
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.

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.

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.

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.

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.

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

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

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.

*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

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!

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.

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!

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
Family-friendly home rentals with a hot tub

Private Palm Oasis - Close to Beach

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

Last Minute Deals! Walk to beach! Jacuzzi & Pool

Modern Coastal Retreat / heated pool and hot tub

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Luxury in the sky

Venetian Photoshoot - La Dolce Vita

LUXE: Beach Home w/ Screened Pool & Spa, BBQ
Family- and pet-friendly home rentals

Waterfront Retreat• Sunsets • Pool• Dock•Kayaks

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Paradise on Estero Bay

Stay in an efficiency room with a patio.

Dive into Luxury: Stunning Tropical Home & Pool

Whole cozy house

Renovated Pool Home in Historic Bonita Springs

Coastal Breeze Cottage
Family-friendly home rentals with a pool

November special

606 SeaRenity Resort • Designer Home w/Heated Pool

Renaissance Oasis Retreat

Ocean Breeze Stay | Estero Beach Tennis 708A

The Trellis House With Sauna (Pool not Heated)

Paradise Found

Classic Arcades Heated Pool Home by Beach & Dining

Escape to the "Oasis"!
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
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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- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Stump Pass Beach State Park
- The National Golf & Country Club Ave Maria
- Spanish Wells Country Club
- Morgan Beach
- Seagate Beach Club
- Panther Run Golf Club
- Cypress Woods Golf & Country Club
- LaPlaya Golf Club
- Boca Grande Pass
- Worthington Country Club
- The Quarry Golf Club Naples
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Gasparilla Island State Park




