Communities of Boca Grande

Gasparilla Island offers 7 miles of pure tranquility; a barrier island with no rises or traffic lights, a 100-year-old lighthouse, and pristine white sand beaches- where the number of golf carts outnumber the cars. Boca Grande is surrounded by the turquoise cerulean waters of the Gulf of Mexico, and the protected waterways of Charlotte Harbor, Boca Grande is an old Florida paradise. Known as the tarpon capital of the world, this area is home to some of the best sport fishing in the world. Its unique charm and historic past make it a very special retreat. From the island's early phosphate days to being host to families like the DuPonts and J.P. Morgan, Boca Grande is rich in American culture and history. Gasparilla Island offers many luxury island-style communities, ranging from single-family beachfront homes, historic in-town cottages, to exclusive gated communities. Boca Grande might just be the island paradise to call home.

Anglers Club

Welcome to Anglers Club, a private gated 15 acre community just off Gasparilla island and the historic village of Boca Grande. These Key-West style luxury townhomes are located behind Gasparilla Marina and offer over 900' of dock frontage perfect for the avid outdoorsmen, and seasoned angler. Showcasing some of the best fishing on the west coast, the Anglers community is the perfect spot to bring your boat, and cast a line in. The Anglers Club gated community also offers a community pool and clubhouse, and is situated right on the waterway allowing quick access to Charlotte Harbor, Boca Grande Pass, and the Gulf Of Mexico. Close proximities to an abundance of golf courses, local restaurants, shopping and everything else this great area of southwest Florida has to offer!

Boca Bay

Boca Bay is a highly sought-after gated community consisting of six distinct neighborhoods. Among them, Beach View townhomes offer breathtaking views of the Gulf of Mexico, the South Village lake, or the preserve. Grande Bay boasts eight luxurious custom homes placed along the 1,100 feet of pristine shoreline, each with a private boat dock.

North Bay comprises single-family homes that are beautifully tucked along the bay's shoreline, providing stunning views of Charlotte Harbor to the east and nearly 100 acres of state conservation preserve land to the west. South Bay residences offer open water views of Charlotte Harbor, and most homes come with private dockage.

The North Village Residences present an awe-inspiring view of a private lake, preserve lands, and the island's renowned bike path. Harborside and Harborshore offer single-level condominium residences with Charlotte Harbor's outstanding views. The residents relish the well-maintained landscaping, paved walking paths, and direct access to Boca Bay Beach, Boca Bay Fishing Pier, four heated swimming pools, and seven deep water boat slips for guests. Moreover, there are two private club options available. The Boca Bay Beach Club rests on the Gulf of Mexico, providing members with the option of swimming in their pool or the Gulf, enjoying sandy beaches, or relaxing in a private cabana to catch up with friends over a cocktail. The Boca Bay Pass Club is the "Crown Jewel" of the Boca Bay amenities, offering a state-of-the-art tennis facility, a tennis pro shop, and programs offered by two USPTA certified tennis pros. Additionally, it has a fitness center, multiple pools, and various dining options to feature Florida's freshest flavors.

If you are looking for an exclusive community that offers serene surroundings and stunning waterfront views, Boca Bay is the ideal choice. Whether you prefer a townhome, custom home, or a single-family home, each community within Boca Bay offers luxurious living that you won't find anywhere else.

Boca Grande Beach Club

Get ready to experience the ultimate island luxury at Boca Grande Club! This exclusive gated community boasts some of the most exquisite homes and condos around. As a member, you'll have access to a variety of membership levels and top-notch resort-style amenities that will leave you feeling pampered and rejuvenated.

Indulge in the private clubhouse, featuring amazing dining options, a state-of-the-art fitness center, and tennis courts that will take your game to the next level. And let's not forget about the stunning pools, all located on the pristine white sand beaches of Boca Grande.

For a truly unforgettable experience, head to the clubhouse for some mouth-watering fine dining right on the beach. Or soak up the sun and enjoy some refreshing drinks at the pool deck and Tiki Bar. Trust us, you won't want to leave!

The Boca Grande Club is conveniently located on the northern side of the island, making it the perfect destination for your next getaway. Come join us and discover what luxury island living is all about!

