Villa holiday rentals in Monroe County

4.99 out of 5 average rating, 157 reviews

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

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.

4.98 out of 5 average rating, 184 reviews

Huge heated pool, spa & Grill.12 mins to Brickell.

O so Chic 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 Sleeps 12, 3 bedrooms and 4th bedroom/TV room. Solar & Electric heated pools Fast Wi-Fi TV in all rooms Chef-ready kitchen with stainless appliances, outdoor Grill ready for your cookout or Hibachi private chef. Bathroom kit & spa slippers

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.

4.98 out of 5 average rating, 128 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

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.

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!

Superhost

A shaded outdoor deck features a circular wooden table surrounded by six chairs. A ceiling fan hangs above, and views of the water and surrounding trees are visible through the railing. The tranquil scene is highlighted by the soft blue sky.

4.75 out of 5 average rating, 102 reviews

Villa 7075 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets.

4.96 out of 5 average rating, 157 reviews

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

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 favourite

A serene pool area is showcased with two lounge chairs positioned near the water, featuring a small table with bottles resting in ice. The vibrant mural on the nearby wall adds a colorful backdrop, while lush greenery surrounds the outdoor space.

4.93 out of 5 average rating, 145 reviews

The Perfect Stay | HeatedPool/Spa/BBQ/FirePit/Golf

🎨 House of Art Miami – Where Design Meets Experience 🎨 🏆 Official #Airbnb100 Property 🏆 At BeyondTheBNB, we don’t just host guests—we redefine group travel. This art-inspired smart villa fuses hotel luxury with home-style freedom so groups can relax, celebrate, and create memories together. 🔥 Heated pool, jacuzzi, BBQ & fire pit 🏌️ Mini golf, ping pong & basketball 🖼️ Art everywhere, music inside & out 🚗 Minutes from beaches, dining & nightlife @BeyondTheBNB | BOOK WITH THE BEST!

Superhost

4.88 out of 5 average rating, 171 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.

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.

4.97 out of 5 average rating, 126 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.

Guest favourite

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.

4.9 out of 5 average rating, 399 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!

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.