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Vacation Rentals in Anna Maria

Find the vacation rentals that appeal to you the most

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The 10 Best Vacation Rentals in Anna Maria, USA

Check out our selection of great vacation rentals in Anna Maria

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Casa Posada - So Close You Can Hear the Waves Historic Beach Cottage w Beach Gear, vacation rental in Anna Maria

Offering direct access to a terrace, the air-conditioned holiday home consists of a fully equipped kitchen and a TV. Towels and bed linen are available in the holiday home.

The nearest airport is Sarasota Bradenton International Airport, 28 km from the holiday home.

The location was amazing and the accommodations were very comfortable. The New Years gift was so sweet!

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9.3
Wonderful
6 reviews
Price from
$278.33
per night
Check availability
265 Gladiolus Home, vacation rental in Anna Maria

The spacious holiday home is equipped with 2 bedrooms, a fully equipped kitchen with a dishwasher, and 3 bathrooms.

The nearest airport is Sarasota Bradenton International Airport, 30 km from the holiday home.

We loved the location, only a couple of blocks from the beach and great restaurants. We loved the deck in the back yard against the breezy back bay. We watched manatees and flying fish everyday.

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9.4
Wonderful
5 reviews
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Grant's View, vacation rental in Anna Maria

The spacious holiday home has 2 bedrooms, 2 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a patio with sea views. For added privacy, the accommodation features a private entrance.

On the beach location is excellent

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9
Wonderful
7 reviews
Check availability
South Bay Inn, vacation rental in Anna Maria

Located less than 1 km from Anna Maria Island, 32 km from The John and Mable Ringling Museum of Art and 300 metres from Anna Maria City Pier, South Bay Inn provides accommodation set in Anna Maria. Guests can access the apartment via private entrance.

Excellent location!! Beautiful place with an amazing view!!

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8.7
Excellent
38 reviews
Price from
$220
per night
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Coconut Tree, vacation rental in Anna Maria

Boasting a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room, a dining area, 3 bedrooms, and 3 bathrooms with an a bath or shower. The unit is air conditioned and is comprised of a patio with outdoor furniture as well as a TV with cable channels. For added privacy, the accommodation features a private entrance.

This was a beautiful home! Loved all the windows to enjoy the outside view. Great price for such a fun little getaway! Definitely would recommend this home!!

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8.2
Very Good
9 reviews
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Sandy's Getaway, vacation rental in Anna Maria

Located in Anna Maria, 300 metres from Anna Maria Island and 30 km from The John and Mable Ringling Museum of Art, Sandy's Getaway provides air-conditioned accommodation with a balcony and free WiFi. The Greens of Manatee Golf Club is within 22 km of the holiday home. The property is non-smoking and is set 1.8 km from Anna Maria City Pier.

It was clean and very comfortable. It was also in a great location.

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8.3
Very Good
11 reviews
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The Seashell Cottage, vacation rental in Anna Maria

The holiday home features 2 bedrooms, a TV with cable channels, a fully equipped kitchen with an oven and a microwave, a washing machine, and 2 bathrooms with a walk-in shower. Towels and bed linen are featured in the holiday home. The property has an outdoor dining area.

So close to everything. Clean

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8.5
Very Good
13 reviews
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Sea's The Day, vacation rental in Anna Maria

Located in Anna Maria, Sea's The Day provides accommodation with a private pool. This holiday home features accommodation with a patio. Free WiFi is available throughout the property and Anna Maria Island is 70 metres away.

perfect location for the beach and pine ave. best spot we have had and been coming over ten years

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8.6
Excellent
12 reviews
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Sunrise Garden Resort, vacation rental in Anna Maria

Located in Anna Maria, Florida, this apartment offers access to an outdoor swimming pool and free WiFi. The apartment is just 850 metres from the beach.

Guests can prepare homemade meals in the full kitchen at Sunrise Garden Resort. The apartment will provide a cable TV, ironing facilities, and a balcony with garden views. The private bathroom comes with a hairdryer.

Perfect location! Easy walk to the pier, beach, restaurants and shops. It was clean, comfortable and just as cute as can be! We will stay here again without a doubt. We loved Anna Maria... So beautiful and so much to see and do!

