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Anna Maria Island Vacation Rentals

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Anna Maria Island
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£100 - £199
From £200
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Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
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Best holiday rental deals in Anna Maria Island

House Anna Maria Island
10 Sep - 17 Sep
-33%
£500
£336 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (35 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
10 Sep - 17 Sep
-51%
£502
£247 per night
House ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (5 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
5 Nov - 12 Nov
-50%
£468
£233 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (37 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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Explore 7,350 properties available in Anna Maria Island and find a welcoming place for your getaway. HomeToGo lets you directly search and compare the offers for each rental from different providers to find the best deal and save up to 51%.

Recommended holiday lettings in Anna Maria Island

Rent a holiday home, apartment or cottage in Anna Maria Island from just £134 per night

Apartment Anna Maria Island
14 Jan - 21 Jan
£247 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
10 Sep - 17 Sep
-47%
£481
£255 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
"Outstanding" (10 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
10 Sep - 17 Sep
-50%
£585
£293 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (15 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
17 Sep - 24 Sep
-27%
£489
£358 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (47 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
10 Sep - 17 Sep
-35%
£434
£281 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
"Outstanding" (13 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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Condo Anna Maria Island
10 Sep - 17 Sep
-33%
£369
£248 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Details
Anna Maria Island Beach Rentals
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House Anna Maria Island
10 Sep - 17 Sep
-35%
£481
£311 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (26 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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Apartment Anna Maria Island
10 Sep - 17 Sep
-44%
£597
£334 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (30 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Seabreeze Vacation Rentals
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House Anna Maria Island
11 Sep - 18 Sep
-37%
£394
£249 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (63 ratings)
Anna Maria Island, Manatee County, Florida, United States
Details
Vacasa
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Holiday lettings and apartments with air conditioning

Condo Aircondition Anna Maria Island
3 Dec - 10 Dec
-65%
£516
£180 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Aircondition
Details
Anna Maria Island Beach Rentals
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Apartment Aircondition Anna Maria Island
27 Aug - 3 Sep
-45%
£566
£314 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.8
"Excellent" (45 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
Details
Seabreeze Vacation Rentals
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House Aircondition Anna Maria Island
10 Sep - 17 Sep
-43%
£442
£252 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (42 ratings)
Anna Maria Island, Manatee County, Florida, United States
Aircondition
Details
Vacasa
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Holiday rentals with wifi

House Internet Anna Maria Island
23 Apr - 30 Apr
-41%
£408
£240 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (16 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
Details
Seabreeze Vacation Rentals
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Apartment Internet Anna Maria Island
10 Sep - 17 Sep
-46%
£384
£208 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (18 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
Details
Seabreeze Vacation Rentals
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House Internet Anna Maria Island
10 Sep - 17 Sep
-44%
£534
£298 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (94 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
Details
Seabreeze Vacation Rentals
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Apartments and holiday lettings with a kitchen

House Kitchen Anna Maria Island
27 Aug - 3 Sep
-40%
£510
£305 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (49 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
Details
Seabreeze Vacation Rentals
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House Kitchen Anna Maria Island
10 Sep - 17 Sep
-43%
£705
£399 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
"Excellent" (24 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
Details
Seabreeze Vacation Rentals
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House Kitchen Anna Maria Island
10 Sep - 17 Sep
-64%
£873
£313 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
Details
Love Rentals
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Popular holiday rental amenities in Anna Maria Island

  • Kitchen (4,586)
  • Internet (3,020)
  • No pets (2,923)
  • TV (2,684)
  • Air conditioning (2,457)
  • Microwave (2,330)
  • No smoking (2,260)
  • BBQ (2,190)
  • Pool (2,138)
  • Washing machine (1,945)
  • Dishwasher (1,678)
  • Pet allowed (895)

Filters are conveniently available so you can personalise your search for a beautiful rental in Anna Maria Island. You can easily find a holiday rental matching your criteria in Anna Maria Island if you can't imagine a holiday without internet or you never miss an episode of your favourite show, as most lettings include internet or TVs. You can even look for properties if you love sweating the stress away in saunas (59 rentals include saunas in Anna Maria Island) or you need a cot for your baby (31 rentals with cots).

The Weather in Anna Maria Island

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25°
14°
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13°
6 days 6
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26°
15°
7 days 7
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18°
7 days 7
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33°
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max.
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29°
20°
7 days 7
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26°
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6 days 6
max.
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25°
15°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram for Anna Maria Island. This year, August will have the highest average temperatures. Conversely, February is the coolest month in Anna Maria Island, with temperatures falling below 13°. The rainiest month is August, while the driest month is January.

