Waterfront vacation rentals in Estero

4.98 out of 5 average rating, 199 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

4.95 out of 5 average rating, 124 reviews

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

Home in Naples

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

4.97 out of 5 average rating, 421 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.

4.94 out of 5 average rating, 149 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.

4.99 out of 5 average rating, 172 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.

5 out of 5 average rating, 7 reviews

Home in Fort Myers

Simply Secluded with beautiful pond view

Escape to comfort at this peaceful home nestled within a resort community it offers beautiful pond views, cozy living spaces, and full access to the resort amenities — perfect for a relaxing getaway or a fun-filled vacation. Wake up to tranquil water views, enjoy breakfast on the patio, then spend your day exploring the resort and the local areas Whether you're planning a family trip, a couple’s escape, or a weekend with friends, you’ll find the perfect mix of comfort and convenience here

5 out of 5 average rating, 5 reviews

An open floor plan showcases a combination of dining and living spaces. A wooden dining table is surrounded by light-colored chairs, while a spacious sofa group is positioned opposite a cozy seating area. Natural light fills the room, enhanced by neutral decor and warm furnishings.

Home in Bonita Springs

Modern Escape – The House on Holly Lane Getaway

Welcome to your modern escape on Holly Lane! Unwind in three spacious bedrooms and a bright open-plan living area designed for family comfort. The Space Relax with streaming-ready smart TV, fast Wi-Fi and cozy reading nooks. Highlights: Fully stocked kitchen Private patio for morning coffee On-site washer & dryer Location Quiet neighborhood minutes from dining, shops and parks. Near downtown and just a short distance from the beach. Book your stay on Holly Lane today—dates fill fast!

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

4.98 out of 5 average rating, 121 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Apartment in Fort Myers Beach

4.82 out of 5 average rating, 137 reviews

Lovers Key Beach Club Suite - Private Beach

Enjoy breathtaking views from this 10th floor condo at Lover's Key Beach Club! This one bedroom, one bath condo is the perfect place for a quiet, romantic couples getaway. From the private beach to the large pool area, there's no better place to relax in the Florida sunshine! Wake up refreshed and sip your coffee on the private balcony overlooking the water. Prepare meals in the full kitchen or head down to the BBQ grill area!

5 out of 5 average rating, 10 reviews

A screened-in lanai houses a private pool with clear blue waters, complemented by light-colored deck tiles. Sunlight filters through the mesh enclosure, casting playful shadows on the patio furniture, which includes reclining lounge chairs and a shaded seating area for relaxation.

Home in Estero

Relaxing Riverside Pool Home

Relax and recharge in this spacious 3-bedroom, 2-bath home with a private pool and flexible den space. Located in a quiet riverfront community with private boat ramp and dock access, perfect for boating, fishing, kayaking, and paddleboarding. Enjoy the outdoor shower, fire pit, and peaceful backyard oasis. Close to beaches, parks, shopping, and dining — the ideal getaway for relaxation or adventure in sunny Southwest Florida.

4.83 out of 5 average rating, 118 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.

4.78 out of 5 average rating, 65 reviews

The open living area features a light-colored sofa and an armchair, with large sliding glass doors allowing natural light and offering views of the bay waters. A wooden dining table with seating for four is positioned nearby, with a bowl of fresh fruit placed centrally.

Condo in Bonita Springs

Cozy Condo with amazing views, next to beach

Welcome to our condo at Bonita Beach & Tennis Club across the street from the Gulf of Mexico. This light and airy 7th floor unit in building# 5 offers private quiet location, stunning views of the bay waters, and closest proximity to the famous Bonita beaches. King size bed, sleeper sofa, kitchen necessities, cable TV, Wi-Fi, new flooring. In Unit Washer and Dryer! Two heated pools, barbecue.

Popular amenities for Estero waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.62 out of 5 average rating, 143 reviews

A waterfront view showcases colorful buildings surrounded by palm trees. Small boats are docked at a wooden pier extending into the calm water, reflecting the vibrant scenery. Lush greenery complements the tropical atmosphere, creating a serene and inviting environment.

Apartment in Hamlet

Grouper Room in Matlacha * Redfish is open!

4.78 out of 5 average rating, 65 reviews

A light-filled living area features a spacious sectional sofa adorned with patterned cushions. A neutral area rug is positioned beneath a wooden coffee table, while adjacent seating faces a dining table for four. Large windows offer views of the surrounding area, enhancing the inviting space.

Apartment in Pelican Bay

Sunset Cove at Vanderbilt Beach

Apartment in Fort Myers Beach

A beachfront balcony offers calming views of the ocean and palm trees. The spacious area features two light-colored chairs positioned for relaxation. Below, the pool area is visible, along with a well-maintained lawn leading to the beach.

4.87 out of 5 average rating, 47 reviews

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

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, 238 reviews

Garden Villa

4.94 out of 5 average rating, 16 reviews

Apartment in Fort Myers

Vida Suite

Apartment in Bonita Springs

A light-colored sectional sofa is positioned in a cozy living area, complemented by decorative pillows and a woven throw. A round coffee table with a candle rests on a striped area rug. Artwork is displayed on the wall above, providing a subtle decorative touch.

4.84 out of 5 average rating, 19 reviews

Cozy One Bedroom w/ Pool View

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.

5 out of 5 average rating, 6 reviews

Apartment in Sanibel

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

Waterfront house rentals

An inviting outdoor area showcases a pool and spa, surrounded by lush greenery. The sky is tinted with vibrant pink and purple hues at sunset. A pink flamingo float rests in the water, adding a playful element to the serene setting.

4.99 out of 5 average rating, 108 reviews

5 Star Paradise Plus/Canal/Pool/Spa/KayaksSp.offer

5 out of 5 average rating, 9 reviews

A modern ranch-style home is presented, featuring a light-colored exterior with a stone accent wall. A large front yard with gravel landscaping is visible, complemented by a stylish circular wall decoration and large windows that allow ample natural light.

Home in Fort Myers Beach

The Heron House

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

4.95 out of 5 average rating, 132 reviews

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

Home in Fort Myers

Waterfront Home w/ Pool. Minutes to Sanibel

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, 130 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

A refreshing heated saltwater swimming pool is surrounded by a screened enclosure, featuring two sun loungers partially submerged in water. An oversized teal umbrella provides shade, while a small floating tray holds drinks. The serene canal views are visible in the background.

4.97 out of 5 average rating, 149 reviews

Heated Pool & Game Room Waterfront Family Retreat

4.97 out of 5 average rating, 145 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!

4.63 out of 5 average rating, 8 reviews

A collage of images highlights various aspects of the waterfront home, featuring outdoor amenities such as a hot tub and fishing poles. Scenic views of the water and serene outdoor spaces are showcased, along with comfortable sleeping areas and well-appointed bathrooms.

Home in Bonita Springs

5 minutes Beach/Hot Tub/Water Views/Pets Welcome

Waterfront condo rentals

4.83 out of 5 average rating, 117 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

A modern living area is depicted with a light blue couch and a wooden coffee table. Large glass doors provide access to a balcony with outdoor seating, allowing natural light to fill the space. Curtains frame the windows, and a tasteful lamp adds ambient lighting.

5 out of 5 average rating, 18 reviews

Beachfront condo on 10 acres of pristine beach.

5 out of 5 average rating, 88 reviews

A private, landscaped patio features two swivel chairs positioned around a small table. Lush greenery and flowering plants surround the area, providing a serene view of a lake in the background. The natural setting invites relaxation and enjoyment of the outdoors.

Condo in Old Naples

Little Gem By the Beach and 5th w/Patio Old Naples

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.

4.83 out of 5 average rating, 12 reviews

Santa Maria • Beach & Boating Getaway • Sleeps 8

5 out of 5 average rating, 15 reviews

A bright living area is furnished with a light gray sofa set and a glass coffee table. Large windows offer views of the Gulf, allowing natural light to fill the space. A mounted television is positioned for easy viewing, and a ceiling fan provides comfort.

Condo in Sanibel

Sundial A301- Gorgeous Beachfront Residence

5 out of 5 average rating, 20 reviews

An outdoor balcony features a round dining table surrounded by several chairs, offering stunning views of the ocean and a glowing sunset. The serene atmosphere is enhanced by soft colors in the sky, while a small table stands beside a chair.

Condo in Park Shore

The Club at Naples Cay 1101

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.

4.95 out of 5 average rating, 56 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.