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in Anna Maria Vacation Rentals

Find 2,931 available offers from 9 partners
Anna Maria
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
Cabin
House
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

Visit the idyllic coastal getaway of Anna Maria Island

Anna Maria has stunning white-sand beaches with beautiful sunsets. Its turquoise waters offer the best relaxing atmosphere. Book a vacation rental that will suit your taste and create lifetime memories. Vacationers who love to explore landmarks, art, history, and places of interest have a lot to enjoy in Anna Maria. There are unique venues and landmarks such as the Robinson Preserve that is a perfect location for nature and animal lovers and conveniently located near our house rental.

We offer house rentals that include beach houses, cottages, and mansions. Our beach houses are budget-friendly and will fit your budget. The house rentals are pet-friendly to accommodate you and your pets so you don’t have to leave them behind. Besides, they have the best amenities, such as private swimming pools and modern kitchens. Anna Maria has the best vacation rental that will meet your needs during your stay in this exotic tropical paradise.

Show all 2,957 properties

Best Vacation Home Deals in Anna Maria

Save up to 58%

House Anna Maria
Sep 21 - Sep 28
-55%
$286
$129 per night
House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.3
Very good (18 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 12 - Dec 19
-58%
$238
$99 per night
House ∙ 6 guests ∙ 1 bedroom

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

4.8
Outstanding (24 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 5 - Dec 12
-54%
$220
$101 per night
House ∙ 4 guests ∙ 1 bedroom

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

4.9
Outstanding (19 ratings)
Anna Maria, Manatee County, Florida, United States
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2,931 amazing accommodations from 9 partner websites can be compared in Anna Maria, with prices starting at $99 a night. HomeToGo instantaneously presents you with the best offers by comparing all of the listed accommodations in Anna Maria from its various partners.

Top-Rated Rentals and Accommodations in Anna Maria

Book Vacation Rental Offers with the Highest User Rating

Condo Anna Maria
Dec 1 - Dec 8
-33%
$275
$183 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool & Grill + Gulf Views + Beach Nearby

4.7
Excellent (59 ratings)
Anna Maria, Manatee County, Florida, United States
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Condo Anna Maria
Dec 2 - Dec 9
-55%
$463
$206 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Anna Maria + Breath-Taking Views

4.6
Excellent (19 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 11 - Dec 18
-44%
$358
$200 per night
House ∙ 4 guests ∙ 2 bedrooms

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

4.6
Excellent (10 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 $97 per night

Cottage Anna Maria
Nov 16 - Nov 23
-42%
$221
$128 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Anna Maria with Yard & Grill

5.0
Outstanding (1 rating)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Sep 21 - Sep 28
-53%
$475
$223 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Friendly Pool

4.4
Very good (34 ratings)
Anna Maria, Manatee County, Florida, United States
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Cottage Anna Maria
Aug 24 - Aug 31
-26%
$173
$128 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Anna Maria with Private Patio

4.8
Outstanding (43 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 2 - Dec 9
-64%
$290
$105 per night
House ∙ 4 guests ∙ 2 bedrooms

Comfortable Vacation Home in Holmes Beach with Grill & Yard

4.7
Excellent (7 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Jan 15 - Jan 22
-19%
$461
$373 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Anna Maria

5.0
Outstanding (4 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 2 - Dec 9
-50%
$300
$150 per night
House ∙ 4 guests ∙ 2 bedrooms

Family Friendly Vacation Home in Anna Maria with Pool & Grill + Water Views

4.6
Excellent (13 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 1 - Dec 8
-71%
$431
$125 per night
House ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding (39 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Oct 5 - Oct 12
-35%
$805
$527 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Yard & Grill + Gulf Views

4.6
Excellent (20 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 7 - Dec 14
-47%
$261
$139 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Holmes Beach with Grill

5.0
Outstanding (15 ratings)
Anna Maria, Manatee County, Florida, United States
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Budget-friendly Vacation Rentals in Anna Maria

Find Fantastic yet Inexpensive Offers

House Anna Maria
Aug 2 - Aug 9
-30%
$499
$350 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Holmes Beach with Grill

Anna Maria, Manatee County, Florida, United States
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Condo Anna Maria
Dec 14 - Dec 21
-23%
$260
$200 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Pleasant Condo in Holmes Beach with Pool + Next to Beach

5.0
Outstanding (39 ratings)
Anna Maria, Manatee County, Florida, United States
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House Anna Maria
Dec 2 - Dec 9
-56%
$303
$132 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.3
Very good (59 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.

