Skip to main content

The 10 Best Cottages in Anna Maria, USA

Check out our selection of great cottages in Anna Maria

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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!

Show more Show less
9.3
Wonderful
6 reviews
Price from
$278.33
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!!

Show more Show less
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.

Show more Show less
8.3
Very Good
12 reviews
Price from
$287.33
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

Show more Show less
8.5
Very Good
13 reviews
Price from
$241.67
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

Show more Show less
8.6
Excellent
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!

Show more Show less
7.4
Good
194 reviews
Price from
$318
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.

Show more Show less
Price from
$633.81
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.

Show more Show less
Price from
$374.71
per night

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. The property is non-smoking and is situated 500 metres from Anna Maria Island.

Show more Show less
Price from
$555
per night

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. The property is non-smoking and is located 600 metres from Anna Maria Island.

Show more Show less
Price from
$1,176
per night

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
Search cottages in Anna Maria

Most booked cottages 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.

  • 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
     · 12 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.

    die Lage zum Strand ist super Die Einrichtung ist ok

  • 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.

  • Dolphins Run home

    Dolphins Run 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.

  • 29 Palms
    Breakfast options

    29 Palms offers accommodations in Anna Maria, 19 miles from The John and Mable Ringling Museum of Art and a 5-minute walk from Anna Maria City Pier.

  • The Bea's Knees home

    The Bea's Knees home offers accommodations in Anna Maria, a 5-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.

These cottages in Anna Maria have options with FREE cancellation

  • Luxe Island Escape
    Free cancellation options available

    Luxe Island Escape is located in Anna Maria, just a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Coconut Palm Paradise
    Free cancellation options available

    Coconut Palm Paradise offers accommodations in Anna Maria, a 10-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Southern Breeze 6
    Free cancellation options available

    Southern Breeze 6 is located in Anna Maria, just a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Southern Breeze 4
    Free cancellation options available

    Southern Breeze 4 is located in Anna Maria, just a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Total Package
    Free cancellation options available

    Total Package offers accommodations in Anna Maria, a 1-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art.

  • Southern Breeze 5
    Free cancellation options available

    Southern Breeze 5 is located in Anna Maria, just a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Gone Gulfin'
    Free cancellation options available

    Gone Gulfin' is located in Anna Maria, just a 2-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.

  • Southern Breeze 2
    Free cancellation options available

    Southern Breeze 2 is located in Anna Maria, just a 7-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

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

  • Bayside Cutie at Bayside Bungalow

    Bayside Cutie at Bayside Bungalow is located in Anna Maria, just a 12-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

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

    Just a 15-minute walk from Anna Maria Island and 400 yards from Anna Maria City Pier, Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!

  • Paradise on Pine

    Paradise on Pine is located in Anna Maria, just a 7-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Beach Breeze

    Beach Breeze 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.

  • Gypsy Sol

    Gypsy Sol is located in Anna Maria, just a 18-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Sea Esta
    Free parking

    Sea Esta offers accommodations in Anna Maria, a few steps from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Villa Del Sol

    Villa Del Sol is located in Anna Maria, just a 2-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Sugar Plum Beach West

    Sugar Plum Beach West is located in Anna Maria, just a 2-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.

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 traveler
  • 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: $527.84
    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 traveler
  • 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 traveler
  • Avg. price/night: $527.84
    7.4
    Scored 7.4
    Good
    Rated good
     · 194 reviews
    quaint cottages, clean, great location
    Holly
    Young couple
  • Avg. price/night: $527.84
    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
    Excellent
    Rated excellent
     · 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
  • 8.5
    Scored 8.5
    Very Good
    Rated very good
     · 13 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