Holiday rentals with an EV charger in Windley Key

A sandy beachfront is framed by palm trees, with the glistening Atlantic ocean in the background. A volleyball net is set up on the sand, along with multiple seating areas for relaxation, inviting guests to enjoy the tranquil environment and scenic views.

4.92 out of 5 average rating, 49 reviews

Viamarhe House-Private beach, Kayak, yard games

If you are looking to enjoy the natural beauty and the captivating views of the Florida Keys, our charming Oceanfront house is the place for you. Enjoy the breathtaking views of the sunrise and the starry night show over the beautiful Atlantic ocean. You and your family can enjoy the exclusivity this property will give you, Viamarhe is its own little resort, 5 kayak and fishing rods, volleyball, chess and bowling ground, Domino, Billiards, Ping-Pong, and Football. the propane BBQ grill, fire pit

5 out of 5 average rating, 22 reviews

A spacious outdoor area features a heated pool with a jacuzzi nearby. Comfortable seating arrangements are set under a shaded area, and a screened-in patio provides additional protection from the elements. Lush greenery surrounds the pool area, contributing to a relaxed atmosphere.

Home in Tavernier

Superb Keys home w/heated pool

Relax & soak up the sun by the heated pool or in the jacuzzi. Located in quiet residential neighborhood near shops & amazing restaurants. The modern kitchen is fully equipped to prepare delicious meals. There is also a designated workspace, in case you need to stay in touch with your office. Enjoy the fruits from the tropical fruit trees growing on the property. With plenty of parking for your car and boat on trailer, you can worry less about the details and focus more on enjoying yourself!

A stunning view of 'The Islander' Villa overlooks open water, showcasing a spacious heated pool with surrounding patio areas. Lush palms sway in the breeze, and the two-story home features large balconies designed for enjoying the scenic surroundings.

5 out of 5 average rating, 26 reviews

World-Class Oceanfront Pool/Hottub Sunset Escape

Escape to Oceans Cay Villas—luxury oceanfront in the Florida Keys. Why you’ll love the Islander: ✨ Heated swimming pool + Relaxing HOT TUB! ✨ Fire pit with perfect sunset views ✨ Fishing, snorkeling, and swimming in your backyard ✨ Free kayaks, paddle boards, and bicycles ✨ Walk or ride to Seven Mile Bridge ✨ Walking distance to restaurants and attractions ✨NO SEAGRASS SMELLS! ✨ Ping pong table ✨ Private dock for your boat ✨ Stylish, modern villa design ✨ Breathtaking SUNRISE and SUNSET views

5 out of 5 average rating, 64 reviews

Villa in Key Largo

Vacay Vibes at Mariners Club • Oceanfront Resort

Welcome to Vacay Vibes 🌴 — a Guest Favorite luxury escape in Mariners Club, Key Largo ✨ Why guests choose this home: • Sleeps 10 comfortably (4BR / 4BA / 5 beds) • Private stair-free guest suite (rare) • Premium coffee & espresso bar ☕️ • Designer interiors with curated “Vacay Vibes” aesthetic • LED photo wall (guest favorite!) • Steps to resort pools, marina, jacuzzis & pickleball • One of the most fully stocked homes — just bring yourselves 💎 Top 1% Airbnb Home — consistently rated 5⭐️

A hot tub is set under a blue canopy, inviting relaxation. Adjacent, outdoor seating with colorful chairs is positioned near the water, framed by palm trees and an American flag. The calm canal reflects the vibrant surroundings, enhancing the tranquil atmosphere.

4.95 out of 5 average rating, 58 reviews

Experience the Ultimate Florida Keys Getaway.

Embark on the ultimate family retreat at our vibrant canal oasis! in tranquility, this haven boasts a bounty of amenities—hot tub, mini-golf, EV charger, 5 kayaks, paddleboard, convenient elevator, dock, bikes, and more. Just moments from the sandbar, beaches, boat ramp, restaurants our newly renovated home promises boundless enjoyment. Keep cool with a 300-pound outdoor ice maker and freezer. Experience waterfront bliss and craft unforgettable memories in this extraordinary getaway location

4.97 out of 5 average rating, 36 reviews

An outdoor patio space is revealed, featuring comfortable seating with decorative pillows and a coffee table. A vibrant blue lounge chair is positioned alongside a heated plunge pool surrounded by lush palm trees. A grill is visible on the side, enhancing the outdoor living experience.

Home in Islamorada

Heart of Islamorada ~ Private Boat Dockage

Welcome to the coastal home of your dreams in the relaxed retreat of Coral Cove. Upon arrival, you’ll find that everything in town is within walking, biking, or paddling distance. Nestled in the heart of Islamorada, our community is secluded in a protected cove among mangroves. Located directly on the bay, our development offers convenient boat dockage, a community pool, and access to various water sports. Enjoy being less than a mile from the finest restaurants, bars, and shops in town.

4.99 out of 5 average rating, 145 reviews

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

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.

4.92 out of 5 average rating, 226 reviews

Vibrant bougainvillea flowers in shades of pink and deep red create a lush display against the greenery. The dense foliage adds a natural texture, while drops of water may suggest recent rainfall, enhancing the overall freshness of the scene.

Guest house in Key Largo

Seaside Bungalow

Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

Superhost

The sleeping area features a spacious bed centered beneath a vaulted wooden ceiling, with light-colored walls creating an airy atmosphere. Two bedside lamps are placed on either side of the bed, and a large arched window allows natural light to fill the room, framed by soft curtains.

Loft in Key Largo

4.53 out of 5 average rating, 618 reviews

Treetops Apt.Sleep1-4 Beach Steps Away

Private upstairs apartment with separate entry. 1 Queen, 2 twin beds/1 bath/AC. Lovely hardwood. Waterfront is steps away for swimming in our private lagoon, or rent Kayaks, Paddleboards. Free parking, free wifi. rent kayak to fish/NO smoking/vaping/animals on estate.Current price includes 2 guests. 3rd & 4th guest additional fee. Place correct number guests in party before reserving. ages 3-up.Kayak to a beautiful Sandbar beach exclusive to Kayakers only.

A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.

4.9 out of 5 average rating, 185 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

5 out of 5 average rating, 43 reviews

A serene view of the water stretches towards the horizon, with soft waves lapping against a rocky shoreline. A jetty curves into the distance, framed by lush greenery on either side. The clear sky reflects on the tranquil surface, creating a calm atmosphere.

Apartment in Key Largo

Kawama Lagoon Retreat | Beach, Pools & Marina

Wake up to glassy lagoon views, spend your days between two heated pools and a private oceanfront beach, and end every evening at "The Point" watching the sun sink into the sea. Kawama Getaway is a fully renovated, two-story condo in the gated Kawama Yacht Club — one of Key Largo's most beloved communities, bordering John Pennekamp Coral Reef State Park. Perfect for families, couples, and anyone who wants the Florida Keys without the chaos.