Condo Anna Maria
Jul 6 - Jul 13
-23%
$209
$160 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Grill & Yard

4.9
Outstanding (72 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
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House Anna Maria
Nov 29 - Dec 6
-80%
$880
$174 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Yard, Grill & Pool

4.4
Very good (10 ratings)
Anna Maria, Manatee County, Florida, United States
Air conditioning
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View deal
House Anna Maria
Dec 1 - Dec 8
-54%
$220
$101 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Yard, Grill & Pool

4.6
Excellent (14 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.

House Anna Maria
Sep 21 - Sep 28
-55%
$288
$129 per night
House ∙ 5 guests ∙ 1 bedroom

Vacation Home in Anna Maria with Grill

4.4
Very good (17 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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Condo Anna Maria
Dec 9 - Dec 16
-74%
$672
$176 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Holmes Beach + Gulf Views

5.0
Outstanding (10 ratings)
Anna Maria, Manatee County, Florida, United States
Internet
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House Anna Maria
Dec 2 - Dec 9
-81%
$1,001
$192 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Grill, Pool & Yard

5.0
Outstanding (5 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 Anna Maria
Aug 2 - Aug 9
$935 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Yard & Grill

5.0
Outstanding (21 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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View deal
Condo Anna Maria
Jul 6 - Jul 13
$145 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Holmes Beach

4.9
Outstanding (18 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
View deal
View deal
House Anna Maria
Dec 16 - Dec 23
-58%
$330
$139 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.6
Excellent (61 ratings)
Anna Maria, Manatee County, Florida, United States
Kitchen
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Popular Rental Amenities in Anna Maria

  • Pool (2,502)
  • Pet-friendly (708)
  • WiFi (3,071)
  • Washing machine (2,564)
  • Air conditioning (2,874)
  • TV (2,802)
  • Kitchen (3,062)
  • Balcony/patio (261)
  • Parking (513)
  • Grill (2,433)
  • Microwave (2,337)
  • Dishwasher (2,346)

In Anna Maria, there are many alternatives if you want to book a a vacation rental that allows pets. Pet-friendly properties in Anna Maria cost, on average, $665 per night. It is also possible to find pet-friendly rentals that are centrally located. In Anna Maria, More than a fifth of the vacation rentals rentals less than 2 miles away from the city center.

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.
72°
52°
10 days 10
max.
Min.
75°
55°
6 days 6
max.
Min.
77°
57°
6 days 6
max.
Min.
82°
64°
6 days 6
max.
Min.
88°
68°
11 days 11
max.
Min.
90°
75°
15 days 15
max.
Min.
91°
75°
18 days 18
max.
Min.
91°
75°
20 days 20
max.
Min.
90°
75°
17 days 17
max.
Min.
86°
68°
8 days 8
max.
Min.
81°
61°
6 days 6
max.
Min.
77°
59°
4 days 4
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. During July, maximum temperatures go up to more than 91° On the contrary, the coolest month is January. December is the driest month.

7-Day Weather Forecast in Anna Maria

Wed, 29 Nov
62°
59°

0%

5 h

12 mi/h

Thu, 30 Nov
69°
62°

0%

5 h

7 mi/h

Fri, 1 Dec
75°
73°

0%

3 h

11 mi/h

Sat, 2 Dec
75°
75°

0%

3 h

12 mi/h

Sun, 3 Dec
75°
75°

5%

5 h

9 mi/h

Mon, 4 Dec
73°
73°

15%

4 h

12 mi/h

Tue, 5 Dec
68°
66°

0%

3 h

24 mi/h

Where to find the best food in Anna Maria?

Enjoy a variety of mouthwatering cuisines

When you visit Anna Maria, you have to try some of the Italian cuisine the island has to offer. There are plenty of delicious restaurants for you to sample. Most restaurants are located near Anna Maria rental homes making them easy to reach in the evenings.

