Pilot Street House
Boca Grande Beachside Retreat: 4 BR | 3.5 BA | Sleeps 8 | Private Pool | Near the Beach
Escape to a private Boca Grande retreat - Pilot Street House - with a secluded pool, four bedrooms, and easy access to the beach and historic village—an ideal island getaway for families and friends.
Welcome to the Pilot Street House
Discover a relaxed and private Boca Grande escape at the Pilot Street House, a spacious four-bedroom home surrounded by lush tropical landscaping and designed for families and groups of up to eight guests.
Here, you can enjoy the best of island living: beach days, evenings in the village, and your own private pool and outdoor retreat at the end of the day.
Located approximately a quarter mile south of historic Boca Grande, the home is a short walk or golf-cart ride from the island's beautiful Gulf beaches, charming shops, restaurants, galleries and other village attractions.
Comfortable Spaces for Family & Friends
The main living level offers an open, welcoming space where everyone can gather. The living room, dining area and den flow naturally together, making it easy to spend time together without feeling crowded. Just off the main living area, a spacious screened-in porch extends the home's living space outdoors, with a second dining table and comfortable seating area overlooking the private pool. It is an ideal spot for morning coffee, casual meals, afternoon lounging or gathering with friends while enjoying the tropical surroundings.
The upper level includes:
Primary suite with king bed and private bath
Guest bedroom with twin beds and bath
A thoughtfully equipped kitchen has all the essentials for making vacation cooking easy, with all the essentials for preparing everything from a quick breakfast to a family dinner.
A Private Lower-Level Retreat
The lower level offers an especially flexible arrangement for families and groups traveling together. Each of the two bedrooms has its own private entrance, providing an added sense of independence and privacy while still keeping everyone comfortably together in one home.
The first bedroom features two twin beds and a private full bathroom, making it an ideal space for children, teenagers or additional guests. The second bedroom sleeps two guests and includes its own half bath. Both bedrooms are conveniently located just steps from the pool deck, making it easy to slip outside for a swim or enjoy the tropical surroundings without going through the main living areas.
This private lower-level configuration is one of the special features of The Pilot Street House, offering guests the flexibility of separate sleeping quarters and easy pool access while maintaining the convenience of a shared vacation home.
Your Private Tropical Pool
Step outside and discover one of The Pilot Street House's defining features: a private pool surrounded by lush tropical landscaping and enclosed for privacy.
Whether you're cooling off after a morning at the beach, relaxing in the Florida sunshine or enjoying an evening outdoors, the pool area provides your own secluded island oasis.
Multiple decks, lanais and shaded outdoor sitting areas create plenty of options for morning coffee, afternoon lounging or evening drinks beneath the stars.
Pool/spa heat is available for an additional fee.
Beach Days & Boca Grande Evenings
The Pilot Street House puts you close to everything that makes Boca Grande special.
Spend your mornings on the beach swimming, shelling, fishing or simply enjoying the Gulf. Explore the island by bicycle or golf cart. Head into historic Boca Grande for lunch, dinner, boutique shopping and galleries.
Then return home to your own private pool and tropical surroundings.
It's an easy rhythm: beach, village, pool, dinner—and repeat.
Convenient for Island Living
The home includes:
Four bedrooms
Sleeps up to 8 guests
3.5 bathrooms
Private swimming pool
Optional pool/spa heat for an additional fee
King, full and twin-bed accommodations
Multiple indoor and outdoor living areas
Fully equipped kitchen and dining area
42-inch smart TV
Two-car carport
Additional parking
Tropical, private setting
Complimentary access to wifi
Convenient access to Boca Grande's beaches and historic village
Make The Pilot Street House Your Boca Grande Home
Whether you're planning a family beach vacation, a getaway with friends or simply looking for a peaceful place to enjoy the island, the Pilot Street House offers space to gather, room to relax and a private tropical setting to call your own.
Come for the beach. Stay for the island. Make the Pilot Street House your Boca Grande home away from home.

Note**Pool spa Heat is not included, may be added on for fee.