Waterfront holiday rentals in Englewood

4.8 out of 5 average rating, 175 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.

BeachViewKitchen

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.

ViewBeachCheckout

4.83 out of 5 average rating, 123 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!

BeachViewWalkability

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.

ViewBeachSleep quality

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!

BeachRiverPool

4.9 out of 5 average rating, 101 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.

ViewBeachAir conditioning

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!!

RiverBeachSleep quality

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)

BeachViewNearby

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, 174 reviews

Gulf Side Condo Englewood Florida

This cozy condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The second bedroom does not have a door. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

ViewBeachCondition

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.

BeachViewNearby

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.

ViewBeachSleep quality

4.99 out of 5 average rating, 127 reviews

Paradise on the Bay

Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.

BeachViewGetting around

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)

RiverBeachLaundry

4.94 out of 5 average rating, 17 reviews

Beachfront Gulf Condo | Englewood Beach| Pool

BeachNearbyAccess

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

RiverBeachIndoor spaces

5.0 out of 5 average rating, 4 reviews

Charlottes Web- Your Seaside Sanctuary

ViewBeachSleep quality

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!

ViewBeachLocation

5.0 out of 5 average rating, 12 reviews

Flat in Port Charlotte

Riverfront Condo w Water Views-Heated Pool

RiverBeachAmenities

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

BeachViewLayout

5.0 out of 5 average rating, 3 reviews

Flat in Nokomis

One Bedroom with Direct Beach Access

BeachConditionIndoor spaces

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

ViewBeachSleep quality

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

RiverBeachHospitality

4.65 out of 5 average rating, 20 reviews

Castadiva-Your Gorgeous Gulf Coast Beach Home!

ViewBeachOutdoor spaces

5.0 out of 5 average rating, 38 reviews

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

BeachViewLocation

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

ViewRiverHospitality

4.94 out of 5 average rating, 80 reviews

Waterfront Getaway, a Boating Paradise

RiverViewIndoor spaces

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

BeachOutdoor spacesCheck-in

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

ViewBeachBack garden

Waterfront apartment rentals

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!

ViewBeachTV

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

RiverBeachValue

4.82 out of 5 average rating, 188 reviews

Apartment in Venice

beach studio 71

ViewBeachAmenities

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

BeachViewGetting around

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

ViewBeachNearby

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.

5.0 out of 5 average rating, 33 reviews

Bay Life @ManasotaKeyCondos

BeachViewLocation

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.

5.0 out of 5 average rating, 17 reviews

Spot manatees from your balcony

BeachViewLocation

A serene sunset reflects over calm waters, accentuating the silhouette of trees in the distance. A wooden dock extends into the bay, contributing to the peaceful atmosphere. Warm hues of orange and yellow blend into the evening sky.