Apartments for Rent Near L.A. Ainger Middle in Boca Grande - 21 rentals

Remarks: Weekly rate shown, please see description for detailed pricing. Elegant Coastal Residence in Boca Grande’s North End Welcome to 4010 40th Street, an exceptional home located in the highly sought-after North End of Boca Grande. This refined coastal retreat offers a seamless blend of comfort and sophistication, with serene lake views and a private heated pool that create an atmosphere of pure relaxation. The residence features two well-appointed bedrooms and two bathrooms, designed with both style and functionality in mind. The primary suite includes a king-sized bed and a beautifully finished private bath, while the second bedroom offers two twin beds—perfect for family or guests. Bright and inviting interiors showcase an open living area filled with natural light, where modern finishes and thoughtful details enhance the tranquil aesthetic. A fully equipped kitchen with contemporary appliances makes meal preparation effortless, whether enjoyed in the dining area or outdoors overlooking the pool. The private terrace provides an idyllic setting for leisure, with lush landscaping, comfortable lounge seating, and a grill—ideal for sunny afternoons or evenings under the stars. The home is equipped with high-speed internet, cable television, central air conditioning, and ceiling fans throughout. Safety features, including smoke detectors, a carbon monoxide detector, and a fire extinguisher, provide added peace of mind. Beach essentials are also provided, with shoreline access just across Shore Lane. With its premier location, elegant design, and serene outdoor living spaces, 4010 40th Street captures the essence of Boca Grande living. This property offers a rare opportunity to experience the island’s natural beauty and refined charm in a setting that is both private and inviting. Off-season:$3598weekly/$15430 monthly Mid-season:$5345weekly/$22900 monthly In-season:$5600weekly/$25285 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Boca Grande North #26 – Sunny Shores, a beautifully appointed 2-bedroom, 2-bath waterfront condo that captures the essence of island living on the serene North End of Boca Grande. With sweeping views of Charlotte Harbor, this retreat offers the perfect combination of comfort, elegance, and coastal charm. The spacious layout accommodates up to six guests in style. The primary suite features a plush king bed, private en-suite bath, and calming views that set the tone for restful nights. The guest suite is equally inviting, with a full-size bed and a queen bed, making it ideal for couples, or friends traveling together. Each space is thoughtfully designed with soothing coastal décor, soft linens, and ample storage. The open living area is bathed in natural light from large sliding doors that lead to your private balcony—an ideal spot to sip morning coffee as the sun rises over the bay or toast the evening with a glass of wine as dolphins play in the distance. The fully equipped kitchen boasts modern appliances, sleek countertops, and generous seating at both the dining table and bar, perfect for gathering over shared meals and conversation. Outdoors, you’ll find a sparkling community pool, tennis courts, and grilling areas designed for leisurely afternoons. For those drawn to the water, boat slips are available for rent, making it easy to explore the Gulf and surrounding islands by boat. Beach essentials—chairs, umbrellas, and towels—are provided so you can relax on Boca Grande’s world-famous beaches. This idyllic location places you just minutes from the island’s historic village, where charming boutiques, art galleries, and world-class restaurants await. Rent a bike or golf cart to explore shaded streets lined with 100-year-old banyan trees, visit the historic lighthouse, or cast a line in the renowned Boca Grande Pass, known as the tarpon fishing capital of the world. With air conditioning, high-speed Wi-Fi, Smart TV, self check-in, and thoughtful safety features, every detail is in place to ensure peace of mind and modern convenience. Boca Grande North #26 – offers more than a place to stay, it’s an experience of timeless beauty, coastal elegance, and the relaxed island lifestyle that makes Boca Grande so unforgettable. Off-season: $2,700 weekly/$11,580 monthly. Mid-season: $3,200 weekly/$13,710 monthly. In-season: $4,200 weekly/$18,000 monthly.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to the Turquoise Turtle – A Beachfront Escape in Boca Grande Discover coastal elegance at the Turquoise Turtle, a beautifully appointed 3-bedroom, 3-bath townhome perfectly situated in the serene Turtleback Colony community. With direct access to the Gulf of Mexico and a heated community pool, this retreat embodies the relaxed sophistication of Boca Grande. The primary suite offers a king-sized bed and private balcony access, where the soothing rhythm of the waves and pastel hues of sunrise create a tranquil start to the day. Two additional bedrooms, each with a queen-sized bed and en-suite bath, provide private sanctuaries designed for rest and comfort. The open living spaces are filled with natural light and coastal charm, leading to a spacious balcony where al fresco dining and breathtaking Gulf views await. A fully equipped kitchen with bar seating makes meal preparation effortless, whether enjoying a