Anna Maria Island

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$171

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Bay to Beach: 3BR Condo with Pool and Boat Slip

Bradenton Beach condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This beautiful three-bedroom, two-bath vacation rental sits on a tiny slip of land on the south end of Anna Maria Island in the city of Bradenton Beach. Located in Coquina Moorings, a small private condo complex, this end unit accommodates six and offers a heated pool, private boat slips and fishing pier, and is just …
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(3)

Everything you dream of for a vacation.

Left on Apr 11, 2014 for a stay in February 2014

The Condo was spacious, beautiful and clean. It had all the amenities of home. Once your their you don't need a car. Heated pool and fishing pier back view. Ocean front view. A pouch on each side of condo to overlook this beauty. Walking distance to stores, gift shops, miniature golf and beach restaurants. Also, free bus that picks up a block from condo and takes you to destination on Island…

$180

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Egret's Landing

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This beautifully decorated 3 bedroom and 2 bathroom vacation rental offers all the comforts of home with all the benefits of paradise. Enjoy your time outside in the pool or lounging on the patio surrounded by the tropical palm tree landscaping. Grill up some burgers, steaks, or some fresh seafood on the gas grill or …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Perfect getaway

Left on Mar 03, 2013 for a stay in February 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). Heated pool is perfect. Place was immaculately clean, beds were comfortable and big. Everything worked pefectly and the kitchen had all equipment we needed. We loved the outdoor shower and backyard grill. Management company …

$171

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Coquina Moorings 203: 3BR Condo with Perfect Views

Bradenton Beach condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Bring your swimming suit and boat, because this Anna Maria Island three-bedroom vacation rental condo is just 30 steps from the Gulf of Mexico! Located in Bradenton Beach, Coquina Moorings, a small seven unit condominium complex, is the ideal vacation spot for your family and friends. With views of the Intracoastal …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(3)

Perfect sunrise and sunset views is no exaggeration!

Left on Feb 24, 2014 for a stay in February 2014

This is an inside unit but one would never know. With the beach right across from you and a pool in the back along with fishing/boating docks, we really did not spend much time inside. The accommodations were comfortable and the restaurants within walking distance were very good. Prices were reasonable and young children were made to feel very welcome. Coastal Cottages were outstanding to …

$429

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Casa Playa - Combo

Bradenton Beach house
8 BR / 6 BA / Sleeps 20 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This Bradenton Beach vacation home is actually two rentals in one, in the middle of all the fun and beaches that Bradenton Beach can offer. The rental package sleeps up to 20, and everyone can enjoy the private swimming pool. This is a fully equipped rental home on Anna Maria Island, with everything you need for a …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Large 3 bedroom, with fantastic water views.

Left on Mar 14, 2013 for a stay in March 2013

This is our first time to try out vacation rentals, so we were very apprehensive about it. Well upon entering this property (we stayed on the top floor) all our apprehensions went away. This is a very clean unit, with easy access and an elevator that opens to the unit. All the basic needs were anticipated including beach accessories, beach chairs, beach umbrella, towels, etc. The washer and dryer…

$214

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AMI Retreat: 3BR Pool Home 200 Steps from Beach

Anna Maria house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time. With king beds in …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(3)

Relaxing

Left on Feb 14, 2015 for a stay in February 2015

Our rental property was exactly how it was pictured on the web. Plenty of space with all the amenities you need to prepare food in our go out. The newly installed pool and spa made this rental perfect!

The quick access to the beach allowed for many many walks on the white sand beach and plenty of time to enjoy food and cocktails at the sandbar restaurant

I highly recommend this …

$143

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Bayview Retreat: 2BR Pool Home Close to AMI Beaches

Bradenton house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent10 Reviews

Details

Reviews

(10)

Located less than three miles from Anna Maria Island in the beautiful Flamingo Cay waterfront subdivision in Bradenton, Florida, Bayview Retreat is aptly named. Here you will find all of the conveniences of home in a peaceful, tropical waterside setting with an incredible view of Palma Sola Bay, where you may spot a …
  • Waterfront
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(10)

Peace and quiet on the bay

Left on Jul 24, 2013 for a stay in February 2013

Bayview Retreat is a quiet comfortable home to relax and enjoy all the local amentities. It's just minutes to ana Maria and the restaurants and beaches. The home is located in a quiet residential area and the view of the bay could not be more private. The pools is warm and the home has everything you need to relax by yourself or entertain quests. I enjoy the privacy and views of the water from …

$156

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Luxury 4 bed 3 bath Villa with south facing pool.

