
Villa vacation rentals in Florida Keys
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Top-rated villa rentals in Florida Keys
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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 7075 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, 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" ~ 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

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.

UPSCALE MANSION IN THE HEART OF MIAMI WITH POOL
Bring the whole family to this spacious Miami mansion. Centrally located, close to beaches, airport and outlet mall. Lots of indoor and outdoor activities. Grand Room, Family Room, 6 Bedrooms plus Office/bedroom, Movie Library, Game room with pool table, arcade, foosball, gaming table with blackjack, roulette and craps. Beautiful Pool, Hot tub, Fire pit, Barbecue grill and dart board. Just added a ping pong table and Domino table. The perfect place to getaway, entertain and relax!

Spacious 5.5 BR Renovated Villa | Heated Pool Tiki
Upgraded in 2025! Your private, stunning, recently renovated villa! The sleek design offers the feel of a modern home. Enjoy 5.5 bedrooms and 3.5 baths, each designed to satisfy any travel connoisseur: open-concept living space and top-of-the-line kitchen with plenty of natural light. A custom-lit heated pool, a Tiki Space, and a beautiful outdoor dining area are perfect if skipping a beach day in style. We created this space to allow you to enjoy a lovely vacation away from 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
Popular amenities for Florida Keys villa rentals
Beachfront villa rentals

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

Canal/Dock - Cabana Club - Pickleball - Remodeled

Villa 5028 on Duck Key BOAT SLIP available

Oceanfront Resort W/Indoor Pickleball - Speakeasy!

Oceanfront Villa overlooking the Atlantic

Villa A Steps to Beach & Broadwalk Free Parking

Waterside Villa at Unique Resort on Marathon
Private villa rentals

Tropical Paradise | Best Location, Heated Pool+Spa

Waterfront Island Escape with Private Plunge Pool

Islamorada house with best location. Lic # 24-0055

Heated Pool•Basketball•Private Villa•BBQ Grill

Modern Luxury • 5 Min to Beach • Heated Pool & Spa

New Paradise On Sombrero Beach

Refreshed & Elevated Indigo Reef Luxury Villa 15,

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

Spectacular 5BR/5BA Villa in Hollywood Lakes

Heated Pool~Stellar stay in 7BD villa~Playground

FirePit | Beach | Basketball | LuxuryVilla

SUN VILLA | Heated Pool Near Hard Rock & Beach

Modern Retreat w/ Heated Pool & Grill near Beach

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

Beach-5min•4 Ensuite Bathrooms

☆TROPICAL Villa with POOL ☆Private Island☆
Destinations to explore
- Seminole Vacation rentals
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Phillip and Patricia Frost Museum of Science
- Crandon Beach
- Biscayne National Park
- Key Biscayne Beach
- Biltmore Golf Course Miami
- Cocoa Plum Beach
- Coral Castle
- Hobie Island Beach Park North
- Cannon Beach
- Fairchild Tropical Botanic Garden
- Far Beach
- Matheson Hammock Park
- Miami Seaquarium
- Theater of the Sea
- Everglades Alligator Farm
- Deering Estate
- Conch Key
- Sea Oats Beach
- Venetian Pool
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