Condo holiday rentals in Vaca Key

Villa 5027 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 and NO pets.

Private Beach in Marathons Key Colony Beach

Atlantic Ocean location with a beautiful ocean view. The beach is private for sunbathing, fishing, diving, and snorkeling. The sea life off the beach is abundant. Watching the boats come in and out of Vaca Cut is very cool. In addition to the onsite pool there is a Tiki Hut, beachside barbecue area, and a beautiful grass lawn. Being on the third floor offers beautiful ocean views. Please see my host guidebook for detailed info on a few of the local attractions including fav restaurants.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

2-story condo w/ panoramic bay views and balconies

2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise and sunset everyday right at your doorstep. Sharks, turtles, dolphins, tarpon, barracuda and more seen right from your balcony! Clean, comfortable condo, with updated appliances and grill. Close to restaurants by car or boat. Boat slips available to renters first come first serve. Public boat ramp can be seen from balcony. Heated pool on premise. City of Marathon rental license #: VACA-21-530

Blue Haven

Your family will be close to everything when you stay at this centrally-located place. Enjoy your stay in the highly desirable island of Duck Key, a bike/walk friendly island. This condo is located right beside Angler & Ale, a popular Florida Keys Marina-side Restaurant that is only a walk away. You can even walk to the bridge for popular fishing areas nearby. Want to enjoy aquatic activities? Sole Watersports is right at your backyard, book a jets Ki rental, snorkeling or sunset tour!

Clocked Out

Experience the Keys with unparalleled sophistication! Introducing Clocked Outa remarkable townhouse-style condo offering 2 bedrooms and 2.5 baths. Revel in the breathtaking expanse of open water views that unfold before you. Immerse yourself in the splendor of vibrant sunsets painting the evening sky during your entire vacation. The allure continues with a gracefully wrapped balcony encircling the main floor, featuring a convenient half bath, expansive living room, a charming dining ...

Ocean Oasis!OceanView-Private Beach/Pool/TikiHuts

Welcome to Ocean Oasis, your tropical haven in Marathon, Florida! Our stunning 2-bedroom, 2-bathroom condo is located at 501 E Ocean Dr, Marathon, FL 33050. Ocean Oasis offers the ultimate beachfront retreat, with a King-sized bed in the master bedroom and two full-sized beds in the second bedroom, comfortably sleeping six. The spacious balcony boasts breathtaking views of the ocean and pool, perfect for sipping morning coffee or enjoying a sunset cocktail. No Pets Allowed.

Mile 61 at Duck Key

Welcome to Mile 61 – Your Tranquil Getaway in Duck Key! Mile 61, a unique and peaceful retreat located in Duck Key, just outside the renowned Hawks Cay Marina. Whether you’re looking for a fishing adventure or simply want to escape the busyness of everyday life, Mile 61 is the perfect place to relax and recharge. This serene getaway in the Florida Keys, offers the ideal setting for a laid-back vacation with easy access to world-class boating, fishing, and waterfront dining.

Beachfront Villa w/ Pier & Pool

Escape to a tropical paradise at this villa at Topsider Resort in Islamorada. Nestled among lush gardens, this private octagon-shaped stilt house offers a large balcony, a fully equipped kitchen, cozy living spaces, and complimentary amenities like WiFi and cable TV. Guests can enjoy a heated pool, private beach, Jacuzzi, and the famous 180' T-shaped pier stretching into the bay. The villa blends comfort with the vibrant island atmosphere of the Florida Keys.