Anna Maria Island vacation rentals

21Results

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.

Newest
New Listing
115 Aqua Lane Holmes Beach FL 34217

$18,000/month

Holmes Beach, FL

115 Aqua Lane

  • 3 Beds
  • 4 Baths
  • 3,434 SqFt
  • 2 Days on Market
MLS#: A4699923
New Listing

$20,000/month

Holmes Beach, FL

113 Aqua Lane

  • 3 Beds
  • 4 Baths
  • 3,054 SqFt
  • 2 Days on Market
MLS#: A4699924
New Listing

$3,590/month

Holmes Beach, FL

2804 Avenue C

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

$12,000/month

Anna Maria, FL

102 Palmetto Avenue

  • 4 Beds
  • 3 Baths
  • 3,005 SqFt
  • 20 Days on Market
MLS#: A4698029
New Listing

$6,000/month

Anna Maria, FL

101 Palm Avenue, Unit 2

  • 1 Bed
  • 2 Baths
  • 800 SqFt
  • 21 Days on Market
MLS#: A4694636
New Listing

$5,000/month

Bradenton Beach, FL

3705 E Bay Drive, Unit 103

  • 2 Beds
  • 2 Baths
  • 1,121 SqFt
  • 21 Days on Market
MLS#: A4697917
New Listing

$8,000/month

Anna Maria, FL

101 Palm Avenue, Unit 3

  • 2 Beds
  • 2 Baths
  • 1,000 SqFt
  • 21 Days on Market
MLS#: A4698019
New Listing

$8,000/month

Anna Maria, FL

101 Palm Avenue, Unit 4

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

$3,600/month

Bradenton Beach, FL

5400 Gulf Drive, Unit 32

  • 2 Beds
  • 2 Baths
  • 1,188 SqFt
  • 44 Days on Market
MLS#: A4695275

$2,700/month

Bradenton Beach, FL

2100 Avenue A

  • 3 Beds
  • 2 Baths
  • 2,077 SqFt
  • 44 Days on Market
MLS#: A4695264

$6,000/month

Anna Maria, FL

101 Palm Avenue, Unit 1

  • 1 Bed
  • 2 Baths
  • 800 SqFt
  • 56 Days on Market
MLS#: A4693385

$2,495/month

Holmes Beach, FL

3607 E Bay Drive, Unit 206

  • 2 Beds
  • 2 Baths
  • 980 SqFt
  • 60 Days on Market
MLS#: A4693831

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of July 15, 2026 9:04 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.