Holiday houses in Englewood

4.98 out of 5 average rating, 58 reviews

Cottage in Englewood

Waterfront! Sunset Views Nightly!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

Guest suite in Port Charlotte

4.95 out of 5 average rating, 111 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

4.91 out of 5 average rating, 274 reviews

Guesthouse in Englewood

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.

4.98 out of 5 average rating, 51 reviews

-Home by Manasota Key-

Welcome to Suncoast Dacha, where you are invited to relax, unwind and rejuvenate as you enjoy beach town charm of Englewood. Relax in this beautifully furnished home just minutes from Manasota Key! Englewood is also one of the best places for fishing enthusiasts in all of Florida, as it was originally founded as a fishing village. There are multiple fishing charters available for both saltwater and freshwater fishing. Englewood Beach: 2.5 mi Manasota Beach: 7.5 mi Warm Mineral Springs: 12 mi

5 out of 5 average rating, 43 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

4.9 out of 5 average rating, 154 reviews

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

4.99 out of 5 average rating, 103 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

4.98 out of 5 average rating, 59 reviews

Cottage in Englewood

Magnolia Cottage

Enjoy the walking-distance restaurants, shops and bars from this cozy cottage in the heart of Olde Englewood. Catch fish or the sun dancing on the water at Lemon Bay just two blocks away. The neighborhood is great for morning and evening strolls. Four local beaches are just minutes away. Relax with a refreshing beverage on the back patio, fenced for your privacy. If you want to park the car and enjoy a quaint beach town without the hassle, we have you covered!

4.89 out of 5 average rating, 47 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.

4.89 out of 5 average rating, 201 reviews

Condo in Englewood

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.

5 out of 5 average rating, 17 reviews

5 Miles to Beaches | Cozy Home with Sunroom

Your Gulf Coast escape awaits at this retreat in Englewood, FL! Our 2-bedroom, 2-bath home features comforts like free WiFi, and a full kitchen. Soak up the sun at Manasota Key Beach, hit the links at a nearby golf course, or explore some of Florida’s beautiful state parks in the surrounding area! After a day of adventure or relaxation, you can sit back and unwind in the screened porch or get cozy with a movie on the Smart TV.