Family-friendly holiday rentals in Bonita Springs

4.98 out of 5 average rating, 62 reviews

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!

4.97 out of 5 average rating, 390 reviews

Guest suite in Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Apartment in Bonita Springs

4.92 out of 5 average rating, 121 reviews

Ken & Gina's Beach Condo (#2301)

Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

4.96 out of 5 average rating, 134 reviews

Renovated Pool Home in Historic Bonita Springs

Welcome to our just renovated single family pool home in the heart of historic Bonita Springs. Less than 5 miles to the beaches. You can walk to coffee shops, parks, restaurants and all sorts of markets, etc. The living area extends outside in the huge screened lanai where we have a new outdoor sectional sofa. The pool is large and heated. A very upgraded kitchen with new soft close cabinets, quartzite counter tops & brand new appliances. It's a comfortable open concept design.

5 out of 5 average rating, 114 reviews

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.

Apartment in Bonita Springs

4.91 out of 5 average rating, 139 reviews

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!

Apartment in Bonita Springs

4.82 out of 5 average rating, 214 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

4.97 out of 5 average rating, 109 reviews

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

Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!

4.98 out of 5 average rating, 285 reviews

Home in Naples

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

5 out of 5 average rating, 18 reviews

Boa Casa Bonita in SW Florida

Welcome to Boa Casa Bonita! Just 2 miles from Barefoot Beach, this modern coastal retreat features a heated pool, game room, designer kitchen, and luxury furnishings with hotel-quality linens. Walk or bike to cafés, shops, and mini golf for some fun, or relax at the beach and soak in the sun. It’s the perfect place for your family to unwind, connect, and create unforgettable memories together.

4.98 out of 5 average rating, 115 reviews

Villa in Naples

Las Casitas in Naples #3

Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.