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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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Guest favourite
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.
Apartment in Fort Myers
4.91 out of 5 average rating, 180 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, NOT on 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. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Top guest favourite
A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in Naples
4.97 out of 5 average rating, 407 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Top guest favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.92 out of 5 average rating, 865 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

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, 112 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 beachfront view reveals several multi-story condominiums lining the shore, surrounded by sandy areas populated by beachgoers. Gentle waves lap at the shoreline, while a sky filled with soft clouds adds to the serene coastal atmosphere.
Apartment in Bonita Springs
4.92 out of 5 average rating, 123 reviews

Ken & Gina's Beach Condo (#2301)

Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

Top guest favourite
Home in Fort Myers
4.99 out of 5 average rating, 101 reviews

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU

Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TVs in bedrooms & Living Room Full size appliances & well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, shampoo/conditioner) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee New Pack & Play

Top guest favourite
An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.
Home in Naples Park
4.99 out of 5 average rating, 148 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Top guest favourite
A pyramid-shaped home is seen with a sloped white exterior, set against a clear blue sky. The entrance features large glass windows that reflect the surrounding greenery. Lush plants and vibrant flowers border the pathway, creating a natural and inviting entrance.
Home in Fort Myers
4.93 out of 5 average rating, 261 reviews

*Unique Pyramid home with natural spring water

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 10 total properties *Fully stocked unit with all the amenities of home

Guest favourite
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.
Home in Fort Myers
4.93 out of 5 average rating, 157 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!

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, 220 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, 114 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!

Top guest favourite
A compact living area features a light-colored sofa and wooden accents. A sturdy ladder leads to a lofted sleeping area. Natural light fills the space, highlighting a well-equipped kitchenette with modern appliances and a small dining area. A door offers access to the outside.
Tiny home in Cape Coral
4.98 out of 5 average rating, 167 reviews

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Popular amenities for Estero family-friendly rentals

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$298 SGD$323 SGD$323 SGD$296 SGD$255 SGD$244 SGD$253 SGD$237 SGD$218 SGD$264 SGD$298 SGD$310 SGD
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Quick stats about holiday rentals that are family-friendly in Estero

  • Total holiday rentals

    Explore 150 holiday rentals in Estero

  • Nightly prices starting at

    Estero holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,490 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    140 of Estero holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Estero rentals

  • 4.8 Average rating

    Estero stays are highly rated by guests – averaging 4.8 out of 5!

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