Villa vacation rentals in Monroe County

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Top-rated villa rentals in Monroe County

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Guest favorite

An outdoor space is highlighted by a wooden picnic table and a cozy sofa underneath a large umbrella. String lights are illuminated above, creating a warm ambiance. Stepping stones set in dark rocks lead through the greenery, providing a tranquil setting for relaxation.

Villa in Homestead

4.99 out of 5 average rating, 155 reviews

The Pass Through - Brand New 2 | 1 Modern Villa

The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

Top guest favorite

The outdoor patio area features a heated pool with a pink flamingo float, surrounded by lounge chairs and a dining space. A grill is available for outdoor cooking, and greenery provides a natural backdrop, while the screen enclosure offers protection from insects.

Villa in Miami

4.98 out of 5 average rating, 127 reviews

🏖Spacious Villa 🌴 4-Bedroom with Heated Pool 🤩🔥

New!! Updated 4 Bedroom, 2 Bathroom Home!! Large Heated Pool & patio space. Brand New Furniture, Comfortable Beds, Smart TVs. Large Open Living Room & Fully Equipped Kitchen. Indoor + Outdoor Dining for Large Groups Quiet Convenient Neighborhood, Blocks From Stores, Restaurants, and Shopping Malls, Recreational Parks Nearby - 20-25 Minutes to Brickell/Downtown and Wynwood/Design District, 30 Minutes to South Beach, 15-20 to Miami International Airport and 45 mins from Fort Lauderdale Airport

Top guest favorite

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

Villa in Marathon

4.95 out of 5 average rating, 146 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Top guest favorite

An outdoor lounge area is shaded by a wooden pergola, featuring two patterned sun loungers and a woven seating arrangement. Lush potted plants provide a tropical touch, while a spacious heated pool is visible in the background, surrounded by sunlit paving.

Villa in Miami

4.98 out of 5 average rating, 171 reviews

Near Brickell, Heated pool & Spa,huge outdoor area

Step into your stylish 3-bedroom (sleeps 12) Miami villa just minutes from Brickell’s dining & nightlife. Relax in the private heated pool & spa, sip coffee on the sunny backyard patio, then retreat to plush Queen & King beds. Superhost • Guest Favorite • 4.98-star rated in over 200 reviews Huge outdoor TV Lounge and Dining area. Fast Wi-Fi & 4K TVs Chef-ready kitchen with stainless appliances, outdoor Grill ready for your cookout or Hibachi private chef In-home washer & dryer Bathroom essent

Guest favorite

A serene beachfront area is presented with several white lounge chairs facing the tranquil blue waters. Rocky shoreline and greenery outline the space, creating a peaceful environment for relaxation.

Villa in Key Largo

4.92 out of 5 average rating, 115 reviews

Kawama Yacht Club and Molasses Reef Marine

Vacation in paradise. Beautiful sunsets. Swim at the salt water lagoon or at the beach plus two pools. Our villa is fully equipped, 3 bedrooms wish tv and 3 full baths First floor: garage, 1 bedroom, full bathroom, game room, pool table, bar, family room with TV, and terrace with barbecue and swing. Second floor 2 bedrooms and 2 full bathrooms, fully equipped kitchen and living a big TV, outside balcony with outdoor furniture . Tennis courts available. Optional 24' ft boat slip available.

Guest favorite

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

4.95 out of 5 average rating, 152 reviews

Beach House - Kayak 2/2.5 Villa - OS Slip/Ramp/Pkg

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 favorite

An outdoor patio area features comfortable seating arrangements under a shaded pergola, overlooking a large swimming pool. The vibrant green lawn is bordered by palm trees, while the sunset colors softly illuminate the sky in the background.

Villa in Miami

4.9 out of 5 average rating, 166 reviews

NEW! "Villa Paradise" ~ Lux Gem ~ Pool ~ Game Room

Bring your family to the luxurious 3BR 2Bath Villa Paradise in the tranquil and friendly neighborhood in southern Miami, FL. Visit the exciting attractions, natural landmarks, restaurants, shops, and much more, and then retreat to the lavish oasis that will leave you in awe with its stylish design, private backyard, and rich amenity list. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Heated Pool ✔ Game Room ✔ Smart TVs ✔ Smart House ✔ High-Speed Wi-Fi ✔ Free Parking

Superhost

A serene outdoor space features a contemporary pool with a waterfall, surrounded by lush greenery. Colorful lights reflect in the water as evening descends. Comfortable lounge chairs are positioned beside the pool, creating a relaxing area for gatherings.

Villa in Miami

4.88 out of 5 average rating, 167 reviews

Modern Casa Alegre 2bed/2bath with Pool

Have fun with the whole family and Friends at this stylish Luxury pool Home. Relax under the covered patio or cook all you want on the grill enjoying the view of a nice yard. Parking inside (2) and street. The home is centrally located near popular tourist destinations. Coconut Grove is about 5 min drive, calle ocho (8th street) is 5 min drive, Key Biscayne island (Beaches) is 10 min, Brickell and downtown is 10 min, South beach is about 20 min drive and the airport about 15 min drive.

Guest favorite

A welcoming living area features a cozy sofa and two wooden chairs arranged around a decorative coffee table. A round mirror is mounted above a fireplace, complemented by indoor plants. Soft lighting enhances the warm atmosphere, and a bright red front door is visible in the background.

Villa in Miami

4.97 out of 5 average rating, 120 reviews

Stylish villa in heart of Miami

Get away from the day to day and enjoy a great book on the hammock as your friends/family gather around the patio to plan your near by Miami adventures. Located close to Brickell/Miami Beach/Wynwood/Little Havana & Key Biscayne. Minutes from high end restaurants, beaches, state parks, etc... Fully stocked kitchen w/ cozy dining room; tv room includes large flat screen TV. Enjoy morning coffee walking out of French doors to inviting patio. Dedicated work space away from main home.

Superhost

Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.

Villa in Marathon

4.9 out of 5 average rating, 351 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Superhost

Villa in Miami

4.93 out of 5 average rating, 144 reviews

Miami Mansion Beach Spa Pool Lake Basketball Golf

Discover our freshly renewed home where contemporary elegance intertwines with a tropical haven. This sanctuary boasts a heated pool, a calming Jacuzzi, a private lake and a crafted beach. Dive into activities ranging from basketball to serene kayak adventures, golf, or relax at the private beach. Savor alfresco dining with our BBQ arrangement beneath the starlit sky. And with fast WiFi, you're always connected. Our home is not just a house—it's a memory-making paradise.

Guest favorite

An outdoor lounge area features a private spa pool surrounded by tropical plants and seating. Soft lighting creates a welcoming atmosphere, while the vibrant sunset sky adds a colorful backdrop. Sliding doors connect the space to the interior of the villa.

Villa in Marathon

4.91 out of 5 average rating, 107 reviews

Villa in Paradise. Plunge pool. Middle of the Keys

Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi