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Family-friendly vacation rentals in Estero Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Estero Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 198 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Top guest favorite

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

Home in Cape Coral

4.97 out of 5 average rating, 116 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

4.96 out of 5 average rating, 188 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

A spacious living area features a large, comfortable sectional sofa and a stylish coffee table resting on a dark rug. A modern television displays a serene beach scene. Natural light enters through three windows, illuminating the neutral-colored walls and wooden ceiling beams.

Home in Cape Coral

4.88 out of 5 average rating, 228 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

The exterior of the condo complex is shown, featuring a sign that reads 'Casa Bella.' Lush green landscaping surrounds the building, with palm trees and neatly trimmed bushes. Two-story units are visible, highlighting a calm and inviting atmosphere under a clear blue sky.

Condo in Fort Myers

4.92 out of 5 average rating, 170 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

The living room features a spacious sectional sofa adorned with blue accent pillows. Natural light enters through multiple windows, enhancing the neutral tones of the walls. A modern glass table sits in front, complemented by a decorative plant and a large flat-screen TV mounted on the wall.

Home in Fort Myers

4.86 out of 5 average rating, 336 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Top guest favorite

A spacious living area features a comfortable sofa arranged around a coffee table. Light-colored walls create a bright atmosphere, while a chandelier hangs above the dining area, which includes a wooden table and chairs. Decorative accents add warmth to the inviting space.

Home in Cape Coral

4.94 out of 5 average rating, 308 reviews

Luxurious Escape

Centrally located close to restaurants, supermarkets and malls , is 30 minutes to Fort Myers Beach, Sanibel and Captiva. All amenities provided. Guests that have stayed at this property have stress how clean and spotless is this house, UV system in air conditioner system to eliminate viruses, meticulously cleansed after each guest stay. Beach towels, chairs, umbrella provided. Beach in town 5 minutes from the house. We do not accept pets, service pets or comfort pets owner is allergic.

Top guest favorite

An aerial view showcases the proximity of the condo to Fort Myers Beach, highlighting the coast and nearby buildings. The beach stretches along the horizon, with the residence positioned in the foreground, visibly adjacent to Estero Boulevard.

Condo in Fort Myers Beach

4.93 out of 5 average rating, 197 reviews

Casa Bella A - 3 Bed/3 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #20-0056. Fresh, clean, and cozy, this modern 3 bedroom, 3 bath condo/apartment is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. At 1590 square feet Casa Bella “A” features two master suites, each with king beds plus a bedroom with two twin beds, each with its own bathroom. It’s worth mentioning the top floor master suite has a desk and chair if you need a quiet place to work while away from the office.

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

Cottage in Fort Myers Beach

4.97 out of 5 average rating, 120 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

A private patio area features several blue lounge chairs paired with a glass table and chairs under vibrant green umbrellas. A gas grill is positioned nearby. The surrounding greenery creates a serene atmosphere, enhancing the outdoor space.

Villa in Fort Myers

4.91 out of 5 average rating, 316 reviews

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

A manufactured home is nestled among lush greenery and palm trees, showcasing vibrant paddle boards mounted against the residence's exterior. The grassy area in the foreground adds a refreshing touch, while a clear blue sky completes the sunny outdoor scene.

Home in Fort Myers

4.85 out of 5 average rating, 661 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

The living area features a spacious sectional sofa with decorative pillows and a light-colored coffee table. A large television is mounted on the wall opposite the seating. Sliding glass doors provide views of the canal and allow natural light into the space.

Home in Cape Coral

4.89 out of 5 average rating, 109 reviews

Pool Home on Canal | Quiet Neighborhood | Kayaks

You will have the entire home to yourself. Newer canal home in the heart of Cape Coral! Just 5 minutes from Pine Island Rd, 10 minutes from downtown Cape Coral and Cape Coral Beach, 15 minutes from downtown Fort Myers, 35 minutes from Fort Myers Beach and Sanibel Island, and an hour from Naples. We have been hosting on Airbnb for 10 years and know exactly what guests are looking for. Trust us for your SWFL vacation and book today!

Vacation rentals for every style

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Villas

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A space thats all yours, with room for everyone

Popular amenities for Estero Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Bungalow in Fort Myers

4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

Top guest favorite

An inviting outdoor area showcases a pool and spa, surrounded by lush greenery. The sky is tinted with vibrant pink and purple hues at sunset. A pink flamingo float rests in the water, adding a playful element to the serene setting.

Home in Cape Coral

4.99 out of 5 average rating, 90 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

A shaded tiki hut is showcased on the water's edge, featuring a round table with two stools. The view reveals a sailboat access canal with boat docks, surrounded by lush landscaping and swaying palm trees.

Home in Cape Coral

4.86 out of 5 average rating, 22 reviews

Luxury Sailboat Access Pool/Spa Home by Yacht Club

A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.

Condo in Naples

4.89 out of 5 average rating, 156 reviews

Studio- Olde Naples, 2 blocks to beach Studio unit

A spacious pool deck features a large swimming pool and hot tub, framed by a screened enclosure. Palm trees are visible around the perimeter, with a tranquil waterfront view of the lake and boats in the distance.

Home in Cape Coral

4.87 out of 5 average rating, 23 reviews

8 Lakes Location 3/2 Gulf Access w/Pool + Hot Tub

The exterior of the house features a well-maintained front yard bordered by lush greenery. A brick driveway leads to the garage, and the entrance is framed by elegant archways and windows, creating an inviting first impression.

Home in Cape Coral

4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

Condo in Fort Myers Beach

4.94 out of 5 average rating, 50 reviews

Lover's Key Resort Unit #807

A screened lanai features a heated pool and a hot tub, surrounded by lush greenery and colorful plants. Sunlight reflects off the clear water, creating a serene atmosphere. The pool area provides ample space for relaxation within a tranquil setting.

Home in Cape Coral

4.81 out of 5 average rating, 91 reviews

Waterfront pool/hot tub, south-facing w/ boat dock

Family- and pet-friendly home rentals

The fully equipped kitchen features white cabinetry contrasted by a retro-style turquoise refrigerator. A modern stove and ample counter space allow for meal preparation. A small glass dining table with patterned chairs is positioned nearby, enhancing the kitchen's functionality.

Condo in Sanibel

4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

A ranch-style vacation home exterior is showcased, featuring a landscaped yard with several lounge chairs arranged on the patio. Sunlight illuminates the area, and a clock is mounted on the wall near the entrance, adding a functional detail to the inviting space.

Villa in Cape Coral

4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

The solar-heated pool is surrounded by a screened terrace, featuring two loungers for relaxation. A view of the lush greenery and waterway is visible beyond the pool, providing a serene backdrop for outdoor enjoyment.

Home in Cape Coral

4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

A heated jacuzzi is seen in the foreground, with clear water characteristic of a relaxing soak. Surrounding palm trees offer a tropical setting, while the canal with boats is visible in the background, enhancing the serene atmosphere.

Home in Cape Coral

4.95 out of 5 average rating, 44 reviews

Patricia - with Kayaks, Bikes and Boat Dock

The exterior of the home is displayed, showcasing a well-manicured lawn bordered by tropical plants and palm trees. A spacious driveway leads to a two-car garage. Clear blue skies complement the inviting facade, which features a covered entrance.

4.91 out of 5 average rating, 124 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.

Cottage in Naples

4.82 out of 5 average rating, 105 reviews

Cozy Cottage Near Vanderbilt Beach

A screened outdoor patio features a round glass table surrounded by sturdy wooden chairs with cushions. A small potted plant sits on the table, while a swimming pool and lounge chairs are visible in the background, surrounded by lush greenery.

4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

A cozy outdoor seating area features two dark wicker sofas adorned with striped cushions. A glass coffee table is centered between them, holding a bottle of wine and two glasses. Lush greenery is visible in the background, creating a serene environment.

Townhouse in Fort Myers

4.87 out of 5 average rating, 192 reviews

Hideaway at Hidden Palms Cove

Family-friendly home rentals with a pool

Villa in Cape Coral

4.94 out of 5 average rating, 35 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

A screened-in patio surrounds a heated swimming pool, featuring a swimming ladder and steps leading into the water. Lounge chairs are positioned nearby, and colorful blue chairs add a pop of color against the backdrop of lush greenery and palm trees.

Home in Cape Coral

4.94 out of 5 average rating, 16 reviews

Fun! Boat Rental, Pool, Hot tub, Fish, Near Beach

Top guest favorite

The lanai features a heated pool surrounded by a spacious screened enclosure, offering views of lush landscaping and a serene lake. Sunlight reflects off the water, creating a relaxing atmosphere. Landscaping includes ornamental plants and palm trees, enhancing the tranquil setting.

5 out of 5 average rating, 27 reviews

Briarwood Paradise - The Briarwood Rental Company

Apartment in Fort Myers Beach

4.69 out of 5 average rating, 102 reviews

Great Resort! Large Heated Pool / Hot Tub

Top guest favorite

A spacious swimming pool is showcased, surrounded by lounge chairs and palm trees. The clear blue water reflects the sky, emphasizing the inviting atmosphere. The buildings of the condo complex stand in the background, illustrating the layout of the community.

Condo in Bonita Springs

4.8 out of 5 average rating, 113 reviews

Oceanview unit. Completely remodeled Pool is open!

A screened heated pool is surrounded by lush tropical plants and red lounge chairs. The tranquil water view is enhanced by a vibrant sunset with orange and purple hues visible through the enclosure, creating a serene environment.

Home in Cape Coral

4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.

Home in Fort Myers Beach

4.86 out of 5 average rating, 64 reviews

SeaClusion Oasis

An open-concept living area features large glass windows providing views of the outside. The space is furnished with a light grey sectional sofa and a blue armchair, complemented by a coffee table. A dining area with white chairs is visible in the background.

Condo in Fort Myers

4.82 out of 5 average rating, 22 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

Destinations to explore