
Villa holiday rentals in Florida Keys
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Top-rated villa rentals in Florida Keys
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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.
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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.
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Villa 5023 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
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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!
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White House | Family Adventure Miami & Keys | Pool
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
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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.
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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.
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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
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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
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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!
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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
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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.
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Popular amenities for Florida Keys villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada
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Isla Guava: FREE Boat Dockage Sept-Oct Only!
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Florida Keys Sanctuary
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Villa Serena - Tranquility Redefined
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Family Oasis | Quiet Residential Neighborhood
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Island Bay Villa – North Bay Village Waterfront
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Stylish villa in heart of Miami
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Discount Available-Pool/Dock/Bikes/Local Beach
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Luxury villa rentals

BEACH 5 MIN WALK | HEATED POOL | OUTDOOR KITCHEN
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3Bd 2Bth Private Island Security Gated Villa Miami
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Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11
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Modern Luxury • 5 Min to Beach • Heated Pool & Spa
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New Paradise On Sombrero Beach
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Villa 800 Miami Pool Home - Close to the Beach
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Waterfront Miami Resort : Pool, Spa, Kayaks & more
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Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina
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Villa rentals with a pool

Miami Escape - 5BD W/ Pool, Billiards, Mini Golf
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Harbor hideaway 50’dock 3Br/2Ba All amenities
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Angler’s Reef home • Pool • Kayaks • Paddle boards
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Shared heated pool, ping-pong and BBQ
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La finquita / Miami
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Refreshed & Elevated Indigo Reef Luxury Villa 15,
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4BR Heated Pool & Spa Bliss Near Beach
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Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool
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Destinations to explore
- Miami Holiday rentals
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- Bayfront Park
- Everglades National Park
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Kaseya Center
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Key Biscayne Beach
- Dadeland Mall
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Mia Aesthetics Miami
- Coral Castle
- Miami International Mall
- Avana Plastic Surgery
- Homestead-Miami Speedway
- Things to do Florida Keys
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- Nature and outdoors Florida Keys
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- Things to do Florida
- Wellness Florida
- Art and culture Florida
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- Entertainment Florida
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- Nature and outdoors Florida
- Things to do United States
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