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Condo vacation rentals in Estero Island

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Top-rated condo rentals in Estero Island

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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, 202 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 favorite
A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.
Condo in Fort Myers Beach
4.98 out of 5 average rating, 47 reviews

Beach Sanctuary Condo

Wake up to the Gulf's gentle breezes and breathtaking views from your private balcony! Sip morning coffee or unwind with a cocktail while a stunning sunset paints the sky. Keep an eye out for playful dolphins and watch the fascinating dance of pelicans and seabirds in the protected sanctuary below – it's nature's daily show! Our beach sanctuary is ready for you, although the island is still rebuilding, convenience is just moments away. Book your escape now and experience the magic of the Gulf!

Guest favorite
A private balcony offers a panoramic view of the Gulf of Mexico at sunset. The tranquil water reflects hues of orange and pink, while the distant shoreline features a pier extending into the bay. Two lounge chairs are positioned to enhance the outdoor experience.
Condo in Fort Myers Beach
4.94 out of 5 average rating, 35 reviews

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Guest favorite
A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.
Condo in Fort Myers Beach
4.96 out of 5 average rating, 114 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

Top guest favorite
Aerial view of a stunning coastline, featuring soft white sand intertwined with turquoise waters. Small boats are anchored near the shore, where a few individuals enjoy the beach. Lush greenery and houses are visible in the background, contributing to the serene landscape.
Condo in Fort Myers Beach
5 out of 5 average rating, 51 reviews

Luxury Beach Condo On The Bay In A tropical Oasis!

Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown. The condo is walking distance to the beach or a short drive to Lovers Key. Where you can find dolphins exotic shells, manatees, live conch and sea dollars. Memories made here will last a life time!!

Top guest favorite
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.
Condo 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 favorite
A clear swimming pool is framed by tropical palm trees, surrounded by lounge chairs. The sunset casts a warm glow over the scene, reflecting off the water's surface. The two adjacent buildings feature balconies with white railings, enhancing the inviting atmosphere.
Condo in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine beach.

Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

Top guest favorite
The living area features a cozy sofa and armchair, complemented by a glass coffee table. Bright artwork adorns the walls, and natural light fills the space through windows. A staircase leads to the upper level, while the kitchen is visible ahead.
Condo in Fort Myers Beach
4.93 out of 5 average rating, 201 reviews

Casa Bella A - 3 Bed/3 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #20-0056. Fresh, clean, and cozy, this modern 3 bedroom, 3 bath condo/apartment is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. At 1590 square feet Casa Bella “A” features two master suites, each with king beds plus a bedroom with two twin beds, each with its own bathroom. It’s worth mentioning the top floor master suite has a desk and chair if you need a quiet place to work while away from the office.

Top guest favorite
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, 13 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.

Top guest favorite
A spacious living area is presented with light-colored sofas and a decorative bronze coffee table. Soft textiles, including patterned throw pillows and a green knit blanket, add comfort. Natural light flows in through the window covers, enhancing the inviting ambiance.
Condo in Fort Myers Beach
5 out of 5 average rating, 18 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

🌴 Welcome to Island Time Too! This bright 10th-floor 3-bed, 2-bath condo sets you right on Fort Myers Beach’s quiet south end with epic Gulf views and nightly sunsets. Sip coffee on the screened balcony, stroll the boardwalk to sugar-white sand, or dive into the heated pool and spa. Walk to Villa Santini Plaza, hop the trolley to Times Square, or explore Lovers Key, Sanibel, Captiva, and Naples—your coastal adventure starts here!

Guest favorite
A living area features two comfortable sofas and a small armchair, with a flat-screen TV positioned on a wooden console. A sliding glass door opens to a balcony with outdoor seating, offering views of the canal and palm trees.
Condo in Fort Myers Beach
5 out of 5 average rating, 8 reviews

Santa Maria • Beach & Boating Getaway • Sleeps 8

Your Beach & Boating Escape – Santa Maria Harbor Resort Stay steps from the sand and right on the water at this 2-bedroom, 2-bath condo in the popular Santa Maria Harbor Resort on Fort Myers Beach. With canal-front views, a heated pool and spa, and direct access to boating and beach adventures, this second-floor retreat offers the perfect mix of comfort and coastal fun.