Boca Grande Isles

Discover the exquisite waterfront single family homes of Boca Grande Isles, an exclusive gated community on the Charlotte Harbor side of the island. These luxury homes offer stunning water views and overlook the protected waters of Charlotte Harbor. Many of these homes boast private pools, deep water boat docks, and breathtaking vistas of Charlotte Harbor. Our community is the epitome of luxury living with exceptional attention to detail and unparalleled amenities. Experience the best of both worlds with our serene and private location, while still being close to the vibrant culture and entertainment of the area. Let us help you find your dream home in Boca Grande Isles today.

Boca Grande North

Boca Grande North presents luxurious waterfront condos situated on the Gulf and Bay of the Island. Conveniently located just over the toll bridge, this private gated community offers a variety of two-bedroom and two-bathroom condos on both the bay and gulf side. Residents can take advantage of the community's first-class amenities, including a pool, tennis court, hot tub, and over 50 bayside boat docks. With easy access to the mainland and downtown Boca Grande, this community is the perfect blend of exclusivity and convenience. Experience the ultimate in waterfront living at Boca Grande North.

Boca Grande Shores

Hey there beach lovers! Have you heard of Boca Grande Shores? It's the ultimate private paradise - a group of only 12 single family homes right on the beach! You read that right - no need to walk or drive to the beach, it's right at your doorstep. Plus, the community has a heated pool for you to splash around in and soak up the sun. So, what are you waiting for? Come join the fun and make your dream of living on the beach a reality at Boca Grande Shores!

Boca Vista Harbor

Get ready to live like royalty at Boca Vista - our luxurious waterfront condo complex that's just a hop, skip, and a jump away from the island of Boca Grande! With a heated pool, clubhouse, and on-site tennis courts, it's the ultimate vacation spot for those who like to break a sweat. And if you're feeling fancy, we've even got a 3-bedroom penthouse unit fit for a king or queen! Don't forget to check out the Smoking Jerry's Tiki Bar & Grill for some delicious eats - it's a must-try! So why wait? Come Vacation Grande at Boca Vista and live your best life!

Dunes of Boca Grande

Looking for a beachfront villa with a touch of luxury? Look no further than The Dunes of Boca Grande! Our private gated community boasts 40 stunning villas, all with breathtaking views of the cerulean waters and sandy beach. With two heated pools and private garages, you'll have everything you need to embrace the island lifestyle. Plus, our location on the north end of the island means you're just a stone's throw from historic Boca Grande Village (only 4 miles south). So why not ditch the ordinary and treat yourself to something extraordinary? Come stay with us at The Dunes - your perfect getaway!

"Dam" Streets Neighborhood

Behold, the "Dam" streets. Damfiwill, Damfino, Damficare. Yes, these do exist with a splash of sarcasm all right here in Boca Grande! Here lies a haven of opulent single-family homes, nestled just south of town. Discover the majesty of deep water frontage, highlighted by the allure of the "Dam" streets. And if that's not enough to entice you, let us not forget the private pools that grace these magnificent abodes. All this grandeur is just a stone's throw away from the historic village of Boca Grande. Allow yourself to be entranced by some of the most sophisticated and luxurious homes in the area - we guarantee that you won't give a "Dam" about anything else during your stay! Here's the story according to the Boca Grande historical society.

Origin of the "Dam" Streets: How did Boca Grande streets get their names? Some streets are named after people, like Gilchrist and Wheeler, or their location; for example Gulf Shore Lane and Bayou. The story about the origin of the "Dam" streets was told at a 1993 cocktail party by a reliable source who is also a great story teller.

It goes something like this; Lee County recorded the streets as Second, Third and Fourth Streets SE. This makes sense since many streets in Boca Grande are numbered. As the story goes, there was a Tampa gentleman who was building a house on Third St. When his lumber company called asking for an address to deliver supplies they were referred to the gentleman's fishing captain. When asked for the name of the street, the captain replied, "Damfino." Someone at the lumber company had a great sense of humor because he painted the name on a piece of wood and stuck it into the ground at the corner of E. Railroad Ave. and Third St. SE.