casual breakfast or gathering for sunset cocktails. Beyond your doorstep, stroll along Boca Grande’s pristine beaches, explore boutique shops, art galleries, and fine dining in the historic village, or visit the iconic Boca Grande Lighthouse and Maritime Museum. Golf cart rentals make it easy to discover the island’s hidden treasures, from banyan-lined streets to world-class fishing waters. Whether basking by the pool, collecting seashells on the shore, or savoring sunsets over the Gulf, the Turquoise Turtle offers the perfect blend of comfort, luxury, and timeless island charm. Off-season: $2,800 weekly/$16,290 monthly. Mid-season: $4,800 weekly/$20,580 monthly. In-season: $5,200 weekly/$22,900 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Sundown #20, your serene Gulf-front retreat in the heart of Boca Grande. This 2-bedroom, 2-bath residence blends modern comfort with timeless coastal charm, inviting guests to enjoy the island s unmatched beauty, history, and relaxed elegance. The bright, airy living room is adorned with plush seating and expansive windows that frame sweeping Gulf views, filling the home with natural light and spectacular sunsets. A screened-in porch extends the living space outdoors, perfect for al fresco dining or quiet evenings listening to the waves. The open kitchen is designed for both style and function, featuring modern appliances, generous counter space, and a convenient breakfast bar for casual meals or morning coffee. Just beyond, a cozy dining area sets the stage for family dinners or evening gatherings. The primary suite offers a luxurious king bed, private en-suite bath, and serene Gulf-facing ambiance your personal retreat after a day of beachside fun. The guest bedroom provides flexible accommodations with full-size bunk beds and an additional twin, making it ideal for families or groups. Each bathroom has been updated with modern finishes, enhancing both comfort and convenience. Sundown s community amenities elevate the experience with a sparkling pool, tropical landscaping, and direct access to Boca Grande s pristine beaches. From your back porch, it s just steps to soft sand, warm Gulf waters, and the chance to collect seashells or watch dolphins glide by. The location highlights Boca Grande s unique blend of natural beauty and storied history. Rent a golf cart to explore the island s charming downtown, where boutique shops and fine dining await, or visit the iconic Port Boca Grande Lighthouse Museum to learn about the island s heritage as both a fishing village and a retreat for America s most notable families. Sundown #20 is more than a rental s a place to experience the essence of Boca Grande: Gulf-front luxury, island history, and unforgettable memories. Off-season: $3250 weekly/$13000 monthly Mid-season: $4500 weekly/$18000 monthly In-season: $5000 weekly/$20000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Sundown Colony, a beachfront townhome offering an extraordinary Gulf Coast escape in beautiful Boca Grande. This 2-bedroom, 2.5-bath residence combines coastal elegance, modern convenience, and the island’s storied charm—creating the perfect setting for a vacation filled with relaxation and discovery. Upon entry, you’re greeted by a bright and inviting main level designed for both comfort and entertainment. The open kitchen features a breakfast bar for casual dining, sleek cabinetry, and modern appliances for effortless meal preparation. A separate bar area invites you to craft evening cocktails before gathering in the living and dining spaces. From here, sliding doors lead to a private lanai where panoramic ocean views and breathtaking sunsets take center stage. Upstairs, the serene primary suite boasts a king-sized bed, updated en-suite bath, and a private balcony overlooking the turquoise Gulf waters—ideal for morning coffee or stargazing at night. The second bedroom is thoughtfully appointed with a full-size bed and twin, offering flexible accommodations for family or guests. Both bathrooms are stylishly modernized, featuring contemporary finishes and spa-like touches. Practical amenities include full-size laundry appliances, central air conditioning, and internet access for added convenience. Outdoors, guests can enjoy direct beach access for shelling and shark tooth hunting, or lounge by the community pool for a relaxing afternoon in the Florida sun. The townhome’s location embodies the beauty and history of Boca Grande. Rent a golf cart to explore the island’s boutique shops, fine dining, and cultural attractions, or visit the historic Port Boca Grande Lighthouse & Museum to connect with the island’s past as a fishing village and retreat for America’s most prominent families. Sundown Colony offers a rare opportunity to experience Boca Grande’s unique blend of coastal luxury, natural beauty, and historic charm—all from the comfort of a modern, beachfront retreat. Off-season: $3250 weekly/$13920 monthly Mid-season: $4500 weekly/$19290 monthly In-season: $5750 weekly/$24630 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Lighthouse 17 – Salty Bungalow, an exceptional beachfront residence in the highly sought-after South End of Boca Grande. This coastal retreat perfectly blends island charm, modern elegance, and a touch of Old Florida history—offering the ultimate Gulf Coast escape. This spacious three-bedroom, two-and-a-half-bath condominium