
Villa holiday 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.

Sleeps 12 , huge heated pool & spa, near Brickell.
O so Chic Miami villa just minutes from Brickell’s dining & nightlife! Relax in the private heated pool & spa, sip coffee on the sunny backyard patio, then retreat to plush Queen & King beds. Superhost • Guest Favorite • 4.98-star rated in over 200 reviews Sleeps 12, 3 bedrooms and 4th bedroom/TV room. Solar & Electric heated pools Fast Wi-Fi TV in all rooms Chef-ready kitchen with stainless appliances, outdoor Grill ready for your cookout or Hibachi private chef. Bathroom kit & spa slippers

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.

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" ~ Luxury 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

Luxury Miami Living - Heated Pool/Spa/Gym/BBQ/Fire Pit
🎨 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

* Family-Friendly White House Miami*
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
Popular amenities for villa rentals in Monroe County
Private villa rentals

Villa Sombrero

Beautiful Luxury Villa

Luxury Waterfront Villa, Marathon, Florida Keys

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

Paradise Room & Pool View at the Grove.

Waterfront Miami Resort : Pool, Spa, Kayaks & more

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

FL Keys 2BR 2Lvl | Nr Spa+KidsClb | No Hidden Fees
Luxury villa rentals

Coastal Oasis #44 Key Largo 4BR Villa | Partial

Florida Keys Sanctuary

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only

Islamorada house with best location. Lic # 24-0055

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

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

Tropical MIAMI Oasis BBQ/ Pool/Games and More

The tropical villa
Villa rentals with a pool

Waterfront Villa with Boat Slip

Waterfront Island Escape with Private Plunge Pool

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

New Paradise On Somư Beach

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Modern Casa Alegre 2bed/2bath with Pool

(#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
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Calusa Beach & Loggerhead Beach
- History Of Diving Museum
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Bahia Honda State Park
- Schnebly Redland's Winery & Brewery
- Monkey Jungle
- Long Beach
- Theater of the Sea
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Sunset Park
- Homestead-Miami Speedway
- Seven Mile Bridge
- Dolphin Research Center
- Calusa Campground
- Robbies Marina Of Islamorada
- The Turtle Hospital
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