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Boca Grande Vacations

View pictures, details, and amenities of our many Florida vacation rentals on Gasparilla Island and the surrounding area. Whether you are looking for boating, fishing, kayaking, golf, bird watching or just enjoying spectacular views, Boca Grande has the right vacation rental for you. If you know what you want or where you want to be jump directly to the category you are looking for from the side menu or browse through the properties below.

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Boca Vista Harbor - 304E Featured View Photos Boca Vista Harbor - 304E A boat slip with lift can also be included with this rental for an additional fee! Boat slips must be booked directly through Boca Grande Vacations at (800) 962-3314. This stylish end unit has plenty of windows that allow you to watch the boats go by. Light and bright, this condo features three bed... Read more » 24 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View End Unit Sleeps: 6 Bedrooms: 3 Beds: 1 King, 2 Doubles and Sleeper Sofa Baths: 2 Pets: No
Sea Oats - 211 Featured View Photos Sea Oats - 211 ELEVATORS ARE CURRENTLY OUT OF ORDER This tastefully decorated, two bedroom, two bathroom condominium that sleeps six comfortably has been recently refurnished and offers spectacular views of the Gulf of Mexico. The condo features a newly remodeled, fully-equipped kitchen, dining room, expansive ... Read more » 38 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Beachfront Sleeps: 6 Bedrooms: 2 Beds: King, 2 Twins, Sofa Sleeper Baths: 2 Pets: No
2225 22nd Street Special View Photos 2225 22nd Street PINEAPPLE HOUSE - Delightful two bedroom, two bath elevated home, camouflaged in its own beautiful, mature landscape. Tastefully renovated kitchen with granite counter tops, solid wood cabinets, and an open breakfast deck off the sunny eat-in kitchen. Both bathrooms have also been completely updated... Read more » 31 people are interested in this property! View My Favorites Location: Boca Grande Property Type: 2 Bedroom Home - Boca Grande Sleeps: 4 Bedrooms: 2 Beds: 1 King, 2 Doubles Baths: 2 Pets: No
412 Lafitte Street Special View Photos 412 Lafitte Street Newly Constructed! Beautiful Pool Home with 4 bedrooms and 4 1/2 bathrooms. The 1st floor Master Bedroom consists of a king size bed, huge walk in closet, full bathroom with gorgeous, bright shower, including rain-head. A 2nd first floor suite has a queen bed and private bathroom. There are 2nd flo... Read more » 20 people are interested in this property! View My Favorites Location: Boca Grande Property Type: 4 Bedroom Home - Boca Grande Sleeps: 8 Bedrooms: 4 Beds: 1 King, 4 Twins, 1 Queen Baths: 4 Half: 1 Pets: No
4652 Arlington Drive View Photos 4652 Arlington Drive Tucked into a secluded tropical canopy in Cape Haze Windward, this home is positioned on a wide T section of the canal. The property has water frontage, and the long 40+ foot dock makes mooring a boat easy The home has a classic courtyard layout with a modern coastal design interior. Soaring vaulte... Read more » 25 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: 3 Bedroom Home - Placida Sleeps: 6 Bedrooms: 3 Beds: 1 King, 2 Twins, 2 Twins Baths: 3 Pets: No
758 Beachview Drive View Photos 758 Beachview Drive With views of the Gulf of Mexico and located within the amenity filled Boca Bay community, this 3 bedroom, 3 bath townhome comes with a garage! This almost 2,000 sq. ft. under-air townhome offers a huge master suite with a king bed on the top level and its own private porch where you can enjoy night... Read more » 21 people are interested in this property! View My Favorites Location: Boca Grande Property Type: 3 Bedroom Home - Boca Grande Sleeps: 6 Bedrooms: 3 Beds: King, Queen, Two Twins Baths: 3 Pets: No
