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Waterfront vacation rentals in Englewood

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Top-rated waterfront rentals in Englewood

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy sitting area is arranged with a woven chair and a cushioned sofa. A flat-screen TV is mounted on the wall. Natural light enters through the windows, which frame views of outdoor greenery and water. A small dining table is set nearby, enhancing the space.

Cottage in Englewood

4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

A private backyard features a sparkling pool equipped with a slide, surrounded by lounging chairs. A shaded area is provided by a large awning over outdoor seating. Lush greenery frames the space, creating an inviting atmosphere for relaxation and enjoyment.

Home in Englewood

4.84 out of 5 average rating, 58 reviews

New Listing! Resort-like Oasis on Canal

You may not want to go to the beach once you step into this paradise! This completely private backyard has everything you could want including pool with slide, hot tub with surrounding bar to relax, horseshoe pit and cornhole, firepit and more. The homes been completely updated with a unique beach feel to it. Separate workstation area for you to get your work done (if needed) quickly so you can get back to enjoying life. Large floating dock for you to park a boat etc.. and be out in Lemon Bay.

A serene canal view is showcased from a private dock, featuring two teal chairs positioned beside a small table. Lush greenery and calm waters reflect the clear blue sky, enhancing the peaceful atmosphere of the outdoor space.

Bungalow in Englewood

5 out of 5 average rating, 9 reviews

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance —perfect for day or night relaxation Manasota Key's breathtaking beaches - 2 miles away for the ultimate coastal escape.

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.

Condo in Englewood

4.79 out of 5 average rating, 122 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY LOCAL RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with pool access. Complimentary grill for your dinner paired with an amazing Gulf sunset. Your morning coffee is on us! Beach chairs & towels supplied. Kitchen is updated and all utensils supplied. Master Bedroom has a queen sized bed. Boat dock slip available upon request. HEATED POOL located directly across the street.

Top guest favorite

A refreshing swimming pool is enclosed by a protective screen, allowing for sunlight to illuminate the clear blue water. Two sun loungers are positioned nearby, and lush landscaping is visible in the background, enhancing the serene outdoor space.

Home in Englewood

5 out of 5 average rating, 32 reviews

New house w/pool close to beach & mineral springs

Escape to our brand new 3 bed 2 bath home-a modern coastal haven with spacious open floor plan. The master bedroom suite boasts of a king size bed and a private en-suite. Fully equipped kitchen, dining room, relaxing living room, and a dedicated workspace with high-speed internet. Outside, a refreshing pool with sun loungers and pool heating/cooling options. Enclosed pool cage. Close to beautiful Gulf Beaches, Warm Mineral Springs Park, nature parks, and great public golf courses.

Top guest favorite

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

Home in Englewood

5 out of 5 average rating, 23 reviews

Lux Home on Gulf w/Private POOL & 100ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Top guest favorite

A sandy path leads through lush green shrubs toward a beach house with a covered porch. The beach house's light exterior complements the cloudy sky, creating a serene coastal atmosphere. The surrounding foliage provides a natural frame for the view of the beach beyond.

Condo in Englewood

4.97 out of 5 average rating, 87 reviews

Studio, pool, private beach, boat dock shark teeth

**Not impacted by the Hurricane** Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.

Villa in Englewood

4.91 out of 5 average rating, 126 reviews

Unwind at Casa Blu: Sun, fun, pool, close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

Home in Englewood

4.88 out of 5 average rating, 32 reviews

Suite Sun

Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

Condo in Englewood

4.88 out of 5 average rating, 190 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

Home in Rotonda West

4.94 out of 5 average rating, 119 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

4.97 out of 5 average rating, 327 reviews

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes. inviting architecture

Popular amenities for Englewood waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A bright living area is featured, showcasing comfortable seating arranged around a wooden coffee table. A large wall art piece depicting ocean waves complements the decor. A ceiling fan and natural light enhance the space, while potted plants add a touch of greenery.

Apartment in Englewood

4.91 out of 5 average rating, 33 reviews

Turtle Bay 1A Island Condo

A modern living room is presented with light gray walls and a large sliding glass door leading to a screened balcony. A comfortable sectional sofa sits against one wall, complemented by a decorative coffee table and a television displaying a serene beach scene.

Apartment in Sarasota

4.88 out of 5 average rating, 60 reviews

Stylish gray condo 6 min from Siesta+ heated pool

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.

Apartment in North Fort Myers

4.81 out of 5 average rating, 213 reviews

Garden Villa

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 Burnt Store

4.94 out of 5 average rating, 152 reviews

Suite with lake view.

The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.

Apartment in Siesta Key

4.93 out of 5 average rating, 109 reviews

Siesta Premier Location - The 'Calm of Siesta'

A bright yellow bungalow is surrounded by tropical landscaping, featuring palms and flowering plants. A white picket fence lines the front, complementing the pebbled driveway. The structure includes multiple windows, allowing natural light to enhance the welcoming exterior.

