Longboat Key

Twelve Miles of Gulf Beauty, Quiet Luxury, and Island Refinement.

Welcome to Longboat Key

About the Neighborhood

Longboat Key is a 12-mile barrier island stretching along the Gulf of Mexico in Sarasota County, consistently ranked among the most desirable luxury residential communities in Florida. The island is home to approximately 7,512 permanent residents, with a median age of 71.5 and an average individual income of $138,251. The island is connected to the mainland via bridges, with downtown Sarasota approximately 10 minutes away.

Longboat Key is best understood as three distinct communities: South Key (The Gates), defined by gated exclusivity, golf club access, and the St. Regis Longboat Key resort; Mid-Key, featuring panoramic Gulf-view high-rise condominiums including Water Club, Promenade, Grand Bay, and L'Ambiance; and North Key (The Village), offering Old Florida charm with low-rise estates and a quieter residential atmosphere.

Real Estate

Longboat Key enforces a 30-day minimum rental policy — a defining characteristic that prohibits short-term vacation rentals and fundamentally shapes the island's residential character. This policy makes the island significantly more attractive to buyers focused on quiet enjoyment and long-term appreciation rather than rental income yield.

The Longboat Key market is built around two primary property types: luxury condominiums and single-family estate homes, each representing a distinct lifestyle. The island's condominium inventory is among the finest on the Gulf Coast — ranging from low-rise and mid-rise communities with direct beach access to landmark luxury high-rises with panoramic Gulf and bay views. Grand Bay, Water Club, L'Ambiance, and Vizcaya represent the high-rise tier, offering resort-caliber amenities alongside Gulf-front positions. Beachplace, Seaplace, Harbour Oaks, and Longboat Harbour round out the low- to mid-rise community options at more varied price points.

Single-family estate homes on Longboat Key occupy primarily gated or established residential neighborhoods. Country Club Shores and Bay Isles offer large, generously landscaped lots with bayfront and interior positions, many with private docks for direct access to Sarasota Bay and the Gulf. Emerald Harbor and Diplomat Colony provide more intimate street settings within the island's quieter residential zones. Gulf-front single-family homes — on private parcels directly on the Gulf of Mexico — represent the island's most rarefied inventory, with prices on the finest estates reaching well above $20 million. Architecturally, Longboat Key homes lean toward Mediterranean, coastal contemporary, and traditional Florida coastal styles, reflecting the island's development era and the tastes of its discerning ownership base. With no new land available on a barrier island of fixed geography, new construction on Longboat Key is exclusively the result of teardowns and lot redevelopment — a trend that has been accelerating as buyers recognize that the best strategy for securing a truly modern luxury home on the island is to acquire an existing parcel and build to their own specification.

Lifestyle & Amenities

Life on Longboat Key is defined by the unhurried elegance of its Gulf setting, the quality of its residential communities, and access to Sarasota's extraordinary cultural and culinary offerings. The island's beaches — 12 miles of Gulf-front white sand — are among the least crowded of any comparably positioned Florida barrier island, a direct benefit of the community's residential rather than tourist orientation.

Dining on Longboat Key is exceptional: The Shore serves Gulf seafood with sweeping water views; The Drydock Waterfront Grill has been recognized as one of the 100 best al fresco dining experiences in the US; and the Chart House offers a refined steakhouse with Gulf terrace seating. The Longboat Key Club provides golf, tennis, spa, and beach access for members, while the St. Regis has elevated the island's profile for ultra-luxury buyers.

Frequently Asked Questions

What is the difference between Longboat Key and Siesta Key?

Longboat Key and Siesta Key are both Sarasota-area barrier islands on the Gulf of Mexico, but they have distinctly different characters. Longboat Key is quieter, more residential, and more exclusive — it enforces a 30-day minimum rental policy that prohibits short-term vacation rentals. Siesta Key is more tourist-oriented, permits short-term rentals, has the more famous beach (with powder-white quartz sand), and has a more active, village-oriented social scene. Longboat Key appeals to buyers seeking privacy, quiet, and long-term appreciation; Siesta Key appeals to buyers who also want rental income potential or a more vibrant island atmosphere.

Can you do short-term rentals on Longboat Key?

No. Longboat Key enforces a 30-day minimum rental ordinance that prohibits short-term vacation rentals (including Airbnb, VRBO, or any rental shorter than 30 days) throughout the island. This is one of the defining characteristics that separates Longboat Key from Siesta Key and most other Florida barrier islands. Buyers seeking investment properties with short-term rental income should look elsewhere; buyers seeking a quiet, high-value residential island will find the 30-day minimum a significant advantage.

What are the best communities on Longboat Key?

The best community on Longboat Key depends on your lifestyle priorities. South Key offers the St. Regis Resort & Residences, Bay Isles, and Country Club Shores for resort-adjacent ultra-luxury and gated privacy. Mid-Key's Water Club, L'Ambiance, and Grand Bay offer panoramic Gulf views from luxury high-rise condominiums. North Key (The Village) area provides an Old Florida character with low-rise estates and private residences. Each zone offers a fundamentally different lifestyle at different price points.

What is the St. Regis Longboat Key?

The St. Regis Longboat Key Resort & Residences is a full-service ultra-luxury resort and private residence development on the southern tip of Longboat Key. The property sits on 17 Gulf-front acres and offers a Forbes-caliber resort experience — multiple pools, a private Gulf beach, multiple dining venues, a full-service spa, and the legendary St. Regis Butler service — alongside whole-ownership private residences ranging from two-bedroom condominiums to penthouse units. It is the most prestigious address on Longboat Key and one of the most significant luxury developments on Florida's Gulf Coast.

How long is Longboat Key?

Longboat Key is approximately 12 miles long, stretching along the Gulf of Mexico in Sarasota County, Florida. It is connected to the mainland at its north end via the Longboat Pass Bridge (entering from Bradenton Beach/Manatee County) and at its south end via the New Pass Bridge from Sarasota. The island runs from north to south, with the Gulf of Mexico to the west and Sarasota Bay to the east.

Is Longboat Key a good investment?

Longboat Key is widely regarded as one of the strongest long-term real estate investments on Florida's Gulf Coast. Its 30-day minimum rental policy protects property values and neighborhood character, and the island's limited land supply creates genuine scarcity. The arrival of the St. Regis Resort & Residences has further elevated the island's profile and set a new ceiling for ultra-luxury pricing. Buyers focused on long-term appreciation and equity growth consistently find Longboat Key among the most compelling markets in the region.

Overview for Longboat Key, FL

7,512 people live in Longboat Key, where the median age is 71.5 and the average individual income is $138,251. Data provided by the U.S. Census Bureau.

7,512

Total Population

71.5 years

Median Age

High

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

$138,251

Average individual Income

Longboat Key

Demographics and Employment Data for Longboat Key, FL

Longboat Key has 4,172 households, with an average household size of 1.8. Data provided by the U.S. Census Bureau. Here’s what the people living in Longboat Key do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 7,512 people call Longboat Key home. The population density is 1,842 and the largest age group is Data provided by the U.S. Census Bureau.

7,512

Total Population

High

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

71.5 years

Median Age

47 / 53%

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
4,172

Total Households

1.8

Average Household Size

$138,251

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

The Sarasota, FL Real Estate Market

Here are some key statistics as of October 2024

$486,000

Median Sale Price

$377

Median Sale Price per Square Foot

76

Days on Market

Schools in Longboat Key, FL

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Mixed Schools ()
The following schools are within or nearby Longboat 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.
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Work With Kim

Dedicated and passionate about her craft, she has reached a position in the industry few ever attain. Kim’s list of accolades is extensive and includes: 2021 Michael Saunders & Company Top Performing Agent; multiple years of leading the top producing team with Michael Saunders & Company; Sarasota Association of Realtors® Sales Leader of $1M+ in single-family homes over a cumulative 15-year period; and involvement in three of the five largest sales in Sarasota history.

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