
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.

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.

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.

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!

•Miami White House •<Perfect for Families & Groups
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 Have fun in this incredible Mega HM

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.

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

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

Private Resort | Sleeps 16, Heated Pool, Spa, Golf
🎨 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 group 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!

Oceanfront Resort W/Indoor Pickleball - Speakeasy!
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.
Popular amenities for villa rentals in Monroe County
Private villa rentals

Villa 5034 on Duck Key BOAT SLIP available

The Nest Villa & Marina in the heart of Islamorada

Duck Key Waterfront Villa w/Kayaks, near 2 Marinas

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

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

IBIZA Villa with pool 55

Lux Sunset Villa 15: 3BR w/ Boat Slip, Boat Ramp A

New Paradise On Somư Beach
Luxury villa rentals

The Gucci House! Pool, PhotoOps, Centrally Located

Isla Honeydew-3 EnSuite Bedrooms,Pool, Dock

Private Pool, Paddleboards, Bikes & Lots of Games!

Marathon Villa with Private Pool/Dock, Sombrero Beach

Florida Keys Sanctuary

Waterfront Miami Resort : Pool, Spa, Kayaks & more

Casa la Miami, Centrally Located w/ Pool & Gym

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11
Villa rentals with a pool

The Lucky Fisherman Retreat

Waterfront Villa with Boat Slip

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

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

Angler’s Reef home • Pool • Kayaks • Paddle boards

Spacious 3BR Villa in Duck Key | Fishing + Pools

Villa Sombrero

Villa in Miami “Villa Vetter”, Heated pool & salt.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Key Largo Kampground And Marina
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- Monkey Jungle
- History Of Diving Museum
- Homestead Bayfront Park
- Everglades Safari Park
- Calusa Campground
- Conch Key
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