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
4.79 out of 5 average rating, 145 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.

Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Gulf Front Escape + Beach Access

"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

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!

Top 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
4.92 out of 5 average rating, 286 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
The rental property is showcased in a spacious front yard, featuring a well-maintained lawn. The modern, single-story home is complemented by a double garage and large windows, allowing natural light to illuminate the interior. A palm tree adds to the tropical ambiance.
Home in Englewood
5 out of 5 average rating, 18 reviews

Coconut Grove House - 3 bdrm, tiki/bar and pool

Vacation paradise located in a great neighborhood. The house, completed in March 2022, has a small canal and outdoor swing in the backyard. Conveniently located to restaurants, golfing, beaches, parasailing, jet-skiing, boat tours, and baseball spring training stadiums. There is a 14' x 28' heated pool with an attached tropical tiki/bar featuring a table in the pool and TV in the bar area situated on a separate lot directly between 2 vacation rental properties (pool is shared between the 2).

Guest favourite
An aerial view captures the beachfront cottage nestled among lush greenery, with an inviting shoreline stretching along the coast. Nearby structures include a mix of residential and commercial buildings, highlighting the proximity to local amenities and the tranquil beach environment.
Cottage in Englewood
4.92 out of 5 average rating, 84 reviews

Luxury Beach Resort Style Cottage

Escape to our 1-bed beachfront cottage, steps from a serene shoreline. Enjoy private beach access, an outdoor shower, and lush surroundings for a secluded paradise. Walk to local spots, indulge in watersports, and unwind in nightlife nearby. Clean and well-equipped, our cottage offers comfort with beach gear, and a private path to the beach. Experience a honeymoon-worthy stay with a spacious bathroom and seamless amenities. It's a worry-free escape. A getaway that goes beyond the ordinary.

Top guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 108 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
A tranquil waterway is illuminated by a rising sun, creating a golden reflection on the surface. Palm trees frame the scene on either side, while homes are visible along the banks, enhancing the serene waterfront atmosphere.
Home in Englewood
4.81 out of 5 average rating, 21 reviews

Close to beaches waterfront pool home with dock

Sunsets and Tan lines = memories made here! you are gonna love this 3 bedroom, 2 bath waterfront pool home. Bring your 30 foot boat and have quick no bridge access straight up to Stumps pass & the Gulf of America . Englewood Beach and Boca Grande beaches just minutes away. Lounge the day away by the large pool , watch the sun slip away at the fire pit tables and walk to several restaurants if you don't want to cook. Rent both sides to sleep 13+

Superhost
A sunset casts a warm glow over Lemon Bay, with rays of light breaking through scattered clouds. The still water reflects the vibrant colors of the sky, creating a serene and picturesque landscape.
Guest house in Englewood
4.93 out of 5 average rating, 172 reviews

Bayfront~Kayaks~Nearby Private Beach Access

Comfortable guest cottage with direct waterfront views of Lemon Bay! Catch a glimpse of dolphin, manatee, osprey & a beautiful sunset from your patio or window. Located in Old Englewood, we are just south of historic Dearborn Street with it's quaint shops, art galleries, festivals, restaurants, bars & live music. Nearby watersport rentals & activities galore. Just a short drive to your free parking & private beach access on Manasota Key!

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.

Top guest favourite
A screened-in porch offers a serene view of lush greenery and a calm waterway. Two wooden chairs are positioned at a white table, with a small decorative item placed on its surface. Bright sunlight filters through the trees, enhancing the natural surroundings.
Cottage in Arcadia
4.99 out of 5 average rating, 122 reviews

Quaint Cottage w/access to Peace River canoe/kayak

This 2.2 cottage located on 10+ acres features waterfront view and ample parking. Tranquility and paradise intersect here. There are multiple buildings on site, so you may see other guests. There are kayaks and canoes on property. First come first serve. There is a boat ramp on property you are welcome to use for boats or kayaks. No smoking and No animals. We are a farm, so we cannot allow outside animals to the property.

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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