Cottage vacation rentals in Manasota Key

Lemon Bay Hideaway near beach and fishing pier

Welcome to our cozy 2-bedroom, 1-bath cottage, just a short drive from Englewood Beach! Enjoy the peaceful, pet-friendly retreat and access to local attractions. Relax on the screened front porch with a peekaboo view of Lemon Bay, or by the fire pit in the partially fenced yard, located ~1.5 mi from Englewood Beach and from Dearborn local restaurants, you’ll be in the heart of everything for your Florida vacation. There is also a detached guesthouse in the back that shares the laundry shed.

Unit #1 Free kayak/bikes/walk to beach/fullcottage

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.

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Welcome to your perfect beach escape on Manasota Key! This charming 2-bedroom cottage is just a 3-minute stroll from sandy shores and stunning Gulf sunsets. Enjoy all the comforts of home, including shared laundry and a cozy back patio. Nestled in a peaceful neighborhood, you'll have easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, and a cooler are provided for your convenience. Relax, explore, and create unforgettable memories in this beautiful paradise!

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.

Happily Ever After

We are off the main path and it is a quiet place to reconnect with what matters. We encourage our guests to unwind on our spacious comfy screen porch with chairs, table, and a futon chair for naps. Also use our large private maze outdoor shower. Be prepared for loads of sun and fun. Unlike most rentals ours includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

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!

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’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.

Private Beachfront Casey Key Cottage B

Experience Old Florida charm! This direct beachfront retreat offers stunning views of the aqua-blue Gulf of Mexico. Wake up to the sound of waves and enjoy year-round swimming in crystal-clear waters just steps from your door. The powdery sand invites pure relaxation. Inside, you'll find a spacious layout with two bedrooms, a full kitchen, living room, and washer/dryer. Unwind on the wraparound patio deck and soak in paradise. Book your beach escape today

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.

Coastal Blue Cottage Punta Gorda (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!

Coastal Retreat | Miles from the Beach & Dining!

Welcome to your perfect Englewood escape—where beach days, great food, and total relaxation are all just minutes away. Tucked into a quiet, peaceful neighborhood, this beautifully maintained coastal home is the ideal place to unwind after a day exploring Florida’s Gulf Coast. Located just 4 miles from Englewood Beach, you’ll have quick access to soft sandy shores, breathtaking sunsets, and some of the best local dining and boating in the area.

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!