788 Beachview Drive View Photos 788 Beachview Drive Overlooking the Gulf of Mexico and located within the amenity filled Boca Bay community, this 3 bedroom, 3 bath townhome comes with an elevator and garage! Recently updated, this almost 2,000 sq ft under air townhome offers a huge master suite with king bed on the top level with its own private porc... Read more » 14 people are interested in this property! View My Favorites Location: Boca Grande Property Type: 3 Bedroom Home - Boca Grande Sleeps: 6 Bedrooms: 3 Beds: King x 2 Double x2 Baths: 3 Pets: No
Anglers Club 11752 View Photos Anglers Club 11752 Beautiful townhouse in the gated, waterfront community of Anglers Club in Placida. This stunning 3 bed 3 bath Key West style townhouse features over 2000 square feet under air. This 3 bedroom, 3 bath home has a master bedroom with king size bed and a private balcony overlooking the water on the top ... Read more » 26 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: 3 Bedroom Home - Placida Sleeps: 8 Bedrooms: 3 Beds: King, Queen, Queen & Twin Baths: 3 Pets: No
Anglers Club 11792 View Photos Anglers Club 11792 Boaters are welcome to the waterfront community of Anglers Club in Placida. This stunning two-bedroom with den Key West style townhouse features over 2000 square feet under air. This property has a master bedroom with a king-size bed and a private balcony overlooking the water, along with a second b... Read more » 11 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: 3 Bedroom Home - Placida Sleeps: 6 Bedrooms: 3 Baths: 3 Pets: No
Boca Grande North - 08 Special View Photos Boca Grande North - 08 The Pool and Tennis Courts are currently out of order This lovely 2 bedroom, 2 bath condominium is perfect for the boater. You can pull right up to your boat slip which is available with this unit for an additional fee. Enjoy fantastic sunrises overlooking Charlotte Harbor from your screened in ... Read more » 24 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Boca Grande North Sleeps: 6 Bedrooms: 2 Beds: King, 2 Doubles Baths: 2 Pets: No
Boca Grande North - 41 Special View Photos Boca Grande North - 41 The Pool and Tennis courts are currently out of order Fully remodeled, first floor condo with 2 bedrooms and 2 baths. Located on the bay side, this condo has beautiful views of the Charlotte Harbor. The condo has a dining room that will seat 6 and a fully equipped kitchen with a Keurig coffee mak... Read more » 12 people are interested in this property! View My Favorites Location: Boca Grande North Property Type: Bay View Lower Sleeps: 6 Bedrooms: 2 Beds: King, 2 Doubles Baths: 2 Pets: No
Boca Grande North - 47 Special View Photos Boca Grande North - 47 The Pool and Tennis Courts are currently out of order Completely remodeled second-floor unit located on the Bay side of Boca Grande North! This two-bedroom, two-bath condo has sweeping views of the Charlotte Harbor where you can watch the boats go by. Enjoy your morning coffee on the beautiful sc... Read more » 15 people are interested in this property! View My Favorites Location: Boca Grande North Property Type: Bay View Upper Sleeps: 6 Bedrooms: 2 Beds: King, Queen, Full Baths: 2 Pets: No
Boca Grande North - 75 Special View Photos Boca Grande North - 75 The Pool and Tennis Courts are currently out of order This completely remodeled condominium has 2 bedrooms and 2 baths. It is located on the first floor with fantastic views of the Gulf of Mexico. Watch the dolphins play right out your back door. There is seating for up to 6 at the dining room ta... Read more » 36 people are interested in this property! View My Favorites Location: Boca Grande North Property Type: Gulf View Lower Sleeps: 4 Bedrooms: 2 Beds: 1 King, 2 Queen Baths: 2 Pets: No
Boca Vista Harbor - 202D Special View Photos Boca Vista Harbor - 202D Enjoy panoramic views of Charlotte Harbor and the local wildlife from the master bedroom, living area and generously sized, screened lanai. The sunny, two bedroom, two bath unit sleeps 6, has ceiling fans to catch the cross breezes, features an up-to-date kitchen with all the amenities, a breakfast ... Read more » 10 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 6 Bedrooms: 2 Beds: King, Queen & 2 Twins Baths: 2 Pets: No