is designed for comfort and sophistication. Two king suites and a private queen bedroom provide restful accommodations, while the light-filled living and dining areas open seamlessly to outdoor spaces. Walls of glass frame panoramic Gulf views, filling the interiors with sunshine and unforgettable sunsets. A private balcony and patio invite alfresco dining, morning coffee with the sound of the surf, or evening cocktails as the sky glows over the water. The fully equipped kitchen features updated appliances, ample cabinetry, and a coastal-inspired design that makes entertaining effortless. Guests enjoy the comfort of central air conditioning, internet access, in-unit laundry, and peace of mind with smoke detectors, fire safety features, and exterior lighting. Beyond the residence, the location is unmatched. From your doorstep, you can step directly onto Boca Grande’s sugar-sand beaches—renowned for their turquoise waters and sea turtle nesting grounds. Just minutes away, historic downtown Boca Grande offers boutique shopping, fine dining, and cultural landmarks like the iconic Gasparilla Inn and Boca Grande Lighthouse. The island’s heritage as a vibrant fishing village and a retreat for America’s most prominent families enriches every visit. Whether you’re seeking a serene coastal escape, an active boating and fishing adventure, or simply the luxury of a well-appointed island retreat, Lighthouse 17 – Salty Bungalow delivers. This rare vacation rental combines beachfront beauty, modern amenities, and the timeless character of one of Florida’s most treasured islands. Off-season: $3500 weekly/$15000 monthly Mid-season: $4250 weekly/$18240 monthly In-season: $4625 weekly/$19830 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to The Fish House — Your Boca Grande Coastal Escape Discover timeless charm and modern comfort at this 2-bedroom, 1-bath cottage, perfectly situated in Boca Grande’s historic district. Just one block from the sugar sands of the Gulf and two blocks from the heart of town, this home offers an idyllic island getaway where relaxation meets coastal charm. The creatively designed interior creates a charming and inviting atmosphere. The primary bedroom is upstairs and features a queen bed dressed in soft linens, offering a serene retreat after a day in the sun. The second bedroom (also upstairs), with two twin beds, is perfect for family or friends, ensuring comfort for all. A bright living area enhanced by a well-appointed kitchen and dining space encourage quaint gatherings. Outdoors, your private fenced in patio invites you to begin mornings with coffee surrounded by tropical breezes and end evenings under skies painted with breathtaking Florida sunsets. From this premier location, Boca Grande is yours to explore. Spend your days swimming in turquoise waters, strolling down streets lined with century-old banyan trees, or cycling the island’s scenic paths. Browse charming boutiques, dine on fresh seafood in acclaimed restaurants, or wander through local art galleries that capture the essence of island life. For adventurers, fishing the world-famous Boca Grande Pass, boating to nearby islands, or paddleboarding along the mangroves offers endless possibilities. Additional amenities include Wi-Fi, TV, central air conditioning, communal washer and dryer (located in a detached room, shared with the larger home), and concierge services for added ease. The Fish House is part of a private estate that also includes Coastal Chic and Gilchrist Manor, which may be rented together for larger groups seeking a private compound in paradise. Whether you’re looking for quiet relaxation or days filled with island adventure, The Fish House offers a rare opportunity to experience the very best of Boca Grande — history, charm, and unmatched coastal beauty. Off-season: $1,855 weekly/$7,950 monthly Mid-season: $2,200 weekly/$9,450 monthly In-season: $2,600 weekly/$11,160 monthly.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Discover the ultimate coastal retreat at this beautifully updated 3-bedroom, 2-bath home, ideally located just steps from the island's pristine beaches. Surrounded by lush tropical landscaping, this residence offers the perfect blend of modern comfort, elegance, and classic island charm. Inside, the home is filled with natural light and coastal-inspired finishes. The open living area is designed for both relaxation and entertaining, featuring modern furnishings, soft textures, and tasteful accents that evoke a serene, beachside ambiance. The fully equipped kitchen boasts stainless steel appliances, ample counter space, and everything needed to prepare meals for family and friends. Dine at the elegant table for six, or enjoy your meals on the screened-in porch while surrounded by swaying palms and gentle island breezes. Retreat to one of three thoughtfully appointed bedrooms for a restful night. The oversized primary suite features a king-sized bed and private en-suite bathroom, creating a luxurious sanctuary. A second bedroom offers a cozy queen bed, while the third is outfitted with a large bunk bed with a full-size lower bed and twin upper bed, perfect for extra guests. Each bedroom is designed with comfort and tranquility in mind, offering plush bedding and soothing d cor. Enjoy the best of island living from the porch or visit the beach to soak up the sun and experience Boca Grande