
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.
FamilyValueLong stay

D'Mauchi House/Coral Gables/Miami/Pool/Beach20min
Welcome to D' Mauchi House our family-friendly property. An unforgettable tropical vacation awaits you in centrally located near Coral Gables 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.
ValueLocationWifi

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.
LocationFamilyKitchen

Villa 5034 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
FamilyValueCleanliness

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!
ValueFamilyCheck-in

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.
FamilyValueCondition

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.
LocationValueBackyard

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
FamilyValueWifi

Tropical MIAMI Oasis BBQ/ Pool/Games and More
Kick back and relax in this calm, stylish space. This elegant home will leave you speechless from the moment you walk in. Enjoy breeze and sun from your private Pool . Close to nearby Restaurants Metro Zoo Miami 2.2 miles away Bayside market place mall 19 miles away . Little Havana visitor center 17 miles Versailles Cuban cuisine 15 miles away Lincoln road mall 22 miles away Everglades national park 34 miles away Miami international airport 16 miles away . South beach 22 miles away
ValueLocationOutdoor spaces

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
ValueFamilyTV

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.
LocationValueDecor

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!
ValueFamilyShared spaces
Popular amenities for Monroe County villa rentals
Private villa rentals

Crystal Waters - Free Kayaks 2/2.5 Coastal Villa
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The Nest Villa & Marina in the heart of Islamorada
ValueFamilyAccuracy

Discount Available-Pool/Dock/Bikes/Local Beach
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Studio apartment in 1927 Mediterranean Home
FamilyValueCheck-in

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

New Paradise On Sombrero Beach
LocationFamilyAmenities

Shared heated pool, ping-pong and BBQ
LocationValueAmenities

🌴Ms. Marriott’s 12+Beds Luxury Stay.
ConditionAccuracyComfort
Luxury villa rentals

Casa la Miami, Centrally Located w/ Pool & Gym
LocationFamilyAccess

Marathon Villa w/ Priv Pool/Dock Sombrero Beach
LocationFamilyHospitality

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11
FamilyLocationQuiet

Florida Keys Sanctuary
LocationFamilyAccuracy

Private Pool, Paddleboards, Bikes & Lots of Games!
LocationFamilyComfort

Isla Honeydew-3 EnSuite Bedrooms,Pool, Dock
LocationFamilyView

Waterfront Miami Resort : Pool, Spa, Kayaks & more
LocationValueBackyard

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina
ValueLocationCheck-in
Villa rentals with a pool

Coral Villa by AvantStay| Close 2 DT Key West!
HospitalityLaundryIndoor spaces

Twilight #32 Key Largo 4BR Villa | Pool,
FamilyLocationComfort

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

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

Angler’s Reef home • Pool • Kayaks • Paddle boards
LocationFamilyCheck-in

Villa Marlin - Perfect Vacation in Florida Keys
LocationFamilyPool

Villa Sombrero
FamilyLocationView

Waterfront Villa with Boat Slip
LocationFamilyKitchen
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Everglades Alligator Farm
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Monkey Jungle
- Harry Harris Beach and Park
- Founder's Park
- Calusa Campground
- Homestead Bayfront Park
- Everglades Safari Park
- Conch Key
- Fruit & Spice Park
- Zoo Miami
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