Bradenton house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

The villa is large and airy with 2400 sq ft of fully air conditioned space plus ceiling fans throughout; luxury furnishings include all wood or tiled floors -- contemporary styled, fully equipped with all modern furniture, freshly decorated and a very large 35 ft pool & spa. The surrounding gardens are large, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(14)

Great days in Florida!

Left on Sep 27, 2010 for a stay in August 2009

We spent two wonderfull weeks in your house and enjoyed it every day. The villa is lovely furnished and in reality is looks better than at the photos. Everything was very clean and comfortable. We had relaxing hours at the fantastic pool and a lot of fun with playing at the pool table. The internet access was great for our teenage son who was so enthusiastic about the villa that he ran with …

$170

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Sunset Terrace Beach Front Condo

Bradenton Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

GULF FRONT CONDO - Direct gulf front 2 bedroom 2 bath upstairs condo with a breathtaking view of the Gulf of Mexico. Large private screened balcony overlooking the beach. Fully equipped kitchen. Owner has provided many extras for your enjoyment. Heated pool and assigned covered parking. Stroll down Anna Maria's …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Loved the location of condo,it was quiet and the sunsets were awesome!

Left on May 22, 2014 for a stay in May 2014

Also would recommend eating at Eat Here the food was so so good. Loved shopping at The Sand Dollar Shop

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$120

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Furnished 2 Bed 2 Bath in River Strand Golf Club

Bradenton condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

West facing 'Brookside' model with Granite and Stainless and almost ALL tile floors, view of Manatee River. All Diagonal Tile Hallway leads into a glorious Light and bright Living Area, with distinct places for Dining, Breakfast Nook, Living and Kitchen, and yet flowing with large golf/ views and lovely western light…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

$121

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Cabin 2 Spinnakers Cottages: Perfect for a Couple

Holmes Beach cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Part of the Spinnakers Vacation Cottages compound, Cabin 2 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Surrounded by palms, plumeria, jasmine and more palms you will find our little paradise the perfect spot for a getaway! Cabin 2 offers a comfortable queen size bed as well as a sofa bed …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Enjoyed my stay at spinnakers

Left on Jun 20, 2015 for a stay in June 2015

We enjoyed Spinnakers , but the only thing was that the beds were extremely uncomfortable. We had a difficult time sleeping because they were so hard. Also, the bikes were not in working order and my son and I were looking forward to taking them out. We had to go to the nearest station and air the tires up but soon after they deflated again. We enjoyed where spinnakers is located because its …

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$399

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200' From the Beach

Holmes Beach house
3 BR / 5 BA / Sleeps 11 | Quick view

Details

200 feet from the Gulf Beach-Dead End Street. 2810 sqft of air conditioned luxury, 3 Bedroom, 5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving Dinner. This is our …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible
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$150

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AMI Bradenton Beach Ground Condo

Bradenton Beach apartment
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and relaxation are the favorite past times. Enjoy and explorer the Beach and…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Suitable for children - over five
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$214

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Captain's Quarters Spinnakers: 3BR Pool Home

Holmes Beach house
3 BR / 2 BA / Sleeps 7 | Quick view

Details

Part of the Spinnakers Vacation Cottages compound, Captain's Quarters is surrounded by lush tropical landscaping, close to everything but with a feeling of being tucked away! This lovely vacation rental is located in Holmes Beach and is just 250 steps to the beach! Spinnakers is made up of four cottage-style rentals…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

$86

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Anna Maria Island Vacation Rental

Bradenton Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball, shuffleboard, and an …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Immaculate condo, terrific location, home away from home.