s world-famous sunsets. The home s prime location, just south of the Historic District, makes it easy to explore charming shops, art galleries, and fine dining establishments. Outdoor enthusiasts will delight in nearby opportunities for fishing, kayaking, paddleboarding, and exploring the island s scenic trails. Whether you re seeking relaxation, adventure, or quality time with loved ones, this updated home provides a luxurious base for your Boca Grande escape. Book now to experience the perfect blend of coastal elegance, comfort, and island charm. Off-season: $4315 weekly/$18500 monthly Mid-season: $5230 weekly/$22400 monthly In-season: $5810 weekly/$24900 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Just moments from the sandy Gulf shoreline and a short walk to the charming streets of Boca Grande’s Historic District, Gilchrist Manor has an unforgettable setting for your island escape. This grand 6-bedroom, 5-bath coastal estate blends timeless architecture with modern updates, comfortably accommodating up to 12 guests in refined style. The primary suite showcases a king bed and spa-like en suite bath, while three additional bedrooms—each with a queen bed—give serene retreats filled with natural light. Two additional bedrooms feature twin bunk beds, creating a playful and convenient setup for younger guests. Throughout the home, thoughtful updates balance historic charm with modern comfort, highlighted by the fully appointed kitchen with butcher block countertops, premium appliances, and space designed for effortless entertaining. A formal dining room invites memorable gatherings, while the enclosed sunroom, complete with air conditioning, offers a tranquil spot to unwind with a book, sip morning coffee, or enjoy views of the lush grounds. A front porch and expansive yard provide more places to relax, whether hosting sunset cocktails or savoring a barbecue beneath swaying palms. Boca Grande itself is the epitome of island elegance. From Gilchrist Manor, you are just steps from pristine beaches where turquoise waters meet seven miles of powder-soft sand. Stroll into town to discover boutique shops, fine dining, and art galleries, or explore the island by golf cart or bicycle. Fishing, boating, golf, and tennis are all within easy reach, while spectacular Gulf sunsets create the perfect close to each day. For larger gatherings, Gilchrist Manor is one of three residences on this historic estate, which also includes the Fish House and Coastal Chic. Each may be rented individually or together to accommodate extended groups. Additional amenities include Wi-Fi, smart TVs, air conditioning, a washer and dryer, and concierge services to ensure every detail of your stay is seamless. Gilchrist Manor is more than a vacation home—it’s a piece of Boca Grande history reimagined for modern luxury living, offering the perfect balance of elegance, comfort, and island charm. Off-season: $5000 weekly/$21450 monthly Mid-season: $5600 weekly/$24000 monthly In-season: $6200 weekly/$26500 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to your private, island sanctuary on the serene South End of Boca Grande. This elegant 3-bedroom, 3.5-bath retreat blends coastal sophistication with modern luxury, creating the perfect escape for up to six guests. The primary suite offers a lavish king bed, spa-like en suite bath, and tranquil views that set the stage for ultimate relaxation. A beautifully appointed queen bedroom provides quiet charm, while the third guest room with two full-size beds is ideal for additional guests or family. A dedicated office with its own private bath ensures comfort for those balancing work with leisure. The heart of the home is its open-concept living area, filled with natural light and designed for both comfort and style. A gourmet kitchen with premium appliances and sleek finishes inspires culinary creativity, while the dining space and living room invite memorable gatherings. Outdoors, a private heated pool shimmers beneath the Florida sun, framed by lush landscaping for complete privacy. Lounge in the lanai gazebo, enjoy cocktails by the pool deck, or savor al fresco dining as the evening sky glows with Boca Grande’s famous sunsets. Beyond the home, Boca Grande offers timeless charm — stroll along powder-soft beaches, bike beneath the iconic banyan trees, or explore boutique shops, art galleries, and world-class dining just minutes away. For the adventurous, fishing, boating, golfing, and paddleboarding provide endless opportunities to experience the natural beauty of the island. The Grande Getaway is more than a vacation home — it’s a luxurious retreat where modern comfort meets the island’s tranquil elegance, designed for unforgettable memories in one of Florida’s most enchanting destinations. Off-season: $5250 weekly/$22500 monthly Mid-season: $6000 weekly/$25700 monthly In-season: $7250 weekly/$31000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Coastal Chic — Your Island Oasis in Boca Grande Discover timeless charm and refined coastal living at Coastal Chic, a 4-bedroom, 2-bath cottage perfectly situated just one block from the powder-soft sands of Boca Grande’s Gulf beaches and two blocks from the historic village center. Blending comfort, luxury, and convenience, this home offers the quintessential island retreat. The interiors exude warmth and sophistication, with an inviting