Waterfront holiday rentals in Estero

4.88 out of 5 average rating, 123 reviews

The modern exterior of the home is highlighted by a manicured lawn and tropical landscaping, featuring palm trees and colorful shrubs. A paved driveway leads to a two-car garage, while a covered entrance invites guests into the villa.

Villa in Cape Coral

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

Cottage in Bonita Springs

A covered outdoor seating area features two lounge chairs beside a natural rug. String lights hang from the wooden ceiling, providing soft illumination. The view of the canal, adorned with lush greenery, is visible beyond the inviting space, enhancing the tranquil atmosphere.

4.89 out of 5 average rating, 54 reviews

The Bonita Bitty Beach Cottage

Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

4.97 out of 5 average rating, 410 reviews

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Guest suite in Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

4.93 out of 5 average rating, 15 reviews

Beachfront, Estero Beach Tennis 708A Weekly Stays

Wake up to stunning sunrises and wind down with breathtaking sunsets in this beautifully renovated beachfront condo on the South End of Ft Myers Beach. Enjoy luxury finishes throughout, including a sleek quartz countertop kitchen, modern appliances, and a spa-inspired walk-in shower. The layout and private balcony offer unbeatable ocean & bay views, making it the perfect escape for relaxation, comfort, and coastal elegance—all just steps from the sand. 708A is where your dream vacation starts!

4.95 out of 5 average rating, 148 reviews

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

Home in Fort Myers

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

4.83 out of 5 average rating, 115 reviews

The modern kitchen features stainless steel appliances, including a stove and microwave. Adjacent, a stacked washer and dryer are positioned beside a minimalist dining area. Natural light floods the space through a nearby window, highlighting the clean lines and neutral color palette.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Looking for a cozy getaway near the ocean? This charming 2-bedroom rental is just a short drive away from the beach! With bright, airy spaces and a modern, open layout, it’s perfect for small families, couples, or anyone looking for a peaceful retreat. Features: • 2 bedrooms • Fully equipped kitchen • Private patio for outdoor relaxation • Private Pool • Minutes from shops, restaurants, golf courses & beaches☀️ Located very close to Fort Myers Beach & Sanibel Island🏖️

4.99 out of 5 average rating, 166 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

An aerial view showcases the surrounding neighborhood with water canals and residential areas. The location is highlighted with an arrow, indicating proximity to local amenities and beaches. Nearby buildings and greenery complement the serene landscape, while the distant Gulf of Mexico is visible.

5 out of 5 average rating, 66 reviews

Entire home -Charming Canal Cottage in Bonita

Our charming canal cottage is located in a peaceful neighborhood with gulf-access. ONLY a 5-minute bike ride to Barefoot beach & Vanderbilt beach. A short walk to over a dozen local restaurants! Prime location West of US-41, close to casual & fine dining & easy access to RSW Airport, the Promenade, Mercato & Waterside Shops. This home is renovated with a modern open-concept living space with a screened lanai. This home has a doc and is 15 minute access to the gulf with no bridges.

4.92 out of 5 average rating, 24 reviews

A wooden dock extends over calm waters, featuring two blue Adirondack chairs positioned for relaxation. Lush greenery and palm trees are visible in the surrounding area, while several homes line the opposite bank, contributing to the serene setting.

Home in Fort Myers

Excellent Location! Gulf Access, Solar Pool, Chic!

Excellent location! Close to all amenities: Ft. Myers airport 11 miles Ft. Myers Beach 15 miles and the canal is 10 minutes to the Caloosahatchee River with NO bridges.Two kayaks to enjoy the canal for those relaxing moments. This home is off a dead-end street and is in a very quiet and safe neighborhood. This home is conveniently located to all major restaurants, shopping and tourtist attraction. This host has AirBnB coverage so if guests breaks anything guests do not need to worry.

4.96 out of 5 average rating, 140 reviews

A bright dining area is highlighted by a round wooden table surrounded by blue chairs. Natural light fills the space through large sliding glass doors, showcasing a peaceful lake view framed by trees. A television displaying a beach scene adds to the coastal ambiance.

Home in Fort Myers Beach

Charming Lake View Home, Close to 3 Beaches!

"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

4.83 out of 5 average rating, 186 reviews

Home in Fort Myers

Blue Beach Bungalow

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

The exterior of the cottage is showcased against a vibrant sunset sky. A manicured lawn with colorful shrubs surrounds the property. Large windows reflect the evening light, while a modern metal roof complements the inviting design. A paved pathway leads to the entrance.

4.82 out of 5 average rating, 33 reviews

Stunning Beach Cottage!

Welcome to paradise. Stunning cottage one mile from the beach! Three bedrooms, two bathroom, one with a brand new steam shower. This house is immaculately appointed and sits on a little lake. Enjoy the fire pit on any cold nights. Relax in the heated pool and hot tub or enjoy the patio which is screened in and includes a BBQ and relaxing seating. This really is a fantastic location, close to shopping, restaurants and the beach. Small dog ok with pet fee.

Popular amenities for Estero waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

5 out of 5 average rating, 6 reviews

An expansive lanai features a round table surrounded by four chairs and two lounge chairs. A ceiling fan is visible above. The view showcases a grassy area leading to the beach, with the Gulf visible in the distance and buildings of the condo complex framed in the backdrop.

