Family-friendly vacation 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!

Indoor spacesFamilyHospitality

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.

4.94 out of 5 average rating, 163 reviews

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.

Indoor spacesFamilyBackyard

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!

Indoor spacesKitchenLaundry

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

KitchenIndoor spacesComfort

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.

FamilyKitchenCondition

A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

4.99 out of 5 average rating, 150 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

FamilyKitchenLong stay

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

FamilyKitchenAir conditioning

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!

KitchenIndoor spacesComfort

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, 111 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.

KitchenFamilyParking

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!

Indoor spacesFamilyCheck-in

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.

4.96 out of 5 average rating, 144 reviews

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.

FamilyIndoor spacesGrill

Apartment in San Carlos Park

A spacious bedroom features a bed with a deep red blanket, complemented by two gray pillows. A ceiling fan circulates air, while a wall-mounted television is positioned across from the bed. Natural light enters through a frosted window, enhancing the calming atmosphere.

Villa San Carlos Park

Relax with the whole family at this peaceful place to stay. This property is located at San Carlos Park, is a quite and beautiful neighborhood, near I-75 between exit 123 - 128. We are located close to three diferentes malls( 10 minutes away from Gulf Coast Town Center, 12 minutes to Miromar Outlets and 15 minutes to CoConut Point). We also have a university campus about 12 minutes(FGCU).

Indoor spacesKitchenBiking

4.94 out of 5 average rating, 157 reviews

Popular amenities for Estero family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A screened lanai contains a heated saltwater pool and spa, surrounded by natural landscaping. Sunlight reflects off the water's surface, and comfortable lounge chairs are positioned nearby on the patio. Expansive space offers opportunities for relaxation and outdoor enjoyment.

4.99 out of 5 average rating, 108 reviews

Family Oasis with Heated Pool & Spa Near Beaches

FamilyIndoor spacesQuiet

Condo in Fort Myers Beach

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

KitchenIndoor spacesHiking

4.94 out of 5 average rating, 191 reviews

4.93 out of 5 average rating, 167 reviews

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

Home in Naples

La Dolce Vita

FamilyKitchenComfort

A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.

4.98 out of 5 average rating, 172 reviews

Luxe Oasis with Pool & Hot Tub

KitchenIndoor spacesGetting around

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

4.99 out of 5 average rating, 104 reviews

Modern City Loft in Downtown River District

FamilyIndoor spacesTV

4.88 out of 5 average rating, 114 reviews

A serene outdoor space is showcased, featuring a saltwater pool and spa under a protective screen enclosure. The inviting turquoise water reflects sunlight, while tropical greenery is visible in the background, enhancing the tranquil atmosphere of the estate.

Home in Naples

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym

KitchenFamilyValue

4.96 out of 5 average rating, 139 reviews

Home in Naples Park

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

FamilyKitchenDecor

A bright living area is decorated with a spacious brown sofa and two light grey chairs. A modern television is mounted on the wall above a dark console. Large glass doors offer views of the outdoor space, framed by light curtains. Fresh greenery is visible in the corner.

5.0 out of 5 average rating, 86 reviews

Modern Coastal Retreat / heated pool and hot tub

KitchenFamilyCleanliness

Family- and pet-friendly home rentals

Guesthouse in San Carlos Park

The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.

Hezekiah's 2 Story Guesthouse with Pool

FamilyKitchenComfort

4.88 out of 5 average rating, 126 reviews

4.95 out of 5 average rating, 405 reviews

Whole cozy house

Indoor spacesFamilyBathroom

A single-story house is presented, featuring a light exterior with a simple roofline. Small landscaped bushes are arranged along the front, while a neatly maintained lawn stretches across the yard. Large windows provide natural light, and a driveway leads to the entrance.

4.75 out of 5 average rating, 146 reviews

Fort Myers Home Near Beach | Pets OK | Sleeps 8

Indoor spacesFamilyValue

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

KitchenIndoor spacesBackyard

4.9 out of 5 average rating, 160 reviews

A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. Stylish pendant lights hang above a spacious island with a granite countertop. A fruit bowl adds a pop of color, while ample cabinetry provides storage space.

Home in Villas

Still available for Jan, Feb, March 2027

KitchenFamilyAmenities

Place to stay in San Carlos Park

Charming Brand new Private Efficiency

KitchenIndoor spacesLocation

4.78 out of 5 average rating, 128 reviews

Superhost

A modern living area features a sectional sofa in light gray, positioned beside a glass coffee table. A wall-mounted television is displayed above an electric fireplace, adding a touch of warmth. Large windows allow natural light to fill the space, offering views of the outdoor surroundings.

4.81 out of 5 average rating, 135 reviews

Cozy Home: 2min to FGCU, 10min to Airport

FamilyKitchenAmenities

5.0 out of 5 average rating, 17 reviews

A screened-in lanai houses a private pool with clear blue waters, complemented by light-colored deck tiles. Sunlight filters through the mesh enclosure, casting playful shadows on the patio furniture, which includes reclining lounge chairs and a shaded seating area for relaxation.

Home in Estero

Relaxing Riverside Pool Home

FamilyIndoor spacesComfort

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 245 reviews

A dining area is presented with a large wooden table surrounded by upholstered chairs. A centerpiece of greenery and fruit adorns the table. The walls are painted in a soft blue, complemented by decorative seahorse artwork and a stylish light fixture.

Home in Cypress Lake

“Dream Vacation”Pool.Near airport&baseball

FamilyIndoor spacesLayout

4.96 out of 5 average rating, 23 reviews

Heated Pool Home Near Beaches, Airport & Shopping

FamilyKitchenLocation

Two wicker lounge chairs are positioned beside a private heated pool, framed by a screened lanai. A soft blue blanket is draped over one chair, while lush tropical greenery is visible through the screen, creating a serene outdoor space.

4.91 out of 5 average rating, 54 reviews

Spacious 4 BR Retreat w/ 3 Ensuites, Pool & Spa

FamilyIndoor spacesValue

A bright living room features a reclining sectional sofa facing an 85-inch Sony smart TV mounted on the wall. An elegant shelving unit holds decorative items. Large sliding doors lead to the pool area, enhancing natural light in the space.

5.0 out of 5 average rating, 46 reviews

Barefoot Breeze 2

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 22 reviews

Gulf Waterfront Getaway-Pool•Dock•Grill•Games•Boat

FamilyIndoor spacesCleanliness

5.0 out of 5 average rating, 22 reviews

1-Acre Private Oasis • Heated Pool • Near Beaches

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 25 reviews

LE BLEU Charming Poolside Retreat/Close to beach

KitchenIndoor spacesNearby

A serene pool area is featured, surrounded by lush tropical greenery. A large umbrella provides shade over two white lounge chairs positioned beside the pool. A covered seating area is visible in the background, adding to the outdoor relaxation space.