Islands & Beaches

Overview of Islands & Beaches

Buyers choose them for beachfront and bayfront homes and condos, with St. Armands 7 minutes from downtown Sarasota and 14 from SRQ.

Islands

Anna Maria Island, Longboat Key, Lido Key and St. Armands, Siesta Key

Counties

Manatee and Sarasota; Longboat Key is split between the two

Median list price (Sep 24, 2026)

$1,322,000 (AMI, Longboat, St. Armands), about $868 per sq ft

Price range (Sep 24, 2026)

$369,000 to $12,750,000 across the 94 newest island listings

Home types (Sep 24, 2026)

50 condos, 41 single-family, 2 townhomes, 1 residential; 12 pending

Flood zone

Check flood zone and elevation certificate; Longboat Key has an online map

Insurance and rentals

Plan for windstorm and flood insurance; condo and rental rules vary by city and building

About Islands & Beaches

• Siesta Beach is known for 99% quartz sand and a Sunday Drum Circle held an hour before sunset since 1996.
• St. Armands Circle has more than 100 stores, and its Columbia Restaurant is the oldest operating restaurant in Sarasota.
• St. Armands Circle Park hosts an Art Festival (Nov 14 and 15, 2026) and the 48th Holiday Night of Lights (Dec 4, 2026).
• The Island Players, Manatee County's oldest community theater, is in its 78th season on Anna Maria Island.
• The Anna Maria Island Trolley runs daily 6 a.m. to 10:30 p.m.; Siesta Key's free Siesta Islander trolley runs 8 a.m. to 10 p.m.
• The Siesta Key Crystal Classic sand sculpting festival runs November 13 to 16, 2026.

Thinking about a move to Islands & Beaches? Janelle can tell you which neighborhoods fit the way you live. Email Janelle or call (813) 394-3313.

Schools near Islands & Beaches

• Anna Maria Elementary (opens in a new tab)

  3 min drive from Holmes Beach

  Public elementary school, Manatee County

  4700 Gulf Dr, Holmes Beach, FL 34217

  Show on map: Anna Maria Elementary

• The Out-of-Door Academy, Siesta Key Campus (opens in a new tab)

  3 min drive from Siesta Key

  Private school, pre-K to grade 12

  444 Reid St, Sarasota, FL 34242

  Show on map: The Out-of-Door Academy, Siesta Key Campus

• Southside Elementary School (opens in a new tab)

  10 min drive from Siesta Key

  Public elementary school, grades K to 5

  1901 Webber St, Sarasota, FL 34239

  Show on map: Southside Elementary School

• Sarasota High School (opens in a new tab)

  11 min drive from St. Armands

  Public high school, grades 9 to 12

  2155 Bahia Vista St, Sarasota, FL 34239

  Show on map: Sarasota High School

• Phillippi Shores Elementary School (opens in a new tab)

  13 min drive from Siesta Key

  Public elementary school, grades K to 5

  4747 S Tamiami Trail, Sarasota, FL 34231

  Show on map: Phillippi Shores Elementary School

• Riverview High School (opens in a new tab)

  13 min drive from Siesta Key

  Public high school, grades 9 to 12

  1 Ram Way, Sarasota, FL 34231

  Show on map: Riverview High School

Assigned schools depend on the address; confirm with the school district. Florida school grades from the Department of Education (opens in a new tab)

Comparing school zones in Islands & Beaches? Janelle can match them to the homes for sale. Email Janelle or call (813) 394-3313.

Restaurants near Islands & Beaches

• The Beach Bistro (opens in a new tab)

  3 min drive from Holmes Beach

  Chef's tasting menu, dinner

  Gulf-front restaurant founded in 1986, serving a four-course chef's tasting menu nightly from 4 to 10 p.m.

  6600 Gulf Drive, Holmes Beach, FL 34217

  Show on map: The Beach Bistro

• The Sandbar (opens in a new tab)

  6 min drive from Holmes Beach

  Seafood, beachfront dining

  Toes-in-the-sand restaurant on the Gulf in Anna Maria, known for seafood, local produce and sunset cocktails.

