
Villa vacation rentals in Monroe County
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Top-rated villa rentals in Monroe County
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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.

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!

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.

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.

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.

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.

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

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!

The Purple Paradise | Pool+Hot Tub | Little Havana
Welcome to Mr. Purple in Little Havana! Our 6BR/3BA property is perfect for large groups or families, offering a pool, jacuzzi, and outdoor entertaining areas. Conveniently located near the Marlins stadium, we offer easy access to all of Miami's hot spots, with a short drive to the airport, Brickell, Midtown, and the beach. Bachelor and bachelorette parties are welcome. Experience the best of Miami from the comfort of Mr. Purple!

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

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!
You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.
Popular amenities for Monroe County villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada

Villa Sombrero

Luxury Waterfront Villa, Marathon, Florida Keys

Villa in Miami “Villa Vetter”, Heated pool & salt.

Studio apartment in 1927 Mediterranean Home

Waterfront Villa (38) w/ sunset views & boat slip

Waterfront villa for families * Family friendly*

Scenic Resort w/ Outdoor Pool | Florida Keys Stay
Luxury villa rentals

Key Largo 4BR Villa | Partial Ocean View +

Florida Keys Sanctuary

Miami 5BR Paradise | Heated Pool, Games & BBQ

Islamorada house with best location. Lic # 24-0055

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina

Villa Marlin - Perfect Vacation in Florida Keys

Tropical MIAMI Oasis BBQ/ Pool/Games and More
Villa rentals with a pool

Harbor hideaway 50’dock 3Br/2Ba All amenities

Waterfront Island Escape with Private Plunge Pool

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only

Grand Villa Resort B 2BR, Heated pool and sleeps 6

New Paradise On Sombrero Beach

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Waterfront Miami Resort : Pool, Spa, Kayaks & more

Modern Casa Alegre 2bed/2bath with Pool
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Monkey Jungle
- Long Key State Park
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Sandspur Beach
- Schnebly Redland's Winery & Brewery
- Highland Beach
- Bahia Honda State Park
- Keys' Meads
- Long Beach
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