Cottage vacation rentals in Manasota Key

A sandy waterfront area is illuminated by soft lighting, highlighting a wooden dock that extends toward the calm water. Lounge chairs are arranged nearby, framed by palm trees adorned with twinkling lights. A serene sunset casts gentle colors across the sky, reflecting on the water.

4.98 out of 5 average rating, 58 reviews

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!

4.99 out of 5 average rating, 78 reviews

A calm waterway is framed by lush greenery, with a wooden dock extending over the water. Two white lounge chairs are positioned invitingly at the dock's edge, offering a place to enjoy the peaceful surroundings, while gentle reflections create a soothing atmosphere.

Cottage in Nokomis

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

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

4.88 out of 5 average rating, 128 reviews

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.

A serene outdoor area is visible, featuring a cottage surrounded by lush greenery. Two Adirondack chairs are positioned on a sand-covered path, with various tropical plants enhancing the natural setting. The sky is clear and bright, contributing to a peaceful atmosphere.

4.93 out of 5 average rating, 82 reviews

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.

4.96 out of 5 average rating, 51 reviews

Cottage in Osprey

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!

An aerial view captures the layout of the coastal community, featuring roads lined with homes and lush greenery. The coastline is visible, with sandy beaches meeting the clear blue waters. A network of canals and boats adds to the charm of this serene neighborhood.

5 out of 5 average rating, 13 reviews

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 shared laundry and cozy back patio. Located in a peaceful neighborhood with easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, and a cooler are provided for your use. Relax, explore, and make unforgettable memories in this beautiful paradise!

4.98 out of 5 average rating, 45 reviews

Cottage in Placida

West Coast Island Retreat, Simply Adrift Cottage

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off FL's West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

A vibrant sunset paints the sky with hues of orange, pink, and purple, reflecting on calm waters. Silhouettes of a dock and palm tree are observed in the foreground, enhancing the serene atmosphere of the lakeside.

4.93 out of 5 average rating, 15 reviews

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.

A wooden bench is positioned facing a calm waterway, framed by lush greenery. The sandy shoreline is visible, with the tranquil blue water extending into the distance under a clear sky.

4.98 out of 5 average rating, 52 reviews

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!

A sandy beach stretches along the calm waters, showcasing gentle waves under a partly cloudy sky. Lush greenery lines the shoreline, and a wooden staircase leads to the beach, providing access to the serene outdoor environment.

5 out of 5 average rating, 28 reviews

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.

4.77 out of 5 average rating, 31 reviews

A charming outdoor dining area is illuminated by string lights, creating a warm ambiance. Tables and chairs with stylish patterns are arranged along a waterfront walkway. The evening sky features a mix of gray and blue hues, enhancing the serene coastal atmosphere.

Cottage in Punta Gorda

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!