  100 Spring Avenue, Anna Maria, FL 34216

  Show on map: The Sandbar

• Beach House Waterfront Restaurant (opens in a new tab)

  9 min drive from Holmes Beach

  Seafood, lunch and dinner

  Beachfront dining since 1993 with a 650 ft view of the Gulf, a covered deck and an outdoor bar, open daily 11 a.m. to 10 p.m.

  200 Gulf Drive North, Bradenton Beach, FL 34217

  Show on map: Beach House Waterfront Restaurant

• Anna Maria Oyster Bar on the Pier (opens in a new tab)

  10 min drive from Holmes Beach

  Seafood and oyster bar, lunch and dinner

  Sits on the Historic Bridge Street Pier over the Intracoastal Waterway, with boat docking at the pier and lunch and dinner daily.

  200 Bridge St, Bradenton Beach, FL 34217

  Show on map: Anna Maria Oyster Bar on the Pier

• Harry's Continental Kitchens (opens in a new tab)

  7 min drive from Longboat Key

  Coastal cuisine, breakfast, lunch and dinner

  A Longboat Key landmark since 1979 with garden dining, a gourmet deli, catering and a corner store.

  525 Saint Judes Drive, Longboat Key, FL 34228

  Show on map: Harry's Continental Kitchens

• Mar Vista Dockside Restaurant & Pub (opens in a new tab)

  12 min drive from Longboat Key

  Seafood, lunch and dinner

  Old Florida dockside dining under century-old buttonwood trees on north Longboat Key, with 14 boat slips on its dock.

  760 Broadway Street, Longboat Key, FL 34228

  Show on map: Mar Vista Dockside Restaurant & Pub

• Columbia Restaurant, St. Armands Circle (opens in a new tab)

  1 min drive from St. Armands

  Spanish and Cuban, lunch and dinner

  The oldest operating restaurant in Sarasota, with Mediterranean-style dining rooms and a patio a short walk from Lido Beach.

  411 St. Armands Circle, Sarasota, FL 34236

  Show on map: Columbia Restaurant, St. Armands Circle

• The Old Salty Dog, Siesta Key (opens in a new tab)

  1 min drive from Siesta Key

  Seafood, lunch and dinner

  Serving Sarasota since 1985, with Siesta Key and City Island locations and pet-friendly patios.

  5023 Ocean Blvd, Sarasota, FL 34242

  Show on map: The Old Salty Dog, Siesta Key

• Siesta Key Summer House Steak and Seafood (opens in a new tab)

  1 min drive from Siesta Key

  Steak and seafood, Sunday brunch

  Steakhouse featuring carefully sourced steaks, fresh seafood and hand-selected wines, with brunch every Sunday.

  149 Avenida Messina, Sarasota, FL 34242

  Show on map: Siesta Key Summer House Steak and Seafood

Want to live near the best of Islands & Beaches? Janelle knows which streets put it at your door. Email Janelle or call (813) 394-3313.

Things to do near Islands & Beaches

• The Island Players (opens in a new tab)

  6 min drive from Holmes Beach

  Community theater

  Manatee County's oldest community theater, now presenting its 78th season on Anna Maria Island.

  10009 Gulf Drive, Anna Maria, FL 34216

  Show on map: The Island Players

• Anna Maria City Pier

  7 min drive from Holmes Beach

  Historic fishing pier

  Anglers fish for redfish, snook, Spanish mackerel and pompano from this Anna Maria landmark, and a place to watch sunrise or sunset.

  100 S Bay Blvd, Anna Maria, FL 34216

  Show on map: Anna Maria City Pier

• Anna Maria Island Historical Museum

  7 min drive from Holmes Beach

  History museum

  Free-admission museum in a 1920 icehouse building, with a historical park and the old city jail.

  402 Pine Ave, Anna Maria, FL 34216

  Show on map: Anna Maria Island Historical Museum

• Historic Bridge Street Pier

  10 min drive from Holmes Beach

  Pier and waterfront gathering spot

  Bradenton Beach pier over the Intracoastal Waterway with boat docking and a restaurant, at the end of shop-lined Bridge Street.

