
Villa holiday 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!

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 Getaway - Free Kayaks 2/2.5
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

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes
🎨 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.

Villa Canal backyard oasis
Unfortunately After March 1, 2026, we will need to service the Jacuzzi. The service for the Jacuzzi could take up to two months so we cannot offer the Jacuzzi / hot Tub after March 1. Casa Canal is a relaxing oasis surrounded by tropical plants and a Beautiful Canal. The canal is home to manatees, squirrels, bright green Iguanas, and at times wild green Parakeets in the tree canopy, Spend a quiet time fishing under the gumbo limbo tree while enjoying the tropical breeze.

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. This 3/3.5 villa is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec. Area.

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 Oasis | Quiet Residential Neighborhood
Bring the whole family to this spacious Miami oasis. Centrally located, close to beaches, airport and outlet mall. Lots of indoor and outdoor activities. Grand Room, Family Room, 6 Bedrooms plus Office/bedroom, pool table and gaming table. Beautiful Pool, Fire pit, Barbecue grill and dart board, ping pong table and domino table. The perfect place to getaway and relax! PLEASE NOTE: This home is in a quiet residential neighborhood and PARTIES ARE NOT PERMITTED.
Popular amenities for Florida Keys villa rentals
Private villa rentals

Waterfront Villa with Boat Slip

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

Luxury Waterfront Villa, Marathon, Florida Keys

Studio apartment in 1927 Mediterranean Home

Waterfront Miami Resort : Pool, Spa, Kayaks & more

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

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

Española Bayfront Villa – North Bay Village Luxury
Luxury villa rentals

Isla Mamey: FREE Boat Dockage Sept-Oct Only!

Florida Keys Sanctuary

Villa in Miami “Villa Vetter”, Heated pool & salt.

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

3Bd 2Bth Private Island Security Gated Villa Miami

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11

Villa Serena - Tranquility Redefined

Dolce Vita Estate • Luxury Private Villa • Events
Villa rentals with a pool

Miami Escape - 5BD W/ Pool, Billiards, Mini Golf

Casa Alaïa | West Brickell | Sleeps 20 | Pool&Spa

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

New Paradise On Sombrero Beach

Stunning Tropical Villa - 4BR with private pool

Refreshed & Elevated Indigo Reef Luxury Villa 15,

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

Coral Palm by AvantStay | Mins From DT Key West
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
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- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Florida International University
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Dadeland Mall
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Mia Aesthetics Miami
- Phillip and Patricia Frost Museum of Science
- Homestead-Miami Speedway
- Miami International Mall
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