Anna Maria Island Pool Homes for Sale

148 homes with a private pool for sale in Anna Maria Island, median asking price $2,968,000, mostly $1,365,000 – $5,995,000. Anna Maria, Holmes Beach and Bradenton Beach (ZIPs 34216, 34217). As of Oct 9, 2026.

783 JACARANDA ROAD, ANNA MARIA
Active

$1,999,000

783 JACARANDA ROAD

ANNA MARIA, FL 34216

3 bed
2 bath
1,984 sqft

MLS# A4708951 · Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA

400 75TH STREET, HOLMES BEACH
Active

$1,650,000

400 75TH STREET

HOLMES BEACH, FL 34217

4 bed
4 bath
1,960 sqft

MLS# A4706976 · Listing courtesy of SATO REAL ESTATE INC.

607 BAY BOULEVARD, ANNA MARIA
Active

$2,150,000

607 BAY BOULEVARD

ANNA MARIA, FL 34216

4 bed
3 bath
2,512 sqft

MLS# A4708419 · Listing courtesy of SATO REAL ESTATE INC.

313 MAGNOLIA AVENUE, ANNA MARIA
Active

$1,595,000

313 MAGNOLIA AVENUE

ANNA MARIA, FL 34216

3 bed
2 bath
1,424 sqft

MLS# A4708652 · Listing courtesy of SATO REAL ESTATE INC.

517 71ST STREET, HOLMES BEACH
Active

$1,425,000

517 71ST STREET

HOLMES BEACH, FL 34217

3 bed
4 bath
2,259 sqft

MLS# A4707824 · Listing courtesy of BARK & COMPANY REALTY, INC.

303 58TH STREET, HOLMES BEACH
Active

$2,349,000

303 58TH STREET

HOLMES BEACH, FL 34217

4 bed
3 bath
2,524 sqft

MLS# A4707191 · Listing courtesy of PREFERRED SHORE LLC

242 OAK AVENUE, ANNA MARIA
Active

$7,445,000

242 OAK AVENUE

ANNA MARIA, FL 34216

4 bed
4 bath
3,722 sqft

MLS# A4707699 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

605 CONCORD LANE, HOLMES BEACH
Active

$2,925,000

605 CONCORD LANE

HOLMES BEACH, FL 34217

4 bed
3 bath
2,488 sqft

MLS# A4707403 · Listing courtesy of COLDWELL BANKER REALTY

503 65TH STREET, HOLMES BEACH
Active

$1,395,000

503 65TH STREET

HOLMES BEACH, FL 34217

3 bed
3 bath
1,627 sqft

MLS# A4707115 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

4006 5TH AVENUE, HOLMES BEACH
Active

$1,650,000

4006 5TH AVENUE

HOLMES BEACH, FL 34217

4 bed
4 bath
3,088 sqft

MLS# A4707690 · Listing courtesy of SATO REAL ESTATE INC.

2109 AVENUE C, BRADENTON BEACH
Active

$4,500,000

2109 AVENUE C

BRADENTON BEACH, FL 34217

7 bed
8 bath
3,366 sqft

MLS# A4707135 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

3014 AVENUE, HOLMES BEACH
Active

$3,400,000

3014 AVENUE

HOLMES BEACH, FL 34217

4 bed
4 bath
2,464 sqft

MLS# TB8548539 · Listing courtesy of COMPASS FLORIDA LLC

254 GLADIOLUS STREET, ANNA MARIA
Active

$1,845,000

254 GLADIOLUS STREET

ANNA MARIA, FL 34216

3 bed
2 bath
2,100 sqft

MLS# A4705800 · Listing courtesy of SATO REAL ESTATE INC.

403 42ND STREET, BRADENTON BEACH
Active

$2,895,000

403 42ND STREET

BRADENTON BEACH, FL 34217

5 bed
7 bath
2,118 sqft

MLS# A4706009 · Listing courtesy of BEACH HOUSE REAL ESTATE LLC

106 81ST STREET, HOLMES BEACH
Active

$5,250,000

106 81ST STREET

HOLMES BEACH, FL 34217

4 bed
5 bath
2,980 sqft

MLS# A4706045 · Listing courtesy of COLDWELL BANKER REALTY

515 LOQUAT DRIVE, ANNA MARIA
Active

$4,995,000

515 LOQUAT DRIVE

ANNA MARIA, FL 34216

4 bed
5 bath
3,026 sqft

MLS# A4705734 · Listing courtesy of COLDWELL BANKER REALTY

242 LAKEVIEW DRIVE, ANNA MARIA
Active

$6,995,000

242 LAKEVIEW DRIVE

ANNA MARIA, FL 34216

6 bed
7 bath
4,088 sqft

MLS# A4704981 · Listing courtesy of SATO REAL ESTATE INC.

310 63RD ST, BRADENTON BEACH
Active Under Contract

$1,750,000

310 63RD ST

BRADENTON BEACH, FL 34217

3 bed
3 bath
2,001 sqft

MLS# A4705500 · Listing courtesy of SELLING THE SUNSHINE REALTY

259 GLADIOLUS STREET, ANNA MARIA
Active

$2,690,000

259 GLADIOLUS STREET

ANNA MARIA, FL 34216

4 bed
3 bath
2,073 sqft

MLS# A4704940 · Listing courtesy of ISLAND DESTINATIONS

210 84TH STREET, HOLMES BEACH
Active

$1,000,000

210 84TH STREET

HOLMES BEACH, FL 34217

2 bed
2 bath
1,200 sqft

MLS# TB8544776 · Listing courtesy of REAL BROKER, LLC

901 GULF DRIVE #2, BRADENTON BEACH
Active

$789,000

901 GULF DRIVE #2

BRADENTON BEACH, FL 34217

2 bed
2 bath
962 sqft

MLS# TB8545778 · Listing courtesy of HOMECOIN.COM

405 28TH STREET, HOLMES BEACH
Active

$2,945,000

405 28TH STREET

HOLMES BEACH, FL 34217

5 bed
4 bath
3,748 sqft

MLS# TB8546242 · Listing courtesy of PINEYWOODS REALTY LLC

322 TARPON STREET, ANNA MARIA
Pending

$2,395,000

322 TARPON STREET

ANNA MARIA, FL 34216

3 bed
3 bath
1,774 sqft

MLS# A4704186 · Listing courtesy of ANNA MARIA LIFE REAL ESTATE

508 SPRING AVENUE, ANNA MARIA
Active

$3,300,000

508 SPRING AVENUE

ANNA MARIA, FL 34216

5 bed
4 bath
2,532 sqft

MLS# A4704769 · Listing courtesy of DUNCAN REAL ESTATE, INC.

More in Anna Maria Island

Pool Homes for Sale nearby

Questions about Anna Maria Island Pool Homes for Sale

How many homes with a private pool are for sale in Anna Maria Island?

148 homes with a private pool are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of homes with a private pool in Anna Maria Island?

The median asking price is $2,968,000; most are listed between $1,365,000 and $5,995,000. These are asking prices, not sale prices.

Can George help me buy in Anna Maria Island?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these homes with a private pool?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 3:15 PM EDT. 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer