Family-friendly vacation rentals in Estero Island

Condo in Fort Myers Beach

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.

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

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.

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!

4.89 out of 5 average rating, 328 reviews

A bright and cheerful living area features a teal sofa adorned with colorful cushions and a patterned armchair. A coffee table sits in the center on tiled flooring, with large glass doors opening to a private patio area, inviting natural light into the space.

Home in Fort Myers

Captivating Pyramid home in S Ft Myers-7019

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid !! This home is perfectly situated in a quaint community with an enormous spring water lake just a short walk from your pyramid. * Fully equipped home with free WIFI, 2 Roku TVs, beach gear, washer/dryer, and 2 private patios with a gas grill. * Comfortable for 4 total guests including small families, couples, or great friends who want to have a memorable vacation! * 15 miles from most beaches * Self check in

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.

4.88 out of 5 average rating, 230 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.

Condo in Fort Myers Beach

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 108 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

4.92 out of 5 average rating, 170 reviews

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

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.

4.86 out of 5 average rating, 336 reviews

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

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

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.

4.94 out of 5 average rating, 310 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.

Cottage in Fort Myers Beach

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.

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!

Apartment in Fort Myers Beach

An aerial view captures the vibrant coastline of Fort Myers Beach, with clear blue waters meeting a sandy shore. Various colorful buildings line the street, while the Gulf of Mexico stretches into the horizon, highlighting the proximity of the rental to the beach.

4.9 out of 5 average rating, 156 reviews

Casa Bella B - 1 Bed/1 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #21-0112. Fresh, clean and cozy, this modern 1 bedroom, 1 bath condo/apartment is located directly across the street from the Gulf of Mexico and 7 miles of sugar sand beach. Occupying the ground floor of our four-unit building, the décor is contemporary beach casual and is perfect for 2 people. This popular ground floor unit features a primary bedroom with queen bed and new memory foam mattress and the bathroom has a combination tub/shower.

4.87 out of 5 average rating, 649 reviews

The kitchen features a dark granite countertop with a sink and modern appliances. A small bar with a stool is present, alongside a dining table set for two. Natural light fills the space through a nearby window, highlighting the inviting layout.

Home in Fort Myers

Vacation House Next To Sanibel Island And Captiva

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee, tea and water 2. Bikes, Paddle boards 2 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Apartment in Fort Myers Beach

A private balcony overlooks the water, offering expansive views of the bay and marina. The large swimming pool area is visible below, surrounded by lounge chairs. The backdrop includes a multi-story building and distant shorelines under a clear blue sky.

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite

Enjoy breathtaking views from this 10th floor condo at Lover's Key Beach Club! This one bedroom, one bath condo is the perfect place for a quiet, romantic couples getaway. From the private beach to the large pool area, there's no better place to relax in the Florida sunshine! Wake up refreshed and sip your coffee on the private balcony overlooking the water. Prepare meals in the full kitchen or head down to the BBQ grill area!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Estero Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A private outdoor area features a heated salt-water pool and spa, surrounded by a spacious stone patio. Six lounge chairs are arranged around a circular table, providing ample space for relaxation. Lush greenery and palm trees create a secluded atmosphere, enhancing the tranquil setting.

4.84 out of 5 average rating, 195 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

An outdoor dining area features a large table with colorful cushioned chairs, situated next to a heated pool and hot tub. A ceiling fan provides comfort, while the screen enclosure ensures a pleasant atmosphere. Scenic views of the waterfront enhance the setting.

4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

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.

4.86 out of 5 average rating, 22 reviews

Luxury Sailboat Access Pool/Spa Home by Yacht Club

4.89 out of 5 average rating, 157 reviews

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

Studio- Olde Naples, 2 blocks to beach Studio unit

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.

4.94 out of 5 average rating, 16 reviews

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

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.

4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

A serene outdoor space features a sparkling pool and spa, surrounded by a spacious patio area. Lush palm trees can be seen along the waterfront, with a clear sky above. Comfortable seating is positioned near the water, providing a perfect spot to relax.

4.78 out of 5 average rating, 23 reviews

Villa 1st Place

4.85 out of 5 average rating, 13 reviews

Aerial view of a tranquil waterway and nearby residential area. The landscape features a series of houses lining the lakeside, with lush greenery surrounding the water. The expansive water offers glimpses of the open lake beyond, highlighting the peaceful and spacious environment.

Villa in Cape Coral

Villa Aruba - Summer Special! On Lake Britannia!

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Family- and pet-friendly home rentals

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.

4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months ago

We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too

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

ShawnRating, 5 stars1 month ago

This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.

A tranquil landscape features a calm waterway bordered by lush greenery and smooth stones. A palm tree rises beside the modern structure, with reflections seen in the water. Natural light brightens the scene, enhancing the serene ambiance of the surroundings.

