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.

Newest
New Listing
405 80TH Street Holmes Beach FL 34217

$2,000/month

Holmes Beach, FL

405 80TH Street, Unit B

  • 1 Bed
  • 1 Bath
  • 580 SqFt
  • 4 Days on Market
MLS#: A4710057
New Listing

$15,000/month

Holmes Beach, FL

4302 2ND Avenue

  • 4 Beds
  • 4 Baths
  • 1,556 SqFt
  • 14 Days on Market
MLS#: A4709103
New Listing

$10,500/month

Anna Maria, FL

124 Hammock Road

  • 3 Beds
  • 2 Baths
  • 1,202 SqFt
  • 17 Days on Market
MLS#: A4708727
New Listing

$7,500/month

Bradenton Beach, FL

614 Gladstone Lane

  • 3 Beds
  • 2 Baths
  • 1,947 SqFt
  • 22 Days on Market
MLS#: A4705248
New Listing

$15,500/month

Holmes Beach, FL

106 49TH Street

  • 3 Beds
  • 3 Baths
  • 2,489 SqFt
  • 25 Days on Market
MLS#: A4707627
New Listing

$2,600/month

Holmes Beach, FL

406 71ST Street, Unit A

  • 2 Beds
  • 2 Baths
  • 2,061 SqFt
  • 29 Days on Market
MLS#: A4707273

$3,000/month

Anna Maria, FL

208 Magnolia Avenue, Unit B

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

$18,000/month

Holmes Beach, FL

115 Aqua Lane

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

$20,000/month

Holmes Beach, FL

113 Aqua Lane

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

$12,000/month

Anna Maria, FL

102 Palmetto Avenue

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

$6,000/month

Anna Maria, FL

101 Palm Avenue, Unit 2

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

$8,000/month

Anna Maria, FL

101 Palm Avenue, Unit 3

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

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 23, 2026 3:02 AM 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.