Rental Properties on Anna Maria Island

Find your perfect vacation rental on Anna Maria Island. Whether you’re looking for a lively beach front condo or a quiet home next to the canal, we have the right property for you.

Click through our available units below to find what works best for you, and book your next vacation with just a click.

Total Units: 30


Beach Daisy
$252.71 - $503.84

4.9

4.9
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 111 75th Street, Holmes Beach
Beach Dream A (downstairs)
$117.00 - $248.64

4.7

4.7
Bedrooms: 2
Bathrooms: 1
Sleeps: 4
Pets: None
Address: 111 78th Street, Holmes Beach
Beach Dream B (upstairs)
$98.90 - $223.84

4.9

4.9
Bedrooms: 1
Bathrooms: 1
Sleeps: 2
Pets: None
Address: 111 78th Street, Holmes Beach
Beach Paradise
$216.12 - $383.12

4.8

4.8
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 6006 Gulf Drive, Unit 101, Holmes Beach
Breezy Beach
$273.62 - $611.04

4.8

4.8
Paw
Bedrooms: 4
Bathrooms: 4
Sleeps: 8
Pets: cats, dogs
Address: 311 58th Street, Unit A, Holmes Beach
Egret's Landing
$183.98 - $415.04

4.4

4.4
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 303 74th Street, #A, Holmes Beach
Gertie's East
$105.99 - $263.84

5.0

5.0
Bedrooms: 1
Bathrooms: 1
Sleeps: 2
Pets: None
Address: 206 35th Street, Unit A, East, Holmes Beach
It's My Dream
$212.39 - $433.44

5.0

5.0
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 5607 Carissa Street, Holmes Beach
Key Largo Cottage
$219.86 - $433.44

4.9

4.9
Paw
Bedrooms: 3
Bathrooms: 3
Sleeps: 6
Pets: dogs
Address: 315 62nd St., Anna Maria
Lemon Tree by the beach
$106.18 - $264.64

4.8

4.8
Paw
Bedrooms: 1
Bathrooms: 1
Sleeps: 2
Pets: cats, dogs
Address: 208 69th Street, Unit B, Holmes Beach
Marbella
$158.26 - $286.88

4.8

4.8
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 1900 Gulf Drive N #11, Bradenton Beach
Mermaid Cove
$208.66 - $380.64

5.0

5.0
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 309 66th Street, Unit A, Holmes Beach
Moorings
$114.20 - $166.36

5.0

5.0
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 6200 Flotilla Drive #314, Holmes Beach
Ocean Breeze
$216.68 - $544.64

4.8

4.8
Paw
Bedrooms: 4
Bathrooms: 3
Sleeps: 8
Pets: cats, dogs
Address: 311 58th Street, Unit B, Holmes Beach
Ocean Devotion
$125.00 - $161.93

5.0

5.0
Paw
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: dogs
Address: 3805 East Bay Drive, Unit 303, Holmes Beach
Palm Villa
$219.86 - $433.44

4.9

4.9
Bedrooms: 3
Bathrooms: 3
Sleeps: 6
Pets: None
Address: 307 A 63rd Street, Anna Maria
Sailors Dream
$161.06 - $310.24

4.9

4.9
Paw
Bedrooms: 3
Bathrooms: 3
Sleeps: 6
Pets: dogs
Address: 3904 Royal Palm Drive, Bradenton
Sandcastle
$180.66 - $326.24

4.6

4.6
Paw
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: cats, dogs
Address: 309 B 66th Street, Holmes Beach
Seashell
$234.60 - $442.03

5.0

5.0
Paw
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: cats, dogs
Address: 210 Pine Avenue, Anna Maria
Shell Game
$123.54 - $251.12

4.8

4.8
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 6006 Gulf Drive, Unit 112, Holmes Beach
Spoonbill
$80.20 - $141.93

5.0

5.0
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 505 Sanderling Circle, Bradenton
St. Barth* Bungalow
$157.70 - $322.56

5.0

5.0
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 2104 Ave B Unit B, Bradenton Beach
St. John's Bungalow
$127.83 - $279.63

5.0

5.0
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 2106 Ave B Unit A, Bradenton Beach
St. Maarten* Bungalow
$157.70 - $322.56

4.9

4.9
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: None
Address: 2106 Ave B Unit B, Bradenton Beach
St. Thomas Bungalow
$127.83 - $279.63

4.9

4.9
Paw
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: cats, dogs
Address: 2104 Ave B Unit A, Bradenton Beach
Sunbreeze
$208.66 - $430.24

5.0

5.0
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 310 57TH STREET, Holmes Beach
Sunflower  BBC 39-220
$136.04 - $307.04

4.8

4.8
Bedrooms: 2
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 220 17th Street N, Bradenton Beach
Tropical Oasis
$182.34 - $333.44

4.8

4.8
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: None
Address: 5208 9th Ave Dr W, Bradenton
Tropical Terrace
$121.67 - $305.44

4.6

4.6
Paw
Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Pets: cats, dogs
Address: 3100 Gulf Drive, Unit 5, Holmes Beach
White Shell
$226.02 - $495.04

5.0

5.0
Paw
Bedrooms: 3
Bathrooms: 2
Sleeps: 6
Pets: cats, dogs
Address: 225 Gladiolus St, Anna Maria
Florida Dreams Realty