  200 Bridge St, Bradenton Beach, FL 34217

  Show on map: Historic Bridge Street Pier

• Bayfront Park Recreation Center (opens in a new tab)

  4 min drive from Longboat Key

  Town recreation center

  Town of Longboat Key center offering sports leagues, educational programs, cultural classes, social functions and special events.

  4052 Gulf of Mexico Drive, Longboat Key, FL 34228

  Show on map: Bayfront Park Recreation Center

• St. Armands Circle Park (opens in a new tab)

  10 min drive from Longboat Key

  Park and events venue

  Hosts the Art Festival and Sidewalk Sale, the Holiday Night of Lights, car shows, Fright Night, and morning yoga, Pilates and Zumba classes.

  St. Armands Circle, Sarasota, FL 34236

  Show on map: St. Armands Circle Park

• Siesta Key Drum Circle (opens in a new tab)

  4 min drive from Siesta Key

  Weekly beach gathering

  Drummers and dancers gather on Siesta Beach an hour before sunset every Sunday, a tradition since 1996.

  948 Beach Rd, Sarasota, FL 34242

  Show on map: Siesta Key Drum Circle

• Mote Science Education Aquarium (Mote SEA) (opens in a new tab)

  24 min drive from St. Armands

  Aquarium

  Mote Marine Laboratory's new aquarium; tickets are reserved online in advance to guarantee entry.

  225 University Town Center Drive, Sarasota, FL 34243

  Show on map: Mote Science Education Aquarium (Mote SEA)

Curious what life in Islands & Beaches is like week to week? Janelle can tell you, and introduce you to it. Email Janelle or call (813) 394-3313.

Parks and outdoors near Islands & Beaches

• Manatee Public Beach (opens in a new tab)

  4 min drive from Holmes Beach

  County beach park

  Lifeguards are on duty 365 days a year, with picnic areas, volleyball courts, a playground and beachfront dining.

  4000 Gulf Dr, Holmes Beach, FL 34217

  Show on map: Manatee Public Beach

• Cortez Beach

  10 min drive from Holmes Beach

  Gulf beach

  140 feet of undeveloped beach with parking; surfers catch waves near its Three Piers when the surf is up.

  698 Gulf Dr S, Bradenton Beach, FL 34217

  Show on map: Cortez Beach

• Coquina Beach (opens in a new tab)

  13 min drive from Holmes Beach

  County beach park

  Gulf beach near Longboat Pass with a lifeguard station, pavilions, sand volleyball, a playground, a walking trail and a trolley stop.

  2650 Gulf Drive, Bradenton Beach, FL 34217

  Show on map: Coquina Beach

• Longboat Key Public Tennis Center (opens in a new tab)

  1 min drive from Longboat Key

  Public tennis center

  Ten courts with tournament play, a round robin league, lessons and clinics from certified instructors, and a full-service pro shop.

  590 Bay Isles Road, Longboat Key, FL 34228

  Show on map: Longboat Key Public Tennis Center

• Bayfront Park (opens in a new tab)

  4 min drive from Longboat Key

  Town park

  Sarasota Bay views, pickleball, tennis and basketball courts, a playground and parking for a Town beach access across the street.

  4052 Gulf of Mexico Drive, Longboat Key, FL 34228

  Show on map: Bayfront Park

• Joan M. Durante Park (opens in a new tab)

  8 min drive from Longboat Key

  Town nature park

  A 32-acre Sarasota Bay site restored to wetland and coastal hammock forest, with a rentable pavilion and a recycled-material playground.

  5550 Gulf of Mexico Drive, Longboat Key, FL 34228

  Show on map: Joan M. Durante Park

• Lido Beach

  2 min drive from St. Armands

  Gulf beach

  Gulf beach on Lido Key, a short walk from St. Armands Circle.

