Apartment holiday rentals in Estero Island

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.

Ken & Gina's Beach Condo (#2301)

Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

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.

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.

Summer Savings Lovers Key Beach Club Private Beach

* Minimum age to book is 25 please. * 7 night minimum Lovers Key beach front, with all of Lovers Key State Park just across the street which also has beautiful white, sand beaches. Beach...Dolphins...Fishing...Kayaking...Biking...right out your door! Beautiful sunrise and sunsets from the condo. Private beach with private pool. Next door to multiple beaches, restaurants and bars. Private enough to be out of the hustle and bustle.

Rare walkout condo on Sanibel beach-Fully Restored

FULLY RESTORED AND READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

Boutique condo on the bay, short walk to the beach

This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

Pleasant Paradise At Estero Beach & Tennis Club

Welcome to Pleasant Paradise where you will take in the beautiful views of the Gulf of Mexico from your private balcony. This 1-bedroom condo is the perfect vacation getaway. It is located in the Estero Beach and Tennis Club at the south end of the island. This is a 7 NIGHT MINIMUM rental property.

Lovers Key Resort/Stunning water & Sanctuary views

HIGH FLOOR Located on the 8th floor of Lovers Key Resort Unit 803 n Fort Myers / Bonita Springs Fl. Private balcony overlooking the stunning water views of Lovers Key State Park and its beautiful environment Dolphins, Manatees, exotic birds and more spotted right from the balcony. POOL is open