Boca Vista Harbor - 203D Special View Photos Boca Vista Harbor - 203D Boca Vista is a small, deluxe property. Built on the Charlotte Harbor with wonderful views of the Bay and Boca Grande, Florida. The property offers a large, heated swimming pool, club house and spacious sun decks. This two-bedroom, two-bathroom condo offers beautiful views of the boat slips, Charlo... Read more » 14 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 4 Bedrooms: 2 Beds: King, Queen, Sleeper Sofa in living room. Baths: 2 Pets: No
Boca Vista Harbor - 204C View Photos Boca Vista Harbor - 204C Enjoy your morning sunrise while sipping coffee on this expansive screened in lanai overlooking the spectacular views of Charlotte Harbor. This unit located on the second-floor features two bedroom with a den, along with two bathrooms and full-size washer and dryer. The Master bedroom has a king si... Read more » 7 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 5 Bedrooms: 2 Beds: King, Queen, Twin Baths: 2 Pets: No
Boca Vista Harbor - 303B Special View Photos Boca Vista Harbor - 303B Boca Vista is a small, deluxe property. Built on the Charlotte Harbor with wonderful views of the Bay and Boca Grande, Florida. The property offers a large heated swimming pool, club house and spacious sun decks. This two bedroom, two bathroom condo is located on the third floor with views of Gaspar... Read more » 12 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 6 Bedrooms: 2 Beds: King,2 Doubles,SS,Murphybed Baths: 2 Pets: No
Boca Vista Harbor - 401D View Photos Boca Vista Harbor - 401D Boca Vista is a waterfront community. Wonderful views of Gasparilla Sound, the ICW and Boca Grande, Florida. The property offers a large heated swimming pool, hot tub, gas grills, kayak launch and tennis court. This three bedroom, two bathroom condo is located on the fourth floor with views of Gaspa... Read more » 14 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View End Unit Sleeps: 6 Bedrooms: 3 Beds: King, 2 Queens Baths: 2 Pets: No
Boca Vista Harbor - 402D Special View Photos Boca Vista Harbor - 402D Boca Vista is a waterfront community. Wonderful views of Gasparilla Sound, the ICW and Boca Grande, Florida. The property offers a large, heated swimming pool, hot tub, gas grills, kayak launch and tennis court. This two-bedroom, two-bathroom plus den condo is located on the fourth floor with views ... Read more » 16 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 4 Bedrooms: 2 Beds: Queen, 2 Twins, Futon Baths: 2 Pets: No
Boca Vista Harbor - 501A View Photos Boca Vista Harbor - 501A Read more » 8 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Penthouse Sleeps: 6 Bedrooms: 3 Beds: 2 King, 2 Twins, 2 Double Baths: 3 Pets: No Parking Spots: 2
Boca Vista Harbor - 502A Special View Photos Boca Vista Harbor - 502A Newly remodeled! This unit has recently undergone a magnificent transformation. Tastefully redesigned to feature three bedrooms along with a sleeper sofa to comfortably sleep up to 8 guests. The expansive lanai has additional seating for entertaining or as an option to just relax and watch mother na... Read more » 8 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Interior Unit Sleeps: 8 Bedrooms: 3 Beds: King in MB & King in GB, Sleeper Sofa in LR & Den Baths: 2 Pets: No
Boca Vista Harbor - 503A Special View Photos Boca Vista Harbor - 503A Penthouse 3 bedroom 3 bath at Boca Vista Harbor! Located in a resort style community built on Coral Creek and Gasparilla Sound with wonderful views of the waterways and Boca Grande, Florida! The large screened lanai and open sundeck offer panoramic water views! This three bedroom, three bathroom co... Read more » 13 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: Harbor View Penthouse Sleeps: 6 Bedrooms: 3 Beds: King, Queen, 2 Twins Baths: 3 Pets: No Parking Spots: 2
Cape Haze Resort - 8405-206 Special View Photos Cape Haze Resort - 8405-206 Cape Haze Resort offers brand new accommodations. This unit includes a fully equipped kitchen, living / dining room, two full bedrooms, two full baths, and a large screened lanai. This unit overlooks a lake and nature preserve. The building has an elevator and covered carport. Cape Haze Resort offer... Read more » 13 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Palmetto Unit (M) Sleeps: 4 Bedrooms: 2 Beds: King, 2 twins Baths: 2 Pets: No