Apartment in Sanibel

Beachfront Condo with Vaulted Ceilings

4.79 out of 5 average rating, 119 reviews

A serene waterway lined with palm trees accompanies buildings on either side. A glimpse of the local community's charm is visible, featuring docked boats and lush greenery. The clear blue sky enhances the relaxed atmosphere of this coastal setting.

Apartment in Hamlet

Pet-Friendly Waterfront Motel Botel

Apartment in Fort Myers Beach

4.82 out of 5 average rating, 137 reviews

Lovers Key Beach Club Suite - Private Beach

Apartment in North Fort Myers

A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.

4.8 out of 5 average rating, 236 reviews

Garden Villa

4.74 out of 5 average rating, 27 reviews

A cozy bedroom is shown featuring a spacious bed covered in a blue quilt. Two wooden chairs are positioned by large windows allowing natural light. Soft lighting is provided by two lamps on either side of the bed, and a striped rug adds texture to the wooden floor.

Apartment in Hamlet

Studio#1-Back Bay Sunsets in Matlacha

5 out of 5 average rating, 19 reviews

A private balcony offers a scenic view of calm waters bordered by lush greenery. The sliding glass door provides access, while a simple chair is visible on the balcony. A boat can be seen gliding along the water, under a sky with soft clouds.

Apartment in Cape Coral

Manatee Suite 2 / Funky Fish House at Cape Harbour

4.93 out of 5 average rating, 165 reviews

A bright and airy room features a spacious bed adorned with decorative pillows. A large window allows ample natural light and offers a view of the waterfront. Light-colored walls and furnishings create an inviting ambiance, enhancing the serene atmosphere of the space.

Apartment in Cape Coral

Suite with lake view.

4.96 out of 5 average rating, 24 reviews

A cozy living area features a neutral sofa and a decorative chair, with a coffee table positioned nearby. A large television is mounted on a console against the wall. Sliding glass doors lead to a balcony, allowing natural light to enhance the space.

Apartment in Cape Coral

2 bedroom apartment attached to Cape home on canal

Waterfront house rentals

5 out of 5 average rating, 11 reviews

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

Home in Fort Myers Beach

The Great Escape Beach House/ Pool/ Dock

4.9 out of 5 average rating, 10 reviews

Home in Fort Myers Beach

Waterfront 2/2: Beach .4mi+Shared Pool+Dock+Gym

A luxurious saltwater pool is framed by a screened enclosure, providing scenic views of the surrounding greenery. Sunlight reflects off the water, while colorful poolside accessories add a cheerful touch. The area offers ample space for relaxation and enjoyment in a serene setting.

4.95 out of 5 average rating, 197 reviews

Waterfront Cape Escape - Heated Salt Water Pool!

An open-concept living space is highlighted by a comfortable seating arrangement featuring a light-colored sofa and chairs. A large dining table sits nearby, complemented by modern light fixtures and a neutral color palette. Windows allow natural light to fill the area, enhancing the inviting ambiance.

5 out of 5 average rating, 13 reviews

Bayfront Oasis • Dock • Pool • 5 Min to Beach

A screened lanai features a rectangular pool surrounded by tropical greenery. Outdoor dining furniture is visible near a glass table, offering a place to enjoy meals. Colorful pool floats and lounge chairs add to the inviting space, with the waterfront just beyond the pool area.

4.84 out of 5 average rating, 112 reviews

Peaceful Oasis

A spacious bedroom features a wooden bed with a light-colored blanket and accent pillows. Natural light streams through two windows and French doors, highlighting the wood flooring and area rug beneath the bed. A decorative lamp and a nightstand add to the room's charm.

4.94 out of 5 average rating, 187 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 127 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

The exterior of a charming duplex is presented, featuring a light blue facade with a brown roof. A concrete driveway leads to a central garage, surrounded by a well-maintained lawn and palm trees. Two entrance doors are visible on either side of the property.

5 out of 5 average rating, 16 reviews

Waterfront Duplex in Bonita

Waterfront condo accommodation

4.95 out of 5 average rating, 63 reviews

Condo in Punta Gorda

One bedroom condo - overlooking harbor!

4.9 out of 5 average rating, 81 reviews

Boutique condo on the bay, short walk to the beach

5 out of 5 average rating, 5 reviews

A spacious pool area is framed by lush palm trees, featuring a unique-shaped swimming pool and a separate hot tub. Lounge chairs are arranged around the paved deck, and a shaded umbrella stands nearby. The clear blue sky enhances the inviting atmosphere of the outdoor space.

Condo in Naples

Lake View Naples Condo

4.93 out of 5 average rating, 109 reviews

A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.

Condo in Park Shore

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.94 out of 5 average rating, 53 reviews

Lover's Key Resort Unit #807

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.

4.81 out of 5 average rating, 21 reviews

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

4.72 out of 5 average rating, 80 reviews

A living area features a mid-century modern sofa with tropical-themed cushions, flanked by two retro lamps. Large windows allow natural light to brighten the vibrant orange walls, complemented by colorful curtains. A coffee table rests on a plush area rug, with a chess set positioned nearby.

Condo in Bonita Springs

Beautiful Retro Style Hideaway

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.