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Anna Maria Island Vacation Rentals

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Anna Maria
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Up to $100
$100 - $199
From $200
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Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Enjoy an Elegant Vacation Rental on Anna Maria Island

Discover Anna Maria Island and explore a laid-back natural island between the turquoise Gulf of Mexico and peninsular Florida. From surfing to relaxing in serenity, this family-friendly destination has it all. Enjoy a weekend getaway at an island vacation rental as you marvel at the breathtaking views of unspoiled coastline with golden sands. Step out of your island rental and make lasting memories at this locale with thrilling activities.

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Best Vacation Home Deals Anna Maria

House Anna Maria
Sep. 9 - Sep. 16
-65%
$1,135
$393 per night
House ∙ 4 guests ∙ 2 bedrooms
Nice House in Holmes Beach with Grill & Pool
5.0
"Excellent" (28 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug. 19 - Aug. 26
-65%
$1,324
$468 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Holmes Beach with Private Pool
4.8
"Excellent" (37 ratings)
Anna Maria, Manatee County, Florida, United States
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Villa Anna Maria
Sep. 16 - Sep. 23
-32%
$551
$373 per night
Villa ∙ 5 guests ∙ 2 bedrooms
Duplex Villa in Holmes Beach with Yard, Pool & Grill
4.9
"Excellent" (100 ratings)
Anna Maria, Manatee County, Florida, United States
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Book the perfect rental for as little as $231 per night by searching and comparing the 1,763 options being offered in Anna Maria. Using HomeToGo you can immediately search and compare the offers of each available rental to discover the best price and save up to 59%.

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Top-Rated Offers and Accommodations Anna Maria

House Anna Maria
Aug. 19 - Aug. 26
$467 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Holmes Beach with Private Patio + Next to Beach
5.0
"Excellent" (141 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec. 16 - Dec. 23
$417 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Anna Maria with Beautiful Pool
5.0
"Excellent" (94 ratings)
Anna Maria, Manatee County, Florida, United States
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Condo Anna Maria
Jul. 29 - Aug. 5
$286 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Anna Maria with Grill & Yard
4.9
"Excellent" (57 ratings)
Anna Maria, Manatee County, Florida, United States
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Recommended Vacation Rentals Anna Maria

Find your perfect vacation rental Anna Maria: from $231 per night

House Anna Maria
Aug. 19 - Aug. 26
$548 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming Vacation Home in Anna Maria with Pool, Yard & Grill + Next to Beach
4.8
"Excellent" (95 ratings)
Anna Maria, Manatee County, Florida, United States
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Condo Anna Maria
Dec. 16 - Dec. 23
$447 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Holmes Beach with Pool
4.9
"Excellent" (36 ratings)
Anna Maria, Manatee County, Florida, United States
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Cottage Anna Maria
Jun. 24 - Jul. 1
$335 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in Anna Maria with Grill + Panoramic Views
4.9
"Excellent" (172 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Sep. 16 - Sep. 23
$657 per night
House ∙ 6 guests ∙ 3 bedrooms
Wonderful House in Holmes Beach with Pool, Grill & Yard + Close to Beach
5.0
"Excellent" (156 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec. 16 - Dec. 23
$543 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Anna Maria with Grill, Pool & Yard
4.9
"Excellent" (122 ratings)
Anna Maria, Manatee County, Florida, United States
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Cottage Anna Maria
Sep. 9 - Sep. 16
-16%
$548
$463 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Holmes Beach with Private Patio
5.0
"Excellent" (25 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug. 19 - Aug. 26
-59%
$982
$401 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Holmes Beach with Private Pool
4.9
"Excellent" (47 ratings)
Anna Maria, Manatee County, Florida, United States
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Cottage Anna Maria
May 13 - May 20
$231 per night
Cottage ∙ 3 guests ∙ 1 bedroom
Cottage in Holmes Beach with Grill + Close to Beach
4.7
"Outstanding" (120 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Sep. 9 - Sep. 16
$574 per night
House ∙ 6 guests ∙ 3 bedrooms
Charming Vacation Home in Holmes Beach with Private Pool + Beach Nearby
4.8
"Excellent" (26 ratings)
Anna Maria, Manatee County, Florida, United States
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Anna Maria

Condo Anna Maria
Jul. 15 - Jul. 22
$291 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Anna Maria + Seaside Views
4.7
"Outstanding" (146 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug. 19 - Aug. 26
-60%
$844
$334 per night
House ∙ 6 guests ∙ 1 bedroom
Vacation Home in Holmes Beach with Tropical Garden + Next to Beach
4.5
"Outstanding" (12 ratings)
Anna Maria, Manatee County, Florida, United States
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Villa Anna Maria
Jul. 29 - Aug. 5
-27%
$721
$528 per night
Villa ∙ 4 guests ∙ 2 bedrooms
Villa in Holmes Beach with Private Pool + Close to Beach
5.0
"Excellent" (184 ratings)
Anna Maria, Manatee County, Florida, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Anna Maria and book a vacation rental with air conditioning.