7-Day Weather Forecast in Anna Maria Island

Fri, 28 Jan
17°
15°

10%

4 h

32 km/h

Sat, 29 Jan
11°
10°

10%

9 h

41 km/h

Sun, 30 Jan
12°

0%

10 h

15 km/h

Mon, 31 Jan
16°
12°

0%

10 h

8 km/h

Tue, 1 Feb
20°
14°

0%

6 h

14 km/h

Wed, 2 Feb
21°
17°

5%

8 h

21 km/h

Thu, 3 Feb
21°
19°

5%

9 h

24 km/h

Accommodation options for your holiday in Anna Maria Island

In Anna Maria Island, house rentals are the most common accommodation type. The average rental fee for this specific type of property is £648 per night, with an average size of 172 m². Moreover, most house rentals in Anna Maria Island can welcome groups of 7, which makes Anna Maria Island a wonderful holiday destination for large groups. If you're interested in another property type, you could check apartment rentals, which are the other most typical type of accommodation in Anna Maria Island. Apartment rentals have an average size of 136 m² in Anna Maria Island.

Plan a seaside escape with an Anna Maria Island vacation rental

Sometimes called Anna Maria Key, the barrier island of Anna Maria enjoys its location south of Tampa Bay along Florida's southern coast. Over the years, the island has gained a reputation as one of the most visited locations in Florida thanks to its pristine beaches, varied wildlife and natural resources that attract scholars of biology and marine biology too.

The island offers plenty of recreational activities to keep all its visitors occupied. Book your holiday home on Anna Maria Island and bring the family along for the adventure.

Show all 7,350 properties
How to get to Anna Maria Island?

Getting to your Anna Maria Island vacation rental

Anna Maria Island is primarily served by the Sarasota Bradenton International Airport which lies 12 miles away, and the Tampa International Airport, which is around 35 miles away. A taxi or car for hire will get you to your vacation rental quickly.

Where to find the best food in Anna Maria Island?

What to eat during your Anna Maria Island holiday

Anna Maria Island has captivated the imagination of locals and visitors with its culinary surprises that span across award-winning bistros with a rich regional cuisine, and seafood preparations. The island's water-facing restaurants and cafés are best visited at sundown, for the full experience. Rotten Ralph’s offers diners breezy sea views from its open air deck. Beach Cabana impresses with its delicious conch fritters, plantains and mango crab cake. Pair those with a selection of chilled Caribbean beers. Family-friendly Hurricane Hank’s Bar & Grill even lets you turn up in your beach clothes! Enjoy their chicken fingers, deep fried shrimp and fish served with french fries.

Melinda’s Café in Holmes Beach is a good bet for authentic tamales, quesadillas and burritos, and has a hearty all-day breakfast menu. Savor some 'Floribean' food at the Sun House Restaurant and Bar as the sun sinks into the Gulf of Mexico (Floribean being a melange of Floridian and Caribbean cuisine).

What is the weather like in Anna Maria Island?

What weather to expect on Anna Maria Island

With the sun shining warmly for a good part of the year, Anna Maria Island is a destination for visitors all year around. That said, the peak seasons are summer owing to school holidays, and spring when college students arrive to profit from all that sand and surf. Book your vacation rental on Anna Maria Island well in advance during this high season.

Fall is a good time to visit if you're looking for some peace and quiet, and there will be more available holiday lettings on Anna Maria Island. The year ends on a beautiful note as islanders celebrate Christmas and New Year with much fervor.

What are the top sights in Anna Maria Island?

Things to do and see on Anna Maria Island

The island boasts not just beautiful beaches but also an eventful history. Schedule a visit to the Anna Maria Island Historical Society where exhibits recount the discovery of the island by the Timucuan and Caloocan tribes, and the Spanish explorers who arrived later.

For some outdoor fun, embark on a charter fishing trip, or hire kayaks or bicycles to explore little pockets of the island. Downtown Bradenton hosts a farmers market where fresh veggies, meats, cheeses and organic products are sold; pick some goodies for an intimate family dinner at your Anna Maria Island vacation rental.

Animal lovers, take note of the sea turtles that come to nest on the shores and are fiercely protected by locals. Bald eagles, pelicans, cranes, wild parrots, sand pipers, osprey, seagulls and an entire gamut of bird life seek refuge on the Anna Maria Island annually.

