
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!

Villa 5023 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 and NO pets.

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

One Of A Kind Smart Villa | Pool/Jacuzzi/Fire Pit
🎨 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!

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.

MIA Paradise: Best Brickell Location, Pool
-Less than 5 minutes to the heart of Brickell (closest you can get with a house) -Easy access to South Beach, Wynwood, Midtown, Coral Gables (all within 10-15 minutes) -Newly renovated with stylish, high-end finishes. Notably two rooms have their own bathrooms, so its a comfortable setup for large groups. -Backyard pool and patio area feels like an oasis. Great place to hangout with friends, grill, or just relax and enjoy the greenery, the sun during the day, and the stars at night.

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!

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

Villa Sombrero

Beautiful Luxury Villa

Dolphin 1-Bedroom Villa

Oceanfront Villa overlooking the Atlantic

Entire House - Florida City Near Keys 6 huéspedes

Entire house in top location with free Parking

Paradise Room & Pool View at the Grove.

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home
Luxury villa rentals

The Lookout #48 Full Ocean View Luxury Villa |

Florida Keys Sanctuary

Miami 5BR Paradise | Heated Pool, Games & BBQ

Islamorada house with best location. Lic # 24-0055

🏖Spacious Villa 🌴 4-Bedroom with Heated 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

Isla Lychee: FREE Boat Dockage Sep-Oct Only!

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

New Paradise On Sombrero Beach

Refreshed & Elevated Indigo Reef Luxury Villa 15,

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Marlin House (52): Luxury 3/3 Villa w/ Dock, 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
- Far Beach
- Everglades Alligator Farm
- Theater of the Sea
- Conch Key
- Sea Oats Beach
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Long Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
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