Family-friendly holiday rentals in Bonita Springs

Remodeled 4 BR 3 Full Bath Sunshine Getaway

A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!

Shorebird Cottage | heated pool | 1 mi from beach

Welcome to Shorebird Cottage! Make yourself at home in this family-friendly space + make memories at the beach! Take a dip in our heated pool or lounge poolside with a favorite book. Enjoy year-round indoor/outdoor living, grilling burgers or roasting smores by the firepit. Bake cookies, make a smoothie + enjoy a latte using items from our well-equipped kitchen. There's plenty of room for everyone, thanks to our bunkroom that sleeps 4, plus the queen + king beds in this 3 bedroom/2 bath cottage!

Waterfront Pool Home - 3 Min to Beach - Dock

Welcome to Regal Waterfront Retreat, a brand new vacation home (March 2026) in Bonita Springs offering the perfect blend of coastal relaxation and modern comfort. Nestled along the water and just a 3 minute drive to Bonita Beach, this home is the ideal base for beach days, boating adventures, and sunset evenings by the pool. Whether you're traveling with family or friends, this 4 bedroom, 3 bathroom waterfront retreat offers everything you need for an unforgettable Southwest Florida getaway.

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

Anchor's Away Beach Home & Guest Pool House

Anchor Away Beach Home is a vacationer's dream home just 2 miles from Bonita Beach. This unique home includes a main house as well as an additional pool house. The main house offers 2 spacious BR and 2 Bathrooms, and a modern kitchen and living room. Enjoy the private pool and marble patio as well. Wait there's more! The separate pool house is by far the best feature! Enjoy the game room, bunk bed room and lounging areas. This coastal home is perfect with bonus features for vacationer's.

Waterfront Luxury | Saltwater Pool, Spa Near Beach

<b>Waterfront Luxury Estate</b> A 6,000+ sq. ft. waterfront luxury estate surrounded by water on both the front and back, with sweeping water views, a heated saltwater pool and spa, private ADA-compliant elevator to all 3 floors, ensuite bedrooms with balconies, game room, tiki hut, screened lanai, outdoor grill, and multiple gathering spaces. Just minutes from Bonita Beach, waterfront dining, golf, and pickleball, this home offers the feel of a private resort with room for the whole family.

"The Mac" Beach House! Premier Location! Pool/Spa

Breathtaking sunsets await from the second story and third story lanais overlooking the beautiful bay. This gorgeous Spanish-style home located steps from the white sand at Bonita Beach provides a perfect getaway for groups of all sizes! This home features a premier location and luxury stay all in one! Walk to the beach and enjoy food, drinks, paddleboard, jet ski or lounge rentals just a few steps away at Doc's Beach House or stroll down to great local restaurants just mins from the door.

Classic Arcades Heated Pool Home by Beach & Dining

Escape to a relaxing beach vacation in this beautiful optional heated pool home with epic arcade game room. Includes king size beds in all bedrooms and 6 smart TVs. Features 2 family rooms and 2 fully equipped kitchens (indoor & outdoor). Offers private backyard with full outdoor kitchen, smart TV & BBQ Grill. Fully stocked home with kitchen supplies, beach essentials, bicycles, high speed internet and more. Perfect for families, couples & professionals looking for a Florida Beach Escape!

Heated Saltwater Pool Oasis Near Bonita Beach

Heated saltwater pool with no extra fees, relaxing screened lanai, and true Florida outdoor living with a wet bar, refrigerator, grill, hammock, dining area, large screen TV, sound system, and comfortable lounge seating. With 4 bedrooms and 3 bathrooms, Casa Del Sol is a peaceful private oasis just 3 miles from Bonita Beach and 1 mile from downtown Bonita Springs’ restaurants, bars, shops, and attractions. The perfect place to relax, recharge, and enjoy Southwest Florida living year-round.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Luxe Oasis with Pool & Hot Tub

Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Beautiful Oasis

Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The backyard is all fenced in, ideal to let your dog run.