House Air conditioning Anna Maria
Sep. 9 - Sep. 16
-65%
$1,135
$393 per night
House ∙ 4 guests ∙ 2 bedrooms
Nice House in Holmes Beach with Grill & Pool
5.0
"Excellent" (28 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
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House Air conditioning Anna Maria
Dec. 16 - Dec. 23
-15%
$478
$405 per night
House ∙ 6 guests ∙ 2 bedrooms
Beautiful House in Holmes Beach with Grill, Pool & Yard
4.6
"Outstanding" (23 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
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House Air conditioning Anna Maria
Aug. 19 - Aug. 26
$467 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Holmes Beach with Private Patio + Next to Beach
5.0
"Excellent" (141 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Anna Maria accommodation with high-speed internet.

Cottage Internet Anna Maria
Sep. 16 - Sep. 23
$496 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Holmes Beach with Grill & Pool
5.0
"Excellent" (22 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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Cottage Internet Anna Maria
Aug. 19 - Aug. 26
$630 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Anna Maria with Private Pool
5.0
"Excellent" (59 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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House Internet Anna Maria
Dec. 16 - Dec. 23
$543 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Anna Maria with Grill, Pool & Yard
4.9
"Excellent" (122 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Anna Maria rental with full kitchen.

House Kitchen Anna Maria
Dec. 16 - Dec. 23
$417 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Anna Maria with Beautiful Pool
5.0
"Excellent" (94 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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House Kitchen Anna Maria
Dec. 16 - Dec. 23
-44%
$997
$561 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Holmes Beach with Huge Pool
4.8
"Excellent" (190 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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Cottage Kitchen Anna Maria
May 13 - May 20
$231 per night
Cottage ∙ 3 guests ∙ 1 bedroom
Cottage in Holmes Beach with Grill + Close to Beach
4.7
"Outstanding" (120 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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Popular Rental Amenities Anna Maria

  • Kitchen (4,206)
  • Internet (4,163)
  • TV (3,919)
  • Air conditioning (3,882)
  • No smoking (3,734)
  • Washer (3,565)
  • Dishwasher (3,469)
  • Pool (3,404)
  • Microwave (3,301)
  • Grill (3,123)
  • No pets (2,901)
  • Fishing (1,667)

The Weather Anna Maria

max.
Min.
22°
11°
10 days 10
max.
Min.
24°
13°
6 days 6
max.
Min.
25°
14°
6 days 6
max.
Min.
28°
18°
6 days 6
max.
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31°
20°
11 days 11
max.
Min.
32°
24°
15 days 15
max.
Min.
33°
24°
18 days 18
max.
Min.
33°
24°
20 days 20
max.
Min.
32°
24°
17 days 17
max.
Min.
30°
20°
8 days 8
max.
Min.
27°
16°
6 days 6
max.
Min.
25°
15°
4 days 4
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. In July maximum temperatures go higher than 33°. On the contrary, the coolest month is January. It may rain 20 days in August while it typically rains only 4 days in December.

7-Day Weather Forecast Anna Maria

Tue., 21 Mar.
20°
13°

0%

8 h

18 km/h

Wed., 22 Mar.
23°
18°

0%

10 h

19 km/h

Thu., 23 Mar.
23°
19°

0%

10 h

19 km/h

Fri., 24 Mar.
23°
19°

0%

10 h

25 km/h

Sat., 25 Mar.
24°
22°

10%

10 h

23 km/h

Sun., 26 Mar.
24°
22°

0%

9 h

15 km/h

Mon., 27 Mar.
24°
21°

5%

10 h

16 km/h

Where to find the best food Anna Maria?

Top Dining Spots on Barrier Island Near Sarasota and Bradenton

Anna Maria’s culinary scene has something to satisfy everyone. Delight yourself with a wide range of delicacies on this beautiful island’s many restaurants. If you want to enjoy burgers and seafood in a casual setting, then head to the AMOB on the Pier.

For classic entrees such as jumbo shrimp, shellfish and calamari, visit Beach Bistro, one of the most popular eateries on Anna Maria Island. This place is known for its courteous staff and the friendly locals that frequent it. The restored Beach House Restaurant at Bradenton Beach has a spacious, relaxing complex ideal for hosting parties.

