Family-friendly vacation rentals in Estero Island

4.98 out of 5 average rating, 139 reviews

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

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 Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ 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.

A spacious jacuzzi is surrounded by lush palm trees, illuminated with soft blue lighting. Relaxing jets create gentle waves in the water, while warm ambient lights provide a soothing atmosphere for evening enjoyment.

4.91 out of 5 average rating, 46 reviews

200ft From Beach.. 2 Bed 2 bath.. Remodeled SPA

LOCATION LOCATION LOCATION **JACUZZI** *This unit is has 2 Bedrooms with 2 Full Bathrooms *Parking For 4 Cars *Backyard with grill and seating area *Wifi-Cable, Netflix - 3 A/C Units (not window A/C's lol) *New Bikes, Beach Chairs, Beach Towels *Directly Across From The Nicest Beach in SW Florida *Downstairs unit no stairs *Sleeping for 8 guests 2 queen beds 2 air mattresses + huge sofa (this is a duplex unit so the upper unit can be booked as well if you have up to 16 guests) link BELOW

Condo in Fort Myers Beach

4.82 out of 5 average rating, 112 reviews

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

A vibrant, two-story house in a coastal hue is displayed, featuring a spacious pool area surrounded by a paved deck. Sun loungers are positioned near the pool, and a covered seating area can be seen. The property is enclosed by white fencing, adding to its privacy.

5 out of 5 average rating, 16 reviews

New house, pool, views, elevator, steps to beach

Be one of the first families to stay at this Brand New mid island house. Private pool, Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

4.99 out of 5 average rating, 227 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Cape Coral

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Condo in Fort Myers Beach

The open living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a vibrant area rug. The dining area includes a round table with four chairs, and a well-equipped kitchen is visible in the background.

5 out of 5 average rating, 15 reviews

Beachfront @ Elevate in the Sun!

Welcome to ELEVATE IN THE SUN! Where an elevated experience is waiting. Premier Host (Other Site)-4.8* The unit boasts a completely remodeled kitchen with quartz countertops, brand new appliances including a dishwasher (very rare), brand new living room furniture, and new A/C and music surround sound streaming via Amazon Alexa and Apple Music. Sunrises are included each morning on your private balcony and sunsets are breathtaking down on the beach with toes in the bright white sand.

Aerial view captures the pristine beach and Gulf waters, with coastal homes lining the shore. The sun glistens off the water, creating a serene atmosphere. A spacious pool area is visible, along with a welcoming residential exterior featuring multiple balconies and a driveway.

4.93 out of 5 average rating, 15 reviews

NEW Gulf View Villa 6 Bed 6 Bath Heated Pool!

Stunning 6-bedroom, 6-bathroom Gulf-view home just steps from the beach—sleeps 14 (plus 2 with trundles). Ideal for large families or groups, it features panoramic ocean views from two private balconies, a private elevator, en-suite bedrooms with premium linens, and a heated pool (no extra fee!). Enjoy expansive living areas, a gourmet kitchen, and close proximity to local dining, shops, and attractions. The perfect blend of luxury, comfort, and convenience for your next Gulf Coast getaway!

A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.

5 out of 5 average rating, 39 reviews

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Cottage in Fort Myers Beach

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

4.97 out of 5 average rating, 125 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

4.94 out of 5 average rating, 158 reviews

An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a surrounding deck. Seating areas with lounge chairs are positioned nearby, and soft curtains add a relaxed touch to the space. The main living area is visible through the open doors.

Guesthouse in Cape Coral

Pool modern

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

Superhost

A calming beach scene is captured just before sunset, displaying soft pastel hues in the sky. The sandy shore appears tranquil, with gentle waves meeting the horizon. A single figure can be seen in the distance, adding a sense of scale to the vast landscape.

Guesthouse in Fort Myers Beach

4.8 out of 5 average rating, 85 reviews

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!