4.88 out of 5 average rating, 317 reviews

Crystal Palms

RobRating, 5 stars4 weeks ago

As always, this is a great place!

4.85 out of 5 average rating, 195 reviews

An outdoor seating area features a comfortable arrangement of a sectional sofa and matching chairs with vibrant orange cushions. A glass-topped coffee table sits at the center on a stone-paved floor, while double French doors lead to the interior space.

Townhouse in Naples

Royal Palm flat Bay side shoppes

EmilyRating, 5 stars2 weeks ago

We’ve now stayed at Carlos’ place a few time and each time it’s always the best stay. Great location, easy and comfortable.

4.89 out of 5 average rating, 232 reviews

A light-colored house with a covered porch featuring an orange umbrella stands surrounded by lush greenery. The property showcases a paved driveway leading to a two-car garage, contributing to a welcoming tropical ambiance.

Home in Fort Myers Beach

La Casa On Mango, heated pool-5 min walk to Beach

4.9 out of 5 average rating, 249 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples

Cottage Close to Vanderbilt Beach Heated Pool

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

4.87 out of 5 average rating, 192 reviews

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

Hideaway at Hidden Palms Cove

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Family-friendly home rentals with a pool

A screened lanai area features a heated pool surrounded by lounge chairs. Tropical greenery is visible beyond the pool, providing a serene backdrop. Large glass doors lead into the house, allowing natural light to illuminate the space.

Home in Fort Myers Beach

4.85 out of 5 average rating, 116 reviews

Sunny Mid Island Beautifully Remodeled Home

DestinyRating, 5 stars2 months ago

The house was beautiful and very clean. The pool was perfect. Even when it was cool and windy at the beach, the pool was warm and protected from the wind. The beds were moderately comfortable. The only issue we had was the shower in the back bedroom bathroom had very little water pressure. The location was great to be able to walk to the beach, and was made easy with the wagon and other beach items that were available. The grill came in very handy as restaurants were a little difficult to come by. It’s only 1.7 miles from Time Square, but sometimes that was an hour drive.

A single-story villa is framed by lush green landscaping and palm trees. The exterior features a bright yellow façade with graceful arches over the entrance and decorative windows. A paved driveway leads to a garage, enhancing the welcoming appearance.

4.89 out of 5 average rating, 44 reviews

Villa Seven Palms 3bed/3bath w/ South facing pool

GaryRating, 5 stars11 months ago

Lovely clean home. Bright and airy with clean decor and furnishings. Spacious and spotless pool area with relaxing pool. Host was easy to deal with and management company were very attentive. Would recommend

4.7 out of 5 average rating, 93 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

VictoriaRating, 5 stars1 month ago

had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!

4.74 out of 5 average rating, 66 reviews

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

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars3 weeks ago

Great home. We were very satisfied and would highly recommend this location.

Condo in Fort Myers Beach

4.83 out of 5 average rating, 6 reviews

Estero Beach & Tennis | Gulf Front + Resort Pool!

BarbaraRating, 5 stars11 months ago

It was a great place for my husband and I to stay for a week. The beach was great!

4.68 out of 5 average rating, 25 reviews

A coastal landscape features sandy beachfront extending towards calm, clear waters. Lush greenery and pathways lead from the grassy area towards the shoreline, where individuals can be seen enjoying the beach. The sky is clear, suggesting pleasant weather.

Condo in Sanibel

Loggerhead Cay 553 - gulf view, beach side vacatio

Karin AndreaRating, 5 stars13 months ago

Very nice, friendly apartment. Lovingly decorated and very well equipped. We especially appreciated the beach equipment. Quiet, relaxing environment. Everything has been brand new renovated, including the tennis courts. We can highly recommend the apartment and Ryan & Nicole are very attentive, courteous and helpful hosts who always responded within minutes. Thank you for everything! Hopefully we will be back soon :)

4.86 out of 5 average rating, 64 reviews

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

SeaClusion Oasis

BrendaRating, 5 stars1 month ago

Laura and Michael are wonderful hosts. Communication was excellent! The house is in a great location and the price was on point for the area. It was as described and nicely updated, the pictures don't do it justice. The third bedroom is accessed through the garage or back exterior door so it is a bit separate from the rest of the house and bathroom but it worked well for us. They provide everything you need for a comfortable stay, items for the kitchen, pool, beach, washer-dryer, and a good night's rest. The pool was refreshing and the beach just steps away. The dock on the back bay is a great place to dolphin watch or fish. A short drive or trolley ride to Times Square, shops, grocery and restaurants too! Overall a great stay and would recommend. We all wished we didn't have leave 🙂

A serene waterfront scene is captured, featuring homes with terracotta roofs reflected in the calm water. Lush greenery borders the foreground, while soft clouds drift across the blue sky above, enhancing the tranquil atmosphere of the neighborhood.