Waterfront vacation rentals in Englewood

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Englewood

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Rental unit in Englewood

4.98 out of 5 average rating, 55 reviews

Studio w/ dock & beach access!

Enjoy it all -Pool, dock & private beach access-located near restaurants & clubs. 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, walk-in shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Need more space, book the adjoining 1 bed space too!

Superhost

Guesthouse in Englewood

4.91 out of 5 average rating, 249 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 favorite

Home in Port Charlotte

4.85 out of 5 average rating, 218 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Superhost

Rental unit in Englewood

4.83 out of 5 average rating, 120 reviews

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

Guest favorite

Villa in Englewood

4.92 out of 5 average rating, 106 reviews

Casa Blu: Serene Pool Villa, Minutes 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 favorite

Villa in Englewood

4.9 out of 5 average rating, 126 reviews

Good shape after Helene-Magnificent Waterfront-gs

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & 1 cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

Guest favorite

Condo in Englewood

4.89 out of 5 average rating, 178 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 favorite

Rental unit in Englewood

4.9 out of 5 average rating, 10 reviews

San Victoria Paraiso Unit B

San Victoria Paraiso unit B. Freshly remodeled with new kitchen, bath, furniture and appliances. Leather pull out queen sofa . Walking distance to several bars/restaurants and only 4 miles (7minutes) to the beach. 2.5 hours to all the parks in Orlando. We are offering discounted rates throughout the summer. Bring your kayak! 1/4 mile direct access to Lemon Bay and the area is known as a kayakers paradise.

Guest favorite

Home in Rotonda West

4.94 out of 5 average rating, 108 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.

Guest favorite

Home in Englewood

4.99 out of 5 average rating, 108 reviews

Paradise on the Bay

Waterfront pool home with all the amenities. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fish from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 2 Kayaks and 1 pebble boat is available for your enjoyment.

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 317 reviews

New NOV Openings! Sarasota #1 Lux BEACH Villa

BOOK 2024 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!

Guest favorite

Home in Venice

4.92 out of 5 average rating, 24 reviews

My Venice Beach House

The cutest 2/2 with the most beautiful zen backyard only 2 miles from Manasota Beach! Fully fenced private yard with pond views and tons of outdoor siting areas. Fully equipped with all the comforts of home! Near shopping, restaurants, and only a few minutes from Historic downtown Venice and beaches! Perfect vacation spot!