
Beachfront holiday rentals in Estero Island
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Top-rated beachfront rentals in Estero Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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!

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.

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

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.

Beachfront condo on 10 acres of pristine beach.
Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

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!

Sun & Fun | Beach Front Condo, Pool, Tennis
Your ideal Fort Myers Beach getaway awaits. Wake up to the Gulf breezes, stroll along the beach, lounge by the pool and end your day with unforgettable sunsets! This comfortable condo has everything you need for a laid-back, sunny escape in a highly sought-after location! *Balcony w/ seating *Beach is at your doorstep *Pool, tennis & pickleball *Prime location at Estero Beach & Tennis Club *King bed, well-equipped kitchen *Laundry *Easy ride to shops, restaurants + local attractions

Tide & Seek: Beach-front and Resort Amenities
Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Grace by The Sea · 2025 Build · Steps to Beach
This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

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.

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.

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.
Popular amenities for beachfront rentals in Estero Island
Pet-friendly beachfront home rentals

Beach House | 4-Bedroom & 3.5 Bath | Sleeps 14

Yacht Club Beauty....walking distance to the beach

Villa Tranquility

Intervillas Florida - Hemingway by the Beach

Bahia Vista | Coastal Modern + Pool

Amazing Location by CC Beach! | Hot Tub & Bar w/TV

Blue Beach Bungalow

Manatee Bay – Waterfront Pool Home & Walk to Beach
Beachfront home rentals with a pool

7th Heaven III 5-Star Luxury Throughout

Steps to Beach! Heated Pool!

Lagoon Breeze Beach House

Beautiful Pool & Gulf View near Algiers Beach!

Direct Gulf Front/Beach views and perfect sunsets

Lovers Key Beach Club Private Beach

Beach condo-Naples/Bonita Springs

Modern Beachfront Escape - Walk to the Sand!
Private beachfront home rentals

Gulf-side Condo w/ Panoramic Gulf Views, Pool

Blissful Beachfront Condo And Private Beach!

Walk 2 private beach, Family fun!

#803 Lovers Key Beach Club Panoramic Ocean Views

Private Pool | Steps to the Beach | Blue Starfish

The Shores Penthouse Gulf 100% ocean Gulf front

Old Florida Beach Cottage - *Walk to Beach*

Sunshine Escape • Steps to the Beach• Welcome!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
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- Florida Gulf Coast University
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