Condo holiday rentals in Estero Island

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Top-rated condo rentals in Estero Island

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Guest favourite
A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 210 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

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, 106 reviews

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.

Guest favourite
The exterior of a tall, six-story building is visible, situated along the waterfront. The structure features multiple balconies overlooking the bay, surrounded by lush greenery. Calm waters reflect the clear sky, while distant land can be seen along the horizon.
Condo in Fort Myers Beach
4.85 out of 5 average rating, 27 reviews

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Bonita Springs / Fort Myers Beach waterfront Lover's Key Resort with beach access. Large suite on the 6th floor. Sun filled floor-to-ceiling windows, captivating stunning bay and gulf views. Full size kitchen with breakfast bar and a large bathroom with jacuzzi tub plus separate shower. Bay front pool & hot tub, fitness room, business office, laundry facilities, beach access, and the award winning Flippers on the Bay waterside restaurant. A short drive or bike to State Park and public beach.

Superhost
Condo in Fort Myers Beach
4.91 out of 5 average rating, 11 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 is currently under construction, guests staying while closed will receive a discount * 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

Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 3 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
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.
Condo in Fort Myers Beach
4.93 out of 5 average rating, 43 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!

Superhost
Condo in Fort Myers Beach
4.91 out of 5 average rating, 11 reviews

Gorgeous condo with heated pool & steps to beach

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, free bikes and is within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 4 at Margarita Mansion, which features three bedrooms and three bathrooms. Pet friendly with a sleeping capacity of up to nine guests, with a patio and bikes this listing is perfect for guests seeking an amenity rich experience that is close to the beach!

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 19 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 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
Condo in Fort Myers Beach
4.83 out of 5 average rating, 120 reviews

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.

Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 3 reviews

Walk To Beach, Restaurants, Night Life Steps Away!

Welcome to Lucky Sun Retreat, your unique place in paradise! This property is located north-island with the beach access just steps from Times Square! A quiet relaxing location for that desired getaway, yet just a short walk along the beach is a kiosk for jet-ski rentals, parasailing rides, and even dolphin tours along a 7-mile stretch of white, sugary sand beach!

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, 9 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!

Popular amenities for Estero Island condo rentals

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