Holiday rentals with a patio in Windley Key

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Top-rated rentals with patio in Windley Key

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Top guest favourite
A serene waterfront scene captures a vibrant sunset reflecting off calm waters. Multiple boats are docked along the marina, with silhouettes of masts against the colorful sky, creating a peaceful atmosphere ideal for relaxation.
Home in Key Largo
4.98 out of 5 average rating, 242 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! 28 day rental. Enjoy sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Guest favourite
A serene pool area is framed by lush palm leaves, highlighting a sparkling pool with a bubbling spa. Sun loungers are arranged around the pool, complemented by a large blue umbrella providing shade.
Cottage in Islamorada
4.96 out of 5 average rating, 139 reviews

Charming 2BR cottage in prime keys location w/pool

Your slice of Islamorada awaits at Key Lime Cottage! Step inside this 2-bedroom retreat and you’ll instantly feel at home. Tucked in a quiet neighborhood yet right in the heart of the Florida Keys, it’s the perfect blend of relaxation and convenience. Enjoy a full kitchen, access to a beautiful pool shared with just six homes, outdoor seating with a grill and fire pit and paddle boards. Whether you’re here to unwind, explore, or fish, everything you need for a perfect Keys getaway is right here.

Top guest favourite
A spacious pool area is surrounded by lush tropical landscaping and palm trees. Comfortable blue lounge chairs are arranged on a sandy deck. The inviting circular pool features a beach entry, providing easy access to the clear water, with views of the ocean in the background.
Townhouse in Key Largo
4.98 out of 5 average rating, 112 reviews

Key Largo's Premier Family Friendly Resort!

Mariners Club Key Largo! The vacation destination of the keys. A gated oceanfront resort and marina on the Atlantic. Key Largo is AKA the Diving Capital of the World. Our private 3 story home can be 2 separate units. Combined total is 3 bedroom 3.5 bath. The resort has 2 pools one that is the Keys largest beach entry style pool, 2 hot tubs one that is a grotto style, fishing pier, fitness center, game room, tennis, pickle and basketball courts. It's a beautiful well maintained peaceful place.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Apartment in Key Largo
4.91 out of 5 average rating, 153 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Top guest favourite
A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.
Home in Key Colony Beach
4.93 out of 5 average rating, 134 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Top guest favourite
A spacious lagoon-style pool is surrounded by lush greenery and tropical palm trees. Sunlight filters through the leaves, reflecting off the water's surface. Colorful flowers add vibrant accents to the serene landscape, with villas visible in the background.
Townhouse in Key Largo
5 out of 5 average rating, 102 reviews

New Listing! Tropical Oasis at the Mariners Club!

The beautiful Mariner’s Club is an island paradise in the heart of Key Largo. This upscale ocean front gated community combines resort style family fun with high end luxury plus all the amenities you can dream of! Our modern Villa sleeps 8 guests and is ideal for couples & families! We have the largest lagoon style pool in the Florida Keys, an elevated club house pool, jacuzzi with waterfall Grotto, fishing pier, marina, beach area, fitness center, game room, tennis & pickleball courts.

Top guest favourite
A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.
Tiny home in Key Largo
4.96 out of 5 average rating, 194 reviews

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day
 Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

Top guest favourite
A spacious outdoor porch features a round dining table surrounded by four chairs. A kayak is positioned nearby, and lush greenery and water views are visible in the background, enhancing the inviting outdoor space.
Villa in Duck Key
4.96 out of 5 average rating, 184 reviews

Beach House Getaway - Free Kayaks 2/2.5

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Guest favourite
An aerial view of a blue, two-story house surrounded by greenery. The backyard features a swimming pool, red umbrellas, and seating areas. A patio leads to the pool, and the front yard is landscaped with grass. The neighborhood shows a quiet street with nearby houses.
Home in Key Largo
4.99 out of 5 average rating, 144 reviews

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

✹Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✹5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✹3 bathrooms, 1BR downstairs/2BR upstairs. ✹2 kitchens fully equipped with everything you may need. ✹Nice and quite neighborhood. ✹Sunsets are amazing at The Florida Keys. ✹Guest are always our priority.

Top guest favourite
An aerial view of a lush backyard is presented, featuring a private pool surrounded by wooden decking. Loungers are positioned around the pool, complemented by tropical greenery that provides shade and privacy.
Home in Duck Key
5 out of 5 average rating, 103 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Top guest favourite
Apartment in Tavernier
4.94 out of 5 average rating, 146 reviews

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Guest favourite
A modern kitchen and living area are depicted, featuring sleek stainless-steel appliances and white cabinetry. A light-colored sofa offers comfortable seating, complemented by a wooden coffee table. Natural light enters through a large window, enhancing the bright and airy ambiance of the space.
Townhouse in Key Largo
4.93 out of 5 average rating, 109 reviews

5 O'clock Somewhere - Key Largo

Come enjoy the beautiful Florida Keys in our renovated townhouse. Our 2 bedroom/2 bath townhouse is located in a family friendly gated community oceanside in Key Largo, FL. You'll have ocean access, a marina with ramp to drop in your boat, two heated pools, tennis/pickle ball courts, and a salt water lagoon. Choose to relax by the pool or stay active snorkeling reefs, fishing off the jetty, and kayaking through the mangroves.

Popular amenities for rentals with patio in Windley Key

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Islamorada
  6. Windley Key
  7. Rentals with a patio