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Villas in Anna Maria Island and Holiday rentals - Holiday Lettings - Holiday Rentals Anna Maria Island

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2,030 Holiday homes

Holiday home in Bradenton Beach

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

5

from £135 / night

£940 / week

Holiday apartment rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £221 / night

£1,530 - £2,427 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

from £244 / night

£1,687 - £2,869 / week

Holiday home in Holmes Beach

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

from £323 / night

£2,250 - £3,237 / week

Bradenton Beach holiday condo rental

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

from £242 / night

£1,695 / week

Holiday condo in Holmes Beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

from £88 / night

£615 / week

Home rental in Holmes Beach

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

from £278 / night

£1,890 - £2,888 / week

Holiday apartment with shared pool, golf nearby in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £137 / night

£949 - £1,288 / week

Holiday townhouse in Bradenton Beach

Bradenton Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 6

from £236 / night

£1,648 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 44 minutes

from £221 / night

£1,529 - £2,425 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

from £243 / night

£1,686 - £2,866 / week

Holiday home in Holmes Beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 4

from £266 / night

£1,852 - £2,333 / week

Holmes Beach holiday apartment rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £178 / night

£1,235 - £2,195 / week

Holiday apartment with shared pool in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £257 / night

£1,786 - £2,707 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £257 / night

£1,786 - £2,707 / week

Holiday apartment with shared pool, golf nearby in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £177 / night

£1,230 - £1,849 / week

Holiday home in Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £343 / night

£2,401 / week

Holiday apartment rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £178 / night

£1,236 - £2,197 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £221 / night

£1,530 - £2,395 / week

Holmes Beach holiday apartment rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £177 / night

£1,225 - £1,847 / week

Holiday condo in Holmes Beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

10

from £99 / night

£692 - £918 / week

Holiday condo rental

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

1

from £65 / night

£455 / week

Holiday home in Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

from £128 / night

£896 / week

Home rental in Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

“Paradise on earth.” My husband and I highly recommend this vacation home. Mark, the owner, and Kathy at the realty company are most accommodating. If you read all the reviews does the issue with the doors not speak for itself? I was not freaked out about the louvered doors; however, I was quite impressed that Mark modified the doors taking into consideration the prior renters comments. Quite frankly the home was perfect to us with or without louvers. Bean Point on anna Maria is truly a magical place. If you have never been here you must come at least once in your lifetime. It is especially true if you are a beach & nature lover. Trust me, you will not be disappointed. We were fortunate this year to be there when the bat rays were out and it was quite spectacular. I am from Miami and was raised in the 70's. Although we have a nice ocean it is so different from years past. If you are looking to get away from the hustle & bustle, this is the place to be. Since I discovered this area I have return every year. This time is the first year I discovered these accommodations and most definitely plan on returning to this dwelling next year. The accomodations are perfect to include it being pet friendly. It is well maintained, clean and feels like a home away from home. A plus is a nice collection of magazines, books and movies to enjoy. If you are a beach lover, as I, and are tired after a long day on the shore you have options. You can stay in or venture out. You have everything you could possibly need at your disposal at the house. That is whether you want to watch a movie on the DVD player, grill by the pool or lounge on one of the spacious front porches enjoying the serenity of the area and the wonderful ocean breeze. Whether you explore the island at night or lounge at home it is a win/win situation. Relax, enjoy and the best of times to those of you who stay here. You will not be disappointed.

38

Responds fast! avg. 6 minutes

from £280 / night

£1,957 / week

Holiday villa in Holmes Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 1 hour 36 minutes

from £165 / night

£1,033 - £1,729 / week

Holiday home letting

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

from £127 / night

£890 / week

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 8

“Clean and modern in great location” Entire house recently renovated with modern appliances, central a/C, flat screen TV, dependable Wifi, unique design touches, cheery environment. Delightful owners very responsive. Young neighbors threw loud party while we were there. No idea if this is common. Twin beds designed more for children.

10

from £98 / night

£822 - £1,034 / week

Bradenton Beach holiday condo rental

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

from £159 / night

£895 - £1,788 / week

Bradenton Beach holiday home rental

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 3 hours 10 minutes

from £189 / night

£1,153 / week

Holiday apartment in Holmes Beach

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 4

3

Responds fast! avg. 3 hours 38 minutes

from £107 / night

£747 - £987 / week

Holiday home in Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

8

Responds fast! avg. 3 hours 17 minutes

from £187 / night

£1,306 / week

Holiday home in Anna Maria

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

from £359 / night

£2,511 / week

Anna Maria holiday home rental

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

from £273 / night

£1,911 / week

Holiday condo in Bradenton Beach

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

1

from £118 / night

£705 / week

Holiday home rental

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Wonderful place, wonderful people” Danny Chin did a beautiful job of remodeling this duplex. It was lovely and comfortable. Danny and Brenda were very kind and gracious hosts. They took care of our every need, and answered our every question. The home was spotless when we moved in. Plenty of room for a couple. The bedroom had a nice ceiling fan above the bed. The bed was comfortable, with a large walk-in closet. All kitchen appliances worked well. The kitchen was well stocked with everything we needed. The air-conditioning worked flawlessly. The location was great. A very short walk to the beach and shopping. My wife and I would gladly stay there again.