Top guest favorite
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
4.89 out of 5 average rating, 248 reviews

Rare walkout condo on Sanibel beach-Fully Restored

FULLY RESTORED AND 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.

Popular amenities for Estero Island condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
An aerial view showcases the expansive Loggerhead Cay complex, featuring well-manicured lawns and the central communal pool. Tropical palm trees surround the pool area, while the serene Gulf of Mexico stretches out in the background, complementing the coastal atmosphere.
Condo in Sanibel
4.89 out of 5 average rating, 35 reviews

Loggerhead Cay 342

Top guest favorite
A spacious lanai offers outdoor seating with a dining table and lounge chairs. Large screen doors provide unobstructed views of the landscaped grounds, featuring palm trees and a serene pond. The beachfront is visible in the distance, enhancing the welcoming atmosphere.
Condo in Sanibel
5 out of 5 average rating, 16 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

Guest favorite
A private lanai is visible, featuring a small table with two chairs positioned for ocean views. The scene includes lush greenery, multiple palm trees, and the Gulf of America beyond. The nearby resort buildings add to the tranquil ambiance of the outdoor space.
Condo in Sanibel
4.96 out of 5 average rating, 28 reviews

Serene Ocean View Escape at Sundial Resort

Guest favorite
A spacious terrace features comfortable seating, including a sectional sofa and a coffee table, with vibrant cushions. A large umbrella provides shade, while beautiful landscaping and distant buildings create a serene backdrop under a bright blue sky.
Condo in Cape Coral
4.93 out of 5 average rating, 27 reviews

Grand Outdoor Patio-Luxury Master, Water Views

Guest favorite
A clear view of a high-rise condominium is shown, with white sand beaches and palm trees in the foreground. The water reflects vibrant turquoise tones under a partly cloudy sky, indicating a pleasant beach environment. Beachgoers can be seen enjoying the shoreline.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 103 reviews

Lovers Key Beach Club Private Beach

Guest favorite
Condo in Naples
5 out of 5 average rating, 11 reviews

LeMalo, Olde Naples Condo, walk to Beach & 5th Ave

Guest favorite
A view of the Gulf of Mexico and beach access is visible from the balcony. The serene blue sky is dotted with fluffy clouds. Beachside establishments and palm trees are situated along the coast, creating a vibrant coastal scene.
Condo in Bonita Springs
4.94 out of 5 average rating, 31 reviews

Cozy Studio with Pool & Courts at Bonita Beach FL

Top guest favorite
An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.
Condo in Sanibel
5 out of 5 average rating, 86 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Pet-friendly condo rentals

Guest favorite
The community pool area is surrounded by palm trees, offering a tranquil setting. Lounge chairs are arranged around the pool, which is set against the backdrop of the condo building. A shaded cabana structure provides a space for relaxation.
Condo in Punta Gorda
4.93 out of 5 average rating, 57 reviews

Harbor Towers Hideaway at Burnt Store Marina

Guest favorite
An outdoor seating area is highlighted, featuring a table surrounded by four wicker chairs. A grill is positioned nearby, and the view opens to a serene waterway, complemented by lush trees and a bright sky scattered with clouds.
Condo in Cape Coral
4.87 out of 5 average rating, 191 reviews

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Superhost
A bright, well-lit living space features a comfortable seating area with a coffee table and modern décor. A pool and canal view are visible through large windows. The kitchen showcases a marble island with bar seating. Tropical-themed art adds color to the walls.
Condo in Cape Coral
4.74 out of 5 average rating, 80 reviews

Beach-Themed King Bed Suite, Waterfront, Pool

Guest favorite
A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.
Condo in Fort Myers
4.83 out of 5 average rating, 115 reviews

Cozy Coastal Escape. Close to FMB and Sanibel

Top guest favorite
A spacious sleeping area features a large bed adorned with soft linens and decorative pillows. A light-colored painting is displayed above the bed. Natural light enters through sliding glass doors next to a mirrored closet, enhancing the room's openness.
Condo in Bonita Springs
4.98 out of 5 average rating, 46 reviews

