Gasparilla Island Houses for Rent

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

Weekly rates shown, please see description for detailed pricing. Prime Historic District Location – Steps to Downtown & BeachesNestled 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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

Weekly rate shown, please see description for detailed pricing. Elegant Coastal Residence in Boca Grande’s North EndWelcome 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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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.

Casey Alderman PARSLEY BALDWIN REAL ESTATE

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

Casey Alderman PARSLEY BALDWIN REAL ESTATE

Weekly Price Shown. Please see end of remarks for detailed pricing. Welcome to The Gasparilla Lookout, an exquisite 5-bedroom, 4.5-bathroom home boasting an innovative upside-down design, with the primary living areas, including the Master Suite, gourmet kitchen, dining space and luxurious living room, perched on the top level. This elevated vantage point offers unrivaled, panoramic views of

Casey Alderman PARSLEY BALDWIN REAL ESTATE

Requires Weekly Rental Very private 4 bedroom/4 bath home located just 1/4 mile south of the historic town of Boca Grande and across the street from the beautiful Boca Grande beaches. Miles of walking,

Casey Alderman PARSLEY BALDWIN REAL ESTATE