Anna Maria Island Monthly Rentals

Anna Maria Island

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$100 - $199

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Monthly Rentals with pools

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Monthly Rentals with air conditioning

Monthly Rentals with internet

Top-rated monthly rentals in Anna Maria Island

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Dec 9 - Dec 16

-67%

$5,166

$1,693 for 7 nights

Condo ∙ 5 guests ∙ 2 bedrooms

Luxurious Condo in Bradenton Beach with Pool & Grill + Spectacular Views

4.8

Outstanding (69 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 28 - Nov 4

-76%

$3,360

$790 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Pool

4.5

Excellent (33 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 11 - Nov 18

-75%

$2,790

$700 for 7 nights

House ∙ 4 guests ∙ 1 bedroom

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

4.9

Outstanding (18 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Best Deals and Discounts on Monthly Rentals

Save up to 70%

Sep 21 - Sep 28

-55%

$2,000

$900 for 7 nights

House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.3

Very good (16 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 29 - Nov 5

-62%

$4,550

$1,750 for 7 nights

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Bradenton Beach with Overnight Parking

4.6

Excellent (58 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 2 - Nov 9

-70%

$2,287

$693 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

4.4

Very good (40 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Monthly Rentals in Anna Maria Island: Top Accommodations

Oct 29 - Nov 5

-51%

$2,835

$1,390 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Bradenton Beach with Screened-In Patio, Queen Size-Bed

4.9

Outstanding (34 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 21 - Sep 28

-72%

$6,965

$1,982 for 7 nights

House ∙ 8 guests ∙ 3 bedrooms

Nice House in Anna Maria with Grill

4.3

Very good (25 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 21 - Sep 28

-68%

$4,620

$1,457 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach

4.7

Excellent (39 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 2 - Nov 9

-33%

$2,447

$1,640 for 7 nights

House ∙ 6 guests ∙ 2 bedrooms

Charming Vacation Home in Bradenton Beach with Turtle Pool + Gulf View + Close to Beach

4.9

Outstanding (89 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 7 - Sep 14

-61%

$4,716

$1,839 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill & Pool + Beautiful Views

4.8

Outstanding (76 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Jul 6 - Jul 13

$840 for 7 nights

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Pool + Next to Beach

4.7

Excellent (72 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Sep 14 - Sep 21

-51%

$1,855

$903 for 7 nights

Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Grill & Pool

4.9

Outstanding (14 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 24 - Oct 31

-71%

$2,392

$693 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

4.5

Excellent (53 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Dec 2 - Dec 9

-73%

$2,730

$725 for 7 nights

House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Bradenton Beach with Tropical Patio + Beach Views

4.4

Very good (20 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

Nov 30 - Dec 7

-73%

$5,565

$1,525 for 7 nights

Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Pool + Spectacular View

4.7

Excellent (27 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Nov 11 - Nov 18

-77%

$2,990

$700 for 7 nights

House ∙ 6 guests ∙ 1 bedroom

Vacation Home in Holmes Beach with Tropical Garden + Next to Beach

4.7

Excellent (22 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Oct 5 - Oct 12

-57%

$1,730

$740 for 7 nights

House ∙ 2 guests ∙ 1 bedroom

House in Holmes Beach with Pool & Grill

4.8

Outstanding (53 ratings)

Anna Maria Island, Manatee County, Florida, United States

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Stay Cool: Monthly Rentals with Air Conditioning

Sep 21 - Sep 28

-37%

$3,376

$2,118 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Nice House in Holmes Beach with Front-Facing Balcony

5.0

Outstanding (2 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Dec 9 - Dec 16

-76%

$7,499

$1,816 for 7 nights

House ∙ 8 guests ∙ 4 bedrooms

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

4.5

Excellent (16 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Nov 11 - Nov 18

-54%

$3,307

$1,517 for 7 nights

Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Holmes Beach with Pool + Enjoy Views

5.0

Outstanding (7 ratings)

Anna Maria Island, Manatee County, Florida, United States

Air conditioning

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Stay Connected: Monthly Rentals with Internet

Nov 11 - Nov 18

-78%

$6,160

$1,330 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Private Pool

4.6

Excellent (22 ratings)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Oct 28 - Nov 4

-79%

$4,340

$930 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Pool, Grill & Yard

3.0

(1 rating)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Oct 24 - Oct 31

-41%

$3,550

$2,100 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Overnight Parking

5.0

Outstanding (1 rating)

Anna Maria Island, Manatee County, Florida, United States

Internet

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Soak Up the Sun: Monthly Rentals with Patios

Oct 28 - Nov 4

-59%

$5,100

$2,100 for 7 nights

Villa ∙ 8 guests ∙ 4 bedrooms

Charming Villa in Bradenton Beach with Private Balcony + Close to Beach

5.0

Outstanding (77 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Sep 21 - Sep 28

-55%

$3,500

$1,575 for 7 nights

House ∙ 10 guests ∙ 5 bedrooms

House in Bradenton Beach with Grill

4.6

Excellent (81 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Oct 28 - Nov 4

-80%

$11,200

$2,255 for 7 nights

House ∙ 12 guests ∙ 6 bedrooms

Lovely Vacation Home in Holmes Beach with Overnight Parking + Coastline Views

4.4

Very good (6 ratings)

Anna Maria Island, Manatee County, Florida, United States

Balcony/Patio

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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Oct 28 - Nov 4

-61%

$4,321

$1,668 for 7 nights

Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Bradenton Beach with Pool & Jacuzzi

Anna Maria Island, Manatee County, Florida, United States

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Oct 2 - Oct 9

-56%

$3,679

$1,633 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Holmes Beach with Grill, Yard, Hot Tub

Anna Maria Island, Manatee County, Florida, United States

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Nov 25 - Dec 2

-73%

$6,593

$1,775 for 7 nights

House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Anna Maria with Grill & Jacuzzi

5.0

Outstanding (4 ratings)

Anna Maria Island, Manatee County, Florida, United States

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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 $396 to $1,013 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 $435 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 $99 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.

Information about Anna Maria Island Monthly Rentals

💳 Highest rates	in February
😎 Least busy month	May
🛏️ Popular home types	Apartment rental and House rental
🌡️ Hottest months	August and June
❄️ Coldest months	55 °F in February and January
🌧️ Rainiest months	August and July

Frequently Asked Questions

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

You can find more than 4,972 accommodations for rent in Anna Maria Island. The best time to find availability for longer stays is in May when home rentals have high availability.

What types of vacation homes can I find for Anna Maria Island Monthly Rentals?

There are many House rental and Apartment rental that are perfect for Anna Maria Island Monthly Rentals.

Anna Maria Island Monthly Rentals: How much does it cost to rent a vacation rental in Anna Maria Island?

HomeToGo has great rentals for Anna Maria Island Monthly Rentals, with retes as low as $99 per night.

Can I find a vacation home for a group of guests for Anna Maria Island Monthly Rentals?

in Anna Maria Island, large groups should consider House rental since they fit 7 guests.

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 can range from $99 per night, but many hosts offer discounts for stays of 14 days or longer.

How many monthly vacation home rentals in Anna Maria Island feature a pool?

Yes, over 76% of accommodations in Anna Maria Island offer a pool.

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