Search

Leave a Message

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties
An aerial view of Siesta Key with skyscrapers and a harbor

Siesta Key

Siesta Key is packed with amenities including exceptional shopping and dining.

Siesta Key, Sarasota FL -- At a Glance

ZIP Code

34242

County

Sarasota County, FL

Beach Ranking

#1 in the US, #11 in the world

Island Length

8 miles along Gulf of Mexico

Best For Boaters

Siesta Isles -- deep-water canals, private docks

Listing Agent

Roger Pettingell

Siesta Key Neighborhood Guide -- Four Distinct Zones

Neighborhood Best For Property Types The Vibe
Siesta Key Village Walkability, nightlife, beach access Bungalows, low-rise condos Social and urban -- most walkable zone on the island
Siesta Isles Boaters, canal-front living Ranch-style homes, renovated waterfront estates Deep-water canals, private docks, Gulf access
Point of Rocks Privacy, snorkeling, seclusion Gulf-front estates, mid-size homes Quiet mid-island -- best snorkeling on the Gulf Coast
Turtle Beach Seclusion, bay and Gulf views High-rise condos, Gulf-front homes Quiet south end -- sea turtle nesting, less traffic

Verify current pricing with Roger Pettingell. Market stats from 2024-2025 -- confirm with active MLS before publishing.

Looking for a Siesta Key Specialist?

The best canal-front homes in Siesta Isles and Gulf-front properties at Point of Rocks rarely reach public listing. Roger Pettingell specializes in Sarasota's island markets and maintains private relationships with sellers across all four Siesta Key neighborhoods.

Contact Roger Pettingell

Market Insight

A Tale of Two Markets

The current Siesta Key market shows a distinct split. The luxury sector ($2M+) remains highly resilient, driven by demand for newer hurricane-hardened waterfront estates. The condo market ($500K-$1M) offers rising inventory, creating negotiating power for buyers seeking vacation rentals or second homes. Canal-front homes in Siesta Isles are seeing particularly strong interest from boaters. Median luxury price approximately $1.41M, $745/sqft, 65 days on market -- verify with current MLS before publishing.

What to Love About Siesta Key

  • Siesta Key Beach ranked #1 in the United States by TripAdvisor, Travel Channel, and multiple other travel organizations
  • Barefoot elegance lifestyle -- beach days, sunset cocktails, and Gulf seafood in the evenings
  • Siesta Key Village -- vibrant walkable nightlife and boutique shopping at the north end
  • Deep-water boating in Siesta Isles canal community with Gulf access
  • Free "Siesta Breeze" trolley service across the island -- no car needed
  • Jim Neville Marine Preserve -- mangrove kayak tunnels with manatees and osprey
  • Sunday Drum Circle at Siesta Key Beach -- free community sunset celebration, year-round

Dining and Entertainment

Siesta Key's dining spans from laidback Gulf-view seafood to destination fine dining -- all within the island's compact footprint.

  • Summer House Steak and Seafood -- The island's premier chop house, known for Wagyu steaks and a signature roasted chicken locals rate as the island's best.
  • Ophelia's on the Bay -- The most romantic setting on Siesta Key, with tables at the water's edge and a menu highlighting seared tuna and scallops.
  • Cafe Gabbiano -- Authentic Italian cuisine in the Village with a 4,000-bottle wine cellar.
  • Siesta Key Oyster Bar (SKOB) -- An island institution with dollar bills on the walls, live music nightly, and fresh oysters.
  • Sun Garden Cafe -- The go-to brunch spot; the sweet potato pancakes are non-negotiable.
  • The Old Salty Dog -- Famous beer-battered hot dogs in a pet-friendly open-air setting.

Things to Do

Siesta Key's beaches span the full island with distinct characters at each access point. Siesta Key Beach (north) is the famous white-sand main beach with the Pavilion and full amenities. Crescent Beach (mid-island) is popular for swimming and calmer conditions. Turtle Beach (south) is a sea turtle nesting site with a more secluded character.