  Benjamin Franklin Dr, Sarasota, FL 34236

  Show on map: Lido Beach

• Siesta Beach (opens in a new tab)

  4 min drive from Siesta Key

  County beach park

  Known for 99% pure quartz sand, with four lifeguard stands, tennis and volleyball courts, two concessions, picnic shelters and a playground.

  948 Beach Rd, Sarasota, FL 34242

  Show on map: Siesta Beach

• Turtle Beach

  13 min drive from Siesta Key

  Beach park

  South Siesta Key beach with picnic areas, a playground, volleyball, a boat launch and fishing in adjacent Blind Pass Lagoon; its darker sand carries more shells.

  8918 Midnight Pass Rd, Sarasota, FL 34242

  Show on map: Turtle Beach

Looking for a home close to the parks and water in Islands & Beaches? Ask Janelle where to look. Email Janelle or call (813) 394-3313.

Shopping near Islands & Beaches

• St. Armands Circle (opens in a new tab)

  10 min drive from Longboat Key

  Shopping and dining district

  More than 100 stores covering fashion and footwear, jewelry, specialty gifts, ice cream and confections, salons and restaurants.

  St. Armands Circle, Sarasota, FL 34236

  Show on map: St. Armands Circle

• Siesta Key Village (opens in a new tab)

  20 min drive from St. Armands

  Beach shopping and dining district

  Centered on Ocean Boulevard and Canal Road, with beach retail, restaurants, salon services, a grocery store and tree-lined sidewalks.

  5211 Ocean Blvd, Sarasota, FL 34242

  Show on map: Siesta Key Village

• South Village, Siesta Key (opens in a new tab)

  7 min drive from Siesta Key

  Shopping and dining district

  At Stickney Point and Midnight Pass roads near Crescent Beach Access 12, with a grocery store, boutiques, beach rentals, fishing charters and a marina.

  Stickney Point Rd and Midnight Pass Rd, Sarasota, FL 34242

  Show on map: South Village, Siesta Key

• Bridge Street, Bradenton Beach

  10 min drive from Holmes Beach

  Main street and pier

  A boulevard and pier lined with shops, boutiques and restaurants, steps from Coquina and Cortez beaches.

  200 Bridge St, Bradenton Beach, FL 34217

  Show on map: Bridge Street, Bradenton Beach

• Harry's Corner Store and Deli (opens in a new tab)

  7 min drive from Longboat Key

  Gourmet market and wine shop

  Open daily 7 a.m. to 10 p.m. with hot lunches, sandwiches, produce, groceries and beach gear, plus a deli with take-and-bake meals and fine wines.

  525 Saint Judes Drive, Longboat Key, FL 34228

  Show on map: Harry's Corner Store and Deli

• Publix, Longboat Key

  1 min drive from Longboat Key

  Grocery store

  Publix supermarket on Bay Isles Parkway, a minute from Longboat Key Town Hall.

  525 Bay Isles Pkwy, Longboat Key, FL 34228

  Show on map: Publix, Longboat Key

• Publix, Anna Maria Island

  5 min drive from Holmes Beach

  Grocery store

  Publix supermarket on East Bay Drive, 5 minutes from Holmes Beach city hall.

  3900 E Bay Dr, Bradenton Beach, FL 34217

  Show on map: Publix, Anna Maria Island

• Beach House Gift Shop (opens in a new tab)

  9 min drive from Holmes Beach

  Gift and beach shop

  Lobby shop at the Beach House restaurant with Florida styles, branded merchandise and beachside essentials.

  200 Gulf Drive North, Bradenton Beach, FL 34217

  Show on map: Beach House Gift Shop

Want everyday errands close by in Islands & Beaches? Janelle can point you to the right neighborhoods. Email Janelle or call (813) 394-3313.

Health care near Islands & Beaches

• Sarasota Memorial Hospital, Sarasota Campus (opens in a new tab)

  10 min drive from St. Armands

  Hospital, ER and trauma center

  Sarasota Memorial's main campus, home of its emergency room and trauma center.

