Beachfront holiday rentals in Estero Island

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Sea Salt Beach Front Condo

Welcome to Sea Salt at Castle Beach, a newly renovated 2-bedroom, 2-bath Gulf-front condo designed for relaxation, comfort, and effortless coastal living. The open living space includes a comfortable pullout sofa. Each bedroom features its own ensuite with a walk-in shower, offering privacy and convenience for couples, families, or friends traveling together. The lanai spans the width of the condo, delivering breathtaking, unobstructed views of the Gulf and your private stretch of beach.

The Shores Penthouse Gulf 100% ocean Gulf front

All windows face beach. As close as you can get to the ocean. Under building parking.Enjoy your island vacation in this spacious and tastefully decorated, Florida motif, direct Gulf-front, one bedroom condo. The Shores is currently having elevator rebuild since hurricane Ian. The condo features a patio area with tiki huts and deck. If you want a secluded beach experience, Lovers Key State Park is a beautiful stretch of sand surrounded by mangroves and tidal lagoons. Breathtaking sunsets..

**Luxury Beach Front Condo w/ Pool in heart of FMB

You'll absolutely love this 2 bed / 2 bath beachfront condo that includes: *Direct access to the powder white sand on Ft. Myers Beach * Pool and hot tub are OPEN! New furniture is being delivered and we will have updated photos soon! * Less then a mile to all of the shops and restaurants in Times Square * Fully stocked gourmet kitchen * Dedicated free parking space included * Elevator for easy access * Beach towels and chairs provided * Fantastic views from the private balcony

Beachfront! 3BR w/Incredible Gulf Views*Pool

Wake up to breathtaking Gulf views at this beachfront retreat. Just steps from the soft white sand, this coastal getaway offers spacious outdoor decks perfect for enjoying sunrise coffee or sunset skies over the water. Guests can relax by the community pool, unwind to the sound of the waves, and spend their days swimming, shell hunting, or soaking up the sun. Sleeping up to eight guests, this comfortable beach home is ideal for families looking to relax and enjoy the best of the coast.

Ocean Glass

Beach Villas #503 – Beautiful Beachfront Condo with Screened Lanai. Wake up to the sound of waves and end your day with breathtaking sunsets over the Gulf of Mexico. This 2-bedroom, 2-bath condo is beautifully decorated and perfectly located on the north end of Fort Myers Beach. Sleeps up to 6 with a king bed in the Primary, two double beds in the guest room. Community pool, BBQ grill, and beach chairs available. Free WIFI, keyless entry, and a dedicated parking pass for one vehicle.

Casa Mia - heaven on the beach STR# 20-0043

Welcome to our beach front home with private walk to the beach. Perfect location. Publix grocery store and restaurants just one block away. The beach is coming back to life. The beach looks great, restaurants and bars are opening and parasailing is back. Food truck courts are now a new addition to the beach. Live outdoor music is back. The Yucatán, Wahoo Willys, Bonita Bills, Dixie Seafood, Fresh Catch Bistro and Junkanoo are some of restaurant’s now open. Beach trolley is running.

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 within short distance. Private enough to be out of the hustle and bustle.

Island Time Too: Beach Front + Resort Amenities!

🌴 Welcome to Island Time Too! This bright 10th-floor 3BR/2BA beachfront condo on Fort Myers Beach’s quiet south end offers stunning Gulf views and nightly sunsets. Enjoy coffee on the screened balcony, direct beach access, and resort amenities including a heated pool, spa, grilling area, and newly renovated tennis & pickle ball courts (we provide equipment for guest use). Walk to Santini Plaza or explore nearby islands for the perfect coastal escape!

Ocean View Steps to the Beach - Seventh Heaven

Seventh Heaven Seventh Heaven is a peaceful beachfront retreat on the seventh floor, offering stunning Gulf views and easy beach access. This one-bedroom condo accommodates up to 4 guests, featuring a private balcony, modern kitchen, and spacious living area. On-site amenities include tennis courts and a coin-operated laundry. No pets allowed. Minimum age of 25 to book. Smoking is prohibited. 7-day minimum rental. Shared laundry facility.

206C Gulf Water Views + 2 bikes + beach gear

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Casa Bella B - Steps to Sand

Fresh, clean, and cozy, this modern 1-bedroom, 1-bath ground-floor condo is located directly across the street from the Gulf of Mexico and Fort Myers Beach’s 7 miles of sugar-sand shoreline. The décor is contemporary beach casual, ideal for a couple’s escape or a solo retreat.