Cottage vacation rentals in Englewood

1 bed cottage close to beach free bikes & kayaks

Welcome to your perfect beach escape on Manasota Key! This charming 1-bedroom cottage is just a 3-minute stroll from sandy shores and stunning Gulf sunsets. Enjoy all the comforts of home, including a grill, shared laundry and cozy back patio. Located in a peaceful neighborhood with easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, umbrella, towels and a cooler are provided for your use. Relax, explore, and make unforgettable memories in this beautiful paradise!

New Pool Tropical Waterfront Dock & Optional Boat

We have electric power! Home stayed dry during hurricane Milton. Clean and ready! Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

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.

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

MK Farm - Cottage by the Beach

MK Farm boasts of beautiful Florida nature. Mature Oaks, Palms and Gardens on our 10 acre Farm. Wake up to our Roosters, Chickens and FRESH Eggs! We have fresh veggies too, whatever is in season in the raised beds, help yourself! Biking distance to beautiful Manasota Key/Beach! Our quaint cottage has been renovated with cedar trim, granite countertops and a large beautiful walk in mosaic shower and more! Theater style seating in the family room. Wifi and Roku.

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

Historic Themed Cottage Punta (No Cleaning Fee)

(No Cleaning Fee) Welcome to our tranquil Coastal Blue Cottage nestled in the serene coastal vibes of Punta Gorda! There are plenty of charming shops, eateries, and local attractions you can reach on foot. Only a quick 15-minute drive from PDG Airport, our cottage is just a 7-minute walk to the serene water, surrounded by awesome bike and walking trails. We're super close to the Harbor Walk, downtown, and Fishermen's Village – plenty to see and do!

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!