Family-friendly holiday rentals in Bonita Springs

Estero Bay Modern Oasis

Welcome to Modern Oasis Estero Bay - a serene retreat designed to give you the ultimate vacation experience! This beautiful home has 4 bedrooms plus a bunk room, 2 bathrooms, and a great room overlooking the backyard oasis. Relax & unwind in the heated salt water pool & hot tub, grill & dine in the covered patio and enjoy the sunset views over Estero Bay. The home backs onto a golf course and is minutes to shops & restaurants at Coconut Point, and a short drive to the beautiful Barefoot Beach.

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.

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 Bonita Springs

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.

Family Oasis with Heated Pool & Spa Near Beaches

Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Palm Paradise Retreat | Pool Oasis

Welcome to your private Southwest Florida retreat. This beautifully appointed 4-bedroom, 2-bathroom home features a screened-in pool, outdoor kitchen, covered lanai, and spacious indoor-outdoor living areas designed for relaxation and entertaining. Whether you're enjoying a day by the pool, grilling dinner outdoors, or exploring the area's beaches, shopping, and dining, this home offers the perfect setting for a memorable Florida getaway with family and friends.

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

Easy Breezy.

Steps from the beach! Easy Breezy is cute, cozy and clean.Unit is stocked with plenty of amenities and extras. Coffee provided for every morning of your stay! Daily vouchers are included for beach chairs set up for you ( VIP service) @ Bonita Jet Ski& Parasail across the street behind Doc’s beach house! ( a $22 per day value. Umbrella is NOT included) You can also receive ten percent off of any parasailing bookings! Come see how easy breezy it all is!