Family-friendly holiday rentals in Estero

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

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.

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

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!

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

Living on the Green

This newly renovated 3 bed 2 bath pool home is located on a lovely golf course. The pool area faces beautiful sunsets and is not heated. During the day the sun warms it to 80 unless the weather is cooler or rainy. The home is near shopping, restaurants at Gulf Town Center and Coconut Point. Beaches in Bonita or Fort Myers Beach close by. Pool table w/ table tennis option in garage. For the summer months I have added a mini-split A/C unit for the master suite for additional comfort.

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.

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!

Brand New Vacation Home| Game Room | 2 King Beds

🏡 About this space Enjoy a stress-free and peaceful getaway in this newly built home in the heart of San Carlos Park. Just minutes from shops, restaurants, Gulf Coast Town Center, and Florida Gulf Coast University, this property has everything you need for a relaxing Florida stay. The fully fenced private backyard with BBQ and lounge seating is perfect for unwinding. Plus, enjoy high-speed 1GB internet, making it an excellent choice for remote work.

The Family’s Nest

Have fun with the whole family at this stylish home! Whether you are visiting Fort Myers for a family vacation or an extended stay, our home is the perfect space for you. Located near Fort Myers most popular destinations, there is no shortage of activities! Looking for the beach? Our home is just 20 minutes away from Sanibel Island; renowned for its gorgeous white sand beaches, deep-sea fishing excursions, championship golf courses, shops, and more!