Waterfront holiday 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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Guest favourite
Apartment in Englewood
4.8 out of 5 average rating, 149 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.

Top guest favourite
Villa in Englewood
4.92 out of 5 average rating, 141 reviews

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.

Guest favourite
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
4.8 out of 5 average rating, 105 reviews

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!

Guest favourite
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
4.91 out of 5 average rating, 290 reviews

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.

Guest favourite
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, 101 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Englewood home, open floor plan, tastefully decorated for an original Florida beach vibe. privatly set on brakish water canal with no shortage of fish. large Heated pool is screened in with covered outdoor eat/cook area. yard is fully fenced in. all Bedrooms feature New high end Beds and sheets. 5 tvs with basic channels. bathrooms have bidet wash. 7 ceiling fans.master bedroom has a separate french door entrance into pool area, plus private en suite bathroom with large walk in shower.

Top guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 113 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!!

Guest favourite
Aerial view of Chadwick Cove Marina and its surroundings, depicting a waterfront area filled with boats moored at multiple docks. The spacious condo building is visible alongside harbor views and lush greenery. The calm waters and distant shoreline enhance the serene setting.
Apartment in Englewood
4.91 out of 5 average rating, 33 reviews

Waterfront Condo with Beach Access

Welcome to Chadwick Cove Marina! This brand new condo features an open layout with balcony overlooking Lemon Bay. Sleeps up to 4 guest when using queen Murphy bed off living room. Washer/dryer. Boat slips bookable through DockWa. Beaches located across the street allowing you to enjoy both beach and bay in one location. Just steps away from restaurants and shops. Outdoor kitchen with a grill, tiki bar and fire pit. We also have a 3 bedroom unit on the 1st floor.

Top guest favourite
An aerial view captures a serene waterfront neighborhood featuring numerous houses, canals, and docks. Lush green areas and palm trees are interspersed among the homes. The blue waters extend into the horizon, with multiple buildings visible in the distance.
Home in Englewood
5 out of 5 average rating, 13 reviews

Waterfront home w/40 ft dock, POOL, private ramp

Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

Top guest favourite
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.
Apartment in Englewood
4.91 out of 5 average rating, 215 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.

Guest favourite
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.
Apartment in Englewood
4.93 out of 5 average rating, 160 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 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.

Guest favourite
Home in Englewood
5 out of 5 average rating, 7 reviews

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

Top guest favourite
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, 71 reviews

Waterfront Getaway, a Boating Paradise

Visualize it this way, you can drop your boat in across the street at the public boat ramp, and store your trailer behind the property and dock your boat steps from our place. Just grab your cooler and sunscreen and head out for a day of fishing or to the sandbar. Guests have use of the entire house on the canal. It’s super convenient to drop in and go!

Popular amenities for waterfront rentals in Englewood

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Quick stats about waterfront rentals in Englewood

  • Total holiday rentals

    Explore 290 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 7,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    290 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Englewood rentals

  • 4.9 Average rating

    Englewood stays are highly rated by guests – averaging 4.9 out of 5!

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