
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!

Huge heated pool, spa & Grill.12 mins to Brickell.
Step into your stylish 3-bedroom (sleeps 12) 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 Huge outdoor TV Lounge and Dining area. Fast Wi-Fi & 4K TVs Chef-ready kitchen with stainless appliances, outdoor Grill ready for your cookout or Hibachi private chef In-home washer & dryer Bathroom essent

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.

Upscale Hollywood Oasis | Heated Pool & Fire Pit
Indulge in the ultimate Florida escape with this stunning 3-bedroom home. Featuring a high-end open floor plan, state-of-the-art bathrooms, and custom closets. Enjoy the outdoor oasis complete with a heated pool, BBQ grill, fire pit, and a luxurious deck. Relax in the lush landscaping or entertain guests in style. Located minutes from Hollywood Beach, Hard Rock Casino, Fort Lauderdale Airport, and Aventura Mall, this home is the ideal base for exploring all that South Florida has to offer.

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.

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!

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.

6BDRM Villa w/Pool & Parking Heart of South Beach
Experience unparalleled privacy in this 3300 sq.ft villa, a rare gem in the heart of South Beach. This historic 1924 mansion has been fully renovated in a tropical style, offering 6 bedrooms with ensuite bathrooms, accommodating up to 16 guests. Located just 1 block from Lincoln Road, 3 blocks from the beach, and steps from Espanola Way, you can enjoy the excitement of South Beach while retreating to desired tranquility.
Popular amenities for Florida Keys villa rentals
Beachfront villa rentals

Relaxing Bay Front Villa Perfect for Couple Stay

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

The Coconuts

Canal/Dock - Cabana Club - Pickleball - Remodeled

Serene Villa w/ Stunning Ocean View & Sunset Pool

Idyllic Villa w/ Serene Bay Views & Pool Access

Villa 5028 on Duck Key BOAT SLIP available

Villa A Steps to Beach & Broadwalk Free Parking
Private villa rentals

Waterfront Island Escape with Private Plunge Pool

Waterfront • Kayak • Fishing • Heated Pool • Spa

Islamorada house with best location. Lic # 24-0055

Seas the Keys Getaway with plunge pool/spa

New Paradise On Sombrero Beach

UPSCALE MANSION IN THE HEART OF MIAMI WITH POOL

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

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

Spectacular 5BR/5BA Villa in Hollywood Lakes

VOTED#1 Villa-Oversized Pool/B-Ball CT MIAMI/FLL

FirePit | Beach | Basketball | LuxuryVilla

SUN VILLA | Heated Pool Near Hard Rock & Beach

🏖Spacious Villa 🌴 4-Bedroom with Heated Pool 🤩🔥

Beach-5min•4 Ensuite Bathrooms

Amazing Tropical Villa /Pool, Jacuzzi & Backyard

Friendly Fox- heated pool and spa-Downtown & Beach
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- Bayfront Park
- Everglades National Park
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- Zoo Miami
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