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7.4
Good
193 reviews
Price from
$254
per night
Check availability
Bean Point Residence, vacation rental in Anna Maria

With free WiFi, this 5-bedroom villa features a cable flat-screen TV, a washing machine and a fully equipped kitchen with a fridge.

The John and Mable Ringling Museum of Art is 33 km from the villa, while Anna Maria City Pier is 1.4 km from the property. The nearest airport is Sarasota Bradenton International Airport, 30 km from Bean Point Residence.

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10
Exceptional
1 reviews
Check availability
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Most booked vacation rentals in Anna Maria this month

Enjoy breakfast in Anna Maria!

  • Casa Posada - So Close You Can Hear the Waves Historic Beach Cottage w Beach Gear
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

    A few steps from Anna Maria Island in Anna Maria, Casa Posada - So Close You Can Hear the Waves Historic Beach Cottage w Beach Gear features accommodations with access to spa facilities.

  • 265 Gladiolus Home
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    265 Gladiolus Home offers accommodations in Anna Maria, a 8-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Grant's View
    Breakfast options
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    Grant's View is located in Anna Maria, just a 16-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This beachfront property offers access to free Wifi.

  • South Bay Inn
    Breakfast options
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 38 reviews

    South Bay Inn is offering accommodations in Anna Maria. The property is around a 10-minute walk from Anna Maria Island, 20 miles from The John and Mable Ringling Museum of Art, and a 3-minute walk...

    Very nice, clean place and convenient to everything.

  • Coconut Tree
    Breakfast options
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 9 reviews

    Coconut Tree offers accommodations in Anna Maria, 19 miles from The John and Mable Ringling Museum of Art and 1.1 miles from Anna Maria City Pier.

  • Sandy's Getaway
    Breakfast options
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 11 reviews

    Sandy's Getaway is located in Anna Maria, just a 3-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.

  • The Seashell Cottage
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 13 reviews

    The Seashell Cottage is located in Anna Maria, just 19 miles from The John and Mable Ringling Museum of Art and a 13-minute walk from Anna Maria City Pier.

  • Sea's The Day
    Breakfast options
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 12 reviews

    Sea's The Day is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 14-minute walk from Anna Maria City Pier. Guests can go for a swim in the private pool.

    Pool was great, beach really close, which was perfect. Beautiful island.

These vacation rentals in Anna Maria have options with FREE cancellation

  • Sunrise Garden Resort
    Free cancellation options available
    7.4
    Scored 7.4
    Good
    Rated good
     · 193 reviews

    In Anna Maria, Florida, this apartment provides access to an outdoor swimming pool and free Wi-Fi. The apartment is just half a mile from the beach.

    Beautifully decorated and clean. Location was nice.

  • Bean Point Residence
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Just a few steps from Anna Maria Island and a 17-minute walk from Anna Maria City Pier, Bean Point Residence features accommodations in Anna Maria with a garden.

  • Beach A La Mode - 211
    Free cancellation options available

    Beach A La Mode - 211 is located in Anna Maria, just a 11-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Salty Sister - 302
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Salty Sister - 302 is located in Anna Maria, just a few steps from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • The Wee Cottage
    Free cancellation options available
    5.4
    Scored 5.4
    Average
    Rated fair
     · 5 reviews

    The Wee Cottage offers accommodations in Anna Maria, 20 miles from The John and Mable Ringling Museum of Art and a 15-minute walk from Anna Maria City Pier.

  • Gulf View Estate
    Free cancellation options available

    Gulf View Estate is located in Anna Maria, just a 16-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Once Upon A Time managed by Beach Retreats
    Free cancellation options available

    Once Upon A Time managed by Beach Retreats offers accommodations in Anna Maria, a 4-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Gulf Shore Retreat managed by Beach Retreats

    Just a few steps from Anna Maria Island and a 13-minute walk from Anna Maria City Pier, Gulf Shore Retreat managed by Beach Retreats features accommodations in Anna Maria with a terrace.

Highly-rated vacation rentals in Anna Maria

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