Vacation rentals in Estero Island

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Top-rated vacation rentals in Estero Island

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Guest favourite
Apartment in Fort Myers Beach
4.8 out of 5 average rating, 5 reviews

Downtown 3rd Street Retreat Hideout—Steps to Beach

LOCATION! LOCATION! BRAND NEW UNIT! Beach, bayside, marina, boat tours/rentals, and dining all steps away—No car required! Your ideal island getaway, offering a cozy 2-bedroom, 1.5-bathroom ground-floor unit within the vibrant heart of downtown Fort Myers Beach. 3rd Street @ Old San Carlos Boulevard. Filled with restaurants, shops, and nightlife, only a short walk to the sandy shores! Perfect for families or small groups, this retreat ensures a comfortable, convenient vacation. Book today!

Top guest favourite
A bright and spacious living area features a cozy seating arrangement with neutral-colored sofas and decorative pillows. A dining table with white chairs sits nearby, complementing a woven pendant light above. Large windows provide natural light and views of the surrounding landscape.
Condo in Sanibel
5 out of 5 average rating, 18 reviews

Sunny Sanibel - Gorgeous Loggerhead Walkout Unit

Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Top guest favourite
The living area features a unique sky blue vaulted ceiling, complemented by light gray walls. A spacious gray sofa and a round glass coffee table are positioned around a patterned area rug. A modern kitchen bar with white stools is visible, alongside large windows framing natural light.
Home in Fort Myers Beach
4.94 out of 5 average rating, 35 reviews

Beach Cottage w/ htd pool + The Beach is in sight!

Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Top guest favourite
A two-story canal front home is surrounded by lush greenery and palm trees. A boat dock is visible with a boat ready for use. The clear water reflects the sky and nearby structures, conveying easy access to the canal and Gulf.
Home in Bokeelia
5 out of 5 average rating, 15 reviews

2/2 Home in Bokeelia, Boat Lift Included!

This two level 2 bedroom, 2 bathroom canal front home is exactly what's needed for an excellent vacation on beautiful Pine Island! This property has beautiful tropical décor to get you settled into the island lifestyle. You can relax and enjoy the views and wildlife on the back patio or grill the day's catch. This canal has incredible Gulf access and you will be out to the intra-coastal in minutes for some of the best fishing in not just the country, but the world. Bring your boat!

Top guest favourite
A bright living area features a queen futon adorned with decorative pillows, complemented by a cozy armchair. Natural light filters through sliding glass doors that open to a private porch, while framed artwork and a lamp add charm to the space.
Home in Fort Myers Beach
4.95 out of 5 average rating, 19 reviews

Short walk to Beach!

Relax near the beach at this peaceful place to stay. This quiet upstairs unit is newly remodeled with new appliances and quartz counters! Enjoy sitting on your private porch or rent both sides with friends and open up the privacy door between the porches. This unit sleeps 4 people with: King bedroom Queen futon in living room Additional living space can be rented with downstairs unit that sleeps 8 and other upstairs unit that sleeps 4 (mirror image of this unit).

Guest favourite
A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.
Condo in Fort Myers Beach
5 out of 5 average rating, 18 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

Top guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 47 reviews

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.

Top guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 9 reviews

The Coconut Shack

Welcome to Fort Myers Beach! At the Coconut Shack, enjoy an AMAZING SALTWATER POOL with sun on the lanai all afternoon. Grill out, relax, or head down to the BEACH - beach gear included! AMAZING outdoor KITCHEN/BAR. Rent a BOAT and park at the end of the street and WALK to the house! Fresh coffee is stocked before you arrive, and you're just 20 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation.

Top guest favourite
Home in Fort Myers Beach
4.95 out of 5 average rating, 22 reviews

Renovated Bungalow, Beachgear, BBQ, Free Parking

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Superhost
Apartment in Fort Myers Beach
4.79 out of 5 average rating, 19 reviews

Lovers Key Resort Suite 5 - Bay View

Enjoy this 5th floor condo at Lovers Key Resort, with breathtaking views of Estero Bay! Take in the view from inside through the floor to ceiling windows or sit out on the balcony. Admire the gorgeous sunrise over the bay as you sip your morning coffee! This fully furnished 1 bedroom, 1 bath condo features a king size bed, TV in the bedroom, and an extra large bathroom with garden tub and a walk-in shower.

Superhost
A well-organized living area is displayed, featuring a light-colored floor and a comfortable armchair positioned next to a sliding glass door. A ceiling fan is mounted above, and wall décor includes art pieces. A small dining area with sleek chairs is visible in the foreground.
Apartment in Fort Myers Beach
4.76 out of 5 average rating, 33 reviews

"Queen Conch"

Snug apartment with a beachy vibe. It's compact but well-organized, with a cozy living area furnished with a comfortable sofa and a small dining table. The decor is simple and inviting, with touches of coastal charm like seashell accents and nautical artwork. Located just minutes walking from local bars and restaurants and less than a mile from Fort Myers Beach!

Guest favourite
An infinity pool overlooks a tranquil saltwater lake, framed by a screened enclosure. Sunlight reflects off the water's surface, creating a serene atmosphere. A hot tub is situated to one side, offering an inviting space for relaxation.
Villa in Cape Coral
5 out of 5 average rating, 14 reviews

Villa Seascape-on lake, infinity pool, spa, modern

With its unforgettable cotton candy sunrises, Villa Seascape is a lakeside delight. Offering a blend of luxury and location, you can relax and rejuvenate during your holiday experience. Step inside your waterfront getaway and you will immediately be met with widewater views from it's central viewpoint on Lake Britannia.

Popular amenities for Estero Island vacation rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Fort Myers Beach
  6. Estero Island