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Vacation Homes in Anna Maria

Find the vacation homes that appeal to you the most

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The best vacation homes in Anna Maria

Check out our selection of great vacation homes 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 home in Anna Maria

The holiday home with a terrace and garden views has 2 bedrooms, a living room, a TV, an equipped kitchen with an oven and a microwave, and 1 bathroom with a shower. Towels and bed linen are available in the holiday home.

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

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9.4
Wonderful
9 reviews
Price from
$290.50
per night
Check availability
Escape to an island adventure! Free bikes & beach items, vacation home in Anna Maria

The spacious holiday home features 2 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area.

the central location, so close to the beach, shops and restaurants. The outdoor shower was great.

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9.6
Exceptional
5 reviews
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Getaway on Gladiolus, vacation home in Anna Maria

Set 1.2 km from Anna Maria Island, 32 km from The John and Mable Ringling Museum of Art and 1 km from Anna Maria City Pier, Getaway on Gladiolus provides accommodation located in Anna Maria. Featuring pool views, a garden and a private pool, this holiday home also features free WiFi. The property offers a children's playground and parking on-site.

The home was a great stay for 2 small families. The house has a nice clean pool and hot tub. The back yard was clean and private. The house3 was nicely furnished with a ping pong table, putting green and bagos game. The appliances all worked well.

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9.2
Wonderful
5 reviews
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Coconut Tree, vacation home 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
Check availability
Sandy's Getaway, vacation home in Anna Maria

The spacious holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

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

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8.4
Very Good
13 reviews
Price from
$331.67
per night
Check availability
Sea's The Day, vacation home 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.

Location was superb, in the best part of Anna Maria Island, close to the beach. Private pool was very relaxing

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8.6
Excellent
14 reviews
Price from
$384.33
per night
Check availability
Sunrise Garden Resort, vacation home in Anna Maria

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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7.3
Good
196 reviews
Price from
$280
per night
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Canal Front with Dock, 9 beds, 8,5 baths on Anna Maria Island!, vacation home in Anna Maria

The spacious holiday home features 9 bedrooms, a TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The accommodation is non-smoking.

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Price from
$2,100
per night
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From Dusk 'Til Dune, Gorgeous 5 beds, 5,5 Baths Home on the Canal and steps away from the beach!, vacation home in Anna Maria

Set in Anna Maria, 200 metres from Anna Maria Island and 31 km from The John and Mable Ringling Museum of Art, From Dusk 'Til Dune, Gorgeous 5 beds, 5,5 Baths Home on the Canal and steps away from the beach! offers a private beach area and air conditioning. This holiday home is less than 1 km from Anna Maria City Pier. The holiday home features an outdoor swimming pool with a pool bar, as well as a hot tub and a lift.

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Price from
$1,440
per night
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Compass Rose, 9 bed, 8,5 bath with amazing views!, vacation home in Anna Maria

Set in Anna Maria, 200 metres from Anna Maria Island and 30 km from The John and Mable Ringling Museum of Art, Compass Rose, 9 bed, 8,5 bath with amazing views! offers air conditioning. This holiday home is 1.3 km from Anna Maria City Pier. The holiday home features an outdoor swimming pool with a pool bar, along with hot tub and free WiFi.

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Price from
$1,980
per night
Check availability
All vacation homes in Anna Maria

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes 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
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 9 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 offers accommodations with access to spa facilities.

    La ubicación excelente y la casa.muy bien equipada.y muy bonita decorada.

  • Escape to an island adventure! Free bikes & beach items
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Just a 5-minute walk from Anna Maria Island and 700 yards from Anna Maria City Pier, Escape to an island adventure! Free bikes & beach items features accommodations in Anna Maria with a terrace.

    C'était parfait et bien situé. Tout était incroyable!

  • Getaway on Gladiolus
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    Getaway on Gladiolus offers accommodations in Anna Maria, a 12-minute walk from Anna Maria City Pier. The air-conditioned accommodation is 20 miles from The John and Mable Ringling Museum of Art.

    Location was great! House was clean and pool was nice.

  • 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
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 13 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

  • Sea's The Day
    Breakfast options
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 14 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.

  • Sunrise Garden Resort
    7.3
    Scored 7.3
    Good
    Rated good
     · 196 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.

    I loved the enclosed patio and how comfy it all was.

  • Canal Front with Dock, 9 beds, 8,5 baths on Anna Maria Island!

    Canal Front with Dock, 9 beds, 8,5 baths on Anna Maria Island! is located in Anna Maria, just a 3-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art.

Save money on vacation homes in Anna Maria – budget options available!

Great access to the city center! Check these vacation homes in Anna Maria

  • Shady Mango home
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Shady Mango 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.

  • Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    20 miles from The John and Mable Ringling Museum of Art in Anna Maria, Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar offers accommodations with access to...

  • Blissful Bay at Bayside Bungalow
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Blissful Bay at Bayside Bungalow offers accommodations in Anna Maria, a 12-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Barefoot by the Bay at Bayside Bungalow
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Barefoot by the Bay at Bayside Bungalow offers accommodations in Anna Maria, a 12-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Bayside Cutie at Bayside Bungalow
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    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.

  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave offers accommodations in Anna Maria, a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling...

  • Decked Out - Stunning Home Huge Sunny Resort Style Heated Pool Walk to Pine Ave Beach
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Decked Out - Stunning Home Huge Sunny Resort Style Heated Pool Walk to Pine Ave Beach is located in Anna Maria, just a 11-minute walk from Anna Maria Island and 20 miles from The John and Mable...

  • Bamboo Bungalow
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Bamboo Bungalow 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.

  • Spring Oasis
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 3 reviews

    Spring Oasis is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 7-minute walk from Anna Maria City Pier.

  • Canalfront Anna Maria Cottage with Pool and Hot Tub!
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 4 reviews

    Canalfront Anna Maria Cottage with Pool and Hot Tub! offers accommodations in Anna Maria, 20 miles from The John and Mable Ringling Museum of Art and a 9-minute walk from Anna Maria City Pier.

  • Bay Breezes at Bayside Bungalow
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 2 reviews

    Bay Breezes 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.

  • Island Gem A home
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Island Gem A home offers accommodations in Anna Maria, a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Casa Amiga by Beach Retreats
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Just a 11-minute walk from Anna Maria Island and 600 yards from Anna Maria City Pier, Casa Amiga by Beach Retreats features accommodations in Anna Maria with a garden.

  • Bay Vista at Bayside Bungalow
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Bay Vista at Bayside Bungalow offers accommodations in Anna Maria, a 12-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • The Palm Leaf home
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 1 review

    The Palm Leaf home 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.

  • Oar House
    Central location

    Oar House 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.

  • Spring Haven
    Central location

    Spring Haven is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Covey Cottage
    Central location

    Covey Cottage is located in Anna Maria, just a 9-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.

  • Luxury Waterfront Home With A Heated Pool And Spa!

    Luxury Waterfront Home With A Heated Pool And Spa! 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.

  • Island Priva-Sea Home

    Island Priva-Sea Home is located in Anna Maria, just a 10-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Lighthouse Lagoon

    Lighthouse Lagoon 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.

  • 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.

  • Jersey Girl home

    Jersey Girl home is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.

  • Daiquiri Deck
    Central location

    Daiquiri Deck is located in Anna Maria, just a 8-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • AMI Breeze
    Central location

    AMI Breeze is located in Anna Maria, just a 10-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Whispering Whale Retreat

    Whispering Whale Retreat is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Buttonwood Cottage

    Buttonwood Cottage offers accommodations in Anna Maria, a 6-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

  • Flip Flops and Fish Tales

    Flip Flops and Fish Tales is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.

FAQ about vacation homes in Anna Maria

Vacation Homes That Guests Love in Anna Maria

  • LaRaya Retreat

    LaRaya Retreat

    Vacation Home in Anna Maria
    7.9
    Scored 7.9
    Good
    Rated good
     · 7 reviews
    Fabulous position a few hundred metres walk from a beautiful white sandy beach. Comfortable home and a secure setting for a young family. The home included all major appliances you would expect like a washing machine, a good oven, ice maker etc. Very clean & lots of bathroom & pool towels etc. Shaded pool area and the pool was heated sufficiently and had lots of pool accessories like blow up seats etc. The property had items that could be taken to the beach like foldaway chairs, buckets & spades etc.
    nigel
    Family with young children
  • South Bay Inn

    South Bay Inn

    Vacation Home in Anna Maria
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 39 reviews
    Amazing position - close to the beach and lovely restaurant within 100 yards! Very clean and new! Pool was lovely.
    Jill
    Young couple
  • Sunrise Garden Resort

    Sunrise Garden Resort

    Vacation Home in Anna Maria
    Avg. price/night: $475.22
    7.3
    Scored 7.3
    Good
    Rated good
     · 196 reviews
    CUTEST little place for me and my husband. It was just enough space for us to be cuddled up and also enjoy all the island had to offer for us during our stay. I am a fan of this place due to its location and cleanliness. VERY clean.
    Christina
    Young couple
  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave

    The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave

    Vacation Home in Anna Maria
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review
    The location was excellent, with very nice restaurants only a few minutes walk away with great beaches also very close. The house was very clean and comfortable.
    Charles
    Solo traveler

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