
Family-friendly holiday rentals in Estero Island
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Top-rated family-friendly rentals in Estero Island
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Ft Myers Beach & Lovers Key State Park- FANTASTIC!
BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Heated pool, canal, outdoor kitchen & walk 2 Beach
Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

The Wren at Coconut Cove
Welcome to The Wren at Coconut Cove on Fort Myers Beach! This bright and comfortable unit puts you just steps from white sand and blue waves. Whether you’re here to relax, explore, or soak up unforgettable sunsets, this beach retreat has everything you need. Start your mornings with coffee, spend your days swimming, shelling, or lounging under the Florida sun. In the evenings, unwind in your space or head out to enjoy Fort Myers Beach’s famous restaurants, bars, and live music just minutes away.

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!

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi
🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

Walk to Times Square, steps to the Beach!
Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers 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!

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

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!

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Across the beach, free parking, bbq, fits 4, pets
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.
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub

Private Palm Oasis - Close to Beach

Seacret EsCape | Heated Pool + Game Room + Lanai

Gorgeous Beach Residence with Pool, Spa, and Bikes

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

2nd Floor Beachfront Condo Sanibel Harbour

Coastal Modern Retreat with Heated Pool and Spa

Sleeps 16 | Bay View | Heated Pool | Walk to Beach

Luxury Villa: Pool, Hot Tub And Amazing Lake View
Family- and pet-friendly home rentals

Waterfront Villa•Heated Pool•Dock•Fishing•Kayaks•

Sunshine Dockhouse | Fort Myers Beach

Introductory Price! Sleeps 8 - 5 min walk to beach

Sunny w/Pool 5 min walk to beach

Stunning - Close to the Beach, Heated Pool

Seaside oasis studio with with heated pool

Paradise on Estero Bay

Paradise on Palermo-Pool STR#200042 Now renting
Family-friendly home rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Boutique condo on the bay, short walk to the beach

The Heron House

Plunge in the pool at this Fort Myers Beach home

733 Sunset Hideaway | Pool & Spa

The Natural Palm Beach House: Luxurious & Low-Tox

Sea Salt Beach Front Condo

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Destinations to explore
- Seminole Holiday rentals
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- Rentals with a hot tub Estero Island
- Family-friendly rentals Fort Myers Beach
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Blind Pass Beach
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Boca Grande Pass
- Stonebridge Country Club
- Esplanade Golf & Country Club of Naples
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Jetblue Park
- Bowman's Beach
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Hertz Arena
- Barefoot Beach State Preserve




