Beachfront vacation rentals in Estero Island

Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.

5 out of 5 average rating, 7 reviews

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

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, 8 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

A spacious living area is presented with light-colored sofas and a decorative bronze coffee table. Soft textiles, including patterned throw pillows and a green knit blanket, add comfort. Natural light flows in through the window covers, enhancing the inviting ambiance.

5 out of 5 average rating, 8 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

Welcome to Island Time Too! This stunning 10th-floor 3 bedroom, 2 bath condo offers breathtaking Gulf of Mexico views. Fully updated with modern finishes, it boasts a cozy, welcoming vibe and has all the comforts of home. Enjoy a sleek kitchen, comfortable living spaces, serene bedrooms and a beach front balcony perfect for morning coffee or evening cocktails. On-site resort-style amenities include a sparkling pool, relaxing spa, and direct beach access, making it the perfect coastal retreat.

Superhost

The private lanai features a spacious seating area with two chairs overlooking the water. A panoramic view of the Gulf and bay is captured, showcasing the coastline and greenery. The clear sky enhances the vibrant colors of the surrounding landscape.

4.93 out of 5 average rating, 30 reviews

Beachfront Lovers Key Beach Club Condo 1002

Our remodeled 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Superhost

A newly renovated house with a light blue exterior is surrounded by palms. A wooden deck wraps around the front entry, leading to a door above the ground level. Two garage doors are visible beneath the elevated structure, situated on a concrete driveway.

5 out of 5 average rating, 6 reviews

Wobbly Pelican #2 steps from the beach!

The Wobbly Pelican #2 has a beautiful oceanview and the beach is just steps away! Newly renovated inside and out. The house boasts one large deck with a portion screened in. 3 bdrms (Q, Q, T+T) and 2 full bathrooms. Washer and dryer on site. Located btw public beach access 16 & 17, 1/2 mile from the Publix grocery store & 1/2 mile from CVS. If you are looking for space for larger parties, ask about the Wobbly Pelican #1 located next door! Come visit us – FMB Strong!! STR#24-0114

Guest favorite

A serene canal view is presented, showcasing a boat dock with a small boat anchored nearby. The beach house, painted in soft grey, features multiple windows and is surrounded by lush greenery and well-maintained landscaping, providing a tranquil waterfront setting.

4.76 out of 5 average rating, 21 reviews

Beachside Oasis

Discover serenity at our upscale 4BR beach house nestled in a quiet corner of a bustling resort town. Just steps from Fort Myers Beach, this luxurious retreat offers a private pool and a boat dock on a scenic canal. Each room is tastefully designed to provide maximum comfort and style. Perfect for families or groups seeking a blend of relaxation and adventure in a prime location. Enjoy the best of both worlds—peaceful seclusion with easy access to local attractions and activities.

Cottage in Fort Myers Beach

A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.

4.92 out of 5 average rating, 113 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 118 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Superhost

A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.

5 out of 5 average rating, 4 reviews

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.

Guest favorite

4.81 out of 5 average rating, 107 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 Unit 206C at Estero Beach & Tennis Club offers the ultimate beachfront escape in Fort Myers Beach’s exclusive South End. With direct ocean views, pristine interiors, and steps to the sand, it’s perfect for relaxing, dolphin watching, and soaking up beach vibes. Thoughtfully designed and packed with top-tier amenities, it’s no surprise this clean, luxurious condo is a 5-star favorite.

5 out of 5 average rating, 24 reviews

A spacious villa is surrounded by tranquil waters, palm trees, and a private dock featuring a tiki hut. The property displays a large screened lanai, enhancing open-air living. The serene water view complements the retreat-like atmosphere of this unique corner lot.

Home in Cape Coral

A tropical boaters pet friendly paradise!

This villa with corner lot offers you on 2462 sqft with 3 bedrooms and 2 bathrooms as well as 2 half-bath space for 6/8 people and is located in one of the most desirable areas of Cape Coral on the end of a dead end street with lots of privacy. The home is surrounded by palm trees, water and has it’s own little private beach. It feels like an island retreat. With 220 feet of dock and a tiki hut, there is day and night water fun.

Guest favorite

A comfortable living area is highlighted by a deep red sofa adorned with decorative pillows. A glass coffee table sits on a large area rug, while a view of the water is framed by sliding glass doors that open to a private outdoor space.