  • Point of Rocks -- Just south of Crescent Beach, the only geological rock formation on Florida's west coast and the premier snorkeling spot on the Gulf.
  • Jim Neville Marine Preserve -- A maze of mangrove tunnels accessible by kayak from the bay side. Manatees and osprey are regular sightings.
  • Sunday Drum Circle -- Every Sunday at sunset on Siesta Key Beach, a free community gathering of drummers, dancers, and locals celebrating the end of the week.

Schools and Education

No schools are located directly on the island. Siesta Key is served by some of Sarasota County's highest-rated public schools, just across the bridge:

Where is Siesta Key, Florida?

Siesta Key is an 8-mile barrier island in Sarasota County, Florida, on the Gulf of Mexico. ZIP code 34242. It is connected to the Sarasota mainland by two bridges -- the Siesta Drive Bridge to the north and the Stickney Point Road Bridge to the south. The island sits approximately 6 miles from downtown Sarasota.

Is Siesta Key beach really #1 in the US?

Yes -- Siesta Key Beach has been ranked #1 in the United States by TripAdvisor, the Travel Channel, and multiple other travel ranking organizations. The distinction is driven by the beach's quartz-white sand, which stays cool underfoot even in summer heat, the warm and calm Gulf of Mexico water, and the wide, spacious beach footprint. It has also been ranked #11 in the world.

What is the best neighborhood on Siesta Key?

The best Siesta Key neighborhood depends on priorities. Siesta Key Village is best for walkability to beach, nightlife, and dining. Siesta Isles is best for boaters -- deep-water canals, private docks, and Gulf access. Point of Rocks is best for privacy and snorkeling access. Turtle Beach is best for buyers who want seclusion and quieter beach conditions. Roger Pettingell has sold extensively across all four areas and provides specific guidance based on individual buyer needs.

What is the average home price on Siesta Key?

Siesta Key's luxury segment had a median price of approximately $1.41M in 2024-2025, with price per square foot averaging $745. The condo market ($500K-$1M) has seen rising inventory, creating negotiating opportunities for buyers. Canal-front homes in Siesta Isles and Gulf-front estates at Point of Rocks represent the upper tier. Verify with current MLS data before making purchase decisions.

Is Siesta Key good for investment property?

Siesta Key has historically been a strong short-term rental market given its #1 beach ranking and year-round tourist demand. The current condo market ($500K-$1M) offers more inventory and negotiating power for investors than the luxury waterfront tier. However, Sarasota County short-term rental regulations apply -- confirm the specific rental designation for any property before assuming rental income potential. Roger Pettingell can provide specific guidance on the investor landscape.

Find Your Siesta Key Home

Roger Pettingell has sold extensively across all four Siesta Key neighborhoods and has access to off-market listings before they reach public listing.

Contact Roger Pettingell
SHARE

Overview for Siesta Key, FL

5,690 people live in Siesta Key, where the median age is 66 and the average individual income is $117,411. Data provided by the U.S. Census Bureau.

5,690

Total Population

66 years

Median Age

High

Population Density Population Density
This is the number of people per square mile in a neighborhood.

$117,411

Average individual Income

Around Siesta Key, FL

There's plenty to do around Siesta Key, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

2
Car-Dependent
Walking Score
46
Somewhat Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Gulf Coast Crab And Seafood, Fresh Flamingo, and Lula's Brownies.

Name Category Distance Reviews
Ratings by Yelp
Dining 3.66 miles 5 reviews 5/5 stars
Dining 2.53 miles 25 reviews 5/5 stars
Dining 2.63 miles 6 reviews 5/5 stars
Dining 2.5 miles 7 reviews 5/5 stars
Dining 3.82 miles 7 reviews 5/5 stars
Shopping 4.27 miles 8 reviews 5/5 stars

Demographics and Employment Data for Siesta Key, FL

Population Households Employment

Siesta Key has 3,083 households, with an average household size of 1.85. Data provided by the U.S. Census Bureau. Here’s what the people living in Siesta Key do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 5,690 people call Siesta Key home. The population density is 2,427.07 and the largest age group is Data provided by the U.S. Census Bureau.

