Holiday houses in Estero Island

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Top-rated holiday rentals in Estero Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.
Holiday home in Fort Myers Beach
5 out of 5 average rating, 23 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Seaside Resort 210: oceanfront views, heated pool

* This is a corner unit! * Sun-kissed, center-island paradise, * Located directly on the pristine, white sands of Fort Myers Beach. peaceful * Peaceful sounds of ocean waves, panoramic ocean & beach views * Large heated pool. * The island’s only Supermarket, popular bar/restaurant (Junkanoo) & Snook Bight Marina (boat rental, sunset cruises, deep sea fishing) are right across the street! * Comfortable beds, digital locks throughout, 3 new flat screen TV's, 6 beach towels provided.

Guest favourite
A spacious outdoor area features a sparkling heated pool surrounded by sun loungers. The large two-story home showcases multiple balconies and expansive windows, with tropical greenery accentuating the inviting atmosphere. The patio is completed with a barbecue grill, ideal for alfresco dining and relaxation.
Home in Fort Myers Beach
4.95 out of 5 average rating, 22 reviews

Waterfront Luxury | Walk to Beach | Heated Pool

For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

Top Guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.

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
4.96 out of 5 average rating, 25 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, 20 reviews

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Guest favourite
An eat-in kitchen features sleek granite countertops and stainless steel appliances. A spacious island with seating for six invites casual dining, while modern cabinetry provides ample storage. The warm wood tones and travertine floor create a welcoming space, enhanced by bright overhead lighting.
Apartment in Fort Myers Beach
4.94 out of 5 average rating, 117 reviews

Top rated 2 bedroom 2 bathroom. 1 block to beach!

Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 247+ very happy guests and counting!

Top Guest favourite
Apartment in Fort Myers Beach
4.94 out of 5 average rating, 105 reviews

Island Gold Steps to the Beach - Heated Pool

No expense was spared in creating this luxurious 2BR/2BA apartment in a 4 plex building. Located in a quiet Fort Myers Beach neighborhood surrounded by nature. Just one block to beach access 23 and a short walk or bike ride to Times Square, this second-floor getaway offers a heated pool with waterfall, multiple outdoor spaces, upscale finishes, and thoughtfully curated comforts for a first-class coastal escape.

Top Guest favourite
A single-level waterfront home is presented with a light green exterior and a blue garage door. Surrounding palm trees and landscaped gardens complement the modern architecture, showcasing a well-maintained lawn. The house overlooks a wide canal, emphasizing its coastal setting.
Home in Fort Myers Beach
5 out of 5 average rating, 24 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087

Guest favourite
A cozy living room features a light-colored sofa and an accent chair, complemented by a wooden coffee table. A piece of coastal artwork decorates the wall. The space opens to large sliding glass doors, providing views of the ocean and access to an outdoor balcony.
Condo in Fort Myers Beach
5 out of 5 average rating, 16 reviews

Seaside Resort Unit 309

This property requires a 7 night minimum from December- April Welcome to Seaside Oasis, your beachside getaway on the Gulf of America. This newly remodeled 2-bedroom, 2-bathroom condo situated right on the white sandy beaches of Fort Myers Beach is the perfect place for your getaway, offering spectacular beach views, water views and amazing sunsets!

Top Guest favourite
Condo in Fort Myers Beach
4.9 out of 5 average rating, 92 reviews

Boutique condo on the bay, short walk to the beach

This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

Guest favourite
Apartment in Fort Myers Beach
5 out of 5 average rating, 9 reviews

Casa Bella C - Across from Beach

Fresh, clean, and cozy, Casa Bella “C” is an updated 1-bedroom, 1-bath condo located directly across the street from the Gulf of Mexico and Fort Myers Beach’s 7 miles of sugar-white sand. With 600 sq. ft. of contemporary beach-casual comfort, this popular second-floor unit is ideal for couples or solo travelers.

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