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Anna Maria Island Monthly Rentals

Anna Maria Island
Anytime
Guests
Anna Maria Island
Anytime
Guests

Choose from a fantastic selection of monthly rentals

Price per night
Up to $100
$100 - $199
From $200
Rating
4.5+
4+
Bedrooms
Any
1 bedroom
2+ bedrooms
Show all 5,481 properties

Popular amenities for Anna Maria Island Monthly Rentals

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Monthly Rentals with pools

Monthly Rentals with pools

Pet-Friendly Monthly Rentals

Pet-Friendly Monthly Rentals

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

Browse our top rated monthly rentals offers

House Anna Maria Island
May 4 - May 11
-57%
$3,213
$1,393 for 7 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Holmes Beach with Grill & Patio + Water Views + Next to Beach

4.8
Outstanding (190 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Aug 17 - Aug 24
-65%
$5,630
$1,976 for 7 nights
Condo ∙ 5 guests ∙ 2 bedrooms

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

4.9
Outstanding (72 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Nov 2 - Nov 9
-50%
$1,820
$903 for 7 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Holmes Beach with Grill & Pool

4.9
Outstanding (16 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Best Deals and Discounts on Monthly Rentals

Save up to 62%

House Anna Maria Island
Aug 3 - Aug 10
-55%
$2,000
$900 for 7 nights
House ∙ 5 guests ∙ 1 bedroom

House in Anna Maria with Grill + Next to Beach

4.4
Very good (21 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Aug 17 - Aug 24
-62%
$2,216
$835 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Bradenton Beach with Grill

4.4
Very good (39 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
May 4 - May 11
-36%
$3,182
$2,034 for 7 nights
House ∙ 6 guests ∙ 3 bedrooms

House in Bradenton Beach with Pool, Hot Tub + Quiet View

4.5
Excellent
Anna Maria Island, Manatee County, Florida, United States
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Monthly Rentals in Anna Maria Island: Top Accommodations

House Anna Maria Island
Dec 14 - Dec 21
-54%
$5,360
$2,487 for 7 nights
House ∙ 8 guests ∙ 4 bedrooms

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

4.6
Excellent (24 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Oct 4 - Oct 11
-71%
$2,533
$723 for 7 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Bradenton Beach with Grill, Jacuzzi & Pool

4.5
Excellent
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Nov 30 - Dec 7
-30%
$3,109
$2,172 for 7 nights
Condo ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Holmes Beach with Patio + Gulf Views

5.0
Outstanding (11 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Aug 27 - Sep 3
-62%
$1,890
$719 for 7 nights
House ∙ 4 guests ∙ 1 bedroom

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

5.0
Outstanding (23 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Nov 16 - Nov 23
-65%
$2,269
$797 for 7 nights
House ∙ 6 guests ∙ 1 bedroom

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

4.9
Outstanding (28 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Dec 7 - Dec 14
-75%
$7,595
$1,925 for 7 nights
House ∙ 8 guests ∙ 4 bedrooms

House in Holmes Beach with Tropical Pool + Next to Beach

5.0
Outstanding (9 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Aug 17 - Aug 24
-61%
$8,050
$3,150 for 7 nights
House ∙ 10 guests ∙ 5 bedrooms

Charming House in Anna Maria with Pool, Grill & Yard

5.0
Outstanding (1 rating)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Jan 4 - Jan 11
-40%
$5,264
$3,157 for 7 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Holmes Beach with Grill, Patio & Pool

5.0
Outstanding (1 rating)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Sep 15 - Sep 22
-64%
$4,824
$1,744 for 7 nights
Condo ∙ 6 guests ∙ 3 bedrooms

Wonderful Condo in Holmes Beach with Yard & Pool + Gulf Views

5.0
Outstanding (3 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
Apr 27 - May 4
-58%
$2,530
$1,071 for 7 nights
House ∙ 6 guests ∙ 2 bedrooms

Pleasant Vacation Home in Bradenton Beach with Grill + Beach Views + Next to Beach

3.9
Good (34 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Jan 4 - Jan 11
-41%
$4,725
$2,800 for 7 nights
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Anna Maria with Grill, Yard & Pool

5.0
Outstanding (3 ratings)
Anna Maria Island, Manatee County, Florida, United States
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Condo Anna Maria Island
Dec 7 - Dec 14
-65%
$3,264
$1,157 for 7 nights
Condo ∙ 6 guests ∙ 2 bedrooms

Nice Condo in Bradenton Beach with Pool & Grill

Anna Maria Island, Manatee County, Florida, United States
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Stay Cool: Monthly Rentals with Air Conditioning

