306 A 56th Street Holmes Beach , FL 34217 For true Southern Living and if only the best will do, this beautiful island vacation home has a large private pool that is electrically heated to ensure year round warm water to swim in surrounded by gardens landscaped with tropical trees... View all property information
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From
$1,848
/ 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 19 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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From
$246
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1 / 24
4.5 of 5 stars (4) Very good
Holmes Beach
3 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
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3 of 5 stars Reviewed 21 September 2014
The unit itself was great. The furnishings were top drawer. However, when we arrived, the cleaning crew was still there even though it was check in time. The sheets were never...
5 of 5 stars Reviewed 6 August 2014
We had a great experience at this property on Anna Maria Island. A local friend connected us with the staff at Vacation Cottages, who manages this and other properties. This...
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From
$238
/ Night
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1 / 27
5 of 5 stars (4) Excellent
Holmes Beach
2 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
  • 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
$118
/ Night
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1 / 25
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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From
$166
/ Night
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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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From
$222
/ Night
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1 / 34
4.5 of 5 stars (5) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (5) Make Enquiry
Amenities & Details
  • 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
Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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4 of 5 stars Reviewed 22 June 2014
We really enjoyed our stay at Island Girl North (duplex). It's a quick stroll to the beach, decorated very nicely, clean, and the pool area is lush and private. The only negative...
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$287
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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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$222
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1 / 34
4.5 of 5 stars (2) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (2) Make Enquiry
Amenities & Details
  • 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
Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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From
$206
/ Night
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1 / 15
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Brand new with a beautifully landscaped backyard, Heated pool, paver deck, and just a block to the beach. Full kitchen with Corian countertops and Stainless Steel appliances. Sleeps up to 6 people. 868 Sq. Ft. 7805B Gulf Drive, Holmes Beach Two Bedroom/Two Bath Villa With private HEATED pool!... View all property information
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From
$444
/ Night
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1 / 21
5 of 5 stars (2) Excellent
Holmes Beach
3 Bedrooms / 4 Bathrooms / Sleeps 6
traveller have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
ISLAND HOME - on a quiet street and just four houses from a white, wide and natural beach with sea oats and grasses adjacent to a turquoise sea. Newly re-appointed three bedroom two and one-half bath single family home. Beautiful views of the Gulf of Mexico from master bedroom, guest bedroom and... View all property information
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From
$334
/ Night
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1 / 20
5 of 5 stars (76) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (76) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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4 of 5 stars Reviewed 3 July 2014
The house is very nicely decorated and has many extras like beach toys, chairs, etc. The pool is very nice and makes the vacation so much better than just going to the...
5 of 5 stars Reviewed 4 June 2013
We stayed in the Clark House in March for a week, while visiting our aunt that winters in Bradenton, nearby. We had an excellent vacation. Yes, the weather was poor that week...
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From
$136
/ Night
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1 / 23
4.5 of 5 stars (3) Very good
Bradenton Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This amazing property has been recently renovated and houses six uniquely different units. Located in a prime location directly on Historic Bridge Street. Everything you could need is just steps from your door, including the beach, shops, restaurants, and entertainment. Completely remodeled in a... View all property information
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4 of 5 stars Reviewed 6 January 2014
Great location, clean, comfortable, and the price was right. My only issue was that it had horizontal blinds on the windows and no curtains... Fine for privacy, but lousy for...
5 of 5 stars Reviewed 29 July 2013
This place is close to everything you want to experience in this area, it was clean, and in the heart of the area. The courtyard is peaceful, like a private oasis. It was...
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From
$222
/ Night
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1 / 53
5 of 5 stars (8) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Enjoy our relaxed house with brand new heated pool and its integrated hot tub. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with... View all property information
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5 of 5 stars Reviewed 7 October 2014
Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
5 of 5 stars Reviewed 17 June 2014
Pool Beach House is unpretentious and has a simple charm around the themes of turtles and the beach. The property has great light and blinds for when you don't want it. The...
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From
$106
/ Night
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1 / 17
3 of 5 stars (1) Average
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Elevated Holmes Beach vacation rental home on the corner of Gulf and 78th is just an ear shot from the Gulf of Mexico. The extra large lot home is a large 2 bedroom with den and loft - lots of room for the family! The home's designer architecture is open and airy with high cathedral ceilings.... View all property information
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3 of 5 stars Reviewed 24 November 2014
One block to the fabulous beach and a free trolley stop just across the road to explore the rest of this fantastic island. Good updated kitchen with stainless steel appliances...
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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
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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 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 3 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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1 / 20
5 of 5 stars (1) Excellent
Holmes Beach
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
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  • 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 17 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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1 / 8
5 of 5 stars (1) Excellent
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 4
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  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
  • x
  • ?
About this property
Welcome to Yellowfin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Yellowfin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
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5 of 5 stars Reviewed 1 August 2014
Anna Maria is our favorite place to escape for a beach trip, and I'm so glad we found Lizzie Lu's because their properties are top notch. The duplex we stayed in was recently...
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$197
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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
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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
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 2 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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Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 6
traveller have booked this property
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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
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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$106
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1 / 8
5 of 5 stars (4) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
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
$216
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1 / 12
5 of 5 stars (1) Excellent
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 5
traveller have booked this property
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  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Starfish Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Starfish Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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5 of 5 stars Reviewed 23 September 2014
The use of the mobile app prior to attending was a godsend, very useful and informative. The apartment was spotless and fulfilled our needs exactly. The description was wholly...
