Now Booking Snowbird Season: Ask About 6–11 Month Rates 56 Residences Across Longboat Key & Lido Key New for 2025: Club Estate on Longboat Club Road Now Booking Snowbird Season: Ask About 6–11 Month Rates 56 Residences Across Longboat Key & Lido Key New for 2025: Club Estate on Longboat Club Road

AREA GUIDE / SHOPPING / LONGBOAT KEY

Shopping near your Longboat Key rental

Where to shop near your Longboat Key vacation rental, from places right there to a short drive away.

In Longboat Key

20 places
Tropical retail facade at the Centre Shops of Longboat Key along Gulf of Mexico Drive.

Centre Shops of Longboat Key

Mall & Retail Center

Established island shopping center with boutiques, specialty shops, restaurants and services along Gulf of Mexico Drive.

ShoppingDiningIsland Browsing
Shoppes of Bay Isles retail center on Longboat Key with the Publix storefront visible.

Shoppes of Bay Isles

Mall & Retail Center

Convenient central-island retail center anchored by Publix with fashion, pharmacy, services and everyday visitor essentials.

Everyday EssentialsFashionConvenient Shopping
Whitney Beach Plaza retail center on north Longboat Key.

Whitney Beach Plaza

Mall & Retail Center

North Longboat Key neighborhood shopping plaza with a mix of shops, services and nearby dining.

North Longboat GuestsLocal Shopping
Brista Commons directory sign and retail building on Longboat Key.

Brista Commons

Mall & Retail Center

Newer Longboat Key retail center with home furnishings, a Goodwill bookstore and other specialty businesses.

BooksHome FurnishingsNew Island Retail
Longboat Hardware owners and staff inside the Longboat Key Ace Hardware store.

Longboat Hardware

Boutiques & Galleries

Locally convenient Ace Hardware store with home, housewares, sporting goods and practical island vacation supplies.

Vacation EssentialsHome NeedsBeach Supplies
Shoppes of Bay Isles retail center on Longboat Key, where J.McLaughlin is located at 515 Bay Isles Parkway.

J.McLaughlin - Longboat Key

Boutiques & Galleries

Polished resort-friendly apparel and accessories boutique in the Shoppes of Bay Isles.

Resort FashionCouplesSeasonal Residents

Next door

70 places
Aerial view of St. Armands Circle with shops, central park and Lido Beach beyond.FGCVR Top PickFGCVR Recommended

St. Armands Circle

Shopping & Dining District

An iconic landscaped shopping and dining district connecting Sarasota to Lido Key.

Landing Company storefront at 368 St. Armands Circle in Sarasota.

Landing Company Sarasota

Boutiques & Galleries

Coastal-inspired jewelry gallery featuring sterling silver, gold, diamonds, pearls and natural gemstones.

JewelryGiftsCouples
☉

Alvin's Island - St. Armands

Boutiques & Galleries

Large beach shop for swimwear, sandals, sunglasses, souvenirs, apparel and practical vacation supplies.

BeachgoersFamiliesSouvenirs
Renovated Lilly Pulitzer storefront at St. Armands Circle in Sarasota.

Lilly Pulitzer - St. Armands Circle

Boutiques & Galleries

Signature resort-fashion boutique known for colorful dresses, apparel, accessories and Palm Beach-inspired style.

Resort FashionWomen's ApparelGifts
The Giving Tree Gallery family outside the St. Armands Circle gallery storefront in Sarasota.

The Giving Tree Gallery - St. Armands

Boutiques & Galleries

Family-owned gallery and gift destination featuring designer jewelry, artful home decor and distinctive artisan-made gifts.

GiftsJewelryArt
The Spice & Tea Exchange storefront at 345 St. Armands Circle in Sarasota.

The Spice & Tea Exchange of Sarasota

Boutiques & Galleries

Specialty culinary shop offering loose-leaf teas, handcrafted seasonings, salts, sugars and gourmet gifts.

FoodiesGiftsTea Lovers

Short drive

70 places
Historic Mediterranean Revival buildings in the Burns Court district of downtown Sarasota.

Burns Court

Shopping & Dining District

Historic downtown enclave of 1920s bungalows with independent boutiques, vintage and antique shops, galleries, cafes and locally owned businesses.

Local ShoppingVintage FindsArt
Bookstore1Sarasota storefront at 117 S Pineapple Avenue in downtown Sarasota.

Bookstore1Sarasota

Boutiques & Galleries

Independent downtown bookstore offering curated new books, puzzles, games, cards, reader gifts and a regular schedule of author and literary events.

Book LoversGiftsRainy Days
The Exchange consignment shop storefront in Sarasota.

The Exchange

Boutiques & Galleries

Long-running nonprofit consignment destination with designer fashion, jewelry, furniture, rugs, collectibles, art and frequently changing one-of-a-kind finds.

Treasure HuntingDesigner FindsArt
Eleganza Sarasota fine Italian leather boutique at 1477 Main Street in Downtown Sarasota.

Eleganza Sarasota

Boutiques & Galleries

Downtown boutique specializing in premium Italian leather handbags, shoes, jackets and accessories.

Luxury LeatherGiftsFashion
Evelyn & Arthur Sarasota boutique at 1480 Main Street in Downtown Sarasota.

Evelyn & Arthur - Sarasota

Boutiques & Galleries

Main Street women's boutique offering contemporary, travel-friendly clothing and accessories.

Women's FashionTravel ClothingResort Style
Pineapple Rocks crystal, mineral and fossil shop at 1459 Main Street in Downtown Sarasota.

Pineapple Rocks

Boutiques & Galleries

Distinctive shop for crystals, minerals, fossils, shark teeth, dinosaur teeth, handmade jewelry and unusual gifts.

FamiliesCollectorsGifts
WORTH THE DRIVE
Anna Maria IslandBradentonUniversity Town CenterSiesta KeyLakewood RanchVenice

45 places in Anna Maria Island

Historic Bridge Street
Shopping & Dining District
Pine Avenue Shopping District
Shopping & Dining District
Pineapple Marketplace
Boutiques & Galleries
Beach Bums
Boutiques & Galleries
Shiny Fish Emporium
Boutiques & Galleries
The Island Cabana
Boutiques & Galleries
Beach Blossom Studio - Pine Avenue
Boutiques & Galleries
Island Fresh - Anna Maria
Boutiques & Galleries