Condo  Anna Maria Island
Aug 31 - Sep 7
-25%
$1,400
$1,050 for 7 nights
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Anna Maria with Patio + Seaside Views

4.7
Excellent (204 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Nov 30 - Dec 7
-44%
$2,632
$1,478 for 7 nights
House ∙ 4 guests ∙ 2 bedrooms

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

4.7
Excellent (11 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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House  Anna Maria Island
Dec 7 - Dec 14
-30%
$3,157
$2,212 for 7 nights
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Anna Maria with Private Pool

5.0
Outstanding (8 ratings)
Anna Maria Island, Manatee County, Florida, United States
Air conditioning
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Stay connected: Monthly Rentals with internet

House  Anna Maria Island
Nov 30 - Dec 7
$1,478 for 7 nights
House ∙ 4 guests ∙ 2 bedrooms

House in Holmes Beach with Pool, Patio & Grill

Anna Maria Island, Manatee County, Florida, United States
Internet
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Cottage  Anna Maria Island
May 4 - May 11
-27%
$1,925
$1,400 for 7 nights
Cottage ∙ 5 guests ∙ 2 bedrooms

Beachfront Cottage in Bradenton Beach with Patio & Grill

Anna Maria Island, Manatee County, Florida, United States
Internet
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House  Anna Maria Island
Aug 3 - Aug 10
-47%
$3,325
$1,750 for 7 nights
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Anna Maria with Overnight Parking

5.0
Outstanding (8 ratings)
Anna Maria Island, Manatee County, Florida, United States
Internet
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Soak Up the Sun: Monthly Rentals with Patios

House  Anna Maria Island
Sep 17 - Sep 24
-58%
$4,501
$1,870 for 7 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
Balcony/Patio
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House  Anna Maria Island
Nov 30 - Dec 7
-58%
$3,325
$1,401 for 7 nights
House ∙ 10 guests ∙ 5 bedrooms

House in Bradenton Beach with Patio & Grill

4.6
Excellent (81 ratings)
Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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Maisonette  Anna Maria Island
Oct 5 - Oct 12
-59%
$2,574
$1,050 for 7 nights
Maisonette ∙ 8 guests ∙ 4 bedrooms

Duplex in Bradenton Beach with Outdoor Pool

Anna Maria Island, Manatee County, Florida, United States
Balcony/Patio
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Monthly Rentals with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Anna Maria Island
Aug 17 - Aug 24
-59%
$5,963
$2,426 for 7 nights
House ∙ 10 guests ∙ 4 bedrooms

House in Bradenton Beach with Pool, Jacuzzi & Grill

5.0
Outstanding (58 ratings)
Anna Maria Island, Manatee County, Florida, United States
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House Anna Maria Island
Sep 21 - Sep 28
-64%
$6,898
$2,489 for 7 nights
House ∙ 4 guests ∙ 2 bedrooms

House in Anna Maria with Grill, Pool, Hot Tub

Anna Maria Island, Manatee County, Florida, United States
Free cancellation
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House Anna Maria Island
Aug 17 - Aug 24
-77%
$9,173
$2,117 for 7 nights
House ∙ 8 guests ∙ 3 bedrooms

Beautiful House in Bradenton Beach with Semi-Private Pool + 360-Degree View + Close to Beach

4.9
Outstanding (28 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 $446 to $997 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 $441 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.
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Information about Anna Maria Island Monthly Rentals

💳 Highest rates in March
😎 Least busy month August
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months 91 °F in August and June
❄️ Coldest months 55 °F in February and January
🌧️ Rainiest months August and July

Frequently Asked Questions

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

There are more than 5,481 accommodations for rent in Anna Maria Island. The best time to find availability for longer stays is in August when home rentals have high availability.

What types of vacation homes can i book for Anna Maria Island Monthly Rentals?

We would advice choosing from our incredible selection of House rental and Apartment rental for Anna Maria Island Monthly Rentals.

Anna Maria Island Monthly Rentals: What is the cost of a stay?

You can get a great vacation rental from $446 and get discounts up to 59%!

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

The size of a House rental is 183 m² and can fit 7 guests on average which is ideal for large groups.

How much does a monthly vacation rental in Anna Maria Island cost?

Rates for a longer stay in vacation rental in Anna Maria Island range from $99 per night, but many hosts can offer discounts for stays of 14 days or longer.

Do many seasonal vacation rentals in Anna Maria Island come with a pool?

Of course, over 78% of accommodations in Anna Maria Island come with a pool.

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