Anna Maria Island vacation rentals

19Results

View Anna Maria Island vacation rentals. Search all Anna Maria Island FL rentals including homes and condos for rent. Michael Saunders & Company® the expert on monthly, winter, vacation and seasonal rentals in Anna Maria Island, Florida.

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306 63RD Street Holmes Beach FL 34217

$3,200/month

Holmes Beach, FL

306 63RD Street, Unit B

  • 3 Beds
  • 2 Baths
  • 2,752 SqFt
  • 29 Days on Market
MLS#: A4701975

$8,000/month

Anna Maria, FL

401 N Shore Drive

  • 3 Beds
  • 2 Baths
  • 1,680 SqFt
  • 34 Days on Market
MLS#: A4699983

$2,300/month

Bradenton Beach, FL

2904 Avenue B

  • 2 Beds
  • 2 Baths
  • 900 SqFt
  • 41 Days on Market
MLS#: A4700787

$3,000/month

Anna Maria, FL

208 Magnolia Avenue, Unit B

  • 2 Beds
  • 2 Baths
  • 1,760 SqFt
  • 42 Days on Market
MLS#: A4700640

$18,000/month

Holmes Beach, FL

115 Aqua Lane

  • 3 Beds
  • 4 Baths
  • 3,434 SqFt
  • 49 Days on Market
MLS#: A4699923

$20,000/month

Holmes Beach, FL

113 Aqua Lane

  • 3 Beds
  • 4 Baths
  • 3,054 SqFt
  • 49 Days on Market
MLS#: A4699924

$3,590/month

Holmes Beach, FL

2804 Avenue C

  • 3 Beds
  • 2 Baths
  • 1,248 SqFt
  • 56 Days on Market
MLS#: A4699304

$12,000/month

Anna Maria, FL

102 Palmetto Avenue

  • 4 Beds
  • 3 Baths
  • 3,005 SqFt
  • 67 Days on Market
MLS#: A4698029

$5,000/month

Bradenton Beach, FL

3705 E Bay Drive, Unit 103

  • 2 Beds
  • 2 Baths
  • 1,121 SqFt
  • 68 Days on Market
MLS#: A4697917

$6,000/month

Anna Maria, FL

101 Palm Avenue, Unit 2

  • 1 Bed
  • 2 Baths
  • 800 SqFt
  • 68 Days on Market
MLS#: A4694636

$8,000/month

Anna Maria, FL

101 Palm Avenue, Unit 3

  • 2 Beds
  • 2 Baths
  • 1,000 SqFt
  • 68 Days on Market
MLS#: A4698019

$8,000/month

Anna Maria, FL

101 Palm Avenue, Unit 4

  • 2 Beds
  • 2 Baths
  • 1,000 SqFt
  • 68 Days on Market
MLS#: A4698024

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 1, 2026 6:35 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.