The Gasparilla Inn & Club – Boca Grande, FL
Address: 500 Palm Avenue, Boca Grande, FL 33921
Tucked away on the serene barrier island of Gasparilla, The Gasparilla Inn & Club has been the refined winter playground of presidents, old-money aristocrats, and celebrities since 1913. Built during the heyday of grand Southern resorts, the Inn exudes Old Florida elegance with its sweeping verandas, colonnaded entry, and pastel yellow facade framed by tropical foliage. The hotel was developed by the Boca Grande Land Company as part of a grand vision to turn the island into an exclusive destination along the Charlotte Harbor coast.
Among its early guests were J.P. Morgan and Henry Ford, and the inn has hosted multiple U.S. presidents, including George H.W. Bush. The resort is a proud member of Historic Hotels of America and remains privately owned, carefully preserving its heritage while continuing to offer impeccable hospitality and service.
Why Visit:
Staying at The Gasparilla Inn is like stepping into a gentler era — where croquet is played on manicured lawns and breakfast is served with fine china and sea breezes. The resort offers a world-class golf course, luxurious spa, beach club access, and charming accommodations in the main inn and quaint cottages. Expect a polished but unpretentious experience wrapped in Southern hospitality.
Best Time to Visit:
Late fall through spring (November to April) when the island is at its liveliest, the weather is ideal, and the resort is fully operational (it closes seasonally during parts of the summer).
Nearby Boca Grande Attractions:
Boca Grande Lighthouse Museum: Located in Gasparilla Island State Park, this 1890-built lighthouse tells the story of the region’s maritime history.
Downtown Boca Grande: A village frozen in time, with no traffic lights, charming shops, historic churches, and a laid-back vibe.
Fishing Charters: Boca Grande is famously known as the Tarpon Fishing Capital of the World.
Banyan Street: A stunning drive or walk under arching banyan trees planted in the early 20th century.
Where to Stay when Visiting Boca Grande, FL?
Browse Boca Grande, Florida area VRBO Vacation Rentals, Hotel Specials, and Resort Lodging Availabilities below.
SW FL Hotels and VRBO Vacation Rentals Special RatesÂ
Sunseeker Resort, 5500 Sunseeker Way, Charlotte Harbor, FL | 833-914-7300
Enjoy a waterfront stay at Sunseeker Resort Charlotte Harbor, a newly opened destination with 785 guestrooms, 20 dining concepts, a spa, a golf club and more. Explore the stunning views, activities and events of Florida's most laid-back coast.
Sunseeker Resorts Charlotte Harbor Rates and Specials
The Boat House Waterfront Motel - 1180 Edington Place Marco Island, Florida 34145 | 239-642-2400
Welcome to the Boathouse Motel, Gazebo House and Oceanview Condo - Marco Island's best kept secret and your hideaway in southwest Florida. The Boathouse is committed to preserving the charm of "Olde Marco". Enjoy island fun and feel right at home watching the dolphin, casting a line or just relaxing and enjoying the oceanview. Stay a day, a week or a month. Some pet friendly rooms are available. Book Direct for the best rates and specials.
Book Direct at The Boat House Motel - Marco Island, FL
Inn On Fifth, 699 5th Ave S, Naples, FL, 34102
A Top-Rated Naples Florida Eco-certified hotel with a full-service spa and a 24-hour fitness center. Pet Friendly. Outdoor Pool. Luxury Rooms and Suites. Located on Fifth Avenue South, next to Ocean Prime Restaurant. Check special rates and room availabilities below.
Inn On Fifth, Naples, FL
JW Marriott Marco Island Beach Resort, 400 South Collier Boulevard, Marco Island, FL 34145
A top-rated beachfront resort with 12 on premises restaurants. Situated along three miles of pristine private beaches on the Gulf of Mexico, our hotel on the beach in Marco Island, Florida.
Check current rates and specials
Hilton Grand Vacations ~ Club Regency Marco Island RCI Gold Crown Resort Suites, 500 S. Collier Boulevard, Marco Island, FL 34145
Spectacular Gulf Sunsets, Beachfront Resort with a spacious two-bedroom villas. Ideal for one week or longer stays. Club Regency is staffed by a team of trained on-site personnel. The resort is professionally managed by Hilton Grand Vacations Company.
Check Current Rates and Specials
Naples Ritz Carlton Tiburon Golf Resort, 2600 Tiburon Drive, Naples, FL 34109
A beautiful pet-friendly resort with sensational golfing and amenities. 4-star, 5-diamond resort features 2 championship golf courses, 3 award-winning restaurants. With bicycle tours and organized nature walks, this Naples, Florida, golf resort offers visitors a peaceful escape to luxury.
Check Current Rates and Specials
Marriott Crystal Shores Vacation Rentals, 600 S. Collier Boulevard, Marco Island, FL 34145
Comfortable, beautiful, condo resort, two restaurants, three outdoor pools, on Marco Island beach.
Marriott Crystal Shores Rates and Specials
Luminary Hotel, 2200 Edwards Drive, Fort Myers, FL 33901
Luminary Hotel & Co., Autograph Collection hotel features free bikes, fitness center, a restaurant and bar. This 4-star hotel offers freeWiFi, a 24-hour front desk. The property is non-smoking throughout and is located 24 miles from Fishermen's Village. Highly Recommended.
Luminary Hotel Rates and Specials
Bellasera Hotel, 221 9th Street South, Naples, FL 34102
Bellasera Resort in Naples is located at the gateway to 5th Avenue South, famous for its galleries, boutiques, and restaurants.Guests of Bellasera Resort can enjoy on-site poolside cabanas, a heated outdoor pool, and a fitness center. Concierge services are provided. Suites come with fully equipped kitchens, dining and living areas, and include a refrigerator, kitchenware, and coffee-making facilities. Highly Recommended. Find special rates below.
Bellasera Hotel, Naples, FL
Margaritaville Beach Resort, 251 Crescent St, Fort Myers Beach, FL 33931
Margaritaville Fort Myers beach is now open and features an outdoor swimming pool, fitness center, a terrace and 4 restaurants. Among the facilities at this property are a 24-hour front desk and a business center, along with free WiFi throughout the property. Fins Up! and party on, a wonderful new Fort Myers Beach resort hotel. Check current >room rates and availabilities.
Margaritaville Ft Myers Rates and Specials
Hampton Inn & Suites Fort Myers-Colonial Boulevard, Fort Myers, FL 33901
This Fort Myers hotel is only minutes from I-75 as well as many popular area attractions and famous beaches. Only a short distance from the Hampton Inn and Suites Fort Myers-Colonial Boulevard, guests can discover a number of shopping centers, restaurants and entertainment options. The Harborside Convention Center, top-rated golf courses and the historic downtown Fort Myers area are also easily accessible. Highly Recommended.
Hampton Inn Suites Hotel Rates and Specials
Spring Hill Suites by Marriott, 101 Harborside Avenue, Punta Gorda, FL, 33950
A waterfront hotel, Free Breakfast. 24 hour fitness center. A Pet Friendly Hotel. Free WiFi, 24 Hour Front Desk. Highly Recommended.
Spring Hill Suites Hotel Rates and Specials
Diamond Head Beach Resort, 2000 Estero Blvd, Fort Myers Beach, FL 33931
Recently updated Gulf view suites located on the north and south sides of the building have a beautiful angled view of the Gulf of Mexico. Each 700 sq.ft. suite features new furniture throughout, a living room with a queen-sized sleeper sofa, a separate bedroom with a king-sized bed, and a private bathroom with walk-in shower—plus granite surfaces and tile floors throughout. Managed by Sunstream Hotels and Resorts. Highly Recommended.
DiamondHead Beach Resort Rates and Specials
Bellasera Hotel, 221 9th Street South, Naples, FL 34102
Bellasera Resort in Naples is located at the gateway to 5th Avenue South, famous for its galleries, boutiques, and restaurants.Guests of Bellasera Resort can enjoy on-site poolside cabanas, a heated outdoor pool, and a fitness center. Concierge services are provided. Suites come with fully equipped kitchens, dining and living areas, and include a refrigerator, kitchenware, and coffee-making facilities. Highly Recommended.
Bellasera Hotel Naples Rates and Specials
Staybridge Suites, 9401 Triangle Blvd., Naples, FL 34113
Staybridge Suites - Naples - Marco Island, is an IHG Hotel. This comfortable hotel is ideal for longer term stays. Staybridge Suites has an outdoor swimming pool, fitness center, a shared lounge and bar in Naples. This 3-star hotel features free WiFi and barbecue facilities. The property is non-smoking throughout and is located 8.1 miles from Tin City. Pet Friendly. Check current rates and specials below
Staybridge Suites, Naples, FL
Naples Grande Beach Resort, 475 Seagate Drive, Pelican Bay, Naples, FL 34103
Gulf of Mexico views, 3 outdoor swimming pools, a fitness center, and free WiFi access. Naples Grande Beach Resort is located on 23 waterfront acres of Florida's Paradise Coast in Naples, Florida. Every accommodation features its own private balcony as well as a flat-screen TV, small refrigerator, and tea and coffee-making facilities. An excellent choice for couples. Check Availabilities below.
Naples Beach Resort, Naples, FL
Shangri-La Springs Resort, 27750 Old 41 Rd, Bonita Springs, FL 34135, USA
Built in 1921, Shangri-La Springs is a historic boutique hotel in Bonita Springs, Florida. Set on over eight acres, it offers a unique experience with an organic restaurant, full-service spa, organic gardens, and event spaces, blending timeless charm with wellness and sustainability.
Shangri-La Springs Resort, Bonita Springs, FL
The Hilton Marco Island Beach Resort and Spa offers a fantastic beachfront experience with a clean, easily accessible shore and exceptional spa services. The resort’s pool area is a highlight, providing a family-friendly and well-maintained space that receives high marks for its quality. Hilton Dining options are well-regarded, with on-site oceanview restaurant dining offering a diverse selection of food and drinks. Check current specials and availabilities.
Visit Hilton Marco Island, FL
FLORIDA OUTDOOR WEAR
Sunwear and more on Sale at FREE WORLD MALL
Explore
the Best of
SW FLORIDA
Shop 24/7 Free World Mall
Amazon Big Deals
Amazon Big Deals