Left on Jun 16, 2013 for a stay in June 2013

Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was in a great location to both the North & South ends of the island for exploring. The beach was across the street and we spotted 4 turtle nests during our stay.There was also a free trolley (air-conditioned) stop right …

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$86

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Anna Maria Island, FL

Bradenton Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

300 FEET TO THE BEACH Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball, shuffleboard, and an exercise room with plenty of state-…
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

$150

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Heron House on Anna Maria Island, FL

Holmes Beach condo
1 BR / 1 BA / Sleeps 6 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only steps away accessed…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(6)

Relaxing & Comfortable

Left on Aug 01, 2011 for a stay in June 2011

My family and I stayed at the Heron House in June, 2011. It was a very relaxing experience. Just driving up to it, you can tell this is home away from home at its best. Paul & Diana are friendly and willing to answer all of your questions. Our comfort was a priority. The apartment was neat, clean and comfortably furnished. The beds are very comfortable, and they give you plenty of pillows. Just a…

$120

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Condo In Paradise On Anna Maria Island

Bradenton Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent9 Reviews

Details

Reviews

(9)

Newly decorated 10/15/13. New AC unit 08/10/2014. Nice two bedroom, one bath Condo across the street from the Gulf of Mexico Beach. Very well furnished w/stainless steel appliances. Also WIFI for your enjoyment, cable T.V , bluetooth stereo and free US long distance. Condo has a queen bed in the master and a full …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(9)

Relaxing!

Left on Feb 14, 2013 for a stay in February 2013

This was a very roomy, clean condo in a very safe location. We enjoy walking and put on about 8 miles a day on the beach and walkways. Because of the very convenient free trolleys on the island, we only used a half tank of gas for the week, including the trip to and from the Tampa airport. Our only problems were the too soft (for us) sofas and mattresses.

$300

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Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

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 chairs, umbrellas, beach …
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Wonderful Vacation

Left on Jan 22, 2015 for a stay in December 2014

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 Island, both close to all the sights but also not in the midst of any major crowds. The host, Dan, was very attentive and really a pleasure to rent from.

Will certainly consider renting again.

$457

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Casa Encantada.A Private Waterfront Estate

Bradenton house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent13 Reviews

Details

Reviews

(13)

Spend your vacation at a spacious, beautiful, pet friendly home on 200 ft. of tropically landscaped waterfront. Coconut palms, orchids, frangipani surround you. This is not a canal home or a condo. Mangroves and an intimate, private sandy beach on the Manatee River are rare if not impossible to find and make a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

A Retreat in Paradise

Left on Sep 23, 2010 for a stay in February 2009

An unexpected surprise awaited us in Palmetto, FL. in the name of Casa Encantada This home was unlike any other vacation home we had rented. It was fully appointed with many amenities to help make our stay fun, entertaining, relaxing. or whatever we needed it to be The grounds of this home were beautifully manicured and its location on the Manatee River was a real treat because of the fishing …

$185

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SAVE $400/wk!Steps to beach-Dock SERENE WiFi Bikes

Bradenton Beach condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

Top rental manager - 2011!! Rent with confidence knowing that Travelers rated the owner/manager of this property one of FlipKey's best! Rates listed currently have been reduced by up to $400/week! Act now before rates go back up! This beautiful beach vacation home has no stairs to contend with, …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Absolutely Great Vacation Spot!

Left on Aug 08, 2012 for a stay in August 2012

Thank you again for your lovely vacation home! My boyfriend and I had an amazing time on anna Maria Island and can definitely see another visit in our future. The condo was extremely cozy, and perfect for two people! We cooked delicious dinners (fresh fish!) and enjoyed the outside patio almost every night. The bikes and fishing equipment made our trip absolutely wonderful -- we rode almost …

$331

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NEW LISTING! Gulf View Getaway steps from beach!!!