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1 / 24
5 of 5 stars (3) Excellent
Holmes Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
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  • 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
Available for Thanksgiving and Christmas!! Specials available! Decorated with an artist's eye for color, Turtle Nest is a brand new luxurious 3 bedroom / 2 bath home just minutes from the beach on Anna Maria Island. Come enjoy our pool and ultra-comfy bedrooms, well-appointed kitchen and so much... View all property information
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5 of 5 stars Reviewed 3 March 2013
We had the most wonderful four days in this house with our baby son. The house is just two blocks from the beach and comes with basic gear (towels, umbrella, chairs, wagon...
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4 of 5 stars (1) Very good
Anna Maria
4 Bedrooms / 4 Bathrooms / Sleeps 8
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  • Internet Access
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
  • x
  • ?
About this property
Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private... View all property information
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4 of 5 stars Reviewed 16 December 2014
The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is...
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$2,588
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Holmes Beach
3 Bedrooms / 3 Bathrooms / Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • 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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1 / 20
4 of 5 stars (2) Very good
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
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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
Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath corner end unit is perfect for your vacation enjoyment. The living room features nice comfortable furniture to sit around and relax after a... View all property information
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4 of 5 stars Reviewed 27 August 2012
The unit was well kept and quiet and the property management company was very helpful. Great to have beach chairs, umbrella, beach towels, etc. available, even though it was not...
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1 / 27
4.5 of 5 stars (9) Very good
Holmes Beach
3 Bedrooms / 8 Bathrooms / Sleeps 6
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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
Newer three bedroom, three and a half bath vacation beach townhome on beautiful Anna Maria Island. Enjoy a huge master bedroom with a Jacuzzi tub and separate shower. There is also a door to a bathroom that allows you to walk from the pool area through the shower for easy rinsing off and then... View all property information
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1 / 13
5 of 5 stars (1) Excellent
Holmes Beach
4 Bedrooms / 8 Bathrooms / Sleeps 8
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Picture perfect custom-built vacation rental home located at 141 50th Street in Holmes Beach on Anna Maria Island! You will just love all this home has to offer and it's located WEST of Gulf Drive. With over 2,500 square feet this home has a lot to offer! Perfectly situated just steps from the... View all property information
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5 of 5 stars Reviewed 5 August 2012
This was a beautiful house with a great location. Just steps to the beach and area restaurants. Perfect set up for our family. One couple getting first floor master and other...
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$277
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1 / 10
5 of 5 stars (2) Excellent
Holmes Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This 2 bedroom 2 1/2 bathroom condo has a fantastic location across the street from Manatee Beach on Anna Maria Island. The condo is beautifully decorated with a king bed in the master bedroom, 2 twin beds in the guest room (one also has a trundle) and an open floor plan living room/dining room... View all property information
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From
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1 / 12
Anna Maria
1 Bedroom / 1 Bathroom / Sleeps 3
Overview Make Enquiry
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  • Dishwasher
  • Dryer
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a beautiful beach home located on Anna Maria, Florida. This home has 1 bed room, 1 bath room, a garage with accessible laundry equipment, and an outdoor patio. The beach is just across the street. $800.00 a week. Exceptions can be made. Beds: 1 King Bed, 1 Sofa Bed View all property information
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From
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4.5 of 5 stars (24) Very good
3 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
Chillifish is a gorgeous, idyllic and luxurious vacation home from Pineapplefish. Its decor is Bali-inspired and its fabulous location means it is minutes from the beach. Chillifish has a delightful and secluded garden, full of palm trees and other native plantings and a gorgeous swimming pool... View all property information
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4 of 5 stars Reviewed 8 July 2013
My family of 6 stayed for a week in June, we had a great time and the house is fabulous but as the people in August 2012 stated the carpets in the house were a bit grubby also the...
5 of 5 stars Reviewed 4 March 2012
Great space for a family to chill out after a week at the parks. Brilliant family size pool for fun and games. This is a truly luxurious experience. Island is so laid back, beach...
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From
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1 / 6
5 of 5 stars (4) Excellent
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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5 of 5 stars Reviewed 21 August 2014
I booked this place because I wanted a pet friendly rental close to the beach. Our plans changed and our dog didn't travel with us, but it would have been a great location for...
5 of 5 stars Reviewed 12 December 2012
I found this house online and was instantly attracted to the location and the reasonable price! This house is so close to the beach and is on a dead end street! I loved the fact...
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$136
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1 / 16
5 of 5 stars (3) Excellent
Holmes Beach
2 Bedrooms / 1 Bathroom / Sleeps 6
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  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ground level duplex directly on the white sandy beach at Holmes Beach on Anna Maria Island - what a find! This pretty beach cottage is newer throughout. The living room is cozy but well equipped with a flat screen TV and comfortable furnishings. The brand new kitchen offers all new... View all property information
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From
$317
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1 / 15
5 of 5 stars (1) Excellent
Holmes Beach
2 Bedrooms / 7 Bathrooms / Sleeps 4
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  • Dishwasher
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gulf Front - Hidden Cove Unit #1 is a luxurious DIRECT GULF FRONT 2 bedroom, 2.5 bath vacation rental townhouse. Unbelievable open air deck that lets you relax and listen to nature on the Gulf Coast. This beach rental is just a few short steps to the Gulf from the unique condo deck that leads... View all property information
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From
$686
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1 / 20
Anna Maria
4 Bedrooms / 4 Bathrooms / Sleeps 8
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  • 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
  • ?
About this property
This brand new 4 bedrooms and 4 bathrooms home has some of the best sunset views on Anna Maria Island!! Located a block from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs &... 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.