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Anna Maria Island Vacation Rentals

Find 2,937 available offers from 10 partners
Anna Maria
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Price per night
Up to $100
$100 - $199
From $200
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Apartment
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Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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 in Anna Maria

Save up to 71%

House Anna Maria
Aug 31 - Sept 7
-23%
$421
$323 per night
House ∙ 6 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Beautiful Pool + Next to Beach

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 9 - Dec 16
-71%
$826
$240 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Holmes Beach with Overnight Parking

5.0
Outstanding (3 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Sept 7 - Sept 14
-52%
$1,114
$531 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Friendly Pool

Anna Maria, Manatee County, Florida, United States
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Book the perfect rental for as little as $176 per night by searching and comparing the 2,937 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 67%.

Top-Rated Offers and Accommodations in Anna Maria

Book Vacation Rentals with the Highest User Rating

House Anna Maria
Nov 30 - Dec 7
-42%
$941
$545 per night
House ∙ 6 guests ∙ 3 bedrooms

Bright Vacation Home in Holmes Beach with Free Parking + Beach Nearby

5.0
Outstanding (51 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 9 - Dec 16
$563 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Holmes Beach with Private Pool

4.7
Excellent (16 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Nov 23 - Nov 30
$1,457 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Private Pool + Gulf View

5.0
Outstanding (2 ratings)
Anna Maria, Manatee County, Florida, United States
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Recommended Vacation Rentals in Anna Maria

Find your perfect vacation rental in Anna Maria: from $176 per night

House Anna Maria
Dec 9 - Dec 16
$264 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Holmes Beach with Grill & Pool

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug 31 - Sept 7
$299 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Yard, Pool & Grill + Beach Nearby

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Nov 30 - Dec 7
-30%
$684
$479 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Grill & Pool + Water View

Anna Maria, Manatee County, Florida, United States
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Condo Anna Maria
Jul 13 - Jul 20
-19%
$368
$297 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Grill & Yard

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug 31 - Sept 7
-48%
$972
$510 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with 2-Car Garage + Beach Nearby

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Nov 30 - Dec 7
-39%
$809
$495 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Free Parking

4.5
Excellent (1 rating)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 9 - Dec 16
-30%
$444
$313 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Sept 7 - Sept 14
-55%
$775
$349 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Grill

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Aug 31 - Sept 7
$318 per night
House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

Anna Maria, Manatee County, Florida, United States
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Budget-friendly Rentals in Anna Maria

Find Fantastic yet Inexpensive Rentals

Villa Anna Maria
Apr 20 - Apr 27
-33%
$1,303
$867 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Holmes Beach with Private Pool + Gorgeous Views

5.0
Outstanding (90 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 9 - Dec 16
-37%
$579
$367 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Holmes Beach with Grill

Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 11 - Dec 18
-41%
$627
$370 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Anna Maria

Anna Maria, Manatee County, Florida, United States
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Vacation rentals with Wi-Fi

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

Condo Anna Maria
Sept 7 - Sept 14
-27%
$410
$300 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

Anna Maria, Manatee County, Florida, United States
Internet
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Apartment Anna Maria
Sept 7 - Sept 14
-34%
$465
$308 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Bradenton Beach with Grill

4.7
Excellent (3 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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House Anna Maria
Sept 7 - Sept 14
$326 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Bradenton Beach with Tropical Patio + Beach Views

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.

Villa Anna Maria
Dec 9 - Dec 16
-77%
$774
$176 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Comfortable Villa in Holmes Beach with Private Pool + Close to Beach

4.2
Very good (3 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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House Anna Maria
Jan 6 - Jan 13
-39%
$954
$583 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Grill & Pool

5.0
Outstanding (1 rating)
Anna Maria, Manatee County, Florida, United States
Kitchen
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Apartment Anna Maria
May 4 - May 11
$473 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Anna Maria with Grill

Anna Maria, Manatee County, Florida, United States
Kitchen
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes in Anna Maria with their own private patios and balconies.

House Anna Maria
Feb 10 - Feb 17
$1,233 per night
House ∙ 12 guests ∙ 6 bedrooms

Lovely Vacation Home in Holmes Beach with Outdoor Pool + Water Views

Anna Maria, Manatee County, Florida, United States
Balcony/Patio
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House Anna Maria
Dec 9 - Dec 16
$515 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool + Beach Nearby

4.5
Excellent (5 ratings)
Anna Maria, Manatee County, Florida, United States
Balcony/Patio
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House Anna Maria
Dec 15 - Dec 22
-59%
$1,055
$430 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Yard, Grill & Patio + Gulf View

5.0
Outstanding (1 rating)
Anna Maria, Manatee County, Florida, United States
Balcony/Patio
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Popular Rental Amenities in Anna Maria

  • Pool (2,401)
  • WiFi (2,953)
  • Air conditioning (2,756)
  • Pet-friendly (661)
  • Kitchen (2,947)
  • Parking (506)
  • Washing machine (2,456)
  • TV (2,684)
  • Balcony/patio (255)
  • Dishwasher (2,346)
  • Grill (2,340)
  • Microwave (2,390)

Most of the vacation rentals offer a pool, which makes Anna Maria a great destination for vacationers looking to spend vacation poolside. Interestingly, our data shows that more condo provide a pool than apartment rental. Additionally, they can welcome 5 people, on average, while apartment rental with pools can welcome an average of 4 guests. You can also rent a vacation rental providing a pool near the water, which is the case for many of the rentals there.

Price and Availability Index in Anna Maria

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Vacation Rental Price Information in Anna Maria

Rental availability information in Anna Maria

The Weather in 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.
Min.
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 in Anna Maria

Fri., 8 Dec.
22°
21°

0%

2 h

11 km/h

Sat., 9 Dec.
21°
20°

0%

5 h

6 km/h

Sun., 10 Dec.
22°
22°

15%

1 h

30 km/h

Mon., 11 Dec.
17°
15°

0%

3 h

27 km/h

Tue., 12 Dec.
21°
21°

0%

0 h

29 km/h

Wed., 13 Dec.
21°
21°

5%

0 h

32 km/h

Thu., 14 Dec.
19°
19°

15%

0 h

37 km/h

Where to find the best food in 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 in 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 in 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 in Anna Maria

🏡 Vacation rentals available 2,938 homes
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $250
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 630 homes
🏊 Vacation rentals with pools 2,340 homes

Frequently Asked Questions

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

Accommodation prices in Anna Maria start at $250 per night.

What is the typical availability of House rental in Anna Maria?

We found 2,938 vacation homes in Anna Maria available for your next trip.

What are the most popular vacation home amenities in Anna Maria?

When looking to book a vacation home in Anna Maria, the most requested amenities include Pool, Internet, and Air conditioning.

How many House rental and Cottage can I find in Anna Maria?

Anna Maria has 2,938 House rental and Cottage available to book.

Are there pet-friendly vacation rentals in Anna Maria?

Yes, there are 630 pet-friendly vacation rentals in Anna Maria, with an average nightly price of $901.

What's the best month to visit Anna Maria?

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

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