Waterfront holiday rentals in Englewood

4.8 out of 5 average rating, 174 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

BeachViewLaundry

4.93 out of 5 average rating, 148 reviews

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 East

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

BeachViewAccess

4.83 out of 5 average rating, 122 reviews

An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.

Bungalow in Englewood

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

ViewBeachCondition

4.91 out of 5 average rating, 309 reviews

A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guest house in Englewood

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

BeachViewWalkability

Holiday home in Port Charlotte

Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

ViewBeachLocation

4.91 out of 5 average rating, 100 reviews

Lush palm trees frame a vibrant yellow birdhouse, situated near a serene canal. The calm water reflects the green landscape, with a glimpse of wooden docks visible in the background. A variety of native plants and textured bushes add to the natural setting.

4.91 out of 5 average rating, 158 reviews

"Lighthouse" 7 mins from Beach, direct gulf access

The waterfront house(2,176 sqft) in Englewood. Minutes of driving distance from beautiful beaches. The house has own 200 feet dock with a direct boat access to the gulf. It’s only a few minutes to Stump Pass and Gasparilla island. So many things to do! You can enjoy fishing, boating, kayaking, visit multiple local beaches and restaurants. It’s a unique opportunity to feel a charm of SW Florida and build new memories with family and friends. We also provide two kayaks to use for free.

BeachViewLayout

Superhost

4.65 out of 5 average rating, 20 reviews

Castadiva-Your Gorgeous Gulf Coast Beach Home!

Looking for Paradise with your own Private Gulf Front Beach only for you and your Family? It Still exists at Castadiva! A Cathedral Ceiling renovated three bedroom, two bathroom Beautiful Home where you will never want to leave…ever…. Come Stay and let us Pamper You! Manatees, Dolphins Jumping, Shark Tooth Hunts, Sea Turtle Hunts, Today’s Grilled Fresh Catch caught, Frozen Island Drinks and your private Gulf Front beach only for Castadiva guests a minute walk from front door!!

BeachViewValue

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.

5.0 out of 5 average rating, 66 reviews

Lux Home on Gulf w/Private POOL & 50ft 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 50 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!

BeachViewAccuracy

4.97 out of 5 average rating, 136 reviews

Studio, pool, private beach, boat dock shark teeth

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, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

ViewBeachCheck-in

4.99 out of 5 average rating, 144 reviews

An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.

Villa in Englewood

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

BeachViewBack garden

5.0 out of 5 average rating, 38 reviews

Cottage in Englewood

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

ViewBeachCondition

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.

4.91 out of 5 average rating, 235 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.

ViewBeachNearby

Popular amenities for waterfront rentals in Englewood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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.

4.84 out of 5 average rating, 134 reviews

BeachBay SeaHouse (1519)

BeachViewCheck-in

4.94 out of 5 average rating, 17 reviews

Beachfront Gulf Condo | Englewood Beach| Pool

BeachAir conditioningComfort

Superhost

5.0 out of 5 average rating, 4 reviews

Charlottes Web- Your Seaside Sanctuary

ViewBeachCheck-in

4.93 out of 5 average rating, 14 reviews

A screened-in balcony features a round table and two chairs, overlooking expansive water views. Decorative glass ornaments hang from the ceiling, adding a colorful touch to the serene setting. Lush green grass is visible just beyond the railing.

Flat in Port Charlotte

Condo on the water

RiverBeachQuiet

A cozy living area features light-colored walls and wooden flooring. A blue sofa is positioned near windows adorned with sheer curtains, allowing for natural light. Decorative throw pillows and a coffee table enhance the inviting space, complemented by wall art depicting a serene coastal theme.

4.94 out of 5 average rating, 16 reviews

7 Minutes to Englewood Beach! Apr With a View!

BeachViewKitchen

4.9 out of 5 average rating, 20 reviews

An aerial view captures a waterfront community along the Myakka River. The image highlights the blue rooftop condos nestled among lush greenery, with a serene water expanse stretching into the horizon. The area is marked by a wooden pier extending into the river.

