Vacation rentals with a pool in Estero Island

4.94 out of 5 average rating, 32 reviews

708A Beachfront Sunrise + Sunset Views

Wake up to stunning sunrises and wind down with breathtaking sunsets in this beautifully renovated beachfront condo on the South End of Ft Myers Beach. Enjoy luxury finishes throughout, including a sleek quartz countertop kitchen, modern appliances, and a spa-inspired walk-in shower. The layout and private balcony offer unbeatable ocean & bay views, making it the perfect escape for relaxation, comfort, and coastal elegance—all just steps from the sand. 708A is where your dream vacation starts!

A spacious pool area is visible, featuring lounge chairs arranged around a clear blue pool. Palm trees provide a tropical feel, and the beach is accessible through a wooden pathway in the background. Clear skies contribute to the inviting atmosphere.

4.91 out of 5 average rating, 88 reviews

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.

5.0 out of 5 average rating, 11 reviews

Coastal Escape | Walk to Beach | Sunset Views

Sunshine Escape ☀️ Steps to the Beach • Family + Friends Welcome!🌴 100% beachfront, close to restaurants, the marina, nightlife, supermarkets, and more. From the lanai, enjoy the white sands of our prestigious beach and breathtaking sunsets. Master Bedroom: King-size bed (super comfortable) Second Bedroom: Full-size bed + bunk bed (kids absolutely LOVE this room) Living Room: Sofa bed for additional friends or family Don’t wait — book today and be part of an unforgettable vacation! 🌊☀️

4.97 out of 5 average rating, 65 reviews

Relax FMB Gulf views/ pool Beautiful 2B/2B condo

White Cap Beach condo is just steps away from the gulfs white sandy beach. Relax, unwind, and create beautiful memories in this 2b/2b condo! The master bedroom oasis has a king size bed, full bathroom, private balcony, and a streaming TV. The second bedroom boasts a beachy feel with two twin beds and a streaming TV. The living room has a pull out queen sofa and a new 60 inch 4k TV. The fully loaded kitchen contains all your cooking needs. Enjoy Gulf views from your front balcony.

5.0 out of 5 average rating, 69 reviews

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.

Home in Fort Myers Beach

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.

4.94 out of 5 average rating, 53 reviews

The living area features a unique sky blue vaulted ceiling, complemented by light gray walls. A spacious gray sofa and a round glass coffee table are positioned around a patterned area rug. A modern kitchen bar with white stools is visible, alongside large windows framing natural light.

Home in 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!

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.

4.94 out of 5 average rating, 154 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!

5.0 out of 5 average rating, 20 reviews

Home in Fort Myers Beach

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.

A dining area features a round marble table surrounded by sleek black chairs, accented by a vibrant arrangement of pink flowers. In the background, a living space includes a luxurious chandelier, comfortable seating, and large windows revealing views of the beach.

5.0 out of 5 average rating, 32 reviews

Seaside 204 Beachfront condo - Luna Sea on FMB

LunaSea is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba second 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.

Superhost

5.0 out of 5 average rating, 4 reviews

Tangerine Tides: Resort Pool/Spa, On Beach, Lanai

Welcome to Tangerine Tides! This bright & colorful 2BR/2BA Gulf-view condo on Fort Myers Beach sleeps 6 with a king, queen & sleeper sofa. Enjoy direct beach access, a community pool & hot tub, beach chairs and beach towels, pickleball, tennis, BBQ grills, plus Gulf views from your private balcony. With a fully equipped kitchen and plenty of space to unwind, it’s the perfect island escape for families, couples & friends!

4.92 out of 5 average rating, 13 reviews

Oceanfront Condo 202 | Heated Pool + Gulf Views

Rare remodeled beachfront retreat directly on the white sands of Fort Myers Beach! Enjoy panoramic Gulf views, ocean breezes, beautiful sunsets & a large heated pool. Bright, comfortable and perfectly located mid-island. Supermarket, Junkanoo restaurant/bar & Snook Bight Marina are right across the street. Walk to dining, boat rentals, sunset cruises & deep-sea fishing. Keyless entry, 3 TVs & 6 beach towels included.

A cozy living room features a light-colored sofa and an accent chair, complemented by a wooden coffee table. A piece of coastal artwork decorates the wall. The space opens to large sliding glass doors, providing views of the ocean and access to an outdoor balcony.