Cottage vacation rentals in Florida Keys

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Top-rated cottage rentals in Florida Keys

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Guest favorite

Cottage in Marco Island

4.95 out of 5 average rating, 134 reviews

Goodland Waterfront Cottage

Experience the breathtaking beauty of a sunrise from our charming coastal cottage in Goodland FL. With a stunning direct view of the water right from the living room, you can immerse yourself in the tranquility of island life. Our cottage is thoughtfully equipped to meet all your basic needs, ensuring a comfortable stay for up to three guests. Enjoy the convenience of boat dockage and trailer parking, making it easy to explore the surrounding waters and embrace the natural beauty that awaits you

Guest favorite

Cottage in Homestead

4.92 out of 5 average rating, 395 reviews

Redlands Bungalow

Newly remodeled guest house on 2 acres estate. Private entrance, yard with privacy fence and patio with gas grill and dining, all detached from main house. 10 mins walk to RF Orchids. 15 mins drive to Everglades or Biscayne Ntl Parks, 40 mins to the Keys and 45 mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and TVs, Netflix included. New bathroom, washer/ dryer.The kitchen is equipped with a cook top, NO OVEN, microwave, dishwasher and a full size refrigerator

Guest favorite

Cottage in Florida

4.83 out of 5 average rating, 181 reviews

Gateway to the Everglades, The Cottage

The Cottage is located about 45 min. South-West of Downtown Miami in the Redland Farming district along the eastern boarder of the Everglades National Park. Roughly the size of a two-bedroom apartment, it stands alone in the south-east corner of the property. Surrounded by trees, and many types of orchids, Bromeliads, and other exotic plants. Privet, and off the beaten path, the Cottage is perfect for those who wish to stay away from town, yet be close for day trips to most all attractions.

Guest favorite

Cottage in Miami

4.89 out of 5 average rating, 122 reviews

Coconut Grove - 1925 Historic Water Tower

The 1925 Water Tower is a cozy and welcoming home. This piece of Coconut Grove history has been completely remodeled to include all modern amenities. The home includes 1 loft bedroom and a living, dining, kitchen and bath area on the first floor. Full size sofa bed suitable for 1 adult or 2 children ONLY (strictly enforced). Roku connected TV (no cable). Short walk to Coconut grove restaurants, marina and shops but car recommended to explore the city. Free Parking. Snacks and coffee/creamer.

Guest favorite

Cottage in Ochopee

4.98 out of 5 average rating, 130 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Guest favorite

Cottage in Coconut Grove / Miami

4.89 out of 5 average rating, 352 reviews

Coconut Grove, Miami’s Hidden Tropical Gem

Escape to an enchanting Miami oasis for the ultimate tropical retreat. Relax on a spacious deck surrounded by lush greenery. Immerse yourself in a meticulously designed space featuring cozy, fully furnished interiors, including a well-equipped kitchen and washer/dryer & hassle-free parking. Conveniently located near vibrant Downtown Coconut Grove, this slice of paradise offers easy access to Miami’s top attractions just minutes away. Enjoy a rejuvenating stay in the heart of the Magic City.

Guest favorite

Cottage in Naples

4.94 out of 5 average rating, 119 reviews

Tropical Cottage by the Sea

Welcome to your own private waterfront home on private lot close to naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard. Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 155 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Guest favorite

Cottage in Miami

4.92 out of 5 average rating, 166 reviews

Ocho Cottage Street

Small cottage in backyard of Old Spanish home in tropical historic Little Havana /Shenandoah. Small and cozy with kitchenette. Most comfortable for 3 adults or family w/small kids. Q size bed in bdrm, twin daybed with trundle in small liv room. Backyard with patio table and umbrella for sitting outside.Safe, urban neighborhood .Walk to Calle Ocho , Easy drive to Brickell, Key Biscayne.Miami Beach. Family friendly and fun location for anyone. Free street parking but no campers . No smoking!

Guest favorite

Cottage in Naples

4.99 out of 5 average rating, 166 reviews

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Superhost

Cottage in Islamorada

4.82 out of 5 average rating, 159 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. Each unit is private, and the neighborhood is tucked off the beaten path. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! A 5% lodging tax will be charged on arrival.

Guest favorite

Cottage in Little Torch Key

4.9 out of 5 average rating, 153 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!