Cape Haze Resort - 8405-404 Special View Photos Cape Haze Resort - 8405-404 Cape Haze Resort offers brand new accommodations. This unit includes a fully equipped kitchen, living / dining room, two full bedrooms, two full baths, and a screened lanai. This top floor unit has an attractive lake view. The building has an elevator and a covered carport. Cape Haze Resort offers a... Read more » 13 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Scrub Jay Unit (S) Sleeps: 4 Bedrooms: 2 Beds: Queen, 2 twins Baths: 2 Pets: No
Cape Haze Resort - 8411-301 Special View Photos Cape Haze Resort - 8411-301 Enjoy views in two directions from this light and sunny corner unit. This beautifully furnished, three bedroom, two bathroom unit sleeps five comfortably and offers a well-appointed kitchen, generous dining/living area and a large, screened lanai with a lovely view of the pond with a fountain water... Read more » 34 people are interested in this property! View My Favorites Location: Mainland (Cape Haze) Property Type: Live Oak Unit (L) Sleeps: 5 Bedrooms: 3 Beds: King, Queen, Double Baths: 2 Pets: No
Coral Caye 10439 Coquina Ct View Photos Coral Caye 10439 Coquina Ct Beautiful Florida Living. Unwind at this beautiful courtyard pool home with separate guest quarters. Upon entering the property, you are greeted by the private courtyard pool. Enjoy a dip, in privacy, as the pool is fully enclosed with a screen covered roof. The main living area boosts an open floo... Read more » 12 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: 3 Bedroom Home - Placida Sleeps: 6 Bedrooms: 3 Beds: King, King, Queen Baths: 3 Pets: No Parking Spots: 2
Grouper Getaway, Pool Home with Dock and Lift Special View Photos Grouper Getaway, Pool Home with Dock and Lift Highly desirable, waterfront pool home with dock and lift on Boca Grande’s famous Grouper Hole. Featuring a spacious open floor plan with large, screened lanai overlooking stunning water views. Extremely private location with large yard and over 120 ft of waterfront with direct access to the ICW an... Read more » 31 people are interested in this property! View My Favorites Location: Boca Grande Property Type: 4 Bedroom Home - Boca Grande Sleeps: 8 Bedrooms: 4 Beds: 4 King Baths: 4 Half: 1 Pets: No
Landings 126 View Photos Landings 126 New townhouse in the gated community of The Landings at Coral Creek! This 3 bedroom, 3 bath, 2 car garage home has elevator access to all floors and sleeps 6 comfortably. There are 2 master suites on the top floor and a 3rd bedroom/den with french doors and a pull out couch on the main living level.... Read more » 8 people are interested in this property! View My Favorites Location: Mainland (Placida) Property Type: 3 Bedroom Home - Placida Sleeps: 8 Bedrooms: 3 Beds: King, Queen, Sleeper Sofa Baths: 3 Pets: No
Sea Oats - 224 Special View Photos Sea Oats - 224 With views of the lush grounds, swimming pool and Gulf of Mexico, this cheerfully decorated, sunny condominium provides the perfect backdrop for a one-of-a-kind beach vacation. The two bedroom, two bath unit sleeps four, with a generous, screened lanai, fully equipped kitchen, dining area and a spac... Read more » 8 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Beachfront Sleeps: 4 Bedrooms: 2 Beds: 1 King, 2 Twins Baths: 2 Pets: No
Sea Oats - 237 Special View Photos Sea Oats - 237 ELEVATORS ARE CURRENTLY OUT OF ORDER This two bedroom, two bathroom condominium consists of a fully equipped kitchen, dining room, spacious living room, two bedrooms, two bathrooms, and a large screened lanai. The bedding is a king in the master bedroom, two twins in the guest room and a sleeper ... Read more » 15 people are interested in this property! View My Favorites Location: Boca Grande Property Type: Beachfront Sleeps: 6 Bedrooms: 2 Beds: King, 2 Twins and Sleeper Sofa Baths: 2 Pets: No