Waterfront holiday 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.

%{current} / %{total}1 / 1
Top 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
4.92 out of 5 average rating, 63 reviews

Suite Sun

*HEATED SOLAR POOL* Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground solar panel heated 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 serene canal view is showcased from a private dock, featuring two teal chairs positioned beside a small table. Lush greenery and calm waters reflect the clear blue sky, enhancing the peaceful atmosphere of the outdoor space.
Bungalow in Englewood
5 out of 5 average rating, 23 reviews

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance, perfect for day or night relaxation Manasota Key's breathtaking beaches 2 miles away. Myakka Pines Golf Club just 4 miles

Guest favourite
Apartment in Englewood
4.79 out of 5 average rating, 143 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.

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, 104 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, 284 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
Home in Englewood
5 out of 5 average rating, 6 reviews

March 11-April 5 NOW Available. Act Fast.

Kick back and relax in this calm, stylish space. Every inch has been updated, upgraded, and designed with your comfort, relaxation, and enjoyment in mind. Lemon Bay is a special place on its own accord. When you add to it the magic the Tiki on the Bay Community adds to the mix, we believe you’ve found paradise. Tiki on the Bay is a small, inviting community that's perfectly located. You're just moments from multiple Gulf front beaches, Historic Dearborn Street, and fantastic restaurants.

Guest favourite
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.
Flat in Englewood
4.83 out of 5 average rating, 126 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.

Top guest favourite
Home in Long Meadow
5 out of 5 average rating, 10 reviews

Waterside Oasis / 2 BR / Pool /Breathtaking Views

Welcome to your serene retreat on a beautiful canal in Rotonda West! This lovely three-bedroom home features two bedrooms available for rent—one with a queen-size bed and the other with twin beds, as the master bedroom is reserved for the owner's use. Enjoy a stunning pool and spacious outdoor area perfect for entertaining. The bright, open living space is ideal for family gatherings. Experience relaxation and fun by the water—book your stay today and create unforgettable memories!

Top guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 106 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 bright entryway features a modern door with glass panels, inviting natural light. Foldable beach chairs are neatly arranged on a wall-mounted rack, and a round mirror hangs above the chairs. A woven basket is positioned on the floor, providing additional storage space.
Apartment in Englewood
4.9 out of 5 average rating, 29 reviews

Waterfront Condo Walkable to Everything with Beach

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
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, 213 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, 157 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.

Popular amenities for waterfront rentals in Englewood

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$258 SGD$306 SGD$318 SGD$253 SGD$227 SGD$227 SGD$227 SGD$227 SGD$217 SGD$227 SGD$235 SGD$251 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

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 $51 SGD 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!

Destinations to explore