Beachfront holiday rentals in Estero Bay

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.

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Bonita Springs / Fort Myers Beach waterfront Lover's Key Resort with beach access. Large suite on the 6th floor. Sun filled floor-to-ceiling windows, captivating stunning bay and gulf views. Full size kitchen with breakfast bar and a large bathroom with jacuzzi tub plus separate shower. Bay front pool & hot tub, fitness room, business office, laundry facilities, beach access, and the award winning Flippers on the Bay waterside restaurant. A short drive or bike to State Park and public beach.

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 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!

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 - 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 miss this lifetime memorable experience. The Hot Tub is closed for shore repairs - bridge construction is minor.

Blissful Beachfront Condo And Private Beach!

Experience the simple life in this beachfront condo with incredible views of both the Gulf of Mexico and Estero Bay! From your private balcony, you can sip your morning coffee at sunrise and your favorite cocktail at sunset ...or walk the white sand beaches of Lovers Key State Park! Located only minutes from dining, shopping, and water sports, you can choose to do it all...or do absolutely nothing at all! Bridge upgrades are near complete and expected to be open to traffic by January 1st!

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.

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.

Gulf Water Views + 2 bikes, beach gear weekly stay

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.

Steps to Bonita Beach | Across from Access #7

Just across the street from Bonita Beach at Public Beach Access #7, this rare dual-water home offers the best of coastal living. Enjoy the Gulf beach on one side and peaceful back bay waters on the other. Skip the parking and walk straight to the sand, then return to relax in a quiet island setting. Sunrise over the bay, sunset at the beach — classic Bonita Beach living.

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Beach/Sunset Bay/Sunrise Relax/Island Living

Sleeps six comfortably, with separate bathroom vanity along with full bathroom with large shower. There is a linen storage closet and stackable washer/dryer. There are TV's in both bedrooms, along with one in the living room. Street side bedroom has a desk for the working traveler.

Beach Watch - Gulf View!

Escape to paradise at this beautifully updated 2-bedroom, 2-bathroom condo located on the peaceful south end of Fort Myers Beach. Enjoy miles of white sugar sand, incredible shelling, playful dolphins, and breathtaking sunsets—all just steps away.