Holiday rentals in Estero Island

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Top-rated holiday rentals in Estero Island

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Guest favourite
An aerial view showcases a colorful bungalow surrounded by palms, situated just steps from the beach. The home is highlighted by a vibrant exterior and is positioned among other residences in a coastal setting, with the ocean prominently visible in the background.
Home in Fort Myers Beach
5 out of 5 average rating, 8 reviews

‘Coconuts on the Beach’ House + Hot Tub

Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

Guest favourite
Two comfortable reclining chairs are positioned on a private balcony, facing the beach. A small table is set between them, featuring a pitcher with a garnish and a couple of glasses. Palm trees are visible beyond the railing, framing a distant view of the ocean.
Flat in Fort Myers Beach
4.94 out of 5 average rating, 17 reviews

Salt Air Gulf View Pool Condo Steps from the Beach

This 2-bed, 2-bath condo has EVERYTHING for your sunny beach getaway! The master bedroom has a king bed and ensuite bathroom for privacy, while the second bedroom has 2 twins next to another full bathroom. Just steps from the white sand beaches with beach towels and chairs provided. Enjoy the pool or private balconies while you unwind and soak up the sunshine. A short walk to Publix and the island's favorite hangout, Junkanoo. Note: this second-floor unit’s elevator is currently out of order.

Guest favourite
A heated pool is surrounded by a screened-in enclosure that enhances outdoor enjoyment. An integrated spa complements the pool area, while a tiki hut with a thatched roof offers shaded seating. Lounge chairs are positioned on the tiled deck, providing space for relaxation.
Flat in Fort Myers Beach
4.94 out of 5 average rating, 16 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

Top guest favourite
The open living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a vibrant area rug. The dining area includes a round table with four chairs, and a well-equipped kitchen is visible in the background.
Apartment in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Beachfront @ Elevate in the Sun!

Welcome to ELEVATE IN THE SUN! Where an elevated experience is waiting. Premier Host (Other Site)-4.8* The unit boasts a completely remodeled kitchen with quartz countertops, brand new appliances including a dishwasher (very rare), brand new living room furniture, and new A/C and music surround sound streaming via Amazon Alexa and Apple Music. Sunrises are included each morning on your private balcony and sunsets are breathtaking down on the beach with toes in the bright white sand.

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.
Apartment 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
Home in Fort Myers Beach
5 out of 5 average rating, 30 reviews

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with 2 KING bedrooms, a private heated pool, and a fenced outdoor living/dining area with TV and boutique coastal hotel vibe. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with 85” smart TV. Family-friendly and walkable to bars, restaurants, shops, and the marina.

Superhost
A calming beach scene is captured just before sunset, displaying soft pastel hues in the sky. The sandy shore appears tranquil, with gentle waves meeting the horizon. A single figure can be seen in the distance, adding a sense of scale to the vast landscape.
Guest house in Fort Myers Beach
4.81 out of 5 average rating, 108 reviews

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

Top guest favourite
Apartment in Fort Myers Beach
5 out of 5 average rating, 13 reviews

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.

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
4.92 out of 5 average rating, 12 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
The living area features a spacious sectional sofa arranged around a wooden coffee table. A large wall clock is mounted above the seating, adding character. Natural light enhances the cozy ambiance, while a woven area rug complements the warm tones of the wooden furniture.
Flat in Fort Myers Beach
4.93 out of 5 average rating, 43 reviews

Your Home at the Beach!

Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance. Newly remodeled with full kitchen and shared laundry room. If this sounds like what you’ve been looking for, instant book right now or text me with any questions you might have.

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.
Apartment in Fort Myers Beach
5 out of 5 average rating, 17 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.

Guest favourite
A spacious room is furnished with two queen beds, each set against a light-colored wall. A wooden bench is placed at the foot of each bed. A ceiling fan is mounted above, while the area transitions into a modern kitchen visible in the background.
Home in Fort Myers Beach
4.96 out of 5 average rating, 25 reviews

1min walk to beach, BBQ, Free Parking, Beachgear

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.

Popular amenities for Estero Island holiday rentals

Destinations to explore

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