Waterfront holiday rentals in Englewood

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Top-rated waterfront accommodation in Englewood

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
A well-lit pool area is enclosed by a screened patio, showcasing a sparkling pool and hot tub. The vibrant hues of a sunset are reflected in the water, surrounded by lush tropical landscaping and silhouettes of palm trees.
Home in Englewood
5 out of 5 average rating, 12 reviews

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak

Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

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.
Guesthouse in Englewood
4.91 out of 5 average rating, 277 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.

Top Guest favourite
A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.
Home in Englewood
5 out of 5 average rating, 17 reviews

The Windsor @ Englewood Beach

Absolutely no Hurricane damage. 6 minutes to Englewood Beach! Experience a one of a kind, private lush tropical vacation rental overlooking a canal {5 minutes to open water} in Englewood, FL. Enjoy a completely remodeled 3 BR, 2 BA home (with additional office with a sofa bed). Heated saltwater pool & hot tub under an enclosed pool cage. Unwind in a secluded and fenced in backyard paradise with tropical foliage, mangroves and deck overlooking a gulf-access canal. This place has it all.

Guest favourite
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
4.92 out of 5 average rating, 135 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.

Guest favourite
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
4.9 out of 5 average rating, 51 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.

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.
Condo in Englewood
4.9 out of 5 average rating, 205 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
The studio unit features a light-filled layout with a cozy seating area highlighted by a blue sofa. A kitchenette is equipped with essential appliances, while a spacious bed is placed against a textured accent wall. A dining table complements the open space.
Condo in Englewood
4.97 out of 5 average rating, 100 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, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

Top Guest favourite
A sparkling swimming pool is complemented by a relaxing hot tub, both framed by a screened enclosure. Lush greenery from the landscaped yard is visible beyond the pool area, creating a serene outdoor environment bathed in natural light.
Home in Rotonda West
4.97 out of 5 average rating, 39 reviews

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Escape to this stunning 3-bedroom, 2.5-bathroom home in a tranquil neighborhood. With an open floor plan, cozy fireplaces screened lanai with pool and hot tub, and an outdoor shower and BBQ kitchen area, it's the perfect retreat. We offer complimentary pool heating to 78°F and jacuzzi heating to 90°F so you can enjoy year-round comfort. If you'd like warmer settings, we can accommodate for an additional charge of $22

Guest favourite
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 Long Meadow
4.94 out of 5 average rating, 127 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.

Top Guest favourite
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, 339 reviews

Huge NOV SALE, EXCL Sarasota #1 Luxery 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!

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!

Top Guest favourite
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.
Condo in Englewood
4.96 out of 5 average rating, 122 reviews

Sunset Beach

One bedroom condo right on the Gulf! This 2nd floor upper unit has a gulf view from all rooms. The location "pin" on the map is not quite accurate. The unit is right on the beach as the pictures show. Literally only a 50 feet walk, and your toes are on the beach!

Popular amenities for Englewood waterfront rentals

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$362 NZD$429 NZD$447 NZD$355 NZD$319 NZD$319 NZD$319 NZD$319 NZD$305 NZD$353 NZD$312 NZD$319 NZD
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Quick stats about waterfront rentals in Englewood

  • Total holiday rentals

    Explore 260 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $106 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Englewood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Englewood rentals

  • 4.8 Average rating

    Englewood stays are highly rated by guests—averaging 4.8 out of 5!

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