Bradenton Beach villa
4 BR / 3 BA / Sleeps 9 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Across the street from Beach! Southern exposure. Enjoy peaks gulf from top level! 4 bd 3 bath. Ample storage and ample covered parking. Enjoy the lap of luxury! Everything is like NEW. This home has had a $150K makeover with new granite counter tops. New FULL cherry wood cabinets. NEW fully equipped deluxe kitchen. …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

perfect location, quiet, clean, decorative and beach bikes ready

Left on Apr 28, 2014 for a stay in April 2014

This was our first visit to anna Maria Island. I am so glad we stayed in Bradenton Beach. This condo is so convenient. We liked the quiet area in which the rental is located. Walk a few steps (literally), and you are sitting on the pier of the bay, a few more steps the other direction and you are on the beach, on the paved bike trail or at the trolley stop. We walked to dinner on the Bridge St …

$93

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Feel like in Paradise - visit Holmes Beach on AMI

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a kingsize bed, second …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Wonderful Stay, Beautiful Island, Spacious Clean Condo

Left on Jul 31, 2012 for a stay in July 2012

When we walked in we knew we made the right decision. Not only was it spacious and clean but it was stocked with everything one needs for a long stay! We just kept saying wow!!! over and over.

We won't bother looking at any other places. We will stay here again. It isn't on the beach and you do have to walk up stairs (we didn't mind it since we were eating so much!).

The owner/contact, Carol, …

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$516

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Luxurious beach Villa in North Anna maria 6bed 4ba

Anna Maria Island villa
6 BR / 4 BA / Sleeps 16 | Quick view

Details

INFORMATION 207 Palm Avenue Anna Maria Florida 34216 Enjoy our Luxurious Villa di Palma, a new six bedroom, four bathroom luxury island home close to the beach. The Italian influence in the design is reminiscent of properties found in Venice and Tuscany. The two master suites each have their own jacuzzi spa tub, …
  • Ocean or water views
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible
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$120

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SHOREWALK VACATION VILLA

Bradenton condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

IMG ACADAMIES are 3 mins away and the beaches of Anna Maria Island are merely 10 minutes drive along Cortez Road with their spectacular white powder sand are a beauty always remembered. From Bradenton you have easy access to Sarasota which is the culture capital of Florida with museums, theater, exhibitions and ballet…
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

$100

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Anna Maria Island Runaway Bay A Pool & Condo #277

Bradenton Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent13 Reviews

Details

Reviews

(13)

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 south of St. …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children

Details

Reviews

(13)

Sun, Sand, Surf!!! Awesome!!!

Left on Sep 15, 2010 for a stay in September 2010

This vacation was amazing! My friend and I went down to enjoy some time in the sun and had the time of our lives! The condo is gorgeous! It has all the amenities that a home away from home should have, and then some:) The porch with table and chairs was were we spent most of our time, enjoying the amazing view, calming water fountain and swaying palm trees. The food on the island was great too! …

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$122

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Anchors West, 125 steps to the beach and sunsets

Holmes Beach townhouse
2 BR / 4 BA / Sleeps 4 | Quick view

Details

Anna Maria Island, West of Bradenton Florida. A quiet townhouse steps to the Gulf of Mexico. A bird and Turtle sanctuary. Beautiful beaches with dining and shopping nearby. This is the most beautiful island just North of Longboat Key Florida. The sunsets are the most beautiful. Enjoyable for everyone. Swimming in …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
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    $122

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    Pine Ave and North Shore Drive Anna Maria Villa A

    Anna Maria villa
    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the north end has to offer…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    $86

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    Blue Bayou

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent5 Reviews

    Details

    Reviews

    (5)

    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 fishing, boating, water …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (5)

    Our all-time favorite vacation spot!!!

    Left on Jan 13, 2011 for a stay in May 2010

    Easy rental process, great communication, excellent accommodations, condo is exactly as described!! We couldn't ask for anything more. Been back 4 times and counting since 2001. Love it!!