Not long after, residents of Fourth St. happened to be cocktailing together and someone suggested they come up with a more imaginative name for their street. "Who cares," said someone else in the crowd. That did it, Damficare Street was born. According to my source, Kay Reed gets the credit for changing the name of Second St. She lived at the end of the road and one day produced a unique totem pole sign, declaring her street Damfiwill. An employee in the Lee County E911 Program's Addressing Office remembered the paperwork making those the official names of the streets. However, it's been many years ago, and the documents are no longer available in their system, she explained. Article by Karen Grace, board member of the Boca Grande Historical Society. 

Grande Quay

Grande Quay is a hidden gem nestled on the pristine Gasparilla Island, offering an exclusive selection of single-family homes with breathtaking views of the sparkling Charlotte Harbor. The community is tucked away in a private, gated enclave, ensuring utmost privacy and security. If you're looking for a secluded sanctuary to call home, Grande Quay is the perfect place to settle down. Enjoy the tranquil beauty of the North end of Boca Grande and revel in the serene waterfront lifestyle that this community offers. Come experience the authentic Floridian charm of Grande Quay and discover the unparalleled sense of peace and tranquility that comes with living in this idyllic location.

Gulf Dunes

Gulf Dunes, a delightful community located just steps away from Boca Grande's pristine white sands, offers the ideal vacation getaway. In these popular villas, guests can relish sunsets from either the living room or master bedroom. Although there is no pool, the Gulf of Mexico is easily accessible, making it the perfect destination for beach lovers. These villas provide just enough space to enjoy the fabulous beach, which is just steps outside your door. Situated just south of town, Gulf Dunes offers great beach access while providing a peaceful, serene atmosphere for guests to unwind and relax. Book your stay with us today to experience the perfect beach vacation!

Hacienda Del Mar

Hacienda Del Mar is a collection of exclusive waterfront condos located in Placida, Florida, a mere 2 miles from the Boca Grande causeway. Residents can revel in sensational views that extend miles down the ICW over Don Pedro Island toward Boca Grande, along with partial vistas of the Gulf of Mexico. Hacienda Del Mar offers first-class amenities, including two clubhouses, two stunning swimming pools and spa, a boat basin, fishing pier, clay Pickleball and tennis courts, fitness facility, and 23 acres of refined tropical landscaped grounds. A private path allows residents to walk or golf cart into the Palm Island Marina, which offers dry and wet dockage, fuel, and a car ferry and water taxi to Palm Island. The excellent location is just minutes to historic Boca Grande, Palm Island, three full-service marinas, state parks, numerous private and public golf courses, and miles of tranquil sandy beaches.

Hill Tide

Discover authentic living at Hill Tide Estates, a secluded, gated community nestled at the southernmost point of Gasparilla Island. This exclusive enclave boasts 19 luxury single-family residences, offering awe-inspiring vistas of both the bay and Gulf of Mexico. Experience the spectacle of Tarpon traversing the renowned Gasparilla Pass. A brief journey to the town center via golf cart provides access to the vibrant heart of Boca Grande, while ensuring the tranquility and serenity of your Hill Tide Estates home remains undisturbed.

Historic Village of Boca Grande

The quaint Historic District of Boca Grande.

Welcome to the historic center of Boca Grande Village. This area is the heart of Gasparilla island. Homes in the area are walking distance to all of the quaint charm of the old village. Get your golf cart and cruise the downtown shopping, dining, and enjoy the area.

Its name - Spanish for "Big Mouth '' - comes from the mouth of the waterway, called Boca Grande Pass, at the southern tip of the island. The pass was used as a busy shipping point for many years as the waters in the pass are naturally deep. Processed phosphate from the Bone Valley region was loaded onto waiting ocean-going cargo vessels via the Seaboard Air Line Railroad at the dock located on the southern tip of the island. Shipping business to the island declined in the late 1970s as it was no longer cost effective to ship phosphate by rail to Boca Grande when it could be loaded at Tampa. The phosphate plant at Boca Grande was old and its tons-per-hour rate was slow. Therefore, it made economic sense to discontinue the operation. Evidence of the island's industrial past can still be seen.

