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Family-friendly holiday rentals in Estero

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Estero

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

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Top guest favourite
An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.
Home in Fort Myers
4.94 out of 5 average rating, 104 reviews

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Guest favourite
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.
Guest house in Fort Myers
4.91 out of 5 average rating, 106 reviews

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.

Top guest favourite
A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.
Flat in Fort Myers
4.94 out of 5 average rating, 108 reviews

Golf & Pool Views! Close to FGCU and Airport.

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Top guest favourite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guest house in Fort Myers
4.98 out of 5 average rating, 181 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Guest favourite
A view of the outdoor patio area features comfortable seating under blue umbrellas. A gas grill is positioned nearby, surrounded by tropical landscaping with palm trees and native plants. The pyramid home's expansive glass walls create a bright and open atmosphere.
Home in Fort Myers
4.93 out of 5 average rating, 229 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

Guest favourite
A modern bathroom features sleek tile walls and a glass shower enclosure. A floating vanity is positioned next to a round mirror, and a compact toilet is included. Decorative elements include a small plant and textured bath mat, enhancing the space's contemporary design.
Flat in Fort Myers
4.94 out of 5 average rating, 108 reviews

Blackstone Villa

This apartment is a quiet and relaxing place to stay; we are located 14 minutes to the Fort Myers Airport and 10 minutes to the I-75; we are close to several malls, including Edison Mall, Gulf Coast Town Center, Miromar Outlet, Coconut Point, and Belt Tower, also near to Popular Universities as FSW and FGCU. Not to mention, we are close to Fort Myers Downtown. We prepared this apartment with everything you need for long and short-term stays.

Top guest favourite
A covered porch area is visible, framed by white railings and blue siding. The door leading inside features a screen, providing ventilation. Bright sunlight filters through, highlighting the outdoor space and views of greenery in the distance.
Guest house in Fort Myers
4.98 out of 5 average rating, 111 reviews

Charming Carriage House in Historic Neighbourhood

This lovely carriage house backs onto the famous Edison Ford Estates making it a truly unique location- you really don’t have far to go to explore its beautiful gardens! Hit the Downtowns restaurants, bars and shops nestled within Art Deco architecture in stunning pastel colours for a real ‘Old Florida’ experience! DT is a 20 minute walk away or take advantage of the free trolley service from Nov-May 1. SWF airport 17 miles.

Guest favourite
The exterior of Turtle Bungalow is framed by tall palm trees and lush greenery. A shaded seating area is arranged under a large umbrella, accompanied by a table and chairs. Decorative elements, such as a small statue and potted plants, enhance the entrance.
Guest house in Naples
4.91 out of 5 average rating, 126 reviews

Turtle Bungalow

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

Top guest favourite
A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.
Apartment in Bonita Springs
4.82 out of 5 average rating, 216 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Top guest favourite
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.
Home in Bonita Springs
4.97 out of 5 average rating, 110 reviews

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!

Guest favourite
A cozy bed is adorned with a decorative coverlet featuring a light blue and white pattern. Multiple plush pillows in shades of white and silver are arranged on the bed. Above, three decorative mirrors reflect light, while a stylish lamp adds soft illumination to the space.
Guest suite in Lehigh Acres
4.89 out of 5 average rating, 123 reviews

lovely Suite waiting for you with private patio

Hermosa e impecable suite Pensando en su comodidad y en una agradable estadía que te hará volver! Rodeados de aire puro y tranquilidad A -10 min Lehigh Acres Community Pool Pelican's SnoBalls & Mini Golf Walmart and Publix etc JetBlue Park Estadio Six Mile Cypress Preserve Downtown de Fort Myers, Edison Mall Bellas puestas de sol Bonita Boat Rentals Miromar Outlet Golf cost center Coconut point

Top guest favourite
A covered screened-in porch features a wicker couch and a matching chair, both adorned with blue patterned cushions. Lush greenery creates a natural backdrop, enhancing the tranquil atmosphere of the space. The tiled floor offers a cool, inviting surface for relaxation.
Guest suite in Cape Coral
4.9 out of 5 average rating, 113 reviews

Cape Coral Cozy Quiet Private Efficiency Apartment

This NON-SMOKERS effenciency apartment has a comfy firm King mattress with a foam topper. Melt your stress away as you sleep PLEASE NOTE: The Apartments laundry is done on a weekly basis… but personal laundry can be done in a local Laundromat. A small kitchen area (NO STOVE) private entrance in a quiet ,safe neighborhood.Close to shopping and hospitals and other Florida The Air is set at 77*

Popular amenities for Estero family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Estero

  • Total rentals

    150 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero
  6. Family-friendly rentals