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    $123

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    Country Club Resort Vacation Home

    Bradenton condo
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    River Strand Golf and Country Club is the perfect golf and luxury-living community in the Greater Sarasota area. In addition to amazing golf, there are 8 har-tru tennis courts, and heated swimming pools. Best beaches in USA are a short drive. Welcoming guests is River Strand’s cascading rock waterfall entry and …
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    $150

    Inquire

    Sunrise/Sunset on AMI Florida

    Bradenton condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Located on the south end of Anna Maria Island for easy access to Longboat Key, St.Armands Circle, & Sarasota and only a short drive to the northern end of the island and Bradenton attractions. Walking distance to restaurants and shops via beach or new boardwalk. Gorgeous direct views of Sarasota Bay and the Gulf of …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    Absolutely loved our stay. Felt we had the best location on the island!!

    Left on Aug 12, 2011 for a stay in June 2011

    We stayed for 6 days and absolutely loved our stay. The condo was comfortable, had all the amenities we could possibly hope for. We enjoyed the wonderful views of the bay and the gulf. With 3 kids along, the balconies were fantastic for eating and playing. The pool was clean and a nice break from the beach. I will definitely try to stay at this condo if I ever get back to this area of …

    $225

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    Dream Lover Boat & Breakfast on Anna Maria Island

    Bradenton Beach yacht
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent43 Reviews

    Details

    Reviews

    (43)

    DREAM LOVER, a Nautical 56 sailboat, is a whole lot more than a room and a meal. It is truly an experience on the water. The salon features comfortable chairs, a dining table with butter yellow suede banquette and lots of French Country print pillows to lounge upon. We have two cabins available: the forward cabin …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (43)

    wonderful, wonderful, wonderful...

    Left on Mar 23, 2011 for a stay in February 2011

    great vacation... this was my second weekend stay - it was as nice and relaxing... what a great getaway!

    good variety of local shops and restaurants, easy walk to the beach... spent one afternoon just lying on deck and snoozing!

    eating a fresh breakfast on deck made starting the day easy and fun - they're great hosts.

    see you again

    $93

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    The beautiful Cove on Anna Maria Island

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    This beautifully 2014 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, new leather 3 seater sofabed with …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Great Value Stay in Paradise aMI!

    Left on Apr 24, 2014 for a stay in April 2014

    This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crowded. Although it's on the quieter side of the island we liked the location - it's a five minute walk from Publix, even less to the free Island Trolley Bus, and less than 10 minutes …

    $125

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    Condo steps to the Beach in Bradenton Beach, FL

    Bradenton Beach condo
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Vacation condo steps to the beach. 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 sunsets. Close to Sarasota and its cultural…
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (4)

    weeks to remember!!!

    Left on Dec 28, 2012 for a stay in April 2012

    We had an amazing time. We go every year and we love it! We have a family of 8 and we all have a great time every year. Very convenient. The beach is just a couple houses away. The free trolley gets you where ever you want. The deck and pier is a wonderful place to go for fishing. Can't say anything negative about this place. The owners are also extremely nice and are very helpful if you have any…

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    $236

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    Paradisaical Enclave 5*Waterfront Pool/Dock/Kayak+

    Holmes Beach house
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, papered terrace and pool overlooking sailboat water. Fishing and boating from your private …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask
    1 / 16

    $170

    Book

    Jacaranda Artist Retreat

    Anna Maria house
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white sugar-sand beach. You can …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children - over five
    • Suitable for the elderly - ask

    $128

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    Island Vacation Rental

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    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. Five minute walk to white sand beaches. Bike to nearby Robinson Nature Preserve…
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Island Paradise

    Left on Mar 12, 2014 for a stay in February 2014

    The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles …

    $129

    Book

    Anna Maria Island beach house 250 ft to Gulf beach

    Holmes Beach house
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    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 with washer and …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (4)

    Not comfortable!

    Left on Jul 22, 2012 for a stay in July 2012

    When we arrived the temperature in the home was over 82 degrees. We lowered the thermostat and left to have dinner. It was still 80 degrees in the house after 5 hours, about 24 hours before the temperature was comfortable.
    None of the beds were comfortable to sleep on. The mattress appears to be about 20 years old and needs to be replaced on all the beds. The king size bed has a piece of plywood…

    $285

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    Breakers 1 - deluxe 3-bedroom home on beach

    Holmes Beach house
    3 BR / 3 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Escape to the Breakers in Holmes Beach, one of the finest luxury gulf front vacation homes on Anna Maria Island. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end of a perfect day with a …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Beach Breakers - A wonderful stay

    Left on May 27, 2010 for a stay in April 2010

    The beach breakers is such a fantastic location - the water is literally outside your door - and the house is a pleasure to stay in. The furnishings are great and all the extra touches make for such a nice stay. We had so much fun with our kids that we'll definitely come again.

