Family-friendly holiday rentals in Estero

5.0 out of 5 average rating, 101 reviews

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!

4.94 out of 5 average rating, 163 reviews

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

Home in Fort Myers

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.

4.96 out of 5 average rating, 237 reviews

A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.

Home in Villas

Central 3BD/2BA •Massive Heated Pool •Golf courses

🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

A bright kitchen area features a wooden countertop with a stainless steel sink and dishwasher. The space opens to a screened-in patio showcasing a heated pool and outdoor dining area, enhancing the seamless connection between indoor and outdoor living.

4.95 out of 5 average rating, 115 reviews

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!

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

4.98 out of 5 average rating, 130 reviews

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

The spacious living area features light-colored sofas with red accent pillows and a glass coffee table. A ceiling fan is positioned above, and natural light floods in through large windows, enhancing the welcoming atmosphere. A cozy armchair and a side table are also present.

4.96 out of 5 average rating, 106 reviews

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.

The exterior of a pyramid home is surrounded by a landscaped garden featuring flowering plants and decorative rocks. A blue umbrella provides shade over a small seating area on a patio, complemented by palm trees and shrubs in the background.

4.89 out of 5 average rating, 273 reviews

Unforgettable Pyramid home in sunny Florida 7046

Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 bedrooms / 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

4.98 out of 5 average rating, 111 reviews

Home in Bonita Beach

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!

A spacious living room features modern furnishings, including a large gray sofa and two blue chairs. Natural light enters through sliding glass doors, leading to an outdoor area. Contemporary light fixtures hang from the ceiling, and a sleek coffee table is positioned at the center.

4.96 out of 5 average rating, 110 reviews

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.

A well-lit living room features a spacious sectional sofa offering ample seating. A large smart TV is mounted on the wall, showcasing a beach scene. Natural light streams through arched windows, with decorative plants adding a touch of greenery. A coffee table sits centrally in the space.

4.93 out of 5 average rating, 173 reviews

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!

A spacious pool area is enclosed by a screened structure, featuring a salt water pool and two lounge chairs positioned nearby. Tropical landscaping accents the area, with a palm tree and white stones adding natural elements to the setting. Sunlight illuminates the inviting water.

4.79 out of 5 average rating, 135 reviews

Tiki Pool House | 10 Min to Beach | Sleeps 14

Bring the whole group to a private Bonita Springs pool home made for sunny Florida stays. Swim in the screened saltwater pool, hang out at the tiki bar, grill outside, gather by the fire pit, and reach Bonita Beach in about 10 minutes. With 4 bedrooms, 8 beds, fast Wi-Fi, self check-in, free parking, and shopping and dining nearby, this is an easy home base for family trips, beach weekends, and group getaways.

The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.