Anna Maria Island Pool Homes for Sale · Page 3

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.

703 BAY BOULEVARD, ANNA MARIA
Active

$8,995,000

703 BAY BOULEVARD

ANNA MARIA, FL 34216

5 bed
5 bath
3,700 sqft

MLS# A4697213 · Listing courtesy of SATO REAL ESTATE INC.

764 JACARANDA ROAD, ANNA MARIA
Active Under Contract

$3,295,000

764 JACARANDA ROAD

ANNA MARIA, FL 34216

4 bed
5 bath
2,020 sqft

MLS# A4697686 · Listing courtesy of COLDWELL BANKER REALTY

207 71ST STREET #E, HOLMES BEACH
Active

$1,195,000

207 71ST STREET #E

HOLMES BEACH, FL 34217

2 bed
2 bath
912 sqft

MLS# A4696637 · Listing courtesy of PINEYWOODS REALTY LLC

110 PALM AVENUE, ANNA MARIA
Active

$2,495,000

110 PALM AVENUE

ANNA MARIA, FL 34216

4 bed
3 bath
1,640 sqft

MLS# A4697404 · Listing courtesy of ANNA MARIA LIFE REAL ESTATE

526 SEAGULL WAY, ANNA MARIA
Active

$3,395,000

526 SEAGULL WAY

ANNA MARIA, FL 34216

4 bed
5 bath
2,707 sqft

MLS# A4695745 · Listing courtesy of SATO REAL ESTATE INC.

522 BAYVIEW DRIVE, HOLMES BEACH
Active

$5,495,000

522 BAYVIEW DRIVE

HOLMES BEACH, FL 34217

4 bed
5 bath
4,007 sqft

MLS# A4695861 · Listing courtesy of SATO REAL ESTATE INC.

317 BAY BOULEVARD, ANNA MARIA
Active

$1,545,000

317 BAY BOULEVARD

ANNA MARIA, FL 34216

3 bed
3 bath
2,019 sqft

MLS# A4695399 · Listing courtesy of DUNCAN REAL ESTATE, INC.

511 59TH STREET, BRADENTON BEACH
Active

$4,195,000

511 59TH STREET

BRADENTON BEACH, FL 34217

4 bed
5 bath
3,451 sqft

MLS# A4695357 · Listing courtesy of SATO REAL ESTATE INC.

522 68TH STREET, HOLMES BEACH
Active

$2,995,000

522 68TH STREET

HOLMES BEACH, FL 34217

4 bed
4 bath
2,409 sqft

MLS# L4962247 · Listing courtesy of BERRY REALTY & APPRAISAL SERVICES PA

315 SPRING AVENUE, ANNA MARIA
Active

$2,175,000

315 SPRING AVENUE

ANNA MARIA, FL 34216

3 bed
2 bath
1,428 sqft

MLS# A4694221 · Listing courtesy of WHITE SANDS REALTY GROUP FL

324 64TH STREET, HOLMES BEACH
Active

$1,085,000

324 64TH STREET

HOLMES BEACH, FL 34217

3 bed
2 bath
1,262 sqft

MLS# A4694348 · Listing courtesy of DUNCAN REAL ESTATE, INC.

517 KUMQUAT DRIVE, ANNA MARIA
Pending

$2,499,900

517 KUMQUAT DRIVE

ANNA MARIA, FL 34216

4 bed
4 bath
2,826 sqft

MLS# A4694674 · Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA

242 GLADIOLUS STREET, ANNA MARIA
Active

$2,900,000

242 GLADIOLUS STREET

ANNA MARIA, FL 34216

4 bed
4 bath
2,020 sqft

MLS# A4694474 · Listing courtesy of FRAN MAXON REAL ESTATE

518 58TH STREET, HOLMES BEACH
Active

$3,250,000

518 58TH STREET

HOLMES BEACH, FL 34217

4 bed
6 bath
3,278 sqft

MLS# A4688761 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

109 6TH STREET #B, BRADENTON BEACH
Active

$2,695,000

109 6TH STREET #B

BRADENTON BEACH, FL 34217

4 bed
3 bath
2,678 sqft

MLS# A4693629 · Listing courtesy of SATO REAL ESTATE INC.

109 6TH STREET #A, BRADENTON BEACH
Active

$2,695,000

109 6TH STREET #A

BRADENTON BEACH, FL 34217

4 bed
3 bath
2,678 sqft

MLS# A4693625 · Listing courtesy of SATO REAL ESTATE INC.

2300 AVENUE B, BRADENTON BEACH
Active

$2,375,000

2300 AVENUE B

BRADENTON BEACH, FL 34217

4 bed
5 bath
2,832 sqft

MLS# A4692706 · Listing courtesy of COLDWELL BANKER REALTY

118 9TH STREET, BRADENTON BEACH
Active

$1,999,900

118 9TH STREET

BRADENTON BEACH, FL 34217

3 bed
2 bath
1,365 sqft

MLS# A4692977 · Listing courtesy of HERRON REAL ESTATE LLC

2209 AVENUE B, BRADENTON BEACH
Active

$3,750,000

2209 AVENUE B

BRADENTON BEACH, FL 34217

4 bed
5 bath
3,201 sqft

MLS# A4692132 · Listing courtesy of RE/MAX ALLIANCE GROUP

416 ALAMANDA ROAD, ANNA MARIA
Active Under Contract

$4,095,000

416 ALAMANDA ROAD

ANNA MARIA, FL 34216

4 bed
5 bath
3,102 sqft

MLS# A4690578 · Listing courtesy of KELLER WILLIAMS ON THE WATER

513 BAY BOULEVARD, ANNA MARIA
Active

$4,495,000

513 BAY BOULEVARD

ANNA MARIA, FL 34216

4 bed
4 bath
2,602 sqft

MLS# A4691979 · Listing courtesy of SATO REAL ESTATE INC.

501 68TH STREET, HOLMES BEACH
Active

$2,790,000

501 68TH STREET

HOLMES BEACH, FL 34217

4 bed
3 bath
2,044 sqft

MLS# A4691893 · Listing courtesy of SALTY MERMAID REAL ESTATE LLC

9407 GULF DR, ANNA MARIA
Active

$6,950,000

9407 GULF DR

ANNA MARIA, FL 34216

9 bed
9 bath
4,244 sqft

MLS# A4691620 · Listing courtesy of BEACH HOUSE REAL ESTATE LLC

215 SYCAMORE AVENUE, ANNA MARIA
Active

$5,895,000

215 SYCAMORE AVENUE

ANNA MARIA, FL 34216

4 bed
5 bath
3,250 sqft

MLS# A4689780 · 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, 5:30 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