  1700 S Tamiami Trail, Sarasota, FL 34239

  Show on map: Sarasota Memorial Hospital, Sarasota Campus

• HCA Florida Blake Hospital (opens in a new tab)

  17 min drive from Holmes Beach

  Hospital, ER and Level II Trauma Center

  383-bed hospital with a 24/7 ER; the only Level II Trauma Center and Burn Center in Manatee County.

  2020 59th St W, Bradenton, FL 34209

  Show on map: HCA Florida Blake Hospital

• HCA Florida Sarasota Doctors Hospital (opens in a new tab)

  19 min drive from Siesta Key

  Hospital with 24/7 ER

  155-bed, all-private-room hospital serving Sarasota and Manatee counties since 1967, with cardiology, orthopedics and robotic surgery.

  5731 Bee Ridge Rd, Sarasota, FL 34233

  Show on map: HCA Florida Sarasota Doctors Hospital

Need to be near care in Islands & Beaches? Janelle can keep that in mind when she picks homes to show you. Email Janelle or call (813) 394-3313.

Getting around near Islands & Beaches

• Sarasota Bradenton International Airport (SRQ)

  St. Armands 14 min, AMI 35

  Airport

  Commercial airport 14 minutes from St. Armands Circle and 35 minutes from Holmes Beach city hall.

  6000 Airport Circle, Sarasota, FL 34243

  Show on map: Sarasota Bradenton International Airport (SRQ)

• Tampa International Airport (TPA)

  AMI 79 min, St. Armands 84

  Airport

  Tampa's international airport, north of the islands across Tampa Bay.

  4100 George J. Bean Parkway, Tampa, FL 33607

  Show on map: Tampa International Airport (TPA)

• Downtown Sarasota

  St. Armands 7 min, Siesta Key 15

  Downtown

  Measured to Main Street at Lemon Avenue in downtown Sarasota.

  Main St and Lemon Ave, Sarasota, FL 34236

  Show on map: Downtown Sarasota

• Downtown Bradenton

  AMI 20 min, St. Armands 26

  Downtown

  Measured to the Downtown Bradenton Transit Station, where Manatee County Area Transit routes meet.

  1301 6th Ave W, Bradenton, FL 34205

  Show on map: Downtown Bradenton

• I-75 at Fruitville Road

  St. Armands 17 min, Longboat Key 27

  Interstate interchange

  The quickest I-75 interchange from St. Armands, Lido Key and Longboat Key.

  I-75 and Fruitville Rd, Sarasota, FL 34240

  Show on map: I-75 at Fruitville Road

• I-75 at Bee Ridge Road

  Siesta Key 19 min, St. Armands 22

  Interstate interchange

  The quickest I-75 interchange from Siesta Key Village.

  I-75 and Bee Ridge Rd, Sarasota, FL 34241

  Show on map: I-75 at Bee Ridge Road

• I-75 at Manatee Avenue (State Road 64)

  Longboat Key 39 min, AMI 40

  Interstate interchange

  The quickest I-75 interchange from Anna Maria Island, reached by Manatee Avenue.

  I-75 and Manatee Ave E, Bradenton, FL 34208

  Show on map: I-75 at Manatee Avenue (State Road 64)

Commuting from Islands & Beaches? Janelle can tell you what the drive is like from each neighborhood. Email Janelle or call (813) 394-3313.

Islands & Beaches homes for sale: the market in September 2026

The 94 newest island listings (Anna Maria Island, Longboat Key and St. Armands, not counting land) on September 24, 2026 (50 condos, 41 single-family homes, 2 townhomes, 1 residential) ranged from $369,000 to $12,750,000, with a median list price of $1,322,000, about $868 per square foot. 12 of them were already pending or under contract.

Wondering what homes in Islands & Beaches are really selling for? Janelle will tell you straight. Email Janelle or call (813) 394-3313.

Islands & Beaches FAQ

Have a question about Islands & Beaches that is not answered here? Ask Janelle. Email Janelle or call (813) 394-3313.

Keep reading

• All waterfront communities
• Find your community: compare every neighborhood by area and lifestyle

Ready to see Islands & Beaches? Janelle can show you the neighborhoods and the homes in one visit. Email Janelle or call (813) 394-3313.