23

Responds fast! avg. 2 hours 16 minutes

from £146 / night

£1,034 - £1,269 / week

Anna Maria Island holiday condo rental

Anna Maria Island condo

2 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 2 hours 16 minutes

from £146 / night

£1,034 - £1,269 / week

Anna Maria holiday home rental

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £220 / night

£1,536 / week

Home rental in Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

from £142 / night

£993 / week

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

12

from £165 / night

£1,128 - £1,832 / week

Holiday home with indoor pool in Anna Maria

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 0 minutes

from £200 / night

£1,397 / week

Viewing 40 of 2,030
rentals in Anna Maria Island

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Anna Maria Island holidays

Just south of Tampa Bay on the turquoise Gulf of Mexico, sits a quaint Barrier Island located on Florida's West Coast. Lined by a seven-mile strip of beautiful white-sand beaches, Anna Maria Island is a cosy paradise that has long been considered one of the state's hidden gems. Here, "Old Florida" charm abounds and visitors can get a feel for Florida, the way it used to be.

With seven miles of uninterrupted beach, Anna Maria Island offers plenty of opportunities to enjoy fun in the sun and explore. The island shares its beach life with local wildlife. Turtles visit from May - November every year (nest tours are offered in the summer) and year round visitors shouldn't be surprised to see manatees, dolphins, rays and exotic fish beyond the waves.

In addition to its picturesque beaches, Anna Maria Island is home to many award-winning dining options, including bistros, cafes and restaurants (there are no chain restaurants to be found). The island has been recognised nationally for its locally sourced food, unique menu items and on-the-water locations offering top views. Diners can expect gourmet dining options offering cuisine from England, France, Germany, Italy, Asia and Spain, as well as "Floribbean" dishes and seafood delicacies straight from the nearby sea. Top seafood choices include: grouper, red snapper, mullet and blue crab. Visitors are even invited to bring their catch into some of the area's top restaurants, like the Sandbar and Beachhouse.

For guests looking for fun off the sand as well, there are many art galleries, museums or aquariums in the area. And, the island is surrounded by nature parks and gorgeous naturally landscaped paths worth exploring.

Anna Maria Island also offers many top options for shopping at its many souvenir, jewellery, clothing and antique stores. Pine Avenue (known as the Greenest Little Main Street in America) is lined by great stylish boutiques and speciality shops and leads directly on to the 100 year old Anna Maria City Pier which offers picturesque views of the bay. Holmes Beach offers seven blocks of stores, small unique gift shops, adorable café's, art galleries and a grocery store. Additionally, stores on the newly restored Bridge Street in Bradenton Beach offers an unusual blend of arts and crafts unique to the island, reflecting its Bohemian roots.

Anna Maria Island also boasts a wide variety of accommodations ranging from historic bed and breakfasts, to beach-side cottages, cosy luxury homes, as well as condo rentals and spacious villas, which are all locally owned and operated and offer a unique experience. Tall sky-rise and commercial buildings do not exist on Anna Maria Island, with most accommodations measuring at less than three stories.

Additionally, the island is becoming a top choice for beach destination weddings. So much so that many are referring to the setting as the "Beach Wedding Capital of Florida". Forbes named Anna Maria Island the "#3 Prettiest City in the Country" in 2013 and was a "TripAdvisor Traveller's Choice Destination Winner 2013 and 2014" and #3 of the top 10 islands in the US to go to in 2014.

Information provided by: Bradenton Area Convention and Visitor's Bureau

Top Destination reviews

Gorgeous views,spectacular home!
Absolutely fantastic.

Just spent a week at this fantastic property. Party of 8 adults including family and friends from the UK. It was to celebrate a special birthday and we were not disappointed, the house exceeded our expectations and everyone loved it and of course the gorgeous views of the ocean were indeed a bonus. The kitchen was well stocked with everything you needed and we loved the pool area, we grilled several evenings and having the bar and large table everyone in the party could be seated. The bedrooms were very comfortable and so nicely decorated, large comfortable couches in the living room when you wanted to relax so it really was a wonderful experience. We will certainly be back.see more
Brand New Renovation Sea Waves Cottage
A lovely holiday

We had a wonderful holiday on this very special Island, the location of the cottage is excellent and we very much enjoyed being able to watch the many beautiful birds from the deck. The Cottage is very convenient for all of the attractions of Anna Maria which is one of our favourite destinations, thank you Jenny, it was lovely to meet you and you were very helpful. Best wishes Christinesee more
A Pearl of a Beach Home - with luxury private heated pool and hot tub
Great holiday

A lovely house, very well equipped. Good location for the beach. Really close to local amenities, easily within walking distance. Beautiful pool and spa. Spacious house, really enjoyed our table tennis tournaments in the garage. Great place … see more
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
very comfortable, clean, fully-equipped and right by the beach

We stayed in May 2016 with 5 adults and had a very comfortable stay here. The house is exactly as per the photos and it's just a one minute walk to the beach. The best thing about the house was how equipped it was - especially for the beach - the trolley with the canopies, deck chairs etc made our beach days so easy. It was great having the bikes since there aren't many cafes or restuarants in the area (10min cycle away), and you definitely need a car for groceries etc. The owner is very friendly and helpful and checked several times that we were happy with everything. My only observation was that the there were many rentals available in that area during our stay and this one did seem relatively highly priced in comparison - perhaps because this area is more "upmarket", also the interior is nicer compared to some of the more dated places near by. All in all we had a great stay and Id recommend it to families and adults.see more

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