Villa vacation rentals in Monroe County

Waterfront Island Escape with Private Plunge Pool

Come and relax in your own private plunge pool that overlooks a turquoise canal on the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay locally to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

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.

Villa 5023 on Duck Key BOAT SLIP available

Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No smoking/Pet

Villa Heated Pool & spa, boat option, Nr Brickell.

🌴 Miami’s Premier Family & Party Villa! 🎉 Dive into the ultimate Miami escape at this stylish 3-bedroom villa (sleeps 12), minutes from Brickell’s vibrant dining and nightlife! Perfect for family vacations or bachelorette bashes, this Guest Favorite (4.98 stars, 200+ reviews) offers resort-style fun with a Superhost touch. 🦩 Unwind & Celebrate • Luxe Comfort: Relax in plush Queen & King beds, with a TV lounge doubling as a 4th bedroom. Two full bathrooms include essentials and spa slippers

D'Mauchi House/Coral Gables/Miami/Pool/Beach20min

Welcome to D' Mauchi House our family-friendly property. An unforgettable tropical vacation awaits you in the center of Coral Gables, Miami. The property is just 20 minutes from the nearest beach, 10 minutes from Miami airport and Little Havana, Downtown, and 25 minutes to South Beach. Luxury for large groups is central to most tourist spots in the city. The home comprises 4 spacious bedrooms and 3 bathrooms, providing plenty of privacy while still allowing you to congregate as one large group.

ººThe White House Miami/Perfect For Your Familyºº

Welcome to the White House of Miami This Is a Stunning Mega Home with 6,500 SqFt and an Amazing 1.25 Acre Lot With a private pool Truly Spacious, Modern and Clean. Enjoy your little slice of paradise. It has 9 Spacious Bedrooms and 6 Luxurious Bathrooms Perfect to Feel Comfortable and Safe This is a Great Place for Family Vacations, Friends, Romance or Group Getaways. Wake up listening to the singing of the birds and forget about the noise of the city Have fun in this incredible Mega HM

Beach House Getaway - Free Kayaks 2/2.5 Villa

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.

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

Ritz Resort | Pool/Spa/Gym/BBQ/Golf/FirePit/Arcade

🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

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.

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!

MIA Paradise: Best Brickell Location, Pool

-Truly great location: 2-3 min to the heart of Brickell (closest you can get with a house) -Easy access to South Beach, Wynwood, Midtown, Coral Gables, and Coconut Grove (all within 10-15 minutes) -Interior renovated with stylish, high-end finishes. Large common areas and two rooms with en-suite bathrooms makes it great for families -Backyard pool and patio area feels like an oasis. Great to hangout and enjoy the greenery, the sun during the day, and the stars at night