
Villa vacation rentals in Key West
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Top-rated villa rentals in Key West
Guests agree: these villas are highly rated for location, cleanliness, 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.

Canal/Dock - Cabana Club - Pickleball - Remodeled
Keys Hideaway - Remodeled, clean 2/2 villa w/ 30ft dock. We boast one of the largest and most private canals in KCB. Enjoy the nightly walks along 7th Street's boardwalk that runs along the canal. Directly across the street are the following amenities: 10 Pickleball Courts 9-Hole Golf Course Walk to the beach, pool and Tiki bar at the Cabana Club (membership included with the rental). You can either relax and grill on the back patio and/or walk to a local restaurant/bar on the waterfront.

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.

Villa Marlin - Perfect Vacation in Florida Keys
Spacious house, newly built with a private outdoor pool in the beautiful Florida Keys. This is the perfect location for boating enthusiasts. There is space for both parking and boat trailers. An exclusive ramp is a block away (30-second drive or 1-minute walk), leads to Gulf of Mexico, and 10 minutes to the Atlantic Ocean. A pool heater is provided for free for renters during the Winter. Outdoor pool shower included. Barbecue gas always provided. Games include corn hole, domino, billard.

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool
Welcome to the Marlin House. This 3 bed 3 bath luxury villa is located in the gated community of Indigo Reef. Immediate boat access to the Gulf and Ocean. 31' dockage incl. You'll appreciate the professionally decorated open floor plan that expands through the gourmet kitchen, family room and onto the outdoor lanai. Three private bedrooms, each with decks. Enjoy happy hour and grill your catch as you watch the sunset! Free WiFi, Parking & Dockage Contact owners 24/7 for any assistance

Florida Keys Wellness Gem Tranquility & Activity
Enjoy yourself in the Florida Keys in this spacious, 3 BR, 3 baths condo in Marathon, right on the Gulf coast! TWO private hot tubs ensure you can star gaze on the rooftop or come home from a run or bike ride and go straight for a hot soak! The view from the rooftop is amazing, rooms are spacious and clean. Add the fully equipped kitchen, washer & dryer as well as fresh sheet service and so much more. This home also has a shared pool and beach area and two private parking spots.

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock
#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

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!

Marathon Villa w/ Priv Pool/Dock
Marathon, Florida is in the middle of all the beauty and action of what the Florida Keys have to offer. Sombrero Beach is at a bike ride or walking distance. It offers complimentary parking, outdoor grilling, beach volleyball, children play area, and public restrooms. 40 foot dock offers guests the option to bring their boats or rent one. Our heated pool is a perfect way to soak up the tropical vibes. Kitchen is fully equipped. We are at walking distance to grocery store!

Duck Key *Bliss* Private Pool & Patio
Enjoy a great family vacation in this comfortable cozy home located in The Sanctuary, an exclusive gated area of Hawks Cay Resort. This home offers a private swimming pool and patio in a lush tropical setting, large Smart 4K TV's, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to great restaurants and fun tropical activities. Relax, unwind, bond, and make new memories at 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 Key West villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada

Villa 5034 on Duck Key BOAT SLIP available

Sunset Villa in Duck Key

Picturesque Villa Near History of Diving Museum

Villa 5086 on Duck Key BOAT SLIP available

Waterfront villa for families * Family friendly*

Villa 5021 on Duck Key - Boat Slip Available

Villa 5028 on Duck Key BOAT SLIP available
Luxury villa rentals

Villa Sombrero

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

Bayberry Key: FREE Boat Dockage Sep-Oct Only!

Florida Keys Sanctuary

Luxury Waterfront Villa, Marathon, Florida Keys

Waterfront Villa (38) w/ sunset views & boat slip

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool

Scenic Resort w/ Outdoor Pool | Florida Keys Stay
Villa rentals with a pool

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!

2BR water view with private pool, balcony & kayak

Indigo Reef water view Villa- #1 Guest Favorite

Isla Guava: FREE Boat Dockage Sept-Oct Only!

Waterfront Island Escape with Private Plunge Pool

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only

Florida Keys Resort Villa

Isla Lychee: FREE Boat Dockage Sep-Oct Only!
Quick stats about villa rentals in Key West
Total rentals
10 properties
Nightly prices starting at
$260 before taxes and fees
Total number of reviews
180 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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