Flat in Port Charlotte

Waterfront Condo w Scenic Views-Heated Pool

BeachRiverHospitality

4.71 out of 5 average rating, 285 reviews

An inviting pool area is enclosed by a screened lanai, featuring a turquoise pool surrounded by white decking. Two lounge chairs are positioned nearby, offering a place to relax under the clear blue sky. Lush greenery can be seen beyond the enclosure.

Flat in South Venice

Gulf Getaway, pool, hot tub & kayak to the beach

ViewBeachWalkability

4.94 out of 5 average rating, 16 reviews

An enclosed swimming pool area features a spacious pool illuminated by soft lighting. Sun loungers are positioned around the pool, with a tranquil ambiance created by the twilight sky visible through the mesh. The landscaped yard offers a serene setting for relaxation.

Flat in Grove City

CLEAN*Great Location*Dockage Available*HEATED Pool

BeachViewCheck-in

Waterfront house rentals

5.0 out of 5 average rating, 107 reviews

A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.

Home in Port Charlotte

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

BeachViewComfort

4.95 out of 5 average rating, 141 reviews

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

Waterfront Villa Shellflower with private pool

RiverViewGrill

5.0 out of 5 average rating, 38 reviews

Waterfront| Pool & Spa | Near Beach| No Extra Fees

ViewBeachHospitality

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

4.97 out of 5 average rating, 38 reviews

Villa Sanddollar Awaits 1071HS

BeachNearbyOutdoor spaces

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.

4.92 out of 5 average rating, 87 reviews

Stillwater Suite | Pool • Lakefront • 6min to Gulf

ViewBeachLayout

A pathway lined with palm trees leads toward a private area overlooking the Gulf of Mexico. A wooden fence and a utility structure are visible, with a pebbled surface providing texture. The turquoise waters are situated in the background against a clear blue sky.

5.0 out of 5 average rating, 24 reviews

Manasota Key to Relaxation

ViewBeachNearby

4.94 out of 5 average rating, 80 reviews

Waterfront Getaway, a Boating Paradise

RiverBeachIndoor spaces

4.95 out of 5 average rating, 37 reviews

Island Pool Home, Beach, Dock, Bay, Boating & Fish

BeachViewKitchen

Waterfront apartment rentals

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

4.96 out of 5 average rating, 138 reviews

Sunset Beach

ViewBeachCondition

A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.

4.93 out of 5 average rating, 173 reviews

Gulf Side Condo Englewood Florida

ViewBeachKitchen

An aerial view shows a heated pool surrounded by tropical landscaping. Lounge chairs are positioned around the pool, with a shaded seating area featuring a table and chairs visible. Lush palm trees and greenery frame the space, enhancing the serene atmosphere.

4.94 out of 5 average rating, 103 reviews

Steps to Water! Beach to Bay, Penthouse!

BeachViewParks

A bright living area features two light-colored sofas adorned with decorative pillows. A coffee table with a glass top sits between them, complemented by decorative items. Natural light fills the space through multiple windows, enhancing the relaxed coastal ambiance.

4.9 out of 5 average rating, 153 reviews

A Beautiful Sunset Awaits - Steps to Beach

ViewRiverAccess

4.87 out of 5 average rating, 159 reviews

Apartment in Venice

Beach studio 56

ViewBeachLaundry

A view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.

5.0 out of 5 average rating, 31 reviews

Beach Bliss Retreat on Manasota Key - Ocean View

BeachViewComfort

An aerial view captures the beachfront condo, featuring a light-colored exterior with a dark roof. Surrounding greenery and palm trees create a natural border, while the ocean waves gently lap against the shore in the foreground, providing a serene coastal environment.

4.96 out of 5 average rating, 47 reviews

Beachfront Condo on Manasota Key

ViewBeachAmenities

An archway frames a serene view of Lemon Bay, highlighting gently rippled waters and boat docks. A small round table and two chairs provide a cozy outdoor seating area, ideal for enjoying the peaceful surroundings. Lush greenery is visible along the water's edge.