sunporch that fills the home with natural light. The spacious living area provides a perfect gathering space, complemented by a dining room designed for leisurely meals and conversation. The fully appointed kitchen, complete with a breakfast bar, offers both function and style, making it easy to prepare fresh island-inspired meals. Each bedroom has been thoughtfully designed to ensure rest and relaxation. The primary suite features a plush king bed, while two additional guest rooms are beautifully appointed with queen beds. The fourth bedroom includes two twin beds, perfect for younger guests or friends. Jack-and-Jill bathrooms connect seamlessly, offering convenience and privacy. Step outside to your private patio, where lush landscaping surrounds a serene setting for al fresco dining or evenings under the stars. Comfortable lounge seating and a gas grill make this outdoor oasis as practical as it is picturesque. The home’s coveted location in Boca Grande’s historic district places you moments from the island’s most cherished experiences — pristine powder-sand beaches, vibrant sunsets, boutique shopping, art galleries, and fine dining. Explore by bike or golf cart, cast a line in world-famous Boca Grande Pass, or spend quiet afternoons kayaking the mangrove waterways. With amenities including Wi-Fi, TV, air conditioning, washer and dryer, and concierge services, every detail has been designed for ease and comfort. Coastal Chic is part of a large private estate that also includes Gilchrist Manor and the Fish House, available to rent individually or together for larger gatherings. Whether planning a family getaway or an island escape with friends, Coastal Chic offers a rare opportunity to immerse yourself in the natural beauty and historic elegance of Boca Grande. Book your stay today and experience the island lifestyle at its most refined. Off-season: $4000 weekly/$16000 monthly Mid-season: $4900 weekly/$19600 monthly In-season: $5600 weekly/$22400 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Palm Paradise, your private island retreat in Boca Grande. This immaculate three-bedroom, three-and-a-half-bath residence has been completely renovated and thoughtfully designed for both style and comfort. Surrounded by mature tropical landscaping, the home creates a secluded oasis while remaining just moments from the turquoise waters and pristine sands of Boca Grande. The open-concept floor plan and meticulous attention to detail set the tone for a refined coastal escape. Elegant living and dining areas flow seamlessly to the outdoors, where large windows frame views of the pool terrace and lush greenery. The fully equipped kitchen is appointed with high-end appliances, a spacious island, and ample storage—perfect for preparing meals to enjoy at the dining table overlooking the pool. Each of the three bedrooms offers a king-sized bed and a private ensuite bathroom, ensuring comfort and privacy for all guests. Two suites are located on the first floor, while the third occupies the upper level, creating a perfect balance between convenience and retreat. Throughout the home, a premium Sonos sound system extends into every room and into the pool area, enhancing the experience with music at the touch of a button. Outdoor living is at the heart of Palm Paradise. The private heated pool, complete with grotto, invites long afternoons under the Florida sun, while the surrounding patio is ideal for lounging or dining al fresco. For days at the shore, private beach access is only 135 steps away, and the home is equipped with a wagon, beach chairs, and toys to make each trip effortless. Beyond the property, Boca Grande reveals seven miles of powder-soft beaches, crystal-clear waters, and a charming village center filled with boutique shops, art galleries, and fine dining. Golf carts are the preferred way to explore the island, where scenic trails, fishing, and endless outdoor activities complete the quintessential coastal lifestyle. Palm Paradise offers the perfect combination of luxury, privacy, and location—an exceptional setting for creating lasting memories on one of Florida’s most beautiful barrier islands. ***Please note: the rooftop sunset deck is not accessible to guests. Off-season: $6,850 weekly/$29,400 monthly Mid-season: $8,000 weekly/$34,290 monthly In-season: $8,500 weekly/$36,450 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see the end of the description for detailed pricing. Boca Grande’s iconic charm is beautifully reflected in this five-bedroom residence, ideally positioned across from the historic Johann Fust Library with convenient beach access just beyond the front door. Its premier location within the Historic District also places you just a short distance to boutique shops, fine dining, and the cultural heart of downtown. Thoughtfully updated, the home blends timeless architecture with modern comfort. Two spacious primary bedrooms upstairs each feature king beds and elegantly appointed en-suite baths. The first level offers a third king bedroom, a queen bedroom, and double twin bedroom, all designed with comfort and style in mind. With five full bathrooms and powder room, the layout ensures both privacy and flexibility for larger groups. At the heart of the home, the fully renovated kitchen showcases high-end appliances, a built-in ice maker, and generous counter space for effortless