Duffy’s Tavern along Marina Drive, Holmes Beach, is known for its outstanding burgers and "the coldest beer in town". Stop at this family-owned hotel restaurant and grab a frosty mug of Budweiser at a pocket-friendly price. Do not leave the island before tasting the delicious fried green tomatoes at The Feast Restaurant.

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

Cultural Connections and Theatrical Shows of Anna Maria Island

A holiday in the Florida Gulf Coast extends beyond the restaurants, beaches, and watersports. Try out something new by visiting a thriving community of artists and performers that showcase fascinating spectacles at the Island Players Community Theater. Be entertained by eclectic performances at the oldest community centre on this island.

Take your family to the Manatee Performing Arts Center for a budget-friendly performance. This theatre strives to promote the community's culture, education and art through performance and exhibition. Besides its main complex, the troupe also stages musicals and plays at other locations.

A vacation on this island won’t be complete without stopping at the art facility, The Studio at Gulf and Pine to browse its wide range of exhibits. It also offers cooking classes and lectures, instructional classes and a salon where artists gather to share ideas and concepts.

Where are the unique attractions Anna Maria?

What to See and Do on Your Anna Maria Island Holiday

A highly-recommended activity for exploring Anna Maria on vacation is horseback riding on the beach. Visit Palma Sola Bay Club on Manatee Avenue and enjoy a ride on the back of a horse as it swims through the bay's calm waters and flat sandy bottom. If you’re lucky, you’ll see dolphins swimming by as well.

Watersports are the main thrilling activities at this epic destination. However, you don't necessarily have to get yourself wet to enjoy the marine landscape. Visit the Mote Marine Aquarium and get an up-close view of exotic species like stingrays and sea turtles. If you visit during feeding hours, you might get a chance to feed the sharks.

If you’re a lover of nature, then make a trip to Palma Sola Botanical Garden and learn about the native tropical plants on a stroll through the beautiful grounds. It has a section dedicated to exotic fruit trees, as well as a lotus pond and a succulent garden. The enclosed pavilion is a lovely place for gathering and relaxing after the excursion.

What are the best events and festivals Anna Maria?

Annual Events in Anna Maria

The Gulf island has numerous festivals that you can’t afford to miss if you’re here on holiday. If you’re planning to celebrate the Independence Day away from your homestead, then be on here on the Fourth of July and experience the Privateer’s Parade. The procession starts at Coquina Beach through Bradenton Beach and ends at the City Pier Park.

In November, the island hosts Cortez Stone Crab & Music Festival in the historic fishing village of Cortez. Attend this event in the parking lot of the Swordfish Grill and Tiki Bar and delight your taste buds with fresh stone crabs as you listen to scintillating live music performances. This unique festival brings together artists, musicians, anglers and vendors.

Also taking place in November is the SandBlast Sand Sculpture Festival held at the Manatee Beach Lifeguard Tower. It’s a free family-friendly event where professionals showcase their tricks and techniques of sand-sculpture making. Funds collected at this event go to Keep Manatee Beautiful, a non-profit organization that provides grassroots solutions to beautification and solid waste management.

Information about vacation rentals Anna Maria

🏡 Vacation rentals available 1,761 properties
💳 Discounts available up to 57%
🌙 Price per night from $231
⭐ Popular amenities Kitchen, Internet and TV
🐾 Pet friendly accommodation options 1,118 properties
🏊 Vacation rentals with pools 3,718 properties

Frequently Asked Questions

What is the typical price of a vacation home Anna Maria?

Accommodation prices Anna Maria start at $231 per night.

What is the typical availability of House rentals Anna Maria?

We found 1,761 vacation homes Anna Maria available for your next trip.

What are the most popular vacation home amenities Anna Maria?

When looking to book a vacation home Anna Maria, the most requested amenities include Kitchen, Internet, and TV.

How many House rentals and Villa can I find Anna Maria?

Anna Maria has 1,761 House rentals and Villa available to book.

Are there pet-friendly vacation rentals Anna Maria?

Yes, there are 1,118 pet-friendly vacation rentals Anna Maria, with an average nightly price of $1,149.

What's the best month to visit Anna Maria?

If you're looking for balmy weather, July and August are typically the hottest months Anna Maria with temperatures around 33 °C. January and February Anna Maria are the coldest, with 11 °C on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Anna Maria TripAdvisor Vacation Rentals Anna Maria Vrbo Vacation Rentals Anna Maria Novasol Vacation Rentals Anna Maria Inter Chalet Vacation Rentals Anna Maria Interhome Vacation Rentals Anna Maria HouseTrip Vacation Rentals Anna Maria Belvilla Vacation Rentals Anna Maria Homestay.com Vacation Rentals Anna Maria Ski Planet Vacation Rentals Anna Maria Only-apartments Vacation Rentals Anna Maria James Villa Holidays Vacation Rentals Anna Maria

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