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The 10 Best Cottages in Anna Maria, USA

Check out our pick of great cottages in Anna Maria

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Offering a garden and garden view, Casa Posada - So Close You Can Hear the Waves Historic Beach Cottage w Beach Gear is set in Anna Maria, 31 km from The John and Mable Ringling Museum of Art and 1.7 km from Anna Maria City Pier. Spa facilities is available for guests. The property is non-smoking and is situated 80 metres from Anna Maria Island.

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

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9.3
Superb
6 reviews
Price from
£263
per night

Situated in Anna Maria, Coconut Tree features accommodation with a private pool. Free WiFi is available throughout the property and Anna Maria Island is 300 metres away.

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

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
12 reviews
Price from
£328
per night

Set in Anna Maria, 200 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, The Seashell Cottage offers air-conditioned accommodation with a patio and free WiFi. The property is non-smoking and is located 1.2 km from Anna Maria City Pier.

So close to everything. Clean

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8.5
Very good
14 reviews
Price from
£276
per night

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
Fabulous
12 reviews

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
194 reviews
Price from
£413
per night

Boasting air-conditioned accommodation with a private pool, Surrounded By Sea Breezes - Anna Maria, FL is situated in Anna Maria. This beachfront property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 500 metres from Anna Maria Island.

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Price from
£2,021
per night

Boasting air-conditioned accommodation with a balcony, Tropical Gulf View Estate - Anna Maria, FL is set in Anna Maria. This beachfront property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is situated 1.3 km from Anna Maria Island.

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Price from
£1,654
per night

Boasting air-conditioned accommodation with a patio, Dolphins Run home is set in Anna Maria. This property offers access to a balcony and free private parking. The property is non-smoking and is situated 700 metres from Anna Maria Island.

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Price from
£781
per night

Situated in Anna Maria, 700 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, 29 Palms features air-conditioned accommodation with a patio and free WiFi. It is located 500 metres from Anna Maria City Pier and offers an ATM. The property provides a children's playground and parking on-site.

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Price from
£436
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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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
    Superb
    Rated superb
     · 6 reviews

    Offering a garden and garden view, Casa Posada - So Close You Can Hear the Waves Historic Beach Cottage w Beach Gear is set in Anna Maria, 31 km from The John and Mable Ringling Museum of Art and 1.7...

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

    Situated in Anna Maria, Coconut Tree features accommodation with a private pool. Free WiFi is available throughout the property and Anna Maria Island is 300 metres away.

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

    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.

    die Lage zum Strand ist super Die Einrichtung ist ok

  • The Seashell Cottage
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 14 reviews

    Set in Anna Maria, 200 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, The Seashell Cottage offers air-conditioned accommodation with a patio and free WiFi.

  • Sea's The Day
    Breakfast options
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 12 reviews

    Located in Anna Maria, Sea's The Day provides accommodation with a private pool. This holiday home features accommodation with a patio.

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

  • Tropical Gulf View Estate - Anna Maria, FL

    Boasting air-conditioned accommodation with a balcony, Tropical Gulf View Estate - Anna Maria, FL is set in Anna Maria.

  • Dolphins Run home

    Boasting air-conditioned accommodation with a patio, Dolphins Run home is set in Anna Maria. This property offers access to a balcony and free private parking.

  • 29 Palms
    Breakfast options

    Situated in Anna Maria, 700 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, 29 Palms features air-conditioned accommodation with a patio and free WiFi.

These cottages in Anna Maria have options with FREE cancellation

  • The Bea's Knees home
    Free cancellation options available

    Boasting air-conditioned accommodation with a patio, The Bea's Knees home is set in Anna Maria. This property offers a private pool and free private parking.

  • Luxe Island Escape
    Free cancellation options available

    Boasting air-conditioned accommodation with a private pool, sea view and a balcony, Luxe Island Escape is set in Anna Maria. This beachfront property offers access to free WiFi.

  • Coconut Palm Paradise
    Free cancellation options available

    Situated in Anna Maria, less than 1 km from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Coconut Palm Paradise features spacious air-conditioned accommodation with a...

  • Southern Breeze 6
    Free cancellation options available

    Situated in Anna Maria, 600 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Southern Breeze 6 offers air conditioning.

  • Southern Breeze 4
    Free cancellation options available

    Set in Anna Maria, 500 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Southern Breeze 4 offers air conditioning.

