Villa holiday rentals in Monroe County

4.99 out of 5 average rating, 155 reviews

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, 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

4.95 out of 5 average rating, 146 reviews

Villa in Marathon

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!

4.97 out of 5 average rating, 98 reviews

Villa in Brickell w/Huge Outdoor Pool+Kitchen

A spacious, newly-renovated Villa right in Brickell - Miami's best location. The outdoor space has a signature pool, wooden deck, and patio with an outdoor kitchen and bbq. Enjoy the sun during the day and chill under the stars at night. Interior has high end finishes highlighted by the new master suite with large rainfall shower and soaking tub. Centrally located: as close as you can get to Brickell in a house; South Beach, Wynwood, Midtown, and Design District are all 15 minutes or less.

4.92 out of 5 average rating, 115 reviews

Villa in Key Largo

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.

4.95 out of 5 average rating, 152 reviews

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.

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

4.88 out of 5 average rating, 168 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.

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.

4.99 out of 5 average rating, 74 reviews

Studio apartment in 1927 Mediterranean Home

Nestled in a charming 1927 Mediterranean Villa in historic Coral Gables, this first floor studio apartment offers a blend of old Miami charm and modern seclusion. Experience the vibrant history of the area, just a stroll away from top-notch restaurants, boutique shops, and the convenient Freebee shuttle, only two blocks from your doorstep. Perfectly situated, you're just 8 minutes from Miami International Airport, making this the ideal retreat for both relaxation and exploration.

4.9 out of 5 average rating, 356 reviews

Villa in Marathon

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!