Family-friendly holiday rentals in Estero

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

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

10 min Walk into beautiful Downtown Fort Myers

This lovely bungalow rich with architectural style is located in the beautiful historic district of Dean Park. The home is Walking distance or trolley ride to the exciting Downtown Fort Myers. bars, art and restaurants. The Historic Charm of Dean Park is renowned for its beautiful, well-preserved historical homes, tree-lined streets with an old Florida neighborhood feel. I look forward to making my home your home. Thank You Traci The Franklin House Fort Myers Florida

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.

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!

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.

Coastal Modern Retreat with Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Private Loft w/ Patio & Kitchen

Welcome to your Fort Myers Stay! Why guests love this LOFT: • Prime location near FGCU & Gulf Coast Town Center • 10 min to Six Mile Cypress Preserve • 15 min to Lakes Park • 20 min to Fort Myers Beach • Close to shops, dining & I-75 • Fast WiFi • Smart TVs • Fully equipped kitchen • Free onsite parking • Washer & Dryer • Family-friendly • Self check-in

Riverside Studio

Riverside Studio is a newly renovated addition to this beautiful home with a private entrance. The studio provides guests with a king size bedroom, master bathroom , television, fridge, convection microwave , Keruig coffee maker, and a beautiful kitchenette. We hope you enjoy your time at Riverside Studio where you can rest and relax.