There are no gas stations in the village of Boca Grande, with the exception of a street pump at Boca Grande Marina, so many local residents use a golf cart as their main mode of transportation. On any given day in Boca Grande, you will see golf carts, as well as some automobiles, making their way throughout downtown. A Lee County ordinance designates all but two streets as golf cart paths. Drivers must be at least 14 years old to operate a golf cart on these designated streets.

Boca Grande provided the backdrop for Denzel Washington's movie, Out of Time, where the quiet village was renamed "Banyan Key" in reference to the banyan trees that populate the island. Scenes for the 2006 film based on Carl Hiaasen's book Hoot were also filmed on the island, which was again renamed for the filming. This time it became "Coconut Cove".

Boca Grande's serene beauty also makes it a destination for high-profile weddings and residences for the elite seeking privacy. Sara Blakely (Spanx founder and owner) and Jesse Itzler were married on Boca Grande in 2008, while the Bush family and Audrey Hepburn have called it home seasonally.

Historic downtown Boca Grande.

Island House

Experience the charm of the Island House community, nestled directly along the pristine shores of the Gulf of Mexico. Relish breath-taking sunsets from the expansive, Gulf-front screened porches. On the island's southernmost tip, Island House boasts untouched beaches, a refreshing pool, a tennis court, and so much more. This is not just a stay, but a truly authentic coastal retreat and is the perfect blend of relaxed luxury and beachfront exclusivity.

Island House is located south of the historic village of Boca Grande on Gulf Blvd.

Lighthouse Colony

Nestled right on the beachfront, the Lighthouse Colony invites you to experience the mesmerizing sunsets right from your living room. A quick golf cart ride away from the historic town of Boca Grande, its location offers the perfect blend of serenity and accessibility. Though the community doesn't boast a pool, it compensates with spacious 3-bedroom villas, providing an idyllic setting to revel in the sandy shores of the Gulf of Mexico. Just south of the famous Gasparilla Island range light, the Lighthouse serves as a beacon of elegance and stature.

Little Gasparilla Island

Escape the hustle and bustle of the mainland for an authentic retreat on Little Gasparilla Island, a hidden gem nestled amid the salty Gulf of Mexico. This tropical paradise, located between Boca Grande and Palm Island, is a true haven inaccessible by bridge, adding to its allure. Revel in the tranquility, away from the daily hustle, amidst an environment devoid of commercial establishments, vehicles, wired internet, restaurants, and stores. The island exudes a charm so pristine, it feels untouched by civilization. Despite its seclusion, a mere 10-minute boat ride allows easy access to the mainland. Parking facilities are available off-island at Eldred's Marina or the public boat launch near the Boca Grande Causeway. Multiple boat rental options are available, or choose to commute through the island's water taxi service. An amazing adventure awaits!

Marina Village at Boca Grande Club?

Nestled on the edge of Charlotte Harbor, Marina Village at Boca Grande Club offers a genuine slice of paradise. This charming development is part of the wider Boca Grande Club, offering guests access to a pool and boat dockage on site. A short stroll across the street takes you to the Boca Grande Club, where you can indulge in a variety of amenities shared between the two locations. Tennis courts, additional pools, fine dining, and a host of other exclusive benefits await, offering an authentic taste of the luxurious Boca Grande lifestyle.

Park Place Condos of Boca Grande

Nestled in the heart of historic Boca Grande, Park Place condos offer an authentic taste of this charming location. Enrich your lifestyle with a short stroll to boutique shopping and fine dining in the village, immersing yourself in the local island culture. Witness the captivating blend of the Gasparilla Inn's rich history and vibrant presence right from your balcony. A mere hop and skip away, the stunning Boca Grande beaches await, renowned for their breathtaking sunsets. Experience true authenticity at this prime location on 5th street, in the historic downtown village.

Sea Oats

Experience the allure of sophisticated coastal living at Sea Oats, an elite condominium community nestled amidst the lush tropical landscapes of Boca Grande, FL. Our community boasts over 80 luxurious two-bedroom, two-bath condos across five elevator-accessible buildings. Enjoy miles of untouched beachfront, 28 feet-spanning private porches, and comprehensive accessibility features, including elevators and handicap accessibility. Residents relish in a heated pool and spa, tennis courts, BBQ patios, and reserved covered parking. Each of the private units are meticulously maintained for utmost comfort. The lush courtyard landscaping further enriches the serene tropical environment. You can also venture out to the nearby bike and jogging path for some outdoor fun. All this, set against the radiant backdrop of Boca Grande's sunny beaches, located on the island's north end.