entertaining. Both formal and casual dining and living rooms provide inviting spaces for gathering, while rooftop decks capture panoramic views and give a perfect setting to watch Boca Grande’s renowned sunsets. The outdoor living areas enhance the island experience, from relaxed afternoons on the porches to evenings under the stars. Every detail has been carefully considered to create a home that is equally suited for quiet retreat or lively entertaining. Please note, parking for the residence is within public parking areas, and availability may be limited. This exceptional property combines location, luxury, and lifestyle, offering a rare opportunity to experience the very best of Boca Grande’s coastal living. Off-season: $5650 weekly/$24210 monthly Mid-season: $6500 weekly/$27870 monthly In-season: $7100 weekly/$30450 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to 161 Damficare, an exceptional residence in the heart of Boca Grande’s Historic District. With 3,276 square feet of thoughtfully designed living space, this home combines the character of historic island architecture with the comforts of modern luxury. Three spacious bedrooms and four full bathrooms accommodate up to six adults with ease, offering both privacy and comfort for extended stays. The primary suite features a king bed and a beautifully finished bath, the second bedroom includes a queen bed, and the third offers two twin beds—perfect for family or guests. Elegant living and dining spaces are filled with natural light, complemented by a fully equipped kitchen appointed with premium appliances, including an ice maker. From casual mornings to formal gatherings, the home offers the perfect setting for every occasion. A private living room provides a quiet retreat, while central heating and cooling ensure comfort throughout the seasons. Outdoors, the residence reveals a private heated pool framed by lush landscaping, creating an inviting setting for relaxation and entertaining. An expansive patio with a grill encourages al fresco dining, while a private boat slip, available by request, provides direct access to the surrounding waterways. Every detail has been considered, from enhanced safety features and high-speed internet to multiple televisions and a dedicated workspace for those working remotely. Beach essentials, including chairs, umbrellas, and towels, are provided for convenience. Situated within the Historic District, the home is just a short walk to Boca Grande’s pristine beaches, boutique shops, fine dining, and cultural attractions. Its waterfront setting offers inspiring views and endless opportunities for boating, fishing, and exploration. 161 Damficare offers a rare opportunity to enjoy the beauty of Boca Grande with the perfect balance of historic charm, modern amenities, and refined comfort. Off-season: $5,600 weekly/$24,000 monthly Mid-season: $6,125 weekly/$26,250 monthly In-season: $7,000 weekly/$30,000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly Price Shown. Please see end of description for detailed pricing. This elegant Spanish-style residence offers three bedrooms and a single-level floor plan designed for both comfort and convenience. The accommodations include a serene primary suite with a king bed, a guest room with two twin beds, and another with a queen bed—ideal for families or groups. Ideally situated just north of Boca Grande’s downtown and only a minute from the beach, the home provides effortless access to the island’s most cherished amenities. The interiors are warm and inviting, with multiple living and entertaining spaces that flow seamlessly to the outdoors. A spacious back porch captures the island breeze and provides the perfect setting for sun-filled afternoons or evenings under the stars. Across the street, the historic Johann Fust Community Library offers a tranquil retreat for quiet reading and reflection, while the home itself serves as a private haven for relaxation. Equipped with all the standard rental essentials—including a fully stocked kitchen, laundry, Wi-Fi, and fire-safety basics such as smoke detectors and a fire extinguisher—this property ensures both peace of mind and convenience throughout your stay. Boca Grande is known for its blend of natural beauty and refined charm, and this property places you in the heart of it all. A short walk or golf cart ride brings you to the island’s vibrant downtown, where boutique shops, fine dining, art galleries, and cultural attractions await. Pristine beaches, crystal-clear waters, and endless opportunities for boating, fishing, and outdoor recreation complete the experience. This Spanish-style gem offers more than a place to stay—it is a gateway to the coastal lifestyle that makes Boca Grande one of Florida’s most treasured destinations. With its ideal location, timeless design, and inviting ambiance, it is the perfect setting to create lasting island memories. In Season: $21,450 monthly / $5,000 weekly. Mid Season: $18,000 monthly / $4,200 weekly. Low Season: $15,000 monthly / $3,500 weekly.