For for a delicious breakfast check out the Rod and Reel Pier Restaurant for classics like homemade buttermilk pancakes and the famous seafood omelet. Here you will also find an extensive kids' menu for those under 12.

Fresh seafood enthusiasts, welcome to the The Sandbar. Located at 100 Spring Avenue, they serve Sandbar smoked fish dip or Mexican street corn for dinner. The Waterfront Restaurant offers a daily menu from the freshest local ingredients with a full wine and beer selection. You are sure to find the perfect libation to complement your meal. It's the ideal place for a romantic dinner.

Where are the unique attractions in Anna Maria?

Engage in Contemporary Local Events

Blue, Brews, BBQs held in the historic bridge street on April 22nd, Beach’N Food Truck and Music Festival held on April 14th on Coquina beach and spring fest held on March 10th to 11th. You don't want to miss these events, step out the exquisite house rental and join the friendly locals, and have fun.

What are the best events and festivals in Anna Maria?

Create Memories while Exploring the Wild Attractions

Anna Maria has a wide range of attractions that can be conveniently found near your vacation rental.

First off, the island and its beautiful surroundings, beaches, piers, and parks. There are also other sights and activities such as the Island Gallery West, DeSoto National Memorial, and Perico Preserve.

Outdoor enthusiasts can enjoy hiking, boating, and biking. The National Memorial is a living-history camp that explorers can enjoy as they stroll through marshlands. Families can hike at the nature parks, visit the pier, swim on the beaches, explore nature and go for dolphin and manatee watching tours.

What are the must-see attractions in Anna Maria?

Places of Interest

Must-Visit Destinations

Anna Maria has various top excursion destinations to explore and have fun. For many young travelers and families, beaches and parks are areas of interest. Sites such as Bayfront Park, Palmetto Avenue beach, Coquina Bayside Park, among others, offers a relaxing environment for you and your family.

Easily reached

The best way to travel to your vacation rental in Anna Maria is to fly to Sarasota Bradenton International airport, which is just under 20 miles away. You can then take either of the following transportation providers at any time; Tommy car, AMI Taxi, Paradise Car Rental, Uber, and Lyft. The Tommy Car is in different versions to suit each group of travelers. AMI Taxi is straightforward to get to and from the airport and they mostly focus on transporting to Anna Maria Island. To request a ride, you provide your pick up and drop off locations. Paradise Car Rental is locally-owned and operates a small transportation business. All you have to do is to call them and book. Uber and Lyft are equally popular. You only download the app request a ride by inputting your destination then wait for acceptance. You will see an estimated cost of the ride. They do not accept cash, which helps make both options safe and secure. These are some of the fastest and most efficient ways to get to your vacation rental in Anna Maria.

Weather and Climate

In Anna Maria beach lovers can experience hot weather from June till September. And even during winter, the Gulf of Mexico is warmer than the Atlantic Ocean. Anna Maria shares the right weather conditions ranging from 32 degrees celsius to 13 degrees celsius, so swimming and relaxing on the beach is possible all year round.

Information about vacation rentals in Anna Maria

🏡 Vacation rentals available 2,957 homes
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $97
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 631 homes
🏊 Vacation rentals with pools 2,355 homes

Frequently Asked Questions

What is the typical price per night for a vacation home in Anna Maria?

The price of a night's stay in Anna Maria starts at $97. If you’re interested in a house rental, the average price is $740 per night. A cabin Anna Maria will cost $465 per night on average.

How many vacation rentals are available to book in Anna Maria?

There are currently 2,957 vacation rentals available for booking for your trip.

What amenities are most popular for vacation homes in Anna Maria?

If you're looking to book a vacation rental in Anna Maria, the most common amenities are: Pool, Pets allowed and Internet.

How many vacation rentals with pools are there in Anna Maria?

Browse 2,355 vacation rentals available to book in Anna Maria.

Are pets allowed in vacation rentals in Anna Maria?

If you are traveling with a dog in Anna Maria - 21% of vacation rentals allow pets.

What's the best time to travel to Anna Maria?

Anna Maria has its warmest time of year around July and August, with average nightly prices of $97.

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