Skip to main content

The 10 Best Holiday Homes in Anna Maria, USA

Check out our pick of great holiday homes in Anna Maria

Filter by:


Review score

Superb: 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 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!

Show more Show less
9.3
Superb
6 reviews
Price from
£262
per night

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.

Show more Show less
9.6
Exceptional
5 reviews
Price from
£318
per night

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
Price from
£560
per night

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.

Show more Show less
8.3
Very good
12 reviews
Price from
£327
per night

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

Show more Show less
8.4
Very good
14 reviews
Price from
£275
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
Fabulous
12 reviews

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
£367
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.

The spacious holiday home has 3 bedrooms, a flat-screen TV with satellite channels, a fully equipped kitchen with a microwave and a fridge, a washing machine, and 3 bathrooms with an a bath or shower.

Show more Show less
Price from
£2,018
per night

The spacious holiday home has 4 bedrooms, a flat-screen TV with satellite channels, a fully equipped kitchen with a microwave and a fridge, a washing machine, and 4 bathrooms with a bath.

Guests can enjoy the outdoor swimming pool and garden at the holiday home.

Show more Show less
Price from
£2,935
per night

With free WiFi, this 3-bedroom holiday home offers a TV, a washing machine and a fully equipped kitchen with a dishwasher. Towels and bed linen are offered in the holiday home.

The John and Mable Ringling Museum of Art is 32 km from the holiday home, while Anna Maria City Pier is less than 1 km from the property. The nearest airport is Sarasota Bradenton International Airport, 29 km from Dolphins Run home.

Show more Show less
Price from
£780
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Anna Maria

Most booked holiday 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
    9.3
    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...

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

    Set in Anna Maria in the Florida region, Escape to an island adventure! Free bikes & beach items has a patio. This property offers access to a balcony, free private parking and free WiFi.

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

  • 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.

  • Surrounded By Sea Breezes - Anna Maria, FL

    Boasting air-conditioned accommodation with a private pool, Surrounded By Sea Breezes - Anna Maria, FL is situated in Anna Maria.

  • 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.

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

  • Dolphins Run home
    Budget options available

    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
    Budget options available

    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.

  • The Bea's Knees home
    Budget 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
    Budget 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
    Budget 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
    Budget 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
    Budget 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
    Budget 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.

Great access to the city centre! Check these holiday homes in Anna Maria

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

    Boasting air-conditioned accommodation with a private pool, Shady Mango home is set in Anna Maria. Guests staying at this holiday home have access to a patio.

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

    Boasting air-conditioned accommodation with a private pool, Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar is set in Anna Maria.

  • Blissful Bay at Bayside Bungalow
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Boasting air-conditioned accommodation with a patio, Blissful Bay at Bayside Bungalow is situated in Anna Maria.

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

    Featuring air-conditioned accommodation with a balcony, The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria.

  • Spring Oasis
    Central location
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Situated in Anna Maria, 500 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Spring Oasis features air-conditioned accommodation with a patio and free WiFi.

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

    Situated in Anna Maria, less than 1 km from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Canalfront Anna Maria Cottage with Pool and Hot Tub!

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

    Set in Anna Maria, just 1 km from Anna Maria Island, Bay Vista at Bayside Bungalow offers beachfront accommodation with free WiFi.

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

    Situated in Anna Maria, 600 metres from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Island Gem A home features air-conditioned accommodation with a patio and free WiFi.

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

    Situated in Anna Maria, Casa Amiga by Beach Retreats features accommodation with a private pool, a balcony and sea views.

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

    Featuring air-conditioned accommodation with a patio, Bay Breezes at Bayside Bungalow is located in Anna Maria. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Sunrise Garden Resort
    7.4
    Scored 7.4
    Good
    Rated good
     · 195 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.

    Beautifully decorated and clean. Location was nice.

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

    Set in Anna Maria, less than 1 km from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, The Palm Leaf home offers air-conditioned accommodation with a patio and free WiFi.

  • Bayside Cutie at Bayside Bungalow

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

  • Kay's Landing
    Central location

    Featuring air-conditioned accommodation with a private pool, Kay's Landing is set in Anna Maria. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Oar House
    Central location

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

  • Spring Haven
    Central location

    Boasting air-conditioned accommodation with a private pool, Spring Haven is situated in Anna Maria. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Covey Cottage
    Central location

    Located in Anna Maria, just 800 metres from Anna Maria Island, Covey Cottage provides beachfront accommodation with free WiFi.

  • Luxury Waterfront Home With A Heated Pool And Spa!

    Located in Anna Maria and only 700 metres from Anna Maria Island, Luxury Waterfront Home With A Heated Pool And Spa! provides accommodation with sea views, free WiFi and free private parking.

  • Island Priva-Sea Home

    Situated in Anna Maria, less than 1 km from Anna Maria Island and 32 km from The John and Mable Ringling Museum of Art, Island Priva-Sea Home features air-conditioned accommodation with a patio and...

  • Lighthouse Lagoon

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

  • 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.

  • Jersey Girl home

    Boasting air-conditioned accommodation with a balcony, Jersey Girl home is situated in Anna Maria. This holiday home also has a private pool.

  • Daiquiri Deck
    Central location

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

  • AMI Breeze
    Central location

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

  • Whispering Whale Retreat

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

  • Buttonwood Cottage

    Boasting air-conditioned accommodation with a private pool, Buttonwood Cottage is situated in Anna Maria. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Flip Flops and Fish Tales

    Boasting air-conditioned accommodation with a private pool, Flip Flops and Fish Tales is situated in Anna Maria.

  • Blue Pearl
    Central location

    Boasting air-conditioned accommodation with a private pool, Blue Pearl is situated in Anna Maria. This beachfront property offers access to a patio, free private parking and free WiFi.

FAQ about holiday homes in Anna Maria






Holiday homes that guests love 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
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 38 reviews
    Amazing position - close to the beach and lovely restaurant within 100 yards! Very clean and new! Pool was lovely.
    Jill
    Young couple
  • Avg. price/night: £377.20
    7.4
    Scored 7.4
    Good
    Rated good
     · 195 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
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 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 traveller
gogless