  • Total Package
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Total Package is located in Anna Maria. Situated on the beachfront, this property has free WiFi.

  • Southern Breeze 5
    Free cancellation options available

    Situated in Anna Maria, 600 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Southern Breeze 5 offers air conditioning.

  • Gone Gulfin'
    Free cancellation options available

    Set in Anna Maria, 200 metres from Anna Maria Island and 30 km from The John and Mable Ringling Museum of Art, Gone Gulfin' offers spacious air-conditioned accommodation with a balcony and free WiFi.

Travelling by car? These cottages in Anna Maria offer free parking!

  • Bayside Cutie at Bayside Bungalow

    Featuring air-conditioned accommodation with a patio, Bayside Cutie at Bayside Bungalow is located in Anna Maria.

  • Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!

    Featuring air-conditioned accommodation with a private pool, sea view and a terrace, Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool! is located in Anna Maria.

  • Paradise on Pine

    Located in Anna Maria, Paradise on Pine provides accommodation with a private pool and sea views. This beachfront property offers access to a balcony and free private parking.

  • Beach Breeze

    Featuring air-conditioned accommodation with a private pool, Beach Breeze is located in Anna Maria. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Gypsy Sol

    Set in Anna Maria, Gypsy Sol offers accommodation with a private pool and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Sea Esta
    Free parking

    Set in Anna Maria, 100 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Sea Esta offers air conditioning.

  • Villa Del Sol

    Offering sea views, Villa Del Sol is an accommodation located in Anna Maria, 200 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art.

  • Sugar Plum Beach West

    Situated in Anna Maria, 200 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, Sugar Plum Beach West offers air conditioning.

FAQ about cottages in Anna Maria






Cottages that guests love in Anna Maria

  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews
    Space was really cute. The bed in the second bedroom was VERY uncomfortable. Lots of cabinets in the kitchen but very disorganized. Loved the covered porches and grill. Pool was nice. Beach access was really close. Shutters and windows were great for letting in natural light, Would stay there again!! Looking forward to the North Shore of AMI again.Great
    hazel
    Solo traveller
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    Beautiful home. Two separate units, both self contained but as there was 7 of us we used both the upstairs and downstairs units. Beautifully appointed, airy, large accommodation. The beach is literally minutes walk away and is stunning. Pool/garden has a salt water pool & hot tub, lovely relaxing area. This home is airy and light and the furnishings appear new. Hope to return soon.
    Vicky
    Family with young children
  • Avg. price/night: £423.58
    7.4
    Scored 7.4
    Good
    Rated good
     · 194 reviews
    The bed was so comfortable! Very good location, easy access to beach, restaurants, shops on foot. Lovely little bungalow type room right next to the pool & easy parking. Free washing machines and dryers too! Big bathroom & well equipped kitchen. Nice and quiet too.
    cferrant
    Family with young children
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    It had everything you could ask for in a single family vacation cottage rental.
    Chloe
    Family with young children
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    Location was perfect- walkable to both the beach and the bay and shops. The cottage is adorable and provided all we needed and we appreciated and used the owner's notebook with restaurant and activity suggestions. The back yard and pool area was a godsend as it was too cold and windy to be on the beach.
    Shaw
    Solo traveller
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews
    Perfect beach home, charming, cosy and quaint. Generously equipped with an unbeatable location - beaches at both ends of the street and one street over from the restaurants and shops! Felt a million miles away from the soulless orlando housing estates. Just beautiful, don't hesitate - book!
    william
    Solo traveller
  • Avg. price/night: £423.58
    7.4
    Scored 7.4
    Good
    Rated good
     · 194 reviews
    quaint cottages, clean, great location
    Holly
    Young couple
  • Avg. price/night: £423.58
    7.4
    Scored 7.4
    Good
    Rated good
     · 194 reviews
    great location. cute cottages. nice pool. outlet for charging my Tesla 120v
    Ronald
    Young couple
  • 8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 12 reviews
    Adorable Bungalow steps from the beach and local eateries. No need to drive if you don’t want to.
    Kim
    Family with young children
  • 8.4
    Scored 8.4
    Very good
    Rated very good
     · 14 reviews
    The cottage was very clean. Loved the sense of humor of the vacasa employee I messaged with. Very near the beach. The backyard was quite private and fully fenced so our pooch was happy. A/C worked very well. We felt very safe.
    Myrna
    Young couple
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