What are the best places to discover the arts and culture of Anna Maria Island?

Island art and culture

The Bradenton’s Village of the Arts houses interesting artist residences and galleries where you can pick up quirky gifts to take back home.

Catch a concert by the Anna Maria Island Community Choir and Orchestra, or a theatrical production by the Island Players Theatre which is the oldest community theatre in Manatee County. The Studio at Gulf and Pine regularly collaborates with poets, artists, musicians, performers and writers, and also hosts exhibitions, drama workshops, music and literary events. Each November, locals await ArtsHOP which features a gallery walk, performances by musicians, the Island Players and by the AMI Chorus and Orchestra. Bridge Street in Bradenton Beach hosts the Bridge Street Festival which features entertainment including artists, entertainers and merchants.

Where are the unique attractions in Anna Maria Island?

Excursion destinations from Anna Maria Island

Plan a visit to Holmes Beach where shopping options, beach cafés and restaurants will keep families occupied for hours. A trip to Bradenton Beach is highly recommended to relive the old Florida charm — take a walk along the docks and admire the friendly seagulls. A drive to the nearby town of Sarasota will earn you more speciality shops, shopping villages, indie boutiques and flea markets. Other popular excursions include Whitney Beach, Manatee Beach and Coquina Beach, all which offer a great selection of cozy Anna Maria Island holiday lettings.

Book your vacation rental on Anna Maria Island to experience Florida's hidden gem, the turquoise waters await!

What are the must-see attractions in Anna Maria Island?

Enjoy a relaxed break on Anna Maria Island in Florida

Anna Maria Island Historical Museum

Learn about the island's history in this lovingly cared-for museum. Among photographs and artefacts, you can also send the kids on a scavenger hunt.

Anna Maria City Pier

Enjoy delicious seafood and views over the ocean in the enclosed deck or out in the open air right next to Bayfront Park. Dolphins can commonly be spotted here, too.

Manatee Public Beach

Relax on beautiful white sands and go swimming or boating here. There are a range of handy facilities including changing cabins and local eateries.

Bradenton Beach

This is a tranquil spot where you can spend the day sunbathing by the water or exploring the local boutiques near the seafront.

Bean Point

The beach area at the very tip of the island is a must-see, with wonderful views and the best of the laid-back Floridian atmosphere. It’s a popular spot to collect beautiful seashells.

Frequently Asked Questions

How much does it cost to rent a holiday home in Anna Maria Island?

Prices for holiday accommodation in Anna Maria Island start at £134 per night.

How many holiday homes are available to book in Anna Maria Island?

There are currently 7,350 holiday homes in Anna Maria Island to browse and book for your next trip.

What is the most popular holiday home amenity in Anna Maria Island?

The top three amenities our customers choose for holiday rentals in Anna Maria Island are internet, TVs and barbecues.

How many holiday homes are on offer in Anna Maria Island?

Holidaymakers looking for accommodation in Anna Maria Island will be pleased to know that there are 7,350 options on offer, with prices starting from just £134 per night.

Am I allowed to bring my pet when staying in a Anna Maria Island holiday home?

Finding accommodation in Anna Maria Island for you and your dog is definitely possible, with 1,091 pet-friendly holiday homes available.

What's the best time of year to travel to Anna Maria Island?

Sun lovers should visit Anna Maria Island in August and June to enjoy the warmest weather.

We list offers from thousands of providers, including:

Booking.com Holiday Rentals in Anna Maria Island Novasol Holiday Rentals in Anna Maria Island TripAdvisor Holiday Rentals in Anna Maria Island Airbnb Holiday Rentals in Anna Maria Island Inter Chalet Holiday Rentals in Anna Maria Island HomeAway Holiday Rentals in Anna Maria Island EveryStay Holiday Rentals in Anna Maria Island Interhome Holiday Rentals in Anna Maria Island 9flats.com Holiday Rentals in Anna Maria Island HouseTrip Holiday Rentals in Anna Maria Island Belvilla Holiday Rentals in Anna Maria Island Sykes Cottages Holiday Rentals in Anna Maria Island Homestay.com Holiday Rentals in Anna Maria Island Ski Planet Holiday Rentals in Anna Maria Island Only-apartments Holiday Rentals in Anna Maria Island James Villa Holidays Holiday Rentals in Anna Maria Island

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Popular holiday destinations and places to visit in Anna Maria Island

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