    $400

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    Breakers 3 - Luxury 3-bedroom beachfront home

    Holmes Beach house
    3 BR / 2 BA / Sleeps 10 | Quick view
    Excellent13 Reviews

    Details

    Reviews

    (13)

    Celebrate the day with the brilliant sunshine, glorious sunsets and star-studded skies! This luxury three-bedroom two-bath Gulf-front beach home is located in a quiet, secluded area of Anna Maria Island at 103-45th Street in Holmes Beach. The white sandy beach stretches for miles along the length of the island and …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (13)

    Fabulous Island "Get Away"

    Left on Feb 16, 2010 for a stay in January 2010

    Just had a wonderful vacation experience on Anna Maria Island.
    This rental home provided everything we could expect and more – I was
    impressed by the attention to cleanliness, updated décor, comfortable
    furnishings, comfortable beds, and a beautifully stocked kitchen . Even huge
    candles on the dining table to add to our experience!
    The owner provided great beach chairs for watching the …

    $155

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    Anna Maria Island - Cottage Rental-Daily or Weekly

    Bradenton Beach cottage
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent9 Reviews

    Details

    Reviews

    (9)

    Tradewinds Resort on Anna Maria Island! Condo-cottage with Old Florida charm..... Welcome to paradise.....This cottage has Old Florida charm and is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored cottages on both sides…
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    my home away from home

    Left on Jun 02, 2012 for a stay in May 2012

    this is the 6th visit to tradewinds and always love it here always stay in cottage 14 this place reminds me of the way fl was in years past my little dog suzy q thinks it is her other home we are fl residents and the drive is a short one never disappointed also never have to drive due to the free trolley service

    $400

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    Breakers 4 - Sandcastle - 3-BR condo on beach

    Bradenton Beach condo
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Breakers 4 at the Sandcastle, located at 200 Gulf Drive South in Bradenton Beach, is a luxury Gulf front condominium that embodies the old Florida lifestyle. Enjoy panoramic views of the Gulf of Mexico and Bridge Street. Stay in the midst of Bradenton Beach's historical district where Key West style shops and …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Awesome Condo

    Left on Apr 01, 2010 for a stay in March 2010

    Photos do not do justice to this condo. It has EVERYTHING you need. Great dishes, glasses, pots and pans. Tvs in each bedroom. Tasteful decor. The works! Add to this the great location on the beach with Bridge Street pier accross the street - and you have the makings of super vacation.

    $104

    Book

    2-Unit Beach to Bay Cottage...NOT Grandma's place!

    Bradenton Beach cottage
    3 BR / 2 BA / Sleeps 10 | Quick view
    Excellent6 Reviews

    Details

    Reviews

    (6)

    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 entire cottage and keep …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (6)

    Breathe taking!!!

    Left on Mar 12, 2012 for a stay in February 2012

    My husband and i drove all the way from jersey after two very long days, not really knowing what to expect, we arrived February 17, very excited but also nervous, as we put the key in the door and walked into our cottage, we were speechless, my husband was almost in tears, he could not believe how beautiful everything was and we were very impressed. We utilized our porch every day and night, the …

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    $135

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    Tranquil in the Villages

    Bradenton house
    3 BR / 3 BA / Sleeps 6 | Quick view

    Details

    This is the perfect Vacation rental property located in the Villages of Bradenton community which is off of Cortez road and minutes away from Anna Maria. The community of the villages is incredibly quaint. It has a community pool and tennis and recreation facilities within 3-5 walking minutes from your front door. …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for the elderly
    • Wheelchair accessible

    $243

    Inquire

    North Shore Villa Anna Maria

    Anna Maria house
    4 BR / 3 BA / Sleeps 8 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    NORTH SHORE VILLA 904 North Shore Drive Anna Maria Welcome to North Shore Villa. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area off the pool, and 2 …
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Great house- Poor Management

    Left on Jan 05, 2015 for a stay in December 2014

    In August I reserved N. Shore house for 2 weeks - Our family's Christmas- 6 adults. Final deposit due early December. The Home is as described-- very beautiful, casual feel, plenty of room, so clean and well kept. Loved It!

