
Villa holiday rentals in Cudjoe Key
Find and book unique villas on Airbnb
Top-rated villa rentals in Cudjoe Key
Guests agree: these villas are highly rated for location, cleanliness and more.

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room
Welcome to this stunning brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This vibrant two-story canal-front home offers the perfect blend of modern luxury and island living with its contemporary design, heated pool, game room, and private 50-foot dock with direct ocean access. ✔ 3 Spacious BRs ✔ Open Concept Living ✔ Full Gourmet Kitchen ✔ Heated Swimming Pool ✔ Game Room (Foosball, Arcade, Dominoes Table) ✔ Waterfront Yard (BBQ, Outdoor Dining) ✔ 50ft Private Dock (Fishing Stat

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!

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.

Crystal Waters - Free Kayaks 2/2.5 Coastal Villa
Escape to tranquility in this beautifully appointed villa located in the heart of Duck Key — one of the Florida Keys' most serene and scenic islands. 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.

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! One private hot tub and one private plunge pool ensure you can star gaze on the rooftop or come home from a run or bike ride and go straight for a 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 two private parking spots.

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. 35' 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

Discount Available-Pool/Dock/Bikes/Local Beach
WE ARE OFFERING A 5% DISCOUNT FOR REMAINING WEEKS THROUGH THE END OF AUGUST & SOME FALL DATES! "SOMBRERO HEAVEN" is a canal front 4 bedroom 3 bath pool home (and sleeper sofa) with neighborhood Ocean Front beach just down the street! The private pool that can be heated or chilled, private dock (up to 35' boat), fish cleaning station and 4 bikes! Fully stocked home and kitchen with everything you need included! Free WIFI! Centrally located in Marathon, just an hour from Key West!

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 with Private Pool/Dock, Sombrero Beach
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!

Villa 5023 on Duck Key BOAT SLIP available
Boat slip available for additional $100 a night. 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 and NO pets.

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 villa rentals in Cudjoe Key
Private villa rentals

Florida Keys Sanctuary

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Seas the Keys Getaway with plunge pool/spa

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Beach House Getaway - Free Kayaks 2/2.5

Villa 5008 on Duck Key - Boat Slip Available

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

Villa in Paradise. Plunge pool. Middle of the Keys
Luxury villa rentals

Waterfront Villa with Boat Slip

Villa Sombrero

Pilar House Key West

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

Luxury Waterfront Villa, Marathon, Florida Keys

New Paradise On Sombrero Beach

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

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock
Villa rentals with a pool

FL Keys Waterfront Villa | Priv. Boat Slip | Gulf

Waterfront Island Escape with Private Plunge Pool

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Florida Keys paradise with boat dockage and pool

Coral Villa by AvantStay| Close 2 DT Key West!

2BR water view with private pool, balcony & kayak

Refreshed & Elevated Indigo Reef Luxury Villa 15,

3 BR home with pool, paddleboards & great location
Quick stats about villa rentals in Cudjoe Key

Nightly prices starting at
Cudjoe Key holiday rentals start at £252 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cudjoe Key rentals

5 Average rating
Cudjoe Key stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with a washing machine and dryer Cudjoe Key
- Waterfront rentals Cudjoe Key
- Campsite rentals Cudjoe Key
- Smoking-friendly rentals Cudjoe Key
- Rentals with outdoor seating Cudjoe Key
- Rentals with a hot tub Cudjoe Key
- Rentals with pools Cudjoe Key
- Rentals with beach access Cudjoe Key
- Family-friendly rentals Cudjoe Key
- Rentals with a firepit Cudjoe Key
- Rentals with a kayak Cudjoe Key
- Rentals with a patio Cudjoe Key
- Pet-friendly rentals Cudjoe Key
- Cottage rentals Cudjoe Key
- House rentals Cudjoe Key
- Beachfront rentals Cudjoe Key
- Villa rentals Monroe County
- Villa rentals Florida
- Villa rentals United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- The Turtle Hospital
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Florida Keys Aquarium Encounters
- Fort Zachary Taylor Historic State Park
- Dolphin Research Center
- Southernmost Point
- Boyd's Key West Campground
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- Boca Grande Key
- Venture Out Resort
- Curry Hammock State Park
- Mel Fisher Maritime Museum





