Beach condo holiday rentals in Estero Island

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Top-rated beach condo rentals in Estero Island

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Top Guest favourite
A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.
Condo in Fort Myers Beach
4.98 out of 5 average rating, 50 reviews

Beach Sanctuary Condo

Wake up to the Gulf's gentle breezes and breathtaking views from your private balcony! Sip morning coffee or unwind with a cocktail while a stunning sunset paints the sky. Keep an eye out for playful dolphins and watch the fascinating dance of pelicans and seabirds in the protected sanctuary below – it's nature's daily show! Our beach sanctuary is ready for you, although the island is still rebuilding, convenience is just moments away. Book your escape now and experience the magic of the Gulf!

Top Guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Condo in Sanibel
4.95 out of 5 average rating, 103 reviews

100+ 5 Star Reviews and Right on The Beach!

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

Guest favourite
A panoramic view of the waterfront showcases the calm waters, with a small boat and several kayaks navigating along the shoreline. Various buildings line the coast, surrounded by lush greenery, while the distant horizon meets the sea under a partly cloudy sky.
Condo in Fort Myers Beach
4.9 out of 5 average rating, 97 reviews

Enjoy your own private Beach

Building re-opened 1/ 1/2025 after Hurricane Ian. We have discounted our pricing . There is work on a new bridge to Ft Myers Beach, Lobby area does not have furniture yet, Tiki huts are not in yet. Unit is fine. Connects to Lovers key state park- Enjoy hiking & biking trails and kayaking the inland waterway. Enjoy your own Private Beach & Lovers Key State Park. Everything you expect in a Florida vacation Big wide beaches, white sugar sand & uncrowded beaches . Relax and ENJOY Florida

Guest favourite
A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.
Condo in Fort Myers Beach
4.95 out of 5 average rating, 121 reviews

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.

Top Guest favourite
A glass filled with a refreshing drink is held against a vibrant sunset backdrop. Soft golden light reflects off the surface of the drink, while wispy clouds scatter across the sky, indicating a serene beachfront setting.
Condo in Fort Myers Beach
4.95 out of 5 average rating, 39 reviews

Vacation Villas #132 Second Floor Beachfront Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 58 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.

Superhost
A private balcony overlooks the stunning Gulf and bay views. A curved shoreline and a wooden pier extend into the water, surrounded by sandy beaches and greenery. Clear blue skies enhance the serene coastal landscape.
Condo in Fort Myers Beach
4.89 out of 5 average rating, 35 reviews

Beachfront Gulf View Lovers Key Beach Club #802

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, granite counters, new furnishings & tile throughout. Enjoy the heated swimming pool, 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!

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 28 reviews

Island Time Too: Beach Front + Resort Amenities!

🌴 Welcome to Island Time Too! This bright 10th-floor 3-bed, 2-bath beach front condo is set right on Fort Myers Beach’s quiet south end with epic Gulf views and amazing nightly sunsets. Sip coffee on the screened balcony, stroll the boardwalk to sugar-white sand, or dive into the heated pool and spa. Walk to Villa Santini Plaza, hop the trolley to Times Square, or explore Lovers Key, Sanibel, Captiva, and Naples—your coastal adventure starts here!

Guest favourite
A vivid sunset over the Gulf of Mexico is captured from the private balcony, showcasing a blend of oranges and purples in the sky. Soft waves lap against the sandy beach below, where silhouettes of beachgoers are visible along the shore.
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

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.

Superhost
A private balcony is showcased, offering unobstructed views of the Gulf of Mexico and white sandy beach. Two outdoor chairs are positioned by a round table, and the vibrant blue sky complements the serene shoreline.
Condo in Fort Myers Beach
5 out of 5 average rating, 3 reviews

Beachfront Haven At EBTC Unit 106C-Dog Friendly

Welcome to Beachfront Haven, where you will take in the beautiful views of the Gulf of America 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. This unit is small dog friendly, pet must be 30 pounds or under and you will need to fill out a pet verification form for the association.

Top Guest favourite
Condo in Fort Myers Beach
4.83 out of 5 average rating, 118 reviews

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.

Top Guest favourite
An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.
Condo in Bonita Springs
4.99 out of 5 average rating, 152 reviews

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.

Popular amenities for Estero Island beach condo rentals

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