    On the 1st Monday of our trip a construction crew pulled up to house next door. (Scaffolding and construction limber etc was already on the property.) There were 5-7 …

    $200

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    Aloha Home

    Holmes Beach house
    3 BR / 3 BA / Sleeps 10 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    This beautiful 2200 sq ft beach home was built in 2006 and has all the modern luxuries including; an elevator, solid wood cabinets, granite countertops, wood floors, carpet in bedrooms, dishwasher, garbage disposal, 3 large bedrooms, 2 ½ baths, Jacuzzi tub in master bathroom, private heated pool, deck overlooking …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Nice house but not suited for us. Gulf Bay Realty was great.

    Left on Mar 29, 2015 for a stay in March 2015

    The Aloha house was nice but not the best set up for our group. The elevator was a necessity for us and it worked wonderfully. Having the grill on the main level and the kitchen on the 2nd floor was a pain. We only grilled out one night...too much of a hassle for us. Might be OK for others its just not something we are used too. The master bed and bath are are the 2nd floor. The master bath was …

    $143

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    Bay View Villa

    Anna Maria house
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps upto 8 people. Amenities …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children

    Details

    Reviews

    (1)

    quiet ,spacious,clean ,lovely position

    Left on Dec 02, 2011 for a stay in November 2011

    everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .

    $104

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    Palm Haven, 2 Bedroom

    Holmes Beach villa
    2 BR / 1 BA / Sleeps 7 | Quick view
    Excellent5 Reviews

    Details

    Reviews

    (5)

    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: Full kitchen, dishes…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (5)

    Location, location, location

    Left on Mar 02, 2012 for a stay in February 2012

    We picked this cottage off the internet, hoping.... And we were pleasantly surprised that everything was as nice or nicer than advertised. The place was stocked with everything you might need, including beach equipment and charcoal with the grill. Oh, and did I mention the location? Two doors from the wonderful white sand beach of Anna Maria Island, a quiet side street, easy walk to Pine Ave. …

    $72

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    Villas by the Sea #3

    Bradenton Beach villa
    1 BR / 1 BA / Sleeps 4 | Quick view
    Very Good2 Reviews

    Details

    Reviews

    (2)

    This lovely unit is located in a small complex in Bradenton Beach, the most southern town on Anna Maria Island. The villa has all the comforts of home including a memory foam mattress, WIFI, and flat screen TV's in the living/dining area and the bedroom. The complex offers close proximity to the gulf beaches (about …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Affordable & relaxing

    Left on May 01, 2015 for a stay in April 2015

    Really loved the location close to the pier and bars. The room was cozy along with the awesome back patio and pool. Price was fair and the owners were very nice. Would love to return !

    $72

    Inquire

    Villas by the Sea #1

    Bradenton Beach villa
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and ONE 2 bedroom, 1 …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children

    Details

    Reviews

    (3)

    Great Place To Stay!

    Left on Oct 06, 2012 for a stay in September 2012

    A very short walk to the beach, but don't have to deal with traffic and noise. Close to places to eat and shop. Enjoy the private pool and grill outside the back door. Everything is right there. A short drive to Longboat Key, Bradenton and Sarasota. I most certainly recommend this place for the price, location and quality.

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    $229

    Book

    Pool Home on a canal 1 mile to the beach!

    Bradenton house
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    This property is brand new to the rental market! Spectacular home in San Remo Shores, only 1 mile to the beach. This home has been remodeled with 3 bedrooms 2 baths and a amazing outdoor space, right on a canal to dock your boat if you wish, a inground pool, gas fire pit, 8 person jacuzzi, and a stunning outdoor …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
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