BUY A VACATION RENTAL

BUY A VACATION RENTAL


You’ve discovered this great island community. You’ve had a great time here, and you’d love to come back any time you want and serve as the arbiter of great vacations for others. Congratulations. You’ve taken your first step toward buying a vacation rental property on Anna Maria Island.

Are you thinking about buying a vacation home on Anna Maria Island? If so, Island Investment Realty and Anna Maria Island Accommodations can help you through the process. Imagine Owning a Vacation Home on Anna Maria Island, one of the world’s top-rated beaches and beach communities!

27 Results
3
Beds
2 | 1
Baths
1,536
SqFt
(52)
Open House: Jan 16, 2026, 12:00 PM - 2:00 PM
 
#A4677811 | Condo
 
2
Beds
2
Baths
1,304
SqFt
(61)
Open House: Jan 15, 2026, 12:00 PM - 3:00 PM
 
#A4677598 | House
 
4
Beds
3
Baths
2,331
SqFt
(73)
Open House: Jan 15, 2026, 3:00 PM - 5:00 PM
 
#A4677031 | House
 
3
Beds
2
Baths
1,960
SqFt
Open House: Jan 17, 2026, 1:00 PM - 4:00 PM
 
#O6371336 | House
 
2
Beds
2
Baths
829
SqFt
Open House: Jan 17, 2026, 12:00 PM - 3:00 PM
 
#A4672788 | Condo
 
2
Beds
2
Baths
1,027
SqFt
(48)
Open House: Jan 17, 2026, 12:00 PM - 3:00 PM
 
#A4675685 | Condo
 
3
Beds
2
Baths
2,131
SqFt
(45)
Open House: Jan 15, 2026, 12:00 PM - 2:00 PM
 
#A4675370 | House
 
2
Beds
2
Baths
834
SqFt
(48)
Open House: Jan 18, 2026, 2:00 PM - 4:00 PM
 
#A4675260 | House
 
2
Beds
2
Baths
1,356
SqFt
Open House: Jan 16, 2026, 12:00 PM - 3:00 PM
 
#A4674852 | House
 
4
Beds
3
Baths
2,524
SqFt
Open House: Jan 18, 2026, 9:00 AM - 4:00 PM
 
#A4674192 | House
 
7
Beds
7 | 1
Baths
3,112
SqFt
(91)
Open House: Feb 8, 2026, 1:00 PM - 4:00 PM
 
#A4673163 | House
 
2
Beds
2
Baths
1,968
SqFt
(47)
Open House: Jan 16, 2026, 2:00 PM - 4:30 PM
 
#A4673790 | House
 
2
Beds
2
Baths
1,128
SqFt
(37)
Open House: Jan 21, 2026, 1:00 PM - 3:00 PM
 
#A4673548 | House
 
2
Beds
2
Baths
1,080
SqFt
(53)
Open House: Jan 19, 2026, 10:00 AM - 12:00 PM
 
#A4673229 | House
 
2
Beds
2
Baths
1,284
SqFt
(48)
Open House: Jan 19, 2026, 1:00 PM - 3:00 PM
 
#A4673268 | House
 
2
Beds
2 | 1
Baths
1,349
SqFt
(63)
Open House: Jan 18, 2026, 12:00 PM - 3:00 PM
 
#A4660595 | Condo
 
4
Beds
4 | 1
Baths
3,385
SqFt
(79)
Open House: Jan 18, 2026, 11:30 AM - 1:30 PM
 
#A4671485 | House
 
2
Beds
2
Baths
1,266
SqFt
Open House: Jan 24, 2026, 1:00 PM - 3:00 PM
 
#O6360595 | Condo
 
4
Beds
4 | 2
Baths
3,574
SqFt
(52)
Open House: Jan 16, 2026, 11:00 AM - 1:30 PM
 
#A4671356 | House
 
5
Beds
4 | 1
Baths
2,545
SqFt
(95)
Open House: Jan 23, 2026, 1:00 PM - 3:00 PM
 
#A4663380 | House
 
4
Beds
3 | 1
Baths
4,576
SqFt
(100)
Open House: Jan 17, 2026, 12:00 PM - 3:00 PM
 
#A4662073 | House
 
3
Beds
2 | 1
Baths
1,713
SqFt
Open House: Jan 17, 2026, 1:00 PM - 3:00 PM
 
#A4662159 | House
 
2
Beds
1
Baths
822
SqFt
(39)
Open House: Jan 20, 2026, 1:00 AM - 4:00 PM
 
#A4657782 | Condo
 
4
Beds
4 | 1
Baths
2,116
SqFt
(52)
Open House: Jan 24, 2026, 1:00 PM - 4:00 PM
 
#A4653482 | House
 
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The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Stellar (MFR) data last updated at January 14, 2026, 11:27 AM ET

INVESTMENT OPPORTUNITY

Learn about the Investment Opportunity you and your family can enjoy for years.

We sell since Island Investment Realty knows location is essential to real estate. Anna Maria Island Accommodations manages the finest vacation homes available on Anna Maria Island, a 7-mile-long barrier island on the west Coast of Florida.

WHY AMI Realty Group WHEN BUYING A VACATION HOME?

  • We specialize in lifestyle homes and vacation home rentals
  • We have a proven successful track record
  • We have specialized knowledge of island real estate and the vacation rental industry.
  • We provide guidance through the buying process
  • We offer a complete vacation rental management solution.

Island Investment Realty and Anna Maria Island Accommodations can help you step by step in buying, managing, and marketing your vacation home. With your team relationship, we can ensure the house you purchase is the right choice for your family and those vacationing on Anna Maria Island.

For more information about buying a vacation home through AMI Realty Group, please get in touch with us at 1-888-898-1159, Office 941-794-0204 or Realtor direct: 941-725-7163