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Anna Maria Island Monthly Rentals

Anna Maria Island
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Anna Maria Island
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Monthly Rentals with pools

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Monthly Rentals with air conditioning

Monthly Rentals with air conditioning

Monthly Rentals with internet

Monthly Rentals with internet

Top-rated monthly rentals in Anna Maria Island

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Condo Anna Maria Island
$4,200 for 28 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Patio + Seaside Views

4.7
Excellent (210 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$29,400 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Grill & Patio

4.8
Outstanding (188 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$23,323 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Pleasant Vacation Home in Bradenton Beach with Private Balcony + Window Views + Next to Beach

4.6
Excellent (142 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
-10%
$21,020
$18,864 for 28 nights
House ∙ 10 guests ∙ 5 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.7
Excellent (55 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Monthly Rentals in Anna Maria Island: Top Accommodations

House Anna Maria Island
$13,252 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Holmes Beach with Private Pool

3.9
Good (22 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$14,917 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Private Balcony + Beach Nearby

4.6
Excellent (36 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$5,395 for 28 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Grill & Pool

4.9
Outstanding (19 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$6,832 for 28 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Bradenton Beach

4.9
Outstanding (29 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Cottage Anna Maria Island
$7,160 for 28 nights
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Anna Maria with Patio, Grill & Pool

Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$16,407 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Beautiful House in Bradenton Beach with Yard, Grill & Pool

4.9
Outstanding (6 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$9,498 for 28 nights
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Bradenton Beach with Yard & Grill

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
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House Anna Maria Island
$26,500 for 28 nights
House ∙ 10 guests ∙ 6 bedrooms

House in Holmes Beach with Free Parking

4.3
Very good (87 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$11,417 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

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

4.2
Very good (52 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Budget-friendly monthly rentals in Anna Maria Island

Our top value vacation rentals for monthly rentals

House Anna Maria Island
$16,997 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Pleasant Vacation Home in Anna Maria with Pool, Grill & Patio

Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
$7,315 for 28 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Pool & Yard + Ocean Views

4.9
Outstanding (189 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$18,900 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Expansive Patio

4.5
Excellent (28 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Stay Cool: Monthly Rentals with Air Conditioning

House  Anna Maria Island
$14,244 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Beautiful Vacation Home in Holmes Beach with Private Pool + Beach Nearby

4.7
Excellent (27 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
$21,298 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Nice House in Anna Maria with Upper Balcony + Gulf Views + Close to Beach

4.9
Outstanding (36 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
$11,013 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Holmes Beach with Pool

Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Stay connected: Monthly Rentals with internet

House  Anna Maria Island
$21,521 for 28 nights
House ∙ 12 guests ∙ 5 bedrooms

Nice House in Bradenton Beach with Yard, Pool & Grill

5.0
Outstanding (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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House  Anna Maria Island
$12,457 for 28 nights
House ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding (1 rating)
Anna Maria Island, Manatee County, Florida, United States
Free cancellation
Internet
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Condo  Anna Maria Island
$4,410 for 28 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Holmes Beach with Free Parking

4.4
Very good (24 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Monthly Rentals with kitchens

Condo  Anna Maria Island
$6,513 for 28 nights
Condo ∙ 5 guests ∙ 2 bedrooms

Beautiful Condo in Bradenton Beach with Screened-In Balcony

4.5
Excellent (22 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House  Anna Maria Island
$38,911 for 28 nights
House ∙ 8 guests ∙ 5 bedrooms

Nice House in Anna Maria with Private Pool + Close to Beach

4.9
Outstanding (98 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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House  Anna Maria Island
$11,489 for 28 nights
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Free Parking

3.7
Good (71 ratings)
Anna Maria Island, Manatee County, Florida, United States
Kitchen
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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Anna Maria Island
$17,110 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Patio

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
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House Anna Maria Island
$9,831 for 28 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Holmes Beach with Pool, Grill & Patio

Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
$38,993 for 28 nights
House ∙ 8 guests ∙ 4 bedrooms

Whole Vacation Home in Anna Maria with Direct Pool + Extraordinary Views

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
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Monthly Rentals in Anna Maria Island for Any Type of Traveler

Looking to accommodate a big group in Anna Maria Island?

Start searching the available Monthly Rentals for large groups and plan the perfect getaway! September is the most affortable time to stay in Anna Maria Island with a big group, when nightly prices for Monthly Rentals will range from $437 to $1,035 per night. Book amazing Monthly Rentals for large groups in Anna Maria Island, complete with private pool, large kitchen, and plenty of space to enjoy. HomeToGo has many Monthly Rentals in Anna Maria Island that can accommodate ten or more guests and 8+ bathrooms.

Trying to plan a large family vacation in Anna Maria Island?

Most Monthly Rentals in Anna Maria Island will cost around $439 per day for a family of 5 people but you can find lots of affordable options in Anna Maria Island to choose from. Many Monthly Rentals in Anna Maria Island have family-friendly options, including game rooms, private pools, jacuzzi, and many others. Anna Maria Island has tons of fun family-friendly activities to try, including biking, swimming, hiking, and many outdoor activities. Search HomeToGo's offers of roomy Monthly Rentals in Anna Maria Island, able to bed a big family with seven or more rooms and many bathrooms. Start searching for family-friendly Monthly Rentals now!

Searching for a private trip in Anna Maria Island with your spouse?

Browse HomeToGo's best Monthly Rentals for couples in Anna Maria Island now! The cheapest month to book is September with prices starting at $95 per night. There are tons of relaxing activities to do with your partner on your private vacation, including swimming, hiking, biking, and many other outdoor activities. Browse cozy Monthly Rentals in Anna Maria Island for a romantic trip, complete with jacuzzi, spa, and a beautiful view of Anna Maria Island's surrounding scenery.
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Information about Anna Maria Island Monthly Rentals

😎 Least busy month August
🥳 Busiest month June
🛏️ Popular home types Condo and House rental
🌡️ Hottest months August and June
❄️ Coldest months February and January
🌧️ Rainiest months August and July

Frequently Asked Questions

Anna Maria Island Monthly Rentals: How much does a stay cost?

HomeToGo offers incredible vacation homes, with prices as low as $95 per night.

Anna Maria Island Monthly Rentals: is there a good selection of vacation homes for groups of guests?

House rental in Anna Maria Island on average fits 7 people.

How many vacation home rentals in Anna Maria Island are available to rent for a month or longer?

There are more than 6,432 homes for rent in Anna Maria Island. The best time to find availability for longer stays is in August when home rentals have high availability.

Anna Maria Island Monthly Rentals: what kinds of vacation rentals are available in Anna Maria Island?

You can browse 2,391 House rentals and 1,075 Condos in Anna Maria Island right here on HomeToGo.

How much does a vacation home rental in Anna Maria Island cost per month?

Rates for vacation rentals in Anna Maria Island over a longer period range from $95 per night, but many hosts offer discounts for stays of 14 days or longer.

How many mid-term rentals in Anna Maria Island feature a pool?

Of course, over 79% of accommodations in Anna Maria Island offer a pool.

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