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Holiday rentals in Anna Maria and Apartments - Holiday Lettings - Holiday Rentals Anna Maria

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1,767 Holiday homes

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 8

from £165 / night

£1,156 / week

1 / 44

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 8

from £261 / night

£1,825 - £5,599 / week

1 / 37

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £323 / night

£2,259 / week

1 / 23

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 6

from £221 / night

£1,545 / week

1 / 29

Holiday home letting

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 6

from £253 / night

£1,766 / week

1 / 23

Holiday home in Anna Maria

Anna Maria house

5 bedrooms • 3 bathrooms • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

from £400 / night

£1,681 - £12,623 / week

1 / 49

Anna Maria holiday condo rental

Anna Maria condo

3 bedrooms • 4 bathrooms • sleeps 6

from £525 / night

£3,672 / week

1 / 19

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 8

from £417 / night

£3,336 - £3,908 / week

1 / 37

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 8

from £373 / night

£2,607 / week

1 / 25

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 8

from £142 / night

£947 - £1,492 / week

1 / 18

Cottage rental in Anna Maria

Anna Maria cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £215 / night

£1,504 / week

1 / 21

Holiday home with shared pool in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £245 / night

£1,492 - £3,728 / week

1 / 36

Anna Maria holiday log cabin rental

Anna Maria log cabin

2 bedrooms • 1 bathroom • sleeps 4

from £128 / night

£848 - £1,446 / week

1 / 23

Holiday cottage in Anna Maria

Anna Maria cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £215 / night

£1,504 / week

1 / 16

Holiday home in Anna Maria

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 4

from £142 / night

£993 - £1,545 / week

1 / 23

Home rental in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £178 / night

£1,196 - £1,986 / week

1 / 15

Holiday home rental

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 6

from £295 / night

£2,061 / week

1 / 42

Anna Maria holiday log cabin rental

Anna Maria log cabin

1 bedroom • 1 bathroom • sleeps 2

from £99 / night

£598 - £1,243 / week

1 / 22

Holiday home in Anna Maria

Anna Maria house

1 bedroom • 2 bathrooms • sleeps 6

from £298 / night

£2,085 - £2,735 / week

1 / 25

Anna Maria holiday home rental

Anna Maria house

4 bedrooms • 3 bathrooms • sleeps 8

from £802 / night

£5,841 - £7,101 / week

1 / 28

Holiday home in Anna Maria

Anna Maria house

4 bedrooms • 4 bathrooms • sleeps 10

from £457 / night

£3,193 / week

1 / 30

Holiday apartment rental

Anna Maria apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £278 / night

£1,945 - £2,439 / week

1 / 10

Holiday home in Anna Maria

Anna Maria house

4 bedrooms • 3 bathrooms • sleeps 8

from £199 / night

£1,394 - £2,334 / week

1 / 24

Holiday home with shared pool in Anna Maria

Anna Maria house

2 bedrooms • 3 bathrooms • sleeps 6

from £213 / night

£1,492 - £2,984 / week

1 / 32

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 6

from £199 / night

£1,394 - £2,491 / week

1 / 25

Holiday apartment rental

Anna Maria apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £278 / night

£1,945 - £2,439 / week

1 / 13

Holiday home with shared pool in Anna Maria

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 6

from £199 / night

£1,394 - £2,491 / week

1 / 25

Holiday home with shared pool in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 8

from £252 / night

£1,760 - £3,779 / week

1 / 26

Holiday home in Anna Maria

Anna Maria house

1 bedroom • 2 bathrooms • sleeps 6

from £248 / night

£1,736 - £3,728 / week

1 / 24

Holiday home in Anna Maria

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 4

from £219 / night

£1,365 - £2,630 / week

1 / 22

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 10

from £379 / night

£2,240 - £2,704 / week

1 / 79

Home rental in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £167 / night

£1,081 / week

1 / 13

Holiday home with shared pool in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 6

from £248 / night

£1,736 - £3,728 / week

1 / 26

Anna Maria holiday home accommodation

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 4

from £178 / night

£1,243 - £1,736 / week

1 / 31

Holiday home in Anna Maria

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 6

from £154 / night

£1,073 / week

1 / 14

Holiday home with shared pool in Anna Maria

Anna Maria house

2 bedrooms • 2 bathrooms • sleeps 4

from £199 / night

£1,394 - £2,984 / week

1 / 24

Anna Maria holiday home rental

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £248 / night

£1,736 - £3,728 / week

1 / 28

Holiday villa in Anna Maria

Anna Maria villa

2 bedrooms • 2 bathrooms • sleeps 6

from £142 / night

£947 - £1,545 / week

1 / 23

Holiday home rental

Anna Maria house

4 bedrooms • 4 bathrooms • sleeps 12

from £557 / night

£3,896 - £5,841 / week

1 / 23

Holiday home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

from £199 / night

£1,394 - £2,334 / week

1 / 27

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Anna Maria holidays

Anna Maria, Florida

The palm and hibiscus-lined streets of Anna Maria Island exude a relaxed, 1950s-style charm that attracts visitors all year round. Whether you come to laze on the white sandy beaches or explore all the area has to offer, you’re sure to find your perfect Anna Maria holiday rental with Holiday Lettings.

About Anna Maria

Anna Maria Island was discovered by Native Americans and later by Spanish explorers in 1539. But the island wasn’t settled until the start of the 20th century, and it wasn’t until 1921 that a bridge was built, connecting the island to the mainland.

Today, this relaxed island is home to three main towns: Bradenton Beach, Holmes Beach and Anna Maria. You’ll find some of the best beaches to the north and south of the island, and it’s just a one hour drive to Tampa, or two hours to Orlando and Disney.

Dine on the freshest seafood, from Grouper, Shrimp, Mahi-Mahi and Lobster to Blue Crab and Red Snapper. You’ll also find great sushi, and excellent Italian and Mexican food on offer at seafront restaurants. Wash it all down with a glass of Florida orange juice – Tropicana is produced here in Bradenton!

What to do

There’s plenty to see and do here, but why not relax on the white sandy beaches that run the whole length of the island (7 miles)? The best beaches are Anna Maria Bayfront Park, and Southern Coquina Beach with its family-friendly facilities.

Rent a boat or go on a charter fishing trip with the family, or explore the coastline in a kayak or boat. Diving, snorkelling and parasailing are all popular activities, or you could even go canoeing at Myakka State Park, where you’ll spot wild boar and alligators.

A stroll around Anna Maria Island Museum is the opportunity to uncover local history, or people-watch at one of the island’s piers. Anna Maria City Pier is the place to see cruise ships leaving Tampa Bay and fishermen with their catch of the day, as well as stunning views of the Skyway Bridge.

Top Anna Maria travel tips

Anna Maria is just a one hour (53 miles) drive from Tampa International Airport, whilst Sarasota-Bradenton International Airport is 18 miles away.

It’s easy to get around thanks to a free trolly service which runs from 6am-10pm daily, covering the whole of the island.

Traffic limits of around 25mph in most areas mean that Anna Maria is a family-friendly destination, great for renting a bike or walking and exploring.

Average temperatures of 80-90 degrees Fahrenheit ensure summer is the most popular season, but spring and fall are still warm (although evenings can be cooler).

Sun, sea, sand, delicious seafood and plenty of outdoor activities for the whole family – what’s not to love?

With over 1,000 cosy cottages, beachfront condos and villas to choose from, browse Holiday Lettings for your Anna Maria holiday rental, today.

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