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 Homestead

4.91 out of 5 average rating, 410 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 Cudjoe Key

4.92 out of 5 average rating, 101 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Updated, waterfront, 2BR, 2BA with King Master and a 35' seawall.Bring your boat!Fully stocked kitchen w stainless appliances. So much to do here for up to 6 at this family friendly, quiet resort-Venture Out, a gated,secure community. Fishing, lobstering, oversized pool, children's pool, hot tub, pickleball, tennis and basketball courts.Rec center. Bike, kayak, and SUPs.Between Key West(20Mi)and Marathon, this property and area is not to be missed! Free WIFI; Both bedrooms and LR have Roku TVs.

Guest favorite

Cottage in Miami

4.9 out of 5 average rating, 125 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 Fort Lauderdale

4.97 out of 5 average rating, 108 reviews

Couple’s secluded cottage. Hottub. Beach. Miami

Experience an unforgettable escape to Fort Lauderdale! Reconnect with your partner in an island-like retreat, with plush memory foam mattress, a romantically lit, very private patio (where clothing is optional) with a hammock for two, Hottub and couple’s bikes. Explore Miami, Fort Lauderdale, or bask in our nearby sun-kissed beaches and the enticing hot Florida sun. South Florida is a paradise of love, culture, and adventure, and our home is the perfect starting point for your tropical escape.

Guest favorite

Cottage in Naples

4.95 out of 5 average rating, 129 reviews

Tropical Cottage by the Sea- No Storm Damage

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 Ochopee

4.99 out of 5 average rating, 135 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 Key Largo

4.96 out of 5 average rating, 157 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 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, 164 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, 156 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!

Guest favorite

Cottage in Fort Lauderdale

4.93 out of 5 average rating, 525 reviews

Paradise Suite

Enjoy a stay in a peaceful and quiet suite with a private and relaxing back yard. Also benefit from a private entrance. Microwave, fridge, toaster, coffee maker are available for your convenience. In short, four words to describe my place: Clean, Cozy, Quiet, and Very Private. We are 3.5 miles from Las Olas Blvd, 5.8 miles from the beach, 4.7 miles from FLL Airport, 5.3 miles from Hard Rock Casino, less than a mile from the interstate I-95, and about 5 miles from Port Everglades.

Guest favorite

Cottage in Miami

4.91 out of 5 average rating, 176 reviews

Ocho Cottage Street

Small cottage in backyard of Old Spanish home in tropical historic Little Havana /Shenandoah. Small and cozy with kitchenette. Comfortable for a couple, 3 adults or family w/small kids because space is small. . 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. Free street parking but no campers . No smoking!