Condo holiday rentals in Estero Island

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Top-rated condo rentals in Estero Island

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Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 31 reviews

Tide & Seek | 8th-Floor Beachfront, Pool, 2BR

Welcome to Tide & Seek! This stylish 2BR/2BA condo at GullWing Beach Resort on the peaceful south end of Fort Myers Beach sleeps 6 and features an open living space, fully outfitted kitchen + gourmet style coffee & wine bar, and a large screened balcony with Gulf & beach views. Enjoy direct beach access and resort amenities including a heated pool, spa, grilling area, beach-cruiser bikes, newly renovated tennis & pickleball courts (equipment provided for guest use) for a relaxed coastal getaway!

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, 118 reviews

100+ 5 Star Reviews and Right on The Beach!

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

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 6 reviews

Sea Salt Beach Front Condo

Welcome to Sea Salt at Castle Beach, a newly renovated 2-bedroom, 2-bath Gulf-front condo designed for relaxation, comfort, and effortless coastal living. The open living space includes a comfortable pullout sofa. Each bedroom features its own ensuite with a walk-in shower, offering privacy and convenience for couples, families, or friends traveling together. The lanai spans the width of the condo, delivering breathtaking, unobstructed views of the Gulf and your private stretch of beach.

Guest favourite
Condo in Fort Myers Beach
4.91 out of 5 average rating, 46 reviews

The Shores Penthouse Gulf 100% ocean Gulf front

All windows face beach. As close as you can get to the ocean. Under building parking.Enjoy your island vacation in this spacious and tastefully decorated, Florida motif, direct Gulf-front, one bedroom condo. The Shores is currently having elevator rebuild since hurricane Ian. The condo features a patio area with tiki huts and deck. If you want a secluded beach experience, Lovers Key State Park is a beautiful stretch of sand surrounded by mangroves and tidal lagoons. Breathtaking sunsets..

Superhost
Condo in Fort Myers Beach
4.92 out of 5 average rating, 13 reviews

**Luxury Beach Front Condo w/ Pool in heart of FMB

You'll absolutely love this 2 bed / 2 bath beachfront condo that includes: *Direct access to the powder white sand on Ft. Myers Beach * Pool and hot tub are OPEN! New furniture and landscaping have completed our gorgeous oasis. * Less then a mile to all of the shops and restaurants in Times Square * Fully stocked gourmet kitchen * Dedicated free parking space included * Elevator for easy access * Beach towels and chairs provided * Fantastic views from the private balcony

Top Guest favourite
A dining area features a round marble table surrounded by sleek black chairs, accented by a vibrant arrangement of pink flowers. In the background, a living space includes a luxurious chandelier, comfortable seating, and large windows revealing views of the beach.
Condo in Fort Myers Beach
5 out of 5 average rating, 26 reviews

Seaside 204 Beachfront condo - Luna Sea on FMB

LunaSea is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba second 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.

Superhost
A clear blue pool is surrounded by lush palm trees and a rock waterfall, offering a serene atmosphere. Comfortable lounge chairs are positioned nearby, overlooking a tranquil waterway, enhancing the outdoor leisure space.
Condo in Fort Myers Beach
4.81 out of 5 average rating, 184 reviews

Lovers Key Resort, Fort Myers Beach - Awesome

Fort Myers Beach and Lovers Key State Park are what you come to Florida for. Miles of Pristine beaches with the lovely white sand you want to walk upon. Great hiking and biking trails. A plethora of restaurants and things to do. Watch the Dolfins playing in the bay from your balcony. The wildlife is beautiful all times of the year and of course the Beach. Big wide stretches of beach to walk and play on. Come to Ft Myers Beach and ENJOY

Top Guest favourite
Condo in Fort Myers Beach
4.84 out of 5 average rating, 124 reviews

206C Gulf Water Views + 2 bikes + beach gear

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.

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, 91 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.

Top Guest favourite
A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.
Condo in Sanibel
4.9 out of 5 average rating, 262 reviews

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

Guest favourite
The balcony features two lightweight chairs and a small round table, providing a simple outdoor seating area. A panoramic view of the beach and Gulf of Mexico can be seen in the distance, with a clear sky and scattered clouds enhancing the coastal ambiance.
Condo in Fort Myers Beach
4.87 out of 5 average rating, 105 reviews

MILLION DOLLAR VIEW.. GULF VIEW

10th Floor Condo located at Estero Beach and Tennis Club. This view is one you won't forget. Sunset from the Balcony certain times of the year. Just a few steps to the Beautiful White Sand. Watching the sun rise over the bay while you enjoy your coffee on the balcony is just another benefit of life in paradise!

Popular amenities for Estero Island condo rentals

Destinations to explore

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