Bonita Bay, Private Beach Access plus

Guest favorite
A spacious living area is highlighted by large windows offering scenic views of the lake. Comfortable seating arrangements include a sectional sofa and two armchairs, while a dining table with chairs is positioned beside a decorative rug. Natural light enhances the open layout.
Condo in North Fort Myers
4.83 out of 5 average rating, 123 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

Guest favorite
A modern kitchen features new stainless steel appliances, including a refrigerator and electric stove. Light-colored cabinetry complements the marble countertop, while a patterned backsplash adds texture. Sink and storage drawers enhance functionality, with dish towels neatly arranged nearby.
Condo in Naples
4.96 out of 5 average rating, 71 reviews

Newly Remodeled 2 bedroom, 2 miles to the beach!

Guest favorite
A bright living room is highlighted by a blue sectional sofa adorned with colorful cushions. A round, glass coffee table sits on a patterned rug, while a white armchair complements the space. Windows with blinds allow natural light to fill the room.
Condo in Naples
4.96 out of 5 average rating, 113 reviews

Beaches & 5th Ave 2.5 miles away!

Condo rentals with a pool

A breathtaking view of the bay features clear turquoise waters meeting lush green islands. Bright white clouds float across a blue sky, providing a serene backdrop to the tranquil landscape. The image captures the natural beauty and spaciousness of the area from a high vantage point.
Condo in Fort Myers Beach
4.83 out of 5 average rating, 47 reviews

10th Floor Natures Lovers Paradise Lovers Key 1002

Guest favorite
A bright and airy living space reveals a turquoise sleeper sofa paired with beach-themed throw pillows. A spacious bed is covered with a patterned blanket featuring marine motifs. Floor-to-ceiling windows offer clear views of the ocean, while a balcony with seating is accessible.
Condo in Fort Myers Beach
5 out of 5 average rating, 6 reviews

Casa Playa Resort #102 King Suite Beach Front - "S

Guest favorite
A panoramic view of a private beach is captured from the lanai, showcasing soft white sands meeting clear turquoise waters. A wooden pier extends into the ocean, with a few boats visible on the water. Lush palm trees frame the scene, enhancing the serene coastal atmosphere.
Condo in Fort Myers Beach
4.98 out of 5 average rating, 40 reviews

Lovers key beach club condo #408

A spacious lanai features a round table with two chairs, overlooking tranquil waters and lush greenery. The panoramic view extends to distant land formations and a clear blue sky, creating a serene setting for relaxation.
Condo in Fort Myers Beach
4.89 out of 5 average rating, 9 reviews

Penthouse Condo, Superb Beach, Water View, Pool!

A vibrant sunset is depicted over the ocean, with warm orange and yellow hues radiating from the sun as it meets the horizon. A bird is seen flying gracefully in the foreground, silhouetted against the colorful sky and tranquil waters.
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Fort Myers Beach Condo

A vivid sunset over the Gulf of Mexico is captured from the private balcony, showcasing a blend of oranges and purples in the sky. Soft waves lap against the sandy beach below, where silhouettes of beachgoers are visible along the shore.
Condo in Fort Myers Beach
5 out of 5 average rating, 6 reviews

Ocean View Steps to the Beach - Seventh Heaven

Top guest favorite
A spacious living area is captured, featuring a comfortable couch and a stylish armchair. A large television is mounted on an entertainment unit, while a coffee table with decorative items sits in the center. Soft lighting enhances the open layout, inviting relaxation.
Condo in Cape Coral
4.97 out of 5 average rating, 98 reviews

Luxury Condo by Cape Harbor and Excellent Dining!

A screened balcony offers a spacious outdoor seating arrangement with a round table and several chairs. Glimpses of the beach and Gulf are visible through large windows, complemented by lush palm trees in the foreground.
Condo in Fort Myers Beach
4.75 out of 5 average rating, 16 reviews

Gullwing 405 | Steps to Beach + Pool

Destinations to explore

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