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to 140 Damfino – Dockside Drift, a comfortable coastal retreat in the heart of Boca Grande’s Historic District. Blending timeless island architecture with modern comforts, this residence offers an unique opportunity to experience the charm and elegance of Old Florida living. The home features four spacious bedrooms and three bathrooms, providing comfort and privacy for up to eight guests. Sunlight pours through large windows, creating bright and inviting interiors that flow seamlessly from room to room. The open-plan living area connects the fully appointed kitchen, dining space, and lounge, where airy coastal finishes and thoughtfully chosen furnishings set a tone of relaxed sophistication. Outdoors, an expansive deck creates the perfect setting for al fresco dining, sun-soaked afternoons, and evening gatherings beneath the stars. A private boat slip offers direct access to Boca Grande’s celebrated waterways, making it ideal for fishing excursions, island hopping, or leisurely cruises along the Gulf. Each bedroom has been designed with comfort in mind, offering serene spaces for rest and retreat. The bathrooms are tastefully appointed, combining convenience with traditional Florida style. Modern amenities—including central air conditioning, high-speed Wi-Fi, a washer and dryer, and essential safety features—ensure peace of mind throughout your stay. The location within the Historic District places you just moments from Boca Grande’s pristine beaches, charming boutiques, art galleries, and an array of dining options. Outdoor enthusiasts will also appreciate the abundance of activities nearby, from world-class fishing and kayaking to paddleboarding and golf. It is more than a vacation home; it is a place where coastal beauty and classic charm come together to create unforgettable memories in one of Florida’s most coveted destinations. Off-season: $3,275 weekly/$14,035 monthly Mid-season: $4,200 weekly/$18,000 monthly In-season: $5,000 weekly/$21,430 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to 2420 24th Street – a rare blend of coastal elegance, prime location, and timeless Boca Grande charm. Perfectly positioned just north of the historic downtown, this exquisite retreat offers the ideal balance of privacy and proximity, placing you moments from world-class beaches, the famous 7-mile bike and golf cart path, boutique shopping, and fine dining. Inside, the home’s airy, sun-filled layout invites relaxation. The main living space flows effortlessly into a beautifully equipped kitchen with modern appliances, sleek cabinetry, and abundant prep space—perfect for casual breakfasts or elegant dinners. The dining area opens to a screened porch, allowing for al fresco meals without interruption from the coastal breeze’s smaller winged visitors. The accommodations include a serene primary suite with a king bed and private bath, plus two well-appointed guest rooms each with twin beds, all finished in a soothing coastal style. Two full bathrooms provide comfort and convenience for all. Enjoy the a private heated pool, surrounded by a sun deck ideal for soaking up the Florida sunshine. At the end of the block, Shore Lane provides easy access to the Gulf’s turquoise waters, while the nearby path invites hours of walking, cycling, or exploring by golf cart. Boca Grande, long celebrated as a refined yet relaxed island escape, boasts a rich history dating back over a century. A haven for tarpon fishing enthusiasts and the winter retreat of America’s most prominent families, the island still retains its Old Florida character—powder sand beaches, banyan-lined streets, and a vibrant yet peaceful community spirit. Off-season: $4,250 weekly/ $17,000 monthly Mid-season: $5,500 weekly/$22,000 monthly In-season: $7,000 weekly/$28,000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rates shown, please see description for detailed pricing. Prime Historic District Location – Steps to Downtown & Beaches Nestled in the coveted Village of Boca Grande, this elegant 4-bedroom, 3-bath single-family residence offers the perfect blend of historic charm and modern comfort. Tucked away for privacy yet just three blocks from the vibrant heart of downtown, you’ll enjoy boutique shops, fine dining, and the world-renowned Gasparilla Inn—host to America’s most distinguished guests for over a century. A short stroll leads to pristine Gulf beaches where breathtaking sunsets await. Light-Filled Interiors & Timeless Appeal A welcoming facade opens to crisp, clean interiors where natural light flows freely through generous windows. Upstairs, the spacious living room creates an inviting gathering space, while the well-appointed kitchen offers ample counter space for preparing gourmet meals. The master suite features a king bed and tub/shower combo, while two additional bedrooms—one with a queen, the other with twin beds—accommodate family and guests with ease. An airy dining lanai invites alfresco meals in the gentle island breeze, complemented by an indoor dining option for rainy days. The separate-entry lower level provides an ideal guest retreat with a comfortable living room, king bedroom, full bath, and a sleeper sofa for added flexibility. The thoughtful layout ensures privacy for both owners and guests, making this home perfect for extended family stays or hosting friends. Multiple parking spaces and a lush, private backyard with mature landscaping create a tranquil oasis. Gather around the outdoor table for morning coffee or evening cocktails surrounded by tropical greenery. Pets are welcome with prior approval. A lower-level laundry room adds everyday convenience. Boca Grande is a rare gem of “Old Florida” with over 