GASPARILLA ESTATES - D6147273 - 9750 LITTLE GASPARILLA IS, BOCA GRANDE, FL 33921
92 Days on yellowkey

$10,000 Reduced | Single Family Home | 3 beds | 1.5 baths

Welcome to Waters Edge, a true hidden gem on Little Gasparilla Island, where turquoise water, gentle breezes, and total relaxation replace traffic, noise, and stress. Accessible only by boat or ferry, this canal-front island retreat offers the rare combination of private dockage, bay views, and walkable Gulf beaches, all in one unforgettable setting. This beautifully designed home makes it the perfect place to unplug and embrace island life. With 60 feet of private dock space, boaters, anglers, and water lovers will feel right at home. Bring your own boat or paddleboards, or take advantage of the kayaks provided for guest use, and explore the surrounding waters at your own pace. Inside, the open-concept living space is filled with natural light and water views from the kitchen, dining, and living areas. Three French doors open to the screened upper deck, creating seamless indoor-outdoor living, perfect for morning coffee, evening cocktails, and entertaining with friends. Stay connected even out on the island with Starlink high-speed internet throughout the home. Step outside and discover multiple outdoor spaces designed for relaxation and fun. The bayfront porch offers breathtaking sunrise views, while the lower-level deck is ideal for fishing, cleaning your catch, or simply unwinding by the water. A commercial ice machine keeps you stocked for the cooler and the cocktails all week long. After a beach day, rinse off in the large outdoor shower before settling in for a peaceful island evening. Just a short walk from the home, you'll find some of the most spectacular sunsets on the Gulf Coast, a nightly show that never gets old. Accessible only by boat or ferry, the island offers a peaceful setting far removed from the crowds. Little Gasparilla is a bridgeless barrier island, so you will need your own boat or arrange water taxi/ferry service to come and go. Days here are spent wandering along miles of unspoiled shoreline collecting seashells, enjoying the gentle Gulf breeze, or casting a line in some of Southwest Florida's best fishing waters. Details: All rates subject to 12% Florida Lodging Tax, cleaning fee, and reservation fee. A 3% credit card processing fee applies, avoid by paying via check. No smoking permitted.

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Listing is courtesy of: TARPON REAL ESTATE, INC.

BOCA GRANDE - D6143639 - 231 GILCHRIST AVE, BOCA GRANDE, FL 33921
297 Days on yellowkey

$5,600 | Single Family Home | 6 beds | 4.0 baths

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

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Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE