Family Vacations Directory - Southwest

One of Florida’s top 10 hidden gems and best bargains. Stay three nights get the fourth night for free! [Read More]

Small and intimate, but big on room space, the AAA-rated Four-Diamond Bellasera injects an air of Italiana into a family vacation. Double-listed among TripAdvisor’s “Top 10” Hidden Gems and Best Bargains in the U.S., its one to three-bedroom suites are ideal for groups of up to six with plush living rooms, family-style dining rooms, and full-sized kitchens. Screened porches and balconies overlook the lush courtyard, where families find a tiled swimming pool with waterfall feature and whirlpool. Attendants deliver food and drinks poolside, or families may enjoy Mediterranean-style dishes and a children’s menu in Zizi Restaurant. A free shuttle delivers guests the short distance to Naples’ long sweep of white-sand beach. Other family perks include board games, in-room DVD players, video games on command, complimentary daily housekeeping service, in-room washer-dryer in all bedroom suites, and nearby shopping. Bellasera Hotel 221 Ninth Street South Naples, FL 34102. [Read Less]

Family Getaway. [Read More]

Experience a standard of excellence on Florida’s Gulf Coast. Situated on 1,500 feet of sugary white sand at the tip of Estero Island, Pink Shell Beach Resort & Spa offers a four-star resort experience in a playful and friendly atmosphere. We offer suite as well as one and two-bedroom accommodations. Located along the beaches of Fort Myers and Sanibel, with sweeping gulf and bay views, Pink Shell is the premier choice of Fort Myers hotels for guests seeking adventure, relaxation, and fun. We offer all the conveniences and amenities you’d expect from a family-friendly resort. Try sailing or paddle boating, or experience the excitement of a dolphin-sightseeing tour on a WaveRunner. Sparky’s Kidds Kampp® provides programs for children ages 4 -12. The full service Aquagene Spa offers teen options. Pink Shell Beach Resort & Spa 275 Estero Boulevard, Fort Myers Beach, FL, 33931 or online. [Read Less]

Check out our family fun package. [Read More]

Our Southwest Florida beachfront resort Family Fun Package includes three days/two nights in one of our deluxe or superior guest rooms as well as daily newspaper; nightly turndown service; full breakfast buffet daily for up to four family members; beach chairs daily for two adults; sand pail kit for each child; complimentary Beach Klub 4 Kids daily (ages 5-12). Plus with this package you may enjoy afternoon tea & cookies daily at 4 pm; complimentary weekly golf clinic (Thursday's 10 am) and complimentary tour of the Resort's Orchid House (Tuesday's 10 am). The Naples Beach Hotel & Golf Club 851 Gulf Shore Boulevard North, Naples, Florida 34102. Toll-free 1-800-455-1546, 1(239) 261-2222 or online. [Read Less]

At the edge of Fort Myers Beach’s big, long sandbox. [Read More]

Planted right at the edge of Fort Myers Beach’s big, long sandbox, DiamondHead provides all the toys families need for beach play – from volleyball nets to jet skis. Gentle, shallow Gulf of Mexico waters and a heated freshwater pool keep everyone cool. Cabana’s Beachside Bar & Grill, next to the pool, means never having to change out of your swimsuits to eat lunch or snacks. Activity directors involve the family in bingo, crafts, nature endeavors and more. One-bedroom suites with sofa couches are family priced. Other family perks include laundry facilities, video games on demand, fitness center, island trolley service, and free daily housekeeping service. DiamondHead is just steps away from Times Square, the main entertainment district on the beach touting casual sidewalk cafes and a variety of shopping options, all with a laid-back island flair. Diamond Head Beach Resort 2000 Estero Boulevard, Fort Myers Beach, Florida 33931 or online. [Read Less]

Sun, sand and fun. [Read More]

Spacious one to three-bedroom suites fit every sized family with comfort that feels like home and luxury that feels even better. Full-sized, outfitted kitchens and in-suite laundry facilities make it easy on mom and dad – more time to spend in the master bath’s jetted Jacuzzi tub. Screened balconies keep toddlers safe. A seven-mile stretch of beach awaits with sand so pristine as to take your breath away; better yet, it’s all situated on the quiet, south end of the island safely removed from the exuberant nightlife scene five miles north. The sand is such a draw that GullWing plays host to the annual American Sand-Sculpting Championship Festival each November. With nearby beach shops offering all you’ll need for a day in the sun, guests can pick up enough accoutrements to keep everyone sand-happy. Other family perks include heated pool and whirlpool, family activity programs, tennis, board game library, barbecue grills, DVD players, movie rentals, nearby restaurants, cinema, and island trolley service. GullWing Beach Resort6620 Estero Boulevard Fort Myers Beach, Florida 33931 or online. [Read Less]

A secret family vacation spot. [Read More]

Welcome to our neighborhood! Tucked away in Naples’ residential area, Park Shore takes families away from metropolitan pace and into a wooded hometown atmosphere with gardens, a lake, an island, and waterfalls. A wide variety of recreational opportunities keep families busy. Stroll along cobblestone paths, swing at tennis or racquetball, play volleyball or shuffleboard, do laps in the oversized pool, participate in planned family activities, or take a free shuttle to the beach. Fully appointed kitchens and spacious dining and living rooms enhance downtime in the one- and two-bedroom suites. Other family perks include free HBO, DVD players, movie rentals, board games guest laundry, free daily housekeeping, and barbecue grills. Park Shore Resort 600 Neapolitan Way Naples, Florida 34103. [Read Less]

Sun, fun, and space. [Read More]

Space is the ultimate family vacation amenity. Pointe Estero features curved balconies overlooking the beach – faces an uncrowded stretch of shoreline with plenty of room where kids can run around in powder-soft sand. One- and two-bedroom suites also let the family spread out and enjoy a full-sized kitchen, huge Jacuzzi tub, tasteful dining and living room décor, and TVs in every room. All bedrooms have access to a screened patio or balcony through a sliding glass door. Bonus points: Other family perks include inexpensive trolley transportation, cabana rentals, gas grills, tiki hut picnic tables, free-form swimming pool with whirlpool, free use of playpens and bedrails, DVD player, movie rentals, board games, family activities program, and tennis court. Pointe Estero Beach Resort 6640 Estero Boulevard Fort Myers Beach, Florida 33931. [Read Less]

Family fun enjoyed on the beach or by our pools or on our tennis or golf course. [Read More]

Our 125-acre tropical beachfront resort in Southwest Florida is located blocks from the heart of Olde Naples. Enjoy plenty of year-round sunshine, the warm gentle waters of the Gulf of Mexico, miles of white sand beaches, plus remarkable golf and tennis. We offer a selection of 318 guest rooms and suites, onsite championship golf, an award winning Tennis Center, large beachside swimming pool, complete fitness center and a world class Spa. Plus for the benefit of our guests we have four great restaurants, a sunset beach bar, five retail shops, incredible function space and a complimentary Beach Klub 4 Kids. The Naples Beach Hotel & Golf Club 851 Gulf Shore Boulevard North, Naples, Florida 34102. Toll-free 1-800-455-1546, 1(239) 261-2222 or online. [Read Less]

Quiet time at its best. A perfect place for families to unwind and enjoy time together. [Read More]

Located in the prestigious community of Pelican Bay at the edge of a private lake, yet only one mile from the white-sand of Vanderbilt Beach and the tranquil waters of the Gulf, we provide our guests with a blend of Mediterranean charm and Old World hospitality. We invite you to relax and absorb the refinements of our haven of artistic elegance, impeccable service, and delightful amenities. Enjoy a vigorous morning workout in our 24-hour fitness center; swim in our sparkling, heated swimming pool or walk to the beach and meet Cabana Dan waiting to provide with chaises, cold drinks, and sunscreen. Access to championship golf, boating, and tennis is easy. Awake each morning to savor a scrumptious complimentary deluxe lakeside continental breakfast. Our serene retreat gives quiet time a new meaning. Inn at Pelican Bay 800 Vanderbilt Beach Rd., Naples, FL USA 34108. [Read Less]