125 years of history, including its iconic lighthouse and famed banyan-lined streets. The island offers art galleries, historic churches, and a scenic bike path along the former railroad line. Whether you’re fishing the legendary Boca Grande Pass, exploring mangrove waterways by kayak, or island-hopping to Cabbage Key, the opportunities for recreation and relaxation are endless. Rates: Off-season: $4,000 weekly/$17,130 monthly Mid-season: $4,900 weekly/$21,000 monthly In-season: $5,600 weekly/$24,000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see the end of the description for detailed pricing. Experience historical elegance and modern luxury in this exceptional 5-bedroom, 4.5-bath residence with private pool, ideally located in the heart of Downtown Boca Grande. Warm natural light fills the home through expansive windows, highlighting the beautiful wood flooring and timeless craftsmanship throughout. Every detail blends historic character with contemporary comfort, creating a refined yet welcoming island retreat. The primary suite offers a king bed and a serene private bath, while two additional bedrooms each feature queen beds. A fourth bedroom includes two twin beds, perfectly suited for family or guests. Each space has been thoughtfully designed with comfort and privacy in mind. The gourmet kitchen is a centerpiece of the home, appointed with high-end appliances, custom cabinetry, and generous counter space. Whether preparing a casual breakfast or entertaining guests for dinner, this space inspires culinary creativity. Multiple living areas provide both formal and casual settings, with sunlight streaming in to enhance the coastal charm. Outdoors, a private pool and patio provide a secluded retreat for relaxation or entertaining. Surrounded by lush landscaping, the space invites quiet mornings by the water, afternoons of swimming and sunbathing, and evenings gathered beneath the stars. The home’s premier location places you just steps from Boca Grande’s pristine beaches, boutique shopping, fine dining, and cultural attractions. Golf carts are the favored way to explore the island, where scenic trails, turquoise waters, and historic architecture define the lifestyle. This residence presents a rare opportunity to experience the best of Boca Grande living, combining historic beauty, coastal charm, and modern luxury in one extraordinary home. Off-season: $10500-$12600 weekly. Mid-season: $12250-$13930 weekly. In-season: $12950-$16800 weekly. Off-season: $45000-$54000 monthly. Mid-season: $52500-$59700 monthly. In-season: $55500-$72000 monthly.

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)

Remarks: Weekly rate shown, please see description for detailed pricing. Welcome to Boca Grande North #58 — Your Waterfront Escape Perched on the picturesque North End of Boca Grande, Boca Grande North #58 offers a rare blend of refined luxury and laid-back island living. This fully renovated 2-bedroom, 2-bathroom condo accommodates up to six guests and showcases a breathtaking vantage point usually reserved for boaters—sweeping water views that capture the magic of Florida’s Gulf Coast at every turn. Inside, the open living area is bathed in natural light, with floor-to-ceiling windows framing the turquoise waters and coastal-inspired décor creating an elegant yet inviting atmosphere. Plush seating, warm textures, and thoughtful accents make it the perfect gathering space after a day of exploring the island. The chef’s kitchen is both stylish and functional, featuring modern appliances, generous counter space, and all the essentials to prepare anything from a casual breakfast to a sunset dinner. Share meals at the dining table or carry them out to your private balcony, where dolphins and manatees often play just beyond the seawall. The primary bedroom is a true retreat with a king-sized bed, luxurious linens, and serene water views that make mornings unforgettable. The second bedroom offers two full-size beds, ideal for friends or family, with its own touches of coastal charm. Each bathroom is beautifully updated, combining modern finishes with spa-like comfort. Your stay includes access to Boca Grande North’s sought-after amenities: a sparkling waterfront pool, tennis courts, and available boat slips for those who wish to arrive or adventure by sea. Whether you’re lounging poolside, fishing off the seawall, or heading out to explore the Gulf, every moment feels like an invitation to relax. Beyond the condo, Boca Grande is an island rich in history, beauty, and charm. Stroll beneath the canopy of century-old banyan trees, browse local boutiques and art galleries, dine on fresh seafood at renowned restaurants, or explore miles of pristine beaches where each sunset feels like a private show. Active guests can bike along scenic trails, paddle through mangrove waterways, or fish the world-famous Boca Grande Pass. Boca Grande North #58 is more than just a vacation rental—it’s an experience that combines timeless island beauty with the comforts of modern luxury. Book your stay today and discover the coastal paradise that makes Boca Grande one of Florida’s most treasured destinations. Off-season: $2,695 weekly/$11,550 monthly Mid-season: $3,150 weekly/$13,500 monthly In-season: $4,200 weekly/$18,000 monthly

Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)

Listing Agent: Casey Alderman (941-875-6507)