5,690

Total Population

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

66

Median Age

49.77 / 50.23%

Men vs Women

Population by Age Group

0-9:

0-9 Years

10-17:

10-17 Years

18-24:

18-24 Years

25-64:

25-64 Years

65-74:

65-74 Years

75+:

75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree
3,083

Total Households

1.85

Average Household Size

$117,411

Average individual Income

Households with Children

With Children:

Without Children:

Marital Status

Married
Single
Divorced
Separated

Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Property Listings

Search Homes in the Area

Schools in Siesta Key, FL

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Siesta Key. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
Siesta Key
Navigate

Featured Properties

  • 667 MOURNING DOVE DR For Sale

    $10,995,000

    667 MOURNING DOVE DR, SARASOTA, FL 34236

    • 5 Beds
    • 7 Baths
    • 6,570 Sq.Ft.
  • 6001 GULF OF MEXICO DR For Sale

    $9,995,000

    6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    • 5 Beds
    • 7 Baths
    • 6,959 Sq.Ft.
  • 401 QUAY COMMONS #805 For Sale

    $8,495,000

    401 QUAY COMMONS #805, SARASOTA, FL 34236

    • 3 Beds
    • 4 Baths
    • 3,647 Sq.Ft.
  • 1199 WESTWAY DR For Sale

    $6,999,000

    1199 WESTWAY DR, SARASOTA, FL 34236

  • 2116 CASEY KEY RD For Sale

    $6,995,000

    2116 CASEY KEY RD, NOKOMIS, FL 34275

    • 4 Beds
    • 4 Baths
    • 5,590 Sq.Ft.
  • 1356 POINT CRISP RD Pending

    $4,495,000

    1356 POINT CRISP RD, SARASOTA, FL 34242

    • 5 Beds
    • 6 Baths
    • 7,443 Sq.Ft.
  • 476 MEADOW LARK DR For Sale

    $4,495,000

    476 MEADOW LARK DR, SARASOTA, FL 34236

    • 4 Beds
    • 4 Baths
    • 3,336 Sq.Ft.
  • 575 S SPOONBILL DR For Sale

    $4,295,000

    575 S SPOONBILL DR, SARASOTA, FL 34236

    • 4 Beds
    • 6 Baths
    • 3,900 Sq.Ft.
  • 8017 MANASOTA KEY RD For Sale

    $3,995,000

    8017 MANASOTA KEY RD, ENGLEWOOD, FL 34223

    • 5 Beds
    • 7 Baths
    • 5,222 Sq.Ft.
  • 464 GOLDEN GATE PT #304 For Sale

    $3,775,000

    464 GOLDEN GATE PT #304, SARASOTA, FL 34236

    • 3 Beds
    • 5 Baths
    • 3,290 Sq.Ft.
  • 7689 COVE TER For Sale

    $3,499,000

    7689 COVE TER, SARASOTA, FL 34231

    • 4 Beds
    • 4 Baths
    • 4,564 Sq.Ft.
  • 8250 HUGH ALISON PL For Sale

    $3,249,000

    8250 HUGH ALISON PL, SARASOTA, FL 34240

    • 5 Beds
    • 5 Baths
    • 5,163 Sq.Ft.
  • 3548 FAIR OAKS LN For Sale

    $2,895,000

    3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 5 Baths
    • 3,470 Sq.Ft.
  • 3598 FAIR OAKS LN Pending

    $2,795,000

    3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 4 Baths
    • 3,417 Sq.Ft.
  • 2410 HARBOURSIDE DR #142 For Sale

    $2,695,000

    2410 HARBOURSIDE DR #142, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 4 Baths
    • 3,382 Sq.Ft.
  • 1241 GULF OF MEXICO DR #304 Pending

    $2,499,000

    1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 4 Baths
    • 3,045 Sq.Ft.
  • 35 WATERGATE DR #1506 For Sale

    $2,499,000

    35 WATERGATE DR #1506, SARASOTA, FL 34236

    • 3 Beds
    • 3 Baths
    • 2,799 Sq.Ft.
  • 2050 BENJAMIN FRANKLIN DR #B704 For Sale

