Condo holiday rentals in Estero Island

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Sundial A208- Stunning Beachfront 2BR at Sundial

Introducing Sundial A208- A true island oasis featuring phenomenal gulf front views! This beautifully updated and decorated condo offers all the luxuries of home with those spectacular Gulf views and magnificent sunsets to match! Featuring 2 bedrooms and 2 bathrooms and a fully stocked & equipped kitchen to make your stay as comfortable and enjoyable as possible! Available for the first time since its complete renovation in 2025, don't miss out on the opportunity to experience some of the finest

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.

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

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.

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.

Casa Bella A - 3 Bed/3 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #20-0056. Fresh, clean, and cozy, this modern 3 bedroom, 3 bath condo/apartment is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. At 1590 square feet Casa Bella “A” features two master suites, each with king beds plus a bedroom with two twin beds, each with its own bathroom. It’s worth mentioning the top floor master suite has a desk and chair if you need a quiet place to work while away from the office.

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.

EBT 206C Gulf Water Panoramic 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.