Seagrape Colony

Experience the genuine charm of Seagrape Colony, nestled right on the shores of the Gulf Of Mexico. The quaint, two-story beachfront villas offer an intimate escape, with only 15 units in the entire development. Each villa boasts three bedrooms and two baths, views of the warm Gulf waters, and the natural seascape surroundings. This is an ideal spot for basking in southwest Floridas breathtaking sunsets. Additional amenities include a heated pool for your leisure. The historic village of Boca Grande is just a mile away, and easily accessible by golf cart. 

Seawatch

Seawatch embodies a quintessential gated community, nestled within 24 verdant acres of paradise. Here, you'll discover a blend of villas and single-family homes, capturing the essence of an idyllic lifestyle. Situated on the northern tip of Gasparilla Island, Seawatch connects residents to the heart of Old Florida charm. This beachfront community offers a gateway to a rich assortment of amenities, encompassing beach access, tennis courts, and two inviting pools. With its prime location along the sandy Gulf of Mexico shores, Seawatch offers an authentically tranquil living experience.

Silver King Condos

Experience the allure of waterfront living at Silver King Condos, nestled just a few blocks from the historic village of Boca Grande. Their convenient location makes it a family favorite, offering easy walking distance to the beach, shops, and restaurants. Enjoy amenities such as under-building parking for cars and golf carts, a tennis court, swimming pool, spa, and a community clubhouse. For the boating and fishing enthusiasts, the beautiful waters of Boca Grande are easily accessible. Imagine relaxing on your porch, watching the tranquil bayou life unfold. The Silver King's classic Mediterranean architecture is always impeccably maintained, adding to the authentic charm of the property. Silver King Condos are situated at 950 Palm Ave, a heartbeat away from the historic village.

Sundown Colony

Discover the charm of Sundown Colony, a beloved island gem featuring beachfront townhomes with views of the cerulean colored Gulf waters. Situated just a mile from the historic village of Boca Grande, the Sundown condo complex is a reflection of its name, offering breathtaking sundown vistas from its 2-bedroom, 2.5-bath units. A heated pool and sundeck amplify the allure, providing an idyllic spot to bask in the sunsets and embrace the unique offerings of the quaint Boca Grande village. Experience the authentic coastal living of Gasparilla Island at Sundown Colony on Gulf Blvd.

Turtleback Townhomes

Experience the charm and authenticity of Turtleback townhomes, nestled right on the pristine white sands of Gasparilla Island. These townhomes, with their distinctive turtle shell roof designs, are situated at the tranquil south-end of the island, offering a unique blend of style and seaside serenity. The three-bedroom, two-bathroom layout offers direct access from your doorstep to the dazzling white sand beaches of Boca Grande. Additionally, Turtleback guests can immerse themselves in the warmth of our heated pool. Embrace the authentic beachfront living at Turtleback townhomes on Gulf Blvd.

Waterway Neighborhood

Nestled on charming Gasparilla Island, the Waterway development presents idyllic waterfront homes designed for the boating enthusiast in mind. Each single-family residence at Boca Grande's Waterway is situated directly on protected water dockage, ensuring easy access to the sea. A brief, two-minute golf cart ride whisks you to the heart of town, offering an ideal haven for boaters and fishermen. Navigating through a single 11' bridge, you'll find yourself in the breathtaking expanse of Charlotte Harbor. To reach Waterway Ave, cross the toll bridge on Gasparilla Rd, take a left at 4th St, and then a right onto Palm. Continue down Palm and Waterway Ave will welcome you on your left, ready to introduce you to a world of coastal living.

Woodwind Beach

Experience the authentic charm of Woodwind beachfront homes nestled in Boca Grande. These elevated abodes provide a stunning panorama of the tranquil gulf waters. Every 3-bedroom, 2-bath home boasts direct beach access, setting a new standard in Boca Grande living. The community offers additional amenities like pools and tennis courts. Positioned straight on the gulf, Woodwind invites you to bask in the sun and immerse in the surf. This is island living at its finest.