
Family-friendly vacation rentals in Estero Island
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Top-rated family-friendly rentals in Estero Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

100% cancel policy,Heated Pool, Beach, Dogs ok.
Everything provided for the best family vacation ever. Relaxing, Convenient location, 3 minute walk to grocery store. Heated indoor pool / hot tub its bright, light and very clean. Short walk to the beach 400 ft. 3 bedrooms sleeps 6 or 7 has 2 bath, a large living room, dining area and sitting area, full stocked kitchen free laundry area washer and dryer. grill, 2 new 55" TVs. Very fast internet. Dogs welcome. Fort Myer Beach STR Rental#19-1380. Unit 284624w4004000080. Application: A250616

Gorgeous Beach Residence with Pool, Spa, and Bikes
Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

Beach Cottage w/ htd pool + The Beach is in sight!
Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

2/2 Home in Bokeelia, Boat Lift Included!
This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pine Island! This property has beautiful tropical décor to get you settled into the island lifestyle. You can relax and enjoy the views and wildlife on the back patio or grill the day's catch. This canal has incredible Gulf access and you will be out to the intra-coastal in minutes for some of the best fishing in not just the country, but the world. Bring your boat!

Short walk to Beach!
Relax near the beach at this peaceful place to stay. This quiet upstairs unit is newly remodeled with new appliances and quartz counters! Enjoy sitting on your private porch or rent both sides with friends and open up the privacy door between the porches. This unit sleeps 4 people with: King bedroom Queen futon in living room Additional living space can be rented with downstairs unit that sleeps 8 and other upstairs unit that sleeps 4 (mirror image of this unit).

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

Grace by The Sea · 2025 Build · Steps to Beach
This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

The Coconut Shack
Welcome to Fort Myers Beach! At the Coconut Shack, enjoy an AMAZING SALTWATER POOL with sun on the lanai all afternoon. Grill out, relax, or head down to the BEACH - beach gear included! AMAZING outdoor KITCHEN/BAR. Rent a BOAT and park at the end of the street and WALK to the house! Fresh coffee is stocked before you arrive, and you're just 20 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation.

Bungalow 4ppl, 500ft to beach, BBQ, Beachgear
Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

555 Royal Palm Villa | Luxury Heated Pool Home
Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

Lovers Key Resort Suite 5 - Bay View
Enjoy this 5th floor condo at Lovers Key Resort, with breathtaking views of Estero Bay! Take in the view from inside through the floor to ceiling windows or sit out on the balcony. Admire the gorgeous sunrise over the bay as you sip your morning coffee! This fully furnished 1 bedroom, 1 bath condo features a king size bed, TV in the bedroom, and an extra large bathroom with garden tub and a walk-in shower.
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Heated Pool Home-Minutes to Barefoot Beach

Pink Star | Coastal Chic - Walk to Town Square

Designer Naples Home w/ Heated Pool & Spa

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

Gulf Access & Heated Pool and Spa - Cape Clover

Santa Maria #410, 2 Story THouse, Fresh Remodel

Villa Longboat Key

Villa Sueno Americano Heated Pool+Spa |Gulf Access
Family- and pet-friendly home rentals

Blue Mermaid

Flip Flop Paradise | 3 Bdrms, Pool, Steps to Beach

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

Spring Creek Hideaway, "Our Secluded Gem" Pool

Coral Pearl- Modern New Construction Vacation Home

Luxury Coastal Florida Estate with Pool

Luxe Home Pool!

Pool Time and Fun Times at Mermaid Dream
Family-friendly home rentals with a pool

BEACH/POOL/Times square Cottage

Boutique condo on the bay, short walk to the beach

3mins2Beach|ScreenedHeatedPool|Bikes|Office|Fenced

New house, Free heated pool, elevator, beach views

Private fenced backyard. Fun heated pool.

Tropical Oasis: Stunning Pool Home in Bonita

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Renaissance Oasis Retreat
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- Naples Beach
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