    $2,495,000

    2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236

    • 3 Beds
    • 3 Baths
    • 2,936 Sq.Ft.
  • 3530 MISTLETOE LN For Sale

    $2,495,000

    3530 MISTLETOE LN, LONGBOAT KEY, FL 34228

    • 4 Beds
    • 4 Baths
    • 3,102 Sq.Ft.
  • 355 S SHORE DR For Sale

    $2,295,000

    355 S SHORE DR, SARASOTA, FL 34234

    • 3 Beds
    • 3 Baths
    • 3,276 Sq.Ft.
  • 541 FORE DR For Sale

    $1,850,000

    541 FORE DR, BRADENTON, FL 34208

    • 5 Beds
    • 4 Baths
    • 4,296 Sq.Ft.
  • 3060 GRAND BAY BLVD #195 Pending

    $1,595,000

    3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 4 Baths
    • 2,250 Sq.Ft.
  • 1513 OAK ST #18 For Sale

    $1,449,000

    1513 OAK ST #18, SARASOTA, FL 34236

    • 3 Beds
    • 3 Baths
    • 1,910 Sq.Ft.
  • 3271 ALEX FINDLAY PL For Sale

    $1,399,000

    3271 ALEX FINDLAY PL, SARASOTA, FL 34240

    • 3 Beds
    • 3 Baths
    • 3,340 Sq.Ft.
  • 1145 GULF OF MEXICO DR #503 Pending

    $1,395,000

    1145 GULF OF MEXICO DR #503, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,503 Sq.Ft.
  • 1055 GULF OF MEXICO DR #504 For Sale

    $1,299,000

    1055 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,503 Sq.Ft.
  • 1919 LAUREL ST For Sale

    $1,095,000

    1919 LAUREL ST, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 1,713 Sq.Ft.
  • 5320 GULF OF MEXICO DR #101 For Sale

    $999,000

    5320 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,323 Sq.Ft.
  • 7809 ALLEN ROBERTSON PL Pending

    $995,000

    7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240

    • 3 Beds
    • 3 Baths
    • 2,432 Sq.Ft.
  • 1350 SIESTA BAYSIDE DR #1350B For Sale

    $949,000

    1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,495 Sq.Ft.
  • 2098 PALM VIEW RD For Sale

    $944,000

    2098 PALM VIEW RD, SARASOTA, FL 34240

    • 4 Beds
    • 3 Baths
    • 3,732 Sq.Ft.
  • 3295 ALEX FINDLAY PL For Sale

    $899,000

    3295 ALEX FINDLAY PL, SARASOTA, FL 34240

    • 3 Beds
    • 3 Baths
    • 2,273 Sq.Ft.
  • 5311 GULF OF MEXICO DR #5 For Sale

    $799,000

    5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,110 Sq.Ft.
  • 1328 SIESTA BAYSIDE DR #1328C For Sale

    $714,000

    1328 SIESTA BAYSIDE DR #1328C, SARASOTA, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,280 Sq.Ft.
  • 1111 N GULFSTREAM AVE #10E For Sale

    $699,000

    1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 1,575 Sq.Ft.
  • 2374 ARLINGTON ST For Sale

    $599,000

    2374 ARLINGTON ST, SARASOTA, FL 34239

    • 3 Beds
    • 2 Baths
    • 1,126 Sq.Ft.
  • 1350 MAIN ST #712 For Sale

    $589,000

    1350 MAIN ST #712, SARASOTA, FL 34236

    • 1 Bed
    • 1 Bath
    • 944 Sq.Ft.
  • 631 N ORANGE AVE #107 For Sale

    $339,900

    631 N ORANGE AVE #107, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 784 Sq.Ft.
  • 631 N ORANGE AVE #208 For Sale

    $309,900

    631 N ORANGE AVE #208, SARASOTA, FL 34236

    • 2 Beds
    • 2 Baths
    • 784 Sq.Ft.
  • 2491 CRISPIN CT #G3 For Sale

    $150,000

    2491 CRISPIN CT #G3, SARASOTA, FL 34235

    • 2 Beds
    • 2 Baths
    • 1,230 Sq.Ft.
View All