Apartment in Englewood

4.83 out of 5 average rating, 122 reviews

BeachBay SeaHouse (1519)

Apartment in Siesta Key

4.79 out of 5 average rating, 212 reviews

2/2 Beach House Apt on Siesta Key

A large heated swimming pool is visible in the foreground, surrounded by lounge chairs and umbrellas. The water appears inviting under a clear blue sky, with a view of the inter-coastal waterway in the background. Tropical vegetation adds to the serene atmosphere.

Apartment in Siesta Key

4.69 out of 5 average rating, 183 reviews

Siesta Key Condo. Sit by the water !

Waterfront house rentals

A scenic waterfront view is presented, showcasing calm waters bordered by lush greenery. A wooden bench is positioned on the grass, offering a tranquil spot to relax. A boat slip is visible in the background, enhancing the scenic allure of the surroundings.

Home in Englewood

4.94 out of 5 average rating, 31 reviews

Waterfront 4 bedroom 3 bath house

A spacious screened-in pool area is showcased, featuring a large heated pool with clear blue water. Comfortable lounge chairs and an umbrella are positioned nearby, and a well-maintained outdoor area surrounded by greenery is visible beyond the pool.

Home in Englewood

4.98 out of 5 average rating, 95 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Top guest favorite

A private, screened backyard features a heated pool framed by a spacious patio area. Comfortable outdoor seating is arranged nearby, providing a relaxing atmosphere. Lush greenery and a freshwater canal can be seen in the background, enhancing the serene setting.

Home in Rotonda West

5 out of 5 average rating, 13 reviews

Luxury Beach Retreat - Heated Pool - 15m to Beach

Top guest favorite

A white wooden gate marked with a sign reading 'Waterfront Getaway Vacation Rental' provides access to the property. The gate opens to a gravel pathway leading to the house, surrounded by clear blue skies and a well-maintained outdoor area.

Home in Englewood

4.93 out of 5 average rating, 68 reviews

Waterfront Getaway, a Boating Paradise

Top guest favorite

A screened-in pool area features a clear blue pool surrounded by a spacious deck. Lush greenery and trees are visible through the screens, and the sky is adorned with soft hues of orange and pink, signaling sunset.

Home in Rotonda West

4.95 out of 5 average rating, 58 reviews

Spacious Vacation Home

Top guest favorite

An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.

Home in Port Charlotte

4.88 out of 5 average rating, 17 reviews

Peaceful waterfront home

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

Home in Englewood

4.97 out of 5 average rating, 32 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

A serene outdoor space featuring a hot tub and several colorful lounge chairs facing a beautiful sunset over the water. The area is surrounded by lush greenery and includes a stone pathway leading towards the hot tub, with a wooden dock visible in the background.

Home in Englewood

4.93 out of 5 average rating, 89 reviews

20 Steps to Water! Sunsets, and Hot tub!

Waterfront condo rentals

Top guest favorite

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

Condo in Siesta Key

4.97 out of 5 average rating, 319 reviews

On the Beach; Siesta Key SunBum Studio

Condo in Englewood

4.91 out of 5 average rating, 46 reviews

Vacay on the Beach !

A bright bedroom features a spacious bed with a yellow accent pillow and a knitted blanket draped over it. Two windows with blinds provide natural light, while wood beam ceilings add architectural interest. Nightstands flank the bed, and a small lamp offers additional lighting.

Condo in Englewood

5 out of 5 average rating, 5 reviews

Spot manatees from your balcony

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

Condo in Siesta Key

4.94 out of 5 average rating, 108 reviews

Siesta Key Beach Front Condo

A spacious sleeping area features a large bed dressed in white linens. Two round mirrors adorn the wall above the headboard, which is complemented by playful wallpaper. A colorful cushion adds a touch of warmth, and a sliding door offers access to additional storage.

Condo in Englewood

4.94 out of 5 average rating, 17 reviews

Sunshine Swimmers Casita, 206

A cozy living area is highlighted by a comfortable gray sofa adorned with tropical-themed cushions. A large mirror adds depth to the space, while a flat-screen TV is placed on a wooden console. Soft lighting is provided by two standing lamps.

Condo in Cape Haze

5 out of 5 average rating, 19 reviews

Waterfront Condo in Cape Haze

Top guest favorite

A tranquil waterfront view presents several white Adirondack chairs arranged on a blue deck. The horizon features a colorful sunset, with the sky displaying soft hues of orange amidst grey clouds, while the calm water reflects the fading light.

Condo in Englewood

4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

An aerial view captures the expansive property layout, featuring well-maintained grounds, a central pool area, and two tennis courts. Lush palm trees surround the space, framing concrete pathways and parking areas, with the Gulf of Mexico visible beyond the buildings.

Condo in Sarasota

5 out of 5 average rating, 26 reviews

Beachfront - 2BR - Spectacular Beach Setting

Quick stats about waterfront rentals